Home Vacation Home Rentals By Owner In Holmes Beach, FL

Showing 740 Of 800 Vacation Rentals
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Exceptional(57)

$324.56

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Private Vacation Home

Seaside Beach House 203 · Top Floor · 14-Ft Balcony · Pool

Holmes Beach, Florida, United States

VRC20-000296brbr1BR · 1.5BA · Sleeps 3 · Top Floor · 14-Ft Private Balcony · 950+ Sq Ft · Dolphins from Balcony · No Elevator · Covered Parking · Heated Pool · No EVs or Golf Carts · Laminate Floors ThroughoutbrbrImportant before booking: Seaside Beach House #203 is a top-floor unit with no elevator — stairs are required to reach the condo. Guests with mobility limitations should note this before booking.brbrThe top floor gives this unit the best elevated position in the building — and the 14-foot private balcony faces the Gulf directly with unobstructed sunset views. Guests watch dolphins from this balcony. It's where the mornings go, where the evenings end, and where most of the stay actually happens.brbrAt 950+ square feet, this is a larger layout than most one-bedroom condos at this price point. The open-concept living, dining, and kitchen areas all face the Gulf. New laminate flooring throughout — no carpet — keeps the space fresh and easy to maintain after beach days. The king master suite has a private balcony entrance and en-suite bathroom. A twin sleeper in the living room accommodates a third guest. One and a half bathrooms total. Shared ground level laundry.brbrThe kitchen is fully equipped for meals at home. Flat-screen TV in the living room. High-speed WiFi included. Some beach gear is provided. The heated community pool is at the beachside.brbrPlease note: this property is not suitable for electric vehicles or electric golf carts. Covered parking for one vehicle included. brbrNon-smoking property.brbrSeaside Beach House #203 requires a one-week minimum stay. Not pet-friendly.brbr*Final payments are due 60 days prior to arrival payable by personal check or Echeck (which will incur a $1.00 processing fee) we do takebrcredit cards for final payment with a 3% fee on the balance due
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Sleep 3

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Exceptional(1)

$329.12

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Private Vacation Home

Bay Breezes managed by Beach Retreats FL Anna Maria Island

Holmes Beach, Florida, United States

Bay Breeze: Your Waterfront Oasis on Anna Maria IslandbrbrWelcome to Bay Breeze! Nestled on a deepwater canal, this stunning 3-bedroom, private pool and spa home offers an unparalleled Anna Maria Island experience. Perfect for families, friends, or anyone seeking a relaxing escape, this luxurious vacation home is designed with an open floor plan, high ceilings, and beautiful views from every room. Located just a short walk to beaches, local shops, restaurants, and activities, Bay Breeze ensures you get the best of both waterfront relaxation and island adventure.brbrPrime Location and Waterfront Living Located in the heart of Anna Maria Island, Bay Breeze is just minutes from Gulf Coast beaches, Lakewood Ranch, Sarasota, and Tampa. Whether you're exploring the island or simply relaxing by the private pool, you'll be immersed in the best of Florida living. The deepwater canal offers direct access to the bay, allowing you to enjoy the true waterfront lifestyle.brbrChef's Kitchen and Open Living Spaces This home is a dream for any chef, featuring a fully stocked kitchen with double islands, a triple sink, and two faucets. The kitchen is equipped with GE appliances, including double ovens and an induction cooktop, perfect for preparing your favorite meals. Glass-front cabinets with under-cabinet lighting provide an elegant touch, while the spacious dining area overlooks the canal, making every meal feel like a special occasion. The adjacent living room is ideal for entertaining, with plenty of space for family gatherings. French doors lead out to the deck, enhancing the indoor-outdoor living experience.brbrYour Private Oasis: Pool, Spa, and Scenic Views Step outside into your own backyard oasis, featuring a heated saltwater pool and spa. Whether you're lounging by the pool or enjoying a sunset soak in the spa, this outdoor space is perfect for relaxing after a day of island adventures. The heated pool is set to 85°F from November 1st through April 30th, ensuring comfort during cooler months.brbrComfortable Bedrooms for Restful Nights The master suite offers a luxurious retreat with a private sitting area, direct access to the outdoors, and a spa-like bathroom featuring double vanities, a walk-in shower, and a jetted tub. The second bedroom includes a queen-size bed, while the third bedroom is perfect for families with two sets of bunk beds, each with its own bathroom.brbrImportant Details for Your StaybrbrBoat lift is not available for usebrPool temperature is set to 85°F from Nov 1 through April 30. Note: The pool heater is locked for safety, and tampering with controls is prohibited.brThe Damage Waiver covers up to $1,500 of accidental damage to the property. Please report any damage before check-out.br​​​​​​​ This home can accommodate up to 3 vehiclesbrbr Booking & CancellationbrNo cancellation fees!brCancel 60+ days before arrival → Full refundbrCancel within 60 days → No refundbrExtended stays & bookings $20,000+ → Full payment 90 days prior, non-refundablebr$500 deposit due at booking; balance due 60 days priorbrFor reservations 21+ nights or $20,000+ → 10% deposit due at time of booking.brThird party travel insurance cost is due at time of purchasebrThird-party travel insurance through Beach Retreats is non-refundablebrNo changes permitted within 60 days of arrival or during staybrWe highly recommend cancelation insurancebrbrProperty Amenities:brbrSelf Check-In/Check-OutbrCarbon Monoxide Detector, Fire Extinguisher, Smoke DetectorbrPrivate PoolbrWasher/DryerbrFully Equipped Kitchen (Coffee Pot, Toaster, Kettle)brTelevision, Internet, Iron, Hair Dryer, Linens and Towels providedbrBook Your Stay at Bay Breeze Today! Indulge in the ultimate waterfront vacation at Bay Breeze. Whether you're relaxing by the pool, exploring Anna Maria Island, or enjoying a meal prepared in the chef's kitchen, this home offers everything you need for an unforgettable getaway. Book now and experience the best of Anna Maria Island!
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Exceptional(30)

$339.67

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Private Vacation Home

Pineapple Cay: 2.5 Blocks to Beach! Pool & Spa by Anna Maria Life Vacation Rentals

Holmes Beach, Florida, United States

Pineapple Cay by Anna Maria Life Vacation Rentalsbr305 74th St, Holmes Beach, FL 34217brbrWhat You'll Love About This Home:brLocation! 2.5 Blocks to the Beach!br3 Bed / 3.5 Bathbr3 King BedsbrPrivate Heated Pool & SpabrPool LoungersbrCovered Verandah with Patio Dining for 4 (Overlooks Pool)brGas GrillbrFront Balcony with Adirondack ChairsbrKeurig & Drip CoffeebrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Chairs & WagonbrParking for 3 CarsbrbrDetails:brPineapple Cay is located 2.5 blocks from the sugar sand beaches of Anna Maria. Our beach inspired retreat is the ideal vacation home for your family.brbrThe main floor features the living area with access to the covered verandah overlooking the lush tropically landscaped backyard. The kitchen island has counter seating for two and the dining room features a table for six.brbrThe mid-level bedroom includes a king-sized bed, en-suite bathroom and access to the front balcony. The master bedroom and an additional bedroom are located on the second floor and feature king-sized beds and en-suite bathrooms. Each bedroom includes a TV, and crisp linens and plush towels from our professional linen company.brbrYour guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.brbrA sparkling, heated pool and spa highlight the backyard which is complete with pool loungers. A covered verandah overlooks the pool and include a high top patio dining table for four and a built-in Coyote gas grill.brbrPineapple Cay is easy walking distance to many shops and restaurants, and to the free island trolley, which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation!brbrBedroom 1 - King Bed, Ensuite Bathroom, Balcony Access, TV on Mid-LevelbrBedroom 2 - King Bed, Ensuite Bathroom, TV on Floor 2brBedroom 3 - King Bed, Ensuite Bathroom, TV on Floor 2brbrPlease note:brPets are not allowed in this home.brGarage is not for guest usebrAmenities are subject to change.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The minimum requirement for this home is no less than seven nights. The maximum occupancy is six.br​​​​​​​brVRC16-000123brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation.
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Exceptional(8)

$358.64

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Private Vacation Home

Beach getaway pool, spa, mini golf, walk to beach

Holmes Beach, Florida, United States

Escape to the spacious, fully updated two bedroom two bathroom ground floor retreat on Ana Maria Island. This large home comfortably fits families or small groups. Enjoy a shared heated pool and hot tub, your own private patio with a grill, and a prime location just a short walk from the beach and the free Island trolley.Modern amenities and stylist deck or ensure a perfect getaway.brbrWelcome to your large ground floor home on beautiful Ana Maria Island! As part of a duplex, this two bedroom two bathroom unit has been completely renovated to provide a modern and comfortable stay.brbrThe open concept layout includes a large, fully equipped kitchen with brand, new appliances, a dedicated dining area, and a separate living room perfect for relaxation.brbrGuests will have complete and private access to the entire ground floor unit ( unit B ).brbrYour private access includes: the entire two bedroom, two bathroom home. brbrA private patio with personalized barbecue grill. brbrShared amenities available to you: a brand new heated pool, a relaxing hot tub. brbrThese shared spaces are available to only three other units, ensuring a quiet and semi private experience. brbrAn EV charger is available for your use on the property.brbrWe value your privacy and aim to provide a seamless, independent Day. Well, we will not be present at the property, we are always available via the booking platform or by phone. Should you have any questions or need assistance during your visit.brbr**Welcome to the Tranquil Holmes Beach Neighborhood on Anna Maria Island!**brbrOur charming Airbnb is nestled in the heart of Holmes Beach, a serene and picturesque neighborhood on the beautiful Anna Maria Island. With its laid-back atmosphere and pristine beaches, this coastal haven promises a truly unforgettable vacation experience.brbr**The Neighborhood:**brHolmes Beach exudes a classic beach town vibe, offering a perfect blend of relaxation and local charm. You`ll find friendly locals, quaint shops, and delightful restaurants within walking distance, making it easy to immerse yourself in the island`s warm hospitality and vibrant culture.brbr**Holmes Beach:**brJust steps away from our Airbnb, you`ll discover the breathtaking Holmes Beach. Sink your toes into the soft, white sand and relish the gentle Gulf breeze as you bask in the sun or take leisurely strolls along the shoreline. The crystal-clear waters beckon you to swim, paddleboard, or simply unwind in the tranquility of the island paradise.brbr**Local Attractions:**brBeyond the beach, you`ll find a plethora of activities to enjoy. Rent a bike or a golf cart to explore the island`s hidden gems, including the historic Anna Maria City Pier and the iconic Bean Point Beach. For the nature enthusiasts, visit the Leffis Key Preserve or the Robinson Preserve to experience the island`s lush wildlife and scenic trails.brbr**Dining and Shopping:**brSavor the island`s flavors by indulging in fresh seafood at local restaurants, or treat yourself to some delectable ice cream as you explore the charming shops along the way. You`ll find everything you need within reach to ensure a comfortable and enjoyable stay.brbr**Unwind in our Cozy Airbnb:**brOur inviting Airbnb offers a cozy retreat after a day of island adventures. Relax on the private patio, take a refreshing dip in the pool, or simply unwind in the comfortable living space. With [number of bedrooms] charming bedrooms and [number of bathrooms] luxurious bathrooms, our home provides all the comforts you need for a memorable stay.brbr**Book Your Island Getaway:**brEscape to our serene Holmes Beach neighborhood on Anna Maria Island and experience the magic of a true beachside escape. Whether you`re seeking relaxation, exploration, or a bit of both, our Airbnb promises an exceptional stay in this tropical paradise. Reserve your dates now and let the island adventure begin!brbrFree Trolley runs every 20 minutes. Two stops available right in front of house. There are also golf carts, and bikes available for rent. Free Monkey bus will come and pick you up and drive you around also.brbrUnit identification: this is unit B, a ground floor unit in a duplex property.brStarter supplies: we provide a starter kit of essentials like shampoo, soap, and toilet paper to get you settled in. For longer stays, you will need to purchase additional supplies for a nearby store. Beach Gear provided to make your beach. Perfect, we provide the following for your use:beach, wagon, beach towels, beach, chairs, beach, umbrellas, and sand toys.brTwo Cars per guests. Guests must use the two parking spaces behind the unit (between the first and second building.) No parties. No pets of any kind allowed on premises. Any additional visitors must be disclosed prior to arrival as there are strict occupancy rules on AMI which must be adhered to.
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Sleep 6

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Exceptional(3)

$782.93

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Private Vacation Home

Reel Royale a Canal Home on Anna Maria Island highly esteemed Key Royale!

Holmes Beach, Florida, United States

Reel Royale is a splendid spacious home located at the end of a canal in the prestigious Key Royale neighborhood! Reel Royale offers a ton of amenities including 4 bedrooms 3 full bathroom and two half baths, a chef’s kitchen, a game room, a heated pool, an elevator, boat dock, boat slip and so much more! (New boat dock and slip coming around July 2022)brbrThe kitchen is massive with ample amount of quartz counter space. You will enjoy the stainless steel appliances including the 47” gas range, sub zero refrigerator, double ovens and dishwasher. Reel Royale has bar seating for 6. The dining table sits 10 comfortably.brbrOpen concept puts the living room right in the middle of it all. Plenty of comfortable seating and a large TV to watch your favorite movies.brbrJust off the living area are two sets of French doors that go right out to the heated pool or grab a kayak and hit the Bimini Bay. The views from the living room, dining area and kitchen are just breath taking. Enjoy the sunset views while you cook, eat or relax on the sofa.brbrA rarity on Anna Maria Island Reel Royale has a fenced in back yard right off the main room. Let the children, grand children or dog play! We have several games for the back yard or bring your own!brbrThis home has 4 bedrooms, 3 with king beds and one bunk room with 4 bunks and a trundle. It also offers a day bed with a trundle upstairs in the game room. This home can easily accommodate 13 guests.brbrIn the outside areas Reel Royale has polywood chairs, loungers, gliders, rockers and benches. By the pool you will find a polywood dining table with 8 chairs so you can comfortably have all your meals outside in the Florida weather. A propane grill is provided for cooking those steaks.brbrReel Royale is a boaters dream. With a wide and deep canal with no bridges to the Gulf and Bay waters gives easy access. Galati’s Marina around the corner provides easy re-fueling options, and even enjoy some fresh sushi by boat or kayak at Ocean Star.brbrReel Royale in the Key Royale neighborhood is the perfect place to indulge in the island lifestyle, as you can reserve this home for a month or more as desired. Sharpen up on your golf skills or discover some of the best fishing spots along the bay. Take a ride on the free trolly which has a stop just a short walk from Reel Royale and discover all that Anna Maria Islandhas to offer! We welcome you to Reel Royale!brbrWe are a family that loves dogs and we welcome well behaved dogs weighing less than 40 pounds (Maximum of 2 dogs) are welcome for a 1 time nonrefundable pet fee of $100 per dog plus tax. Pet fees are an additional fee to the total cost quoted.brbrCheck in time is 4:00pm or after and Check out time is 10:00ambrbrNO SMOKING is allowed insidebrbrPlease Remember:brYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbrMax Vehicles: 4brbrVRC22-000058
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Bath 4

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Sleep 8

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Exceptional(9)

$540.37

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Private Vacation Home

Sailfish Bungalow. Perfect for your family vacation!

Holmes Beach, Florida, United States

This beautiful property offers a perfect blend of indoor and outdoor living, with welcoming accommodations for a maximum of 6 guests, all just a short walk to the pristine white sand beaches and centrally located on Anna Maria Island!brbrThe decor is a perfect blend of coastal elegance and comfort, featuring a plush sectional and swivel chair arranged to encourage conversation or enjoying a movie after a long day at the beach. Soft, sandy tones and beach-inspired decor create a serene atmosphere, inviting guests to relax and unwind. The open concept kitchen with banquette-style kitchen table provides ample seating and creates an inviting space, perfect for enjoying family dinners when you don’t feel like eating out. Glass pendant lights hang above the island, casting a warm glow on the culinary workspace. Appliances include stove, oven, refrigerator, dishwasher, coffee pot (and a Keurig), and a toaster which are integrated into the kitchen's design. brbrThe primary bedroom is located up a short staircase that allows for extra privacy. This room is generously sized and furnished with a luxurious king-sized bed, adorned with crisp, white linens and plush pillows. The ensuite bathroom has a spacious walk-in shower and a double sink vanity. The decor echoes the coastal theme, with driftwood accents and calming color schemes. This split level home allows for privacy in the primary bedroom and bathroom and includes a cozy deck great for sunset views.brbrThe second bedroom is appointed with a king-sized bed and crisp, white linens and plush pillows. The third bedroom has a full bed with a twin bed over and is perfect for guests of all ages! This bedroom also has a private entrance to the back yard. The second full bathroom is centrally located on the main level, also having a roomy walk-in shower. This shared bathroom provides comfort, convenience and privacy for guests from both main level bedrooms. For guests wishing to do laundry, in this hallway there are also a stacked washer and dryer nearby.brbrThe outdoor living area of this beach house offers a luxurious and entertaining space, complemented by lush tropical landscaping, creating a vibrant and aesthetically pleasing atmosphere. The pool is a focal point, inviting you in for a refreshing swim. A unique and enjoyable swim-up table is situated within the pool, allowing guests to cool off while sipping their favorite drinks. Adjacent to the pool, the spa provides a place to unwind and enjoy the soothing benefits of warm water. There are several lounge chairs offering comfortable spots to relax and enjoy the Florida breeze. A gas grill and outdoor table provide a perfect setting for grilling and dining poolside, in the open air. For your beach visits, the garage contains several beach chairs, beach umbrellas, a cooler and a beach wagon. Overall, this outdoor space and these other amenities are designed to cater to both relaxation and entertainment, offering a perfect blend of comfort and luxury for guests to enjoy their time outside in the beautiful surroundings of Anna Maria Island.
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Exceptional(2)

$570.84

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Private Vacation Home

AMI Villa by Beach Boutique Rentals

Holmes Beach, Florida, United States

Welcome to Paradise - AMI Villa! Make this charming 3 bedroom, 3 bath Mediterranean beach villa your home away from home! With much to offer, this home will have your family wanting to return to Anna Maria Island year after year. brbr*Features include* brbr* 3 bedrooms, 3 full bathrooms br* 2 King master bedrooms br* 2 Queen beds in 3rd bedroom br* Private, heated tropical pool br* 3 covered patios on different levels including a rooftop patio with a swing br* Steps to the beach (only 4 houses away) ~ includes beach towels, chairs, umbrellas and beach toys br* Entertainment for everyone- ping pong, air hockey, games, books and movies br* Close proximity to shops and restaurants br* Family friendly ~ Pack n Play and high chair provided br* Pet friendly! brbrAMI Villa is ideally situated in the heart of Anna Maria Island Island in Holmes Beach. With 3 bedrooms and 3 bathrooms you have plenty of sleeping options and every bedroom has its own connected bathroom! The main floor master bedroom as well as another master upstairs are both equipped with king size beds. The master bedroom upstairs has its own private balcony. The third bedroom is very spacious and equipped with 2 queen beds. If you have a larger family, there is a queen size pullout sofa in the living room. brbrThe laundry room equipped with full size washer and dryer so you can pack light. When you arrive, you will find high quality and commercially cleaned luxury bedding, bath towels, wash cloths and beach towels ready for your stay. Breathe easy knowing that everything is already taken care of for you. The large open kitchen is fully stocked with pots, pans, and utensils that you can use to prepare fabulous meals. The fenced in yard is perfect for small children and pets, and the pool area is also gated so you can keep them in or out. Enjoy the private heated pool and outside patio with grill. There are 3 covered porches on different levels including a rooftop porch with a swing- a perfect spot for your morning coffee, evening cocktails and gorgeous views of the island. Take in some of the most beautiful sunsets right from your balconies! brbrThe beach down the path has lots of activities for all ages including volleyball, live music daily, all you eat pancakes in the morning, ice cream and a restaurant and bar. Enjoy a meal with your toes in the sand. You will love the short walk to the beach, island grocery store, CVS, shops, restaurants and the island free trolley . We provide beach chairs, umbrellas, beach wagon and all kinds of beach toys for our guests to enjoy. The owners have thought of every detail to make you, our guest, very comfortable in this beautiful home! brbrPET POLICY: brbrWe are DOG FRIENDLY! A fee of $150 + tax is required in advance for each dog you are bringing. brbr2 pets maximum unless granted an exception. Weight limit of 75 lbs total for 1 pet or 120 lbs for 2 pets. brbrDue to property insurance policies and liability concerns NO dangerous breeds or aggressive animals are allowed. The following breeds (purebred or crossbred) are not permitted: brbrPit Bull, Akita, Rottweiler, German Shepherd, Siberian Husky, Malamute, Doberman Pinscher, Chows, Any Wolf-dog hybrid, Any other dog that has been known to have bitten anyone brbrADDITIONAL INFORMATION brbrWe generally require a minimum stay of 7 nights with Saturday check-in during the high season. We are more flexible in the off season so please send us a message if your dates appear unavailable. We may be able to accommodate you!brbrHousekeeping will provide a starter supply of toilet paper, soap, and garbage bags but guests will likely need to replenish the supply during their stay.brbrOur cleaning fee includes a professional linen service. When you stay with us you can rest assured that you will have high quality linens such as those at a fine hotel. We also provide plenty of luxury bath and beach towels. brbrAnna Maria Island is a family community and the city imposes a strict noise ordinance. Please adhere to our good neighbor policy and observe the local quiet hours between 10 pm and 8 am. No loud music or use of the pool is allowed during these hours along with any other noise which may disturb the neighbors. brbrVRC19-000127brbrThis home provides off-street parking for up to 3 vehicles.brbrBooking Platform Note:brFor VRBO bookings, the reservation payment is processed by Beach Boutique Rentals and will appear as Beach Boutique Rentals on your credit card statement. VRBO also charges a separate service fee directly to the guest as a separate transaction.
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Exceptional(61)

$334.64

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Private Vacation Home

Anna Maria 2 Family Home w/ pool, beach/3 blocks.

Holmes Beach, Florida, United States

Side B is being rented with private use of the pool and private use of all the fenced in area around the pool & unit. Again, the pool and pool area are not shared spaces, and side B truly does come with private use of these areas. Side B is 1325SF, has 3 bedrooms, 2 bathrooms and sleeps 10. Side B is the only side referenced in this listing. brbrThis ranch-style 2 Family Home (duplex) is located in Holmes Beach on Anna Maria Island just 3 blocks from the beach, 1 block from Holmes Beach town center, and less than a block from the free island trolley stop. Pets are welcome for a $100 non-refundable fee.brbr*****We have also begun renting Side A. Side A is visible on a separate listing but can be combined with Side B (this side) for larger rental groups or for 2 families traveling together. If interested just reach out to us.***** brbrFull Description (side B):brHome is nicely furnished with 3 bedrooms, 2 full baths, a kitchen & a great room with full view of the pool. The Master Bedroom has a queen bed & a master bath. Bedroom 2 has a king bed & direct access/view of the smaller left side patio/yard space. Bedroom 3 has both a double/full bunk bed (2 full beds) & a twin bunk bed (2 twin beds), making it an ideal kid or whole family bedroom. The great room has a Samsung TV. ALL bedrooms have TVs. The kitchen is equipped with all the necessary amenities & the great room has a sit-down dining area to accommodate all. The unit has a fully enclosed yard for your privacy. This fenced in area includes the pool, pool shed, a grill, a bar/tabletop area, a rear outside shower & an extra smaller side patio on the left side of the home with additional seating off Bedroom 2. WIFI & cable are ready for your use. Note: cable is streamed through the Spectrum App on all TVs. Netflix should already be loaded & ready on the living room TV but often guests log out of this. There is a portable DVD player & Bluetooth speaker in the living room for your use. There is also a fairly large laundry room in the home.brbrThe Pool:brRelax & enjoy the privacy of your own pool. The entire yard is fenced in with a 6' privacy fence. The pool is heated by a heat pump. brbrOutdoor Shower:brLocated at the rear of the home.brbrPool & Beach Items: brCoolers, extra chairs, a few beach chairs, a beach umbrella, pool toys & beach toys are all in the pool shed for your use but do change guest to guest. brbrGrill: brPropane Weber grillbrbrParking:brThere are 3 driveway spots (1 for each bedroom). brbrPets:brPets are welcome for an extra $100 non-refundable fee.brbrAnna Maria Island is a 7-mile-long island. The island offers a family-oriented vacation destination with a laid-back feel & a relaxing atmosphere. The island's beautiful world-famous white beaches & friendly atmosphere will make you want to come back time & time again.brbrLocal Spots:brJust 3 blocks from the white sandy beaches of the Gulf of Mexico (just down 51st St. or 52nd St) & virtually next door to Holmes Beach's wonderful restaurants, shops & bars. The free local trolley stop is less than a block away & available approx. every 20 minutes from roughly 6am-10:30pm (Sunday & holiday hours may be different). Publix grocery & shopping center is just 0.9 miles away. We are located centrally on the island and just north of the Manatee Ave bridge. Bridge Street, Anna Marie City Pier and The Rod & Reel Pier are all just 3 miles away. brbrDeposit to Book: $500.00 per week with the balance due 30 days prior to check-in.brSecurity Deposit: $59 Damage Waiver Fee (non-refundable)br brThank you!brCarrie
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Bath 2

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$596.8

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Private Vacation Home

Aquamarine Oasis by Beach Boutique Rentals

Holmes Beach, Florida, United States

Aquamarine Oasis is an exquisite vacation home located just steps away from the pristine white sands and turquoise waters of Anna Maria Island.brbr*Features include* brbr* Private heated pool br* Space for entertainingbr* Foosball table and cornholebr* 3 bedrooms, 3 bathrooms br* Sunken living roombr* Queen sleeper sofabr* Washer and dryer br* Lounge chairs by the pool br* Gas grill and patio dining for 6br* Beach towels, chairs and cartbr* Short walk to the beach! brbrOffering 3 bedrooms and 3 fully remodeled bathrooms, this island retreat comfortably accommodates up to six guests. Aquamarine Oasis is centered in the heart of Holmes Beach close to all the restaurants and shops, making it the perfect destination for families and friends seeking a memorable escape.brbrStep through the door into the vibrant, newly remodeled living area. Here you can gather with loved ones to plan your adventures on Anna Maria Island, unwind while watching your favorite shows on the TV, or simply relax and soak up the welcoming ambiance. A fun foosball table adds a playful touch to the space, while natural light from the skylights and a picturesque view of the pool through the patio doors create an inviting atmosphere.brbrAdjacent to the living room is another gorgeous sitting area and dining room with table for 6. The fully-equipped, coastal-inspired kitchen is perfect for whipping up island recipes and beloved family meals. Grab a quick snack at the convenient breakfast bar with counter stool seating. For a truly idyllic setting, there is another poolside dining table for 6 where you can dine under the stars.brbrAquamarine Oasis offers the convenience of a ground floor master bedroom with ensuite bath. This gorgeous room is flooded with natural light and offers stunning views of the meticulously landscaped backyard. The attached bath features a tub/shower combo and double vanity. A second brand-new bathroom is also located on the ground floor, beautifully remodeled with fresh, modern finishes.brbrHead upstairs where you will find the second and third bedrooms with king and queen bed, respectively. These rooms share a newly added full bathroom with a sleek, glass-enclosed shower and stylish coastal design. Every guest will enjoy a peaceful night's sleep in these charming bedrooms with coastal character and charm. For additional guests, the living room also features a queen sleeper sofa.brbrAquamarine Oasis is just a 5 minute walk down 50th Street to a beautiful and peaceful stretch of Holmes Beach. Spend the day making memories at the magnificent Gulf beach and then retreat to your private backyard oasis. Unwind in the inviting, heated pool or lounge on a comfortable chaise. If you don’t feel like cooking you are in luck because several of the island’s best restaurants are a short walk away, such as Hurricane Hank’s, Feast, and the Freckled Fin!brbrFamily adventures, island charm, and pure relaxation are waiting for you at Aquamarine Oasis.brbrADDITIONAL INFORMATION brbrWe generally require a minimum stay of 7 nights with Saturday check-in during the high season. We are more flexible in the off season so please send us a message if your dates appear unavailable. We may be able to accommodate you! brbrHousekeeping will provide a starter supply of toilet paper, soap, and garbage bags but guests will likely need to replenish the supply during their stay. brbrAnna Maria island is a family community and the city imposes a strict noise ordinance. Please adhere to our good neighbor policy and observe the local quiet hours between 10 pm and 8 am. No loud music or use of the pool is allowed during these hours along with any other noise which may disturb the neighbors. brbrVRC20-000312brbrThis home provides off-street parking for up to 3 vehicles.brbrBooking Platform Note:brFor VRBO bookings, the reservation payment is processed by Beach Boutique Rentals and will appear as Beach Boutique Rentals on your credit card statement. VRBO also charges a separate service fee directly to the guest as a separate transaction.
Bed 3

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Bath 2

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Sleep 6

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Exceptional(26)

$309.18

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Private Vacation Home

LaBella Casa: Games, updated beachy chic home moments to the Gulf!

Holmes Beach, Florida, United States

With a bright green-colored exterior and vibrant greenery surrounding the property, LaBella Casa is hard to miss! And, you wouldn’t want to miss this home! Its interior is stunning, spacious, and recently renovated and the amenities are endless! Just minutes walking distance from Holmes Beach and nestled on a quiet residential street, LaBella Casa is sure to be a perfect fit for all vacationers!brbrWhen you arrive at LaBella Casa, you’ll notice the towering palm trees and the perfectly manicured lawn that surrounds the home, the balcony, and the porch space on the ground floor. Just inside on the second floor, you’ll walk into the common area. This area is open-concept and delicately decorated with light blues and pale yellows. The kitchen is large and features granite countertops, stainless steel appliances, and an island with a breakfast bar for three. Just beyond the kitchen is the dining area. The dining table seats six guests and there is access to the balcony via sliding glass doors in this room. The living room is the epitome of relaxing as it offers a large sectional couch, two matching yellow armchairs, and a flat-screen TV. Guests can also access the balcony from the living room’s sliding glass doors. The balcony is spacious, has an outdoor lounge seating , and views of the Gulf.brbrSLEEPING ARRANGEMENTS (Sleeps 6):brPrimary Bedroom: KingbrSecond Bedroom: QueenbrThird Bedroom: Two TwinsbrbrBATHROOMS:brPrimary En-suite: Walk-in Shower, Jacuzzi Tub, Double VanitybrSecond Bathroom: Shower Tub CombobrWith its 3 bedrooms and 2 bathrooms, LaBella Casa can accommodate 6 guests. The primary suite is simple but charming. It has a king-sized bed, matching wicker-style furniture, and an en-suite bathroom. The bathroom is spacious and offers a double vanity, large jacuzzi tub, and walk-in shower. The second bedroom has a queen-sized bed while the third bedroom features two twin beds. The second full-sized bathroom is shared between the second and third bedrooms and has a shower-tub combo. LaBella Casa has a full-sized washer and dryer for guests to use.brbrLaBella Casa’s amenities don’t stop here, though. On the ground floor, there is a game room with a pool table, a ping pong table, a bar-height table, and additional seating. The game room also features a full sized refrigerator for guest use. Additionally, the ground floor patio has a picnic table, hanging chairs, adirondack seating and beautiful turf. Not only this, but LaBella Casa is just a two-minute walk to the white sand beaches and warm ocean waters that make Anna Maria Island famous and beautiful! LaBella Casa is conveniently located near lots of local shops and restaurants and is close to a drawbridge that allows for easy access into Sarasota. Without question, this rental is a dream come true for those who love to relax, hang out on the beach, and explore the local communities that make Anna Maria Island so great!brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.brbrVRC16-000314
Bed 3

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Bath 2

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Sleep 6

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Exceptional(4)

$235.23

/ Nightly
Private Vacation Home

TranquiliSea 1: Pet friendly, long term discount, shared resort-style pool!

Holmes Beach, Florida, United States

LONG-TERM DISCOUNT: Stays of 4-weeks (28 nights) or more enjoy a 5% discount on the nightly rate.br(This discount is applied automatically when 28 nights or more are selected. No need to contact the office!)brbrTranquiliSea was renovated at the beginning of 2023! Updates include:brbr1. All new flooring throughoutbr2. All new furnishingsbr3. Updated landscapingbr4. Remodeled bathroomsbr5. New paint, trim, and doors throughout the propertybr6. New pool furniture and repainted pool deckbrbrTranquiliSea is a beautiful duplex with 3 bedrooms and 2 full baths in this ground-level unit, complete with a fully equipped kitchen, laundry, and family room. It represents the absolute best value on the island with a large private lot and extensive accommodation! The bedroom layouts offer complete flexibility for any combination of guests – extended families, parents, and teenagers, or groups of friends. It is the perfect blend of togetherness and individual privacy. All bedrooms have flat-screen TVs plus a new 60' LED TV in the family room. Of course, the home is equipped with cable and high-speed wireless internet.brbrEveryone comes to Anna Maria to enjoy our beautiful climate so the outdoor entertaining area is designed with a resort-styling. The downstairs has its own tranquil patio and shares a fully fenced saltwater pool and outdoor grilling area with the upstairs unit. There is a full outdoor dining set and lounging patio with modern pool furniture. The pool offers complete privacy with lush landscaping and no view from neighbors. There is no need to bring beach accessories - the shared storage shed includes various beach toys and pool floats, 8 beach chairs, 2 umbrellas, children's life jackets plus two wagons to take all of the goodies you will need for a fun-filled day to the beach. brbrTranquilisea is situated on a huge corner lot with mature trees and extensive landscaping. There is on-site parking for up to 3 cars for the downstairs unit. It is only a 2 -minute walk to the beach and there is a free island trolley stop directly outside the property.brbrPETS: Dogs are allowed with prior approval. A $150 non-refundable pet fee applies per pet.brbrPARKING: 3 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.brbrVRC22-000098brVRC22-000127
Bed 3

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Bath 2

Bath

Sleep 6

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Exceptional(8)

$235.23

/ Nightly
Private Vacation Home

TranquiliSea 2: Pet friendly, long term discount, shared resort-style pool!

Holmes Beach, Florida, United States

LONG-TERM DISCOUNT: Stays of 4-weeks (28 nights) or more enjoy a 5% discount on the nightly rate.br(This discount is applied automatically when 28 nights or more are selected. No need to contact the office!)brbrTranquiliSea was renovated at the beginning of 2023! Updates include:brbr1. All new flooring throughoutbr2. All new furnishingsbr3. Updated landscapingbr4. Remodeled bathroomsbr5. New paint, trim, and doors throughout the propertybr6. New pool furniture and repainted pool deckbrbrTranquiliSea is a beautiful duplex with 3 bedrooms and 2 full baths in this upstairs unit, complete with a fully equipped kitchen, laundry, and family room. It represents the absolute best value on the island with a large private lot and extensive accommodation! The bedroom layouts offer complete flexibility for any combination of guests – extended families, parents, and teenagers, or groups of friends. It is the perfect blend of togetherness and individual privacy. All bedrooms have flat-screen TVs plus a new 60' LED TV in the family room. Of course, the home is equipped with cable and high-speed wireless internet.brbrEveryone comes to Anna Maria to enjoy our beautiful climate so the outdoor entertaining area is designed with a resort-styling. The upstairs unit has a private balcony and shares a fully fenced saltwater pool and outdoor grilling area with the downstairs unit. There is a full outdoor dining set and lounging patio with modern pool furniture. The pool offers complete privacy with lush landscaping and no view from neighbors. There is no need to bring beach accessories - the shared storage shed includes various beach toys and pool floats, 8 beach chairs, 2 umbrellas, children's life jackets plus two wagons to take all of the goodies you will need for a fun-filled day to the beach. brbrTranquilisea is situated on a huge corner lot with mature trees and extensive landscaping. There is on-site parking for up to 3 cars for the upstairs unit. It is only a 2 -minute walk to the beach and there is a free island trolley stop directly outside the property.brbrPETS: Dogs are allowed with prior approval. A $150 non-refundable pet fee applies per pet.brbrPARKING: 3 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.brbrVRC22-000098brVRC22-000127
Bed 3

Bed

Bath 2

Bath

Sleep 6

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Exceptional(29)

$369.63

/ Nightly
Private Vacation Home

Pool/Spa - Bahama Mama by SeaBreeze Vacation

Holmes Beach, Florida, United States

This is it - Paradise! This fabulous Key West style elevated 3 bedroom/2 bath single family home has so many wonderful features it is hard to list them all here. It offers cathedral ceilings, open floor plan, private heated pool & spa, private decks from every room, screened covered deck, ground level covered patio, mature tropical landscape, garage, elevator, just to name a few.brbrThe furnishings and facilities are of the highest quality to make your vacation one to remember. We know once you spend time here, you will not want to leave or you will want to return time and time again. This tropical retreat and luxurious accommodation in a prime location will assure you a comforting, stress-free atmosphere and a relaxing, memorable vacation. You can enjoy your morning with a cup of coffee on the screened porch and spend your days and nights poolside under the covered deck, surrounded by lush mature tropical landscape. The fully-equipped kitchen has all the appliances you need to prepare a quick snack for the family or a romantic dinner for two, which you can enjoy either in the dining room, or on the large screened balcony. The living room invites you to relax, kick-back and enjoy your favorite TV shows on the flat screen smart TV. Free WiFi throughout.brbrPlease note that homes with elevators do not have living accommodations on the first floor. If you have members in your party that struggle with the use of stairs, we strongly recommend that you reserve a property on the ground floor. SeaBreeze Vacation cannot be held accountable for any malfunctions of the elevator and does not offer compensation.brbrCancellation Policy - SeaBreeze Vacation has spent a great deal of time and effort into formulating a cancellation policy for you. SeaBreeze Vacation has the most flexible cancellation policy on the Island. You are allowed to cancel your reservation up to 14 days prior to check-in to receive a refund. Additional terms and conditions apply. Please note: For reservations longer than 28 nights or more than $20,000, a different cancellation policy applies - please see the Rental Agreement under the House Rules on the check-out page.brbrThis property participates in our Professional Linen Program. SeaBreeze Vacation strives to bring only the best quality experience to our guests. To do so, we provide a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you high-quality linens that are in place and ready for your use upon your arrival. These high-quality linens are laundered in a commercial setting that uses only hypoallergenic, perfume & dye-free soaps assuring all of our guests a comfortable stay. brbrWith all SeaBreeze Vacation properties, we think of the little things to make your vacation special. Included to get you started are the following: brPer Guest: 1 Bath Towel, 1 Hand Towel, 1 Washcloth, 1 Pool/Beach TowelbrPer Full Bathroom: 2 Rolls of Toilet Paper, Hand Soap, Shower Products Set (including trial size shampoo, conditioner, shower gel, and body lotion), Cosmetic Cloth, Bath MatbrPer Kitchen: 2 Rolls of Paper Towels, Hand Soap, Dish Soap, Sponge, Dishwasher Pods (x4), Laundry Detergent Pods (x4), All-Purpose Disinfectant, Microfiber Cloth, 2 Kitchen TowelsbrbrWe also offer a range of supplemental services including pre-stock grocery shopping and babysitting. Need a pack and play or high chair, etc. These are available for a small additional fee and will be waiting in the home on your arrival.brbrAMI offers a FREE trolley service every 20 minutes from 6 a.m. – 10 p.m. The trolley travels from the north end of Anna Maria Island to Coquina Beach.brbrBedrooms & BathroomsbrPrimary Bedroom features a King-size bed, flat screen TV and an ensuite bathroom. brBedroom 2 features a King-size bed & flat screen TV brBedroom 3 features 2 twin beds & flat screen TVbrA full bath is centrally locatedbrbrThis property comfortably accommodates a group of 6brParking is limited to 4 vehicle.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbrCity of Holmes Beach Vacation Rental License: VRC16-000243brMax Occupancy: 6 Guests | Max Vehicles: 4brQuiet Hours: 10 p.m. - 7 a.m. - please respect our island communitybrMin stay requirements vary by city ordinance and are often 7 nights. Please contact our office with any questions.
Bed 3

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Bath 2

Bath

Sleep 6

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$864.8

/ Nightly
Private Vacation Home

Walk to Beach|Heated Pool|Duplex w/ Private Entrances|Sleeps 8

Holmes Beach, Florida, United States

The spacebr 3016 Gulf Drive brbr⭐️Super host Property + Verified for Cleanliness + Communication⭐brbrLooking for a beach house that fits everyone without feeling crowded This island-style duplex retreat sleeps 8 and is perfect for multi-family vacations, group trips, and extended stays.brbr✔ Walk to beachbr✔ Heated saltwater poolbr✔ Two private entrancesbr✔ Two kitchens + separate living spacesbr✔ Ideal for larger groupsbrbr LocationbrLeave the car parked — you’re just a short walk to the beach for morning coffee strolls, sunset views, and easy beach days.brbr The SpacebrThis unique duplex layout offers the best of both worlds:br• Two separate entrancesbr• Two fully equipped kitchensbr• Two living areasbr• 2 bedrooms w/ king bedsbr• Sleeps up to 8 comfortablybrbrPerfect for families traveling together who want shared outdoor space but private indoor retreats.br Outdoor Livingbr• Heated saltwater pool (great year-round)br• Lounge seatingbr• Outdoor dining spacebr• Relaxed island vibebrbrSpend your days at the beach and your evenings by the pool — no driving, no stress.brGreat For:br• Multi-family vacationsbr• Couples traveling togetherbr• Girls’/guys’ tripsbr• Snowbirds & extended staysbrbrBook your island getaway and enjoy beach access, privacy, and poolside relaxation all in one place.brbrbr✦ Resort-Style Amenities - Guests have access to a heated, priavte pool, complete with a poolside grill and comfortable patio furniture – a great way to cool off or gather for a laid-back meal.brbr✦ Close to the free trolley stop which is only one block away running north and south on AMI, shops and restaurants. Steps from beach access! brbrbrPlease note a starter set of toiletries and supplies are left for your arrival. The complimentary starter set includes: brTwo rolls of toilet paper per bathroom, small hand soap, one paper towel roll, two garbage bags, small dish soap and two pods for the dishwasher. With a Publix grocery store located nearby for anything else desired.brPools are heated October - April at no additional costs. Full disclosure if temperate drop below 60 heaters do not work at full capacity fighting the ambient temp. Below 60 the heaters do not come on until temperatures risebrQuiet hours between 10pm - 6ambrNo partiesbrNo smoking
Bed 2

Bed

Bath 2

Bath

Sleep 8

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Exceptional(2)

$469.77

/ Nightly
Private Vacation Home

Pool - The Sea Pearl by SeaBreeze Vacation

Holmes Beach, Florida, United States

Just a block and a half from the beach, this bright and airy elevated pool home offers the perfect blend of relaxation, comfort, and coastal convenience. With 3 bedrooms and 3 full bathrooms, this spacious single-family retreat is thoughtfully designed for both families and groups looking to enjoy beachside living.brbrInside, high ceilings and abundant natural light create an open, welcoming atmosphere throughout the home. The living room offers plentiful seating, including a queen sleeper sofa, providing additional comfortable sleeping space when needed. The large kitchen flows seamlessly into a generous dining area, making it easy to gather for meals, conversation, and time together. A convenient laundry room adds extra comfort for longer stays.brbr​​​​​​​The first floor features two well-appointed bedrooms. The primary suite includes a king bed and a private ensuite bathroom with a walk-in shower. A second bedroom also offers a king bed and is located just steps from a hallway bathroom. Upstairs, a cozy loft with reading chairs provides a quiet space to unwind. The third bedroom is ideal for families or groups, featuring two queen beds over twin bunks and an adjoining bathroom with a tub/shower combination.brbrOutdoor living is just as inviting. The backyard features a private heated pool surrounded by low-maintenance artificial turf and comfortable outdoor seating, perfect for relaxing after a day at the beach. In the front, a welcoming porch provides a peaceful spot to enjoy morning coffee or evening breezes. Whether you're lounging by the pool, enjoying the sunshine-filled interior, or taking the short stroll to the beach, this home offers a relaxing coastal escape with all the comforts you need.brbrCancellation Policy - SeaBreeze Vacation has spent a great deal of time and effort into formulating a cancellation policy for you. SeaBreeze Vacation has the most flexible cancellation policy on the Island. You are allowed to cancel your reservation up to 14 days prior to check-in to receive a refund. Additional terms and conditions apply. brbrThis property participates in our Professional Linen Program. SeaBreeze Vacation strives to bring only the best quality experience to our guests. To do so, we provide a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you high quality linens that are in place and ready for your use upon your arrival. These high-quality linens are laundered in a commercial setting that uses only hypoallergenic, perfume & dye-free soaps assuring all of our guests a comfortable stay. brbrWith all SeaBreeze Vacation properties, we think of the little things to make your vacation special. Included to get you started are the following: brbrPer Guest: 1 Bath Towel, 1 Hand Towel, 1 Washcloth, 1 Pool/Beach TowelbrPer Full Bathroom: 2 Rolls of Toilet Paper, Hand Soap, Shower Products Set (including trial size shampoo, conditioner, shower gel, and body lotion), Cosmetic Cloth, Bath MatbrPer Kitchen: 2 Rolls of Paper Towels, Hand Soap, Dish Soap, Sponge, Dishwasher Pods (x4), Laundry Detergent Pods (x4), All-Purpose Disinfectant, Microfiber Cloth, 2 Kitchen TowelsbrbrWe also offer a range of supplemental services including pre-stock grocery shopping and babysitting. Need a pack and play or high chair, etc. These are available for a small additional fee and will be waiting in the home on your arrival.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbrCity of Holmes Beach Vacation Rental License: VRC26-000010brMax Occupancy: 6 Guests | Max Vehicles: 4brQuiet Hours: 10 p.m. - 7 a.m. - please respect our island communitybrMin stay requirements vary by city ordinance and are often 7 nights. Please contact our office with any questions.
Bed 3

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Bath 3

Bath

Sleep 6

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$548.18

/ Nightly
Private Vacation Home

Island Escape- 4 bedrooms with private pool and spa!!

Holmes Beach, Florida, United States

Island Escape 313 B 58th Street, Holmes Beach, FL 34217 What you will love about this property: • Less than 7-minute walk to beach • Private pool with spa • Private balcony with seating • Outdoor living and dining space with grill • Open-concept kitchen and living areas • Professional Linen program • Pet friendly • Fully equipped kitchen • Full size washer and dryer • Close to shops, restaurants and free trolley access • In the heart of Holmes Beach Property details: Welcome to Island Escape, where luxury meets island tranquility to create an unparalleled retreat just moments from the pristine shores of Holmes Beach. This magnificent four-bedroom, three-bathroom residence epitomizes sophisticated beachside living, offering an extraordinary fusion of comfort and elegance. This beautifully decorated coastal home features a bright and airy open-concept living area with soaring ceilings, wood-look tile flooring, and charming wainscoting. Culinary enthusiasts will appreciate the gourmet kitchen, which is equipped with sleek granite countertops, stainless steel appliances, and a spacious eat-at island. The living and dining areas open through expansive sliding glass doors to a generous deck, perfect for alfresco entertaining. On the main level, you'll find a cozy guest bedroom and bathroom. Upstairs, the primary suite awaits, along with a chic bunk room and another guest suite, with access to a tranquil outdoor terrace. The outdoor oasis is a true highlight, boasting a free-form pool, spa, and swim-up tiki table, all enveloped by lush, tropical landscaping. The large, covered lanai offers a relaxing seating area with a TV and an outdoor dining table, ensuring your gatherings are always memorable. An oversized garage provides ample space for a vehicle, golf cart, and all your beach essentials. Don't miss this opportunity to own a piece of paradise! The outdoor oasis is a true highlight, boasting a free-form pool with a sun shelf, spa, and a swim-up tiki table, all surrounded by lush tropical landscaping. A large, covered lanai offers a relaxing seating area with a TV and outdoor dining, while an oversized garage provides ample space for a vehicle, golf cart, and beach essentials. Located in the heart of Anna Maria Island, this gem is just a short walk from pristine beaches, charming boutiques, local restaurants, and the free island trolley. We look forward to welcoming you to paradise. Get everyone together in comfort and style at Island Escape. Book with us today. Bedrooms & Bathrooms • Primary Bedroom (2nd Floor): King bed and ensuite bathroom with walk-in shower • Second Bedroom (2nd Floor): King bed with private balcony • Third Bedroom (2nd Floor): Bunkbeds with trundle • Fourth Bedroom (Main Floor): Full bed • Guest bathroom (Main Floor): Hallway bathroom with walk in shower • Guest bathroom (2nd Floor): Hallway bathroom with walk in shower This property participates in our Professional Linen Program. In Beach House Real Estate's continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you with high quality linens; including bedding, bath towels, wash cloths, and beach towels that are in place and ready for your use upon your arrival. These high-quality linens are washed in a commercial setting using the latest and best technology. Exciting news Golf carts offer a delightful, cost-effective, and hassle-free means of transportation on Anna Maria Island throughout your visit. Live life at a slower pace while on vacation. Cruise around in the Florida sunshine feeling the Gulf Coast breeze. Rent a six-seater electric golf cart for only $750 a week. Please contact us to reserve your golf cart today! Are you bringing the kiddos We have pack & plays and highchairs too! Your item(s) will be at your rental property for your arrival, and we will pick them up at your departure. We rent by the week: Pack & Play - $50.00 Highchair - $40.00 Please contact us to reserve your baby equipment. Friendly reminders This property allows pets and there will be an additional non-refundable pet fee. Dogs are allowed under certain conditions and all animals including service dogs must be disclosed and approved prior to arrival. No cats allowed. Weight limits apply and maximum of 1. Please reach out to Beach House Real Estate for full details. This home is managed by Beach House Real Estate, an Anna Maria Island property management company. Please remember you are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund. We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please note: 3 cars maximum can park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.
Bed 4

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Bath 3

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Sleep 8

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Exceptional(2)

$557.1

/ Nightly
Private Vacation Home

Barefoot Bliss by Beach Boutique Rentals

Holmes Beach, Florida, United States

Barefoot Bliss is a laid-back, ground-level retreat designed for easy island living, with an updated kitchen, refreshed bathrooms, and a relaxed, comfortable feel throughout.brbr*Features include* brbr* Private heated pool br* 3 bedrooms, 3 full bathrooms br* Television in all bedroomsbr* Den with sleeper sofabr* Ground level home - no stairsbr* Lounge chairs by the pool br* Outdoor dining br* Gas grill br* Hot and cold outdoor showerbr* Washer and dryer br* Beach chairs, cart, umbrella br* 2 blocks to the beach! brbrStep into the spacious living area, where conversations flow effortlessly amidst the tropical décor and cozy furnishings. Sink into the plush couch and catch up on your favorite shows, or gather around the kitchen island for coffee or a cocktail. Meal prep becomes a breeze in the fully equipped kitchen boasting stainless steel appliances and a breakfast bar. You have your choice from an array of dining options, with 2 additional tables for 4 as well as outdoor dining under the stars.brbrIn the back half of the home you will find the private master bedroom suite. This huge retreat features a king sized bed and sitting area, ensuring a restful night's sleep. The ensuite bathroom resembles a spa oasis with its walk-in shower and ample counter space. Private patio doors open out to the pool deck, inviting you to indulge in a midnight dip under the stars. Bask in beautiful natural lighting and unwind amidst the tropical ambiance.brbrThe front of the home offers two more guest bedrooms ensuring maximum space and confort for your stay. There is a second king bedroom with ensuite bathroom and a third bedroom that offers two twin beds. For added convenience, you will find a third full bath in the hall as well as a twin sleeper sofa in the den for flexible sleeping arrangments.brbrOutside, the magic of Barefoot Bliss awaits. You will love spending all your free time in this delightful backyard oasis. Make a splash in the pool or relax on one of the many lounge chairs. Fire up the BBQ grill for a feast of locally caught seafood, then gather around the outdoor table to savor your delicious homemade meals or Anna Maria Island take-out.brbrExplore the wonders of Anna Maria Island's beautiful beaches which are just a short stroll down the street, where warm turquoise waters beckon and sugary sands await your footsteps. Rent a kayak or paddleboard and easily explore the bay and Gulf, and immerse yourself in the island's vibrant culture.brbrMake memories to last a lifetime at Barefoot Bliss – your ultimate Anna Maria Island retreat awaits!brbrPET POLICY:brbrWe are DOG FRIENDLY! At this home a fee of $150 + tax is required in advance for each dog you are bringing.brbr2 pets maximum unless granted an exception. Weight limit of 25 lbs maximum per pet.brbrDue to property insurance policies and liability concerns NO dangerous breeds or aggressive animals are allowed. The following breeds (purebred or crossbred) are not permitted:brbrPit Bull, Akita, Rottweiler, German Shepherd, Siberian Husky, Malamute, Doberman Pinscher, Chows, Any Wolf-dog hybrid, Any other dog that has been known to have bitten anyonebrbrADDITIONAL INFORMATION brbrWe generally require a minimum stay of 7 nights with Saturday check-in during the high season. We are more flexible in the off season so please send us a message if your dates appear unavailable. We may be able to accommodate you! brbrHousekeeping will provide a starter supply of toilet paper, soap, and garbage bags but guests will likely need to replenish the supply during their stay. brbrAnna Maria island is a family community and the city imposes a strict noise ordinance. Please adhere to our good neighbor policy and observe the local quiet hours between 10 pm and 8 am. No loud music or use of the pool is allowed during these hours along with any other noise which may disturb the neighbors.brbrVRC16-000180brbrThis home provides off-street parking for up to 3 vehicles.brbrBooking Platform Note:brFor VRBO bookings, the reservation payment is processed by Beach Boutique Rentals and will appear as Beach Boutique Rentals on your credit card statement. VRBO also charges a separate service fee directly to the guest as a separate transaction.
Bed 3

Bed

Bath 3

Bath

Sleep 6

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Exceptional(19)

$225.01

/ Nightly
Private Vacation Home

Beach Walk: North Beach Village, Pool, Quick Walk to Beach by Anna Maria Life Vacation Rentals

Holmes Beach, Florida, United States

Beach Walk by Anna Maria Life Vacation Rentalsbr6250 Holmes Blvd, #31, Holmes Beach, FL 34217brbrWhat You'll Love About This Home:brLocation! – Just 2.5 Blocks to the Beachbr2 Bedrooms | 2.5 BathroomsbrSleeping for 6: 1 King, 2 Twins, Queen Sofa SleeperbrHeated Community PoolbrSpacious Screened LanaibrGas BBQ GrillbrProfessional Linen Service, Washer & Dryer,brComplimentary WIFI, Beach TowelsbrBeach Towels, Beach Chairs & Beach WagonbrTwo Dedicated Parking SpacesbrbrDetails:brWelcome to Beach Walk – a charming townhouse nestled among swaying palms and lush tropical landscaping, just a short stroll from Anna Maria Island's pristine white sand and turquoise waters.brbrInside, you'll find an inviting open-concept living space with two cozy seating areas—perfect for relaxing after a day in the sun or entertaining guests. Dine indoors or step out onto the large screened lanai and enjoy meals surrounded by nature, an ideal setting for relaxed, al fresco evenings.brbrThe spacious primary suite features a king bed, walk-in closet, and a private en-suite bath with a separate vanity area. The second bedroom includes two twin beds, perfect for families or friends traveling together. A queen sofa sleeper in the living room provides additional sleeping space.brbrSpend your days lounging by the heated community pool, walking to the beach, or exploring all the shops and restaurants in nearby Holmes Beach.brWhether it's your first visit or your tenth, Beach Walk is a place you'll want to return to year after year—a true home away from home on Anna Maria Island.brbrBedroom 1: King Bed with En-Suite BathroombrBedroom 2: Two Twin BedsbrLiving Room: Queen Sofa SleeperbrbrPlease Note:brAmenities are subject to change.brThis home is not pet friendly.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The minimum requirement for this home is no less than seven nights. The maximum occupancy is six.brbrVRC19-000221brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation.
Bed 2

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Bath 2

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Sleep 6

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Exceptional(3)

$639.07

/ Nightly
Private Vacation Home

No R-Egrets:1 Block to Beach! Pool Game Room by Anna Maria Life Vacation Rentals

Holmes Beach, Florida, United States

No R-Egrets by Anna Maria Life Vacation Rentalsbr127th 50th St, Holmes Beach, FL 34217brbrWhat You'll Love About This Home:brLocation! 1 Block to the Beach! West of Gulf Drive!br4 Bedrooms / 4.5 Bathroomsbr4 King Beds, Queen Sofa BedbrPrivate Heated Lagoon Style Pool with Waterfalls, Mosaic Pool Table & Hot Tub (per Holmes Beach Ordinance, the waterslide shown is not available for guest use)brPool Level Bar & Game Room with Pool TablebrMultiple VerandahsbrGas BBQ Grill & Outdoor KitchenbrVerandah Dining Table for 8brElevator up to the 2nd Floor- Kitchen & 2 King Bedrooms on 2nd FloorbrPoolside Firepit with Adirondack ChairsbrPool LoungersbrPutting GreenbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels & ChairsbrParking for 4 Cars (Driveway)brbrDetails:brLocated West of Gulf Drive and one block to the shimmering waters of the Gulf of Mexico, No R-Egrets is where your vacation dreams come true.brbrThe main living area is drenched in natural light from the oversized patio doors leading to the main verandah overlooking the front drive. The huge TV will keep your guests entertained as they relax in the comfortable chairs and sofas. Your guests will also enjoy the gorgeous kitchen with island seating for four and dining seating for eight. Take a step onto the verandah and find the gas grill and outdoor kitchen space with patio dining for eight.brbrTwo of the King bedrooms are on the main living area and have French door access to the verandah and an en-suite bathroom. The primary master bathroom features a free-standing bathtub and oversized walk-in shower. The two additional bedrooms are located on the top level, each with a king-sized bed and an en-suite bathroom. A second living area with a queen sofa bed is in between these two bedrooms and has a large TV and a wet bar with sink, mini-fridge and coffee maker. Each bedroom has a TV and includes crisp linens and plush towels from our professional linen company.brbrYour guests will stay connected with complimentary WFI and enjoy all of the comforts of home, including a laundry room with full sized washer and dryer.brbrThe lower level features an open-air game room with a pool table and bar. Sit back and watch the game while enjoying a cocktail. The tropical lagoon shaped heated pool features waterfalls, in-pool mosaic patio table and a hot tub. (Please note, per a Holmes Beach Ordinance, the waterslide shown is not available for guest use).brbrRelax in a pool lounger in the sun after hitting up the putting green. After your quick walk back from the beach for sunset, the fire pit awaits. With so much to enjoy, AMI No R-Egrets is the perfect home for your beach vacation.brbrLocated in Holmes Beach, No R-Egrets is close to everything the island has to offer. The free trolley stops nearby and travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches.brbrBedroom 1: King Bed with TV and Ensuite Bathroom on Floor 2brBedroom 2: King Bed with TV and Ensuite Bathroom on Floor 2brBedroom 3: King Bed with TV and Ensuite Bathroom on Floor 3brBedroom 4: King Bed with TV and Ensuite Bathroom on Floor 3brAdditional Queen Sofa Sleeper in Living Room on Floor 3brbrPlease note: brThis home is not pet friendly.brAmenities are subject to change.brDriveway parking is available for a maximum of 5 cars. Parking for additional vehicles is not availablebrbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The minimum requirement for this home is no less than seven nights. The maximum occupancy is eight.brbrVRC22-000074brbrGolf Cart DEAL ALERT!!! brReserve now a street legal GOLF CART from Fun & More Rentals! 4, 6 or 8 passenger gas or electric carts to choose.brFUN way to explore the island for the entire family.brMention Anna Maria Life Vacation Rentals and receive this VIP deal!brwww.FunAndMoreRentals.combr941-462-2719brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation.
Bed 4

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Bath 4

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Sleep 8

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Exceptional(49)

$452.0

/ Nightly
Private Vacation Home

Twin Palms: Big House Close to Beach, Heated Lagoon Pool, Infant/Pet friendly

Holmes Beach, Florida, United States

Stay at the home of a NY Times best-selling food writer and her architectural designer/tech husband! Pet friendly, lots of space and charm, great location (2 blocks to beach) with private lagoon-style heated saltwater pool amid lush landscaping and beautiful rock waterfall. Chef-outfitted kitchen with new appliances, 60-inch Sony HDTV, Italian leather reclining sofas, BBQ, beach gear, comfy beds, lots of infant and kid stuff. Plenty of space for friends or families sharing. Updated bathrooms with great showers. Ground floor, so no stairs!brbrThe beautiful pool is completely surrounded by lush landscaping, so it's completely private. You'll love the real, working rock grotto waterfall. We keep at a warm 88F/31C degrees+ year-round at no extra cost. brbrThis unique home offers four bedrooms with an optional fifth offers plenty of space for extended families, two families sharing or a friends retreat. Three of the bedrooms have king beds. We've got everything you need for infants & kids, including Pack N' Play cribs, baby monitors, high chair, sound machine, toddler cot, kids toys, etc. We also have high locks on all the pool-facing doors for safety.brbrWe want you to feel like you're staying at a friend's beach house, not just a vacation rental, so we supply a lot of extra amenities and many small touches, like a welcome basket on arrival and more towels than you'll ever need. Our unique layout is great for two/extended families sharing, or a friends retreat. brbrEat inside or out under palms on the deck; both tables can seat a big group. Help yourself to anything in the cupboards, which we keep stocked with spices, oils, vinegar, condiments, etc. for cooking great meals. Two kitchen islands means lots of space to hang out and cook, eat or just drink wine together. brbrWe provide plenty of beach stuff, including chairs, umbrellas, a large canopy, boogie boards and enough sandcastle gear to build a fortress, plus yoga mats.brbrOur bathrooms have been renovated with great custom tile showers with European fixtures and cool pebble floors. brbrWe provide all guests with a 30-page guide to the house, island and local restaurants. I grew up on the island and I'm a Paris-trained chef, so I can give you insights on the best places to eat, buy local seafood and even where to find the local farmer's markets. brbrWe have been renting our home to select guests for 15+ years. We have hosted thousands of guests. We love the island and pride ourselves on providing a great experience for all our guests. You won't find a better value or more dedicated hosts anywhere on the island. brbrWe have earned 100% five-star reviews for the past six years here on VRBO and another well-known rental platform. We know that selecting a place to stay isn't just about money, but valuable time to make memories with family and friends. We make every effort to assure you have an extraordinary experience. brbrWe manage our home ourselves and it is our only rental on the island. We have guests who return year-after-year who have become part of our Twin Palms Family. brbrNote: We strongly suggest that all guests purchase travel insurance, especially those traveling to the island June 1 to Oct. 30th, tropical storm/hurricane season. If you book during those months, if you send proof of travel insurance that will cover the cost of your rental due to inclement weather/named storm, we will provide a $100 travel credit to offset the cost of insurance. brbrbrFrequently Asked Questionsbr(Yes, this is longer than most listings. I write books, remember ) brbrQ. How big is your pool brOur custom lagoon-style kidney-shaped pool was installed in 2014. It's about 23 feet x 12 feet. It is not a lap pool. The compact size allows us to keep it at around 88F. It features a real rock waterfall, lush landscaping. Seating is spread out over three deck areas. Our outdoor deck table can seat ten at once, while the entire deck can seat up to 18. We keep our pool at 88 degrees+ all year and have it professionally serviced twice a week for optimal cleanliness.brbrQ. How close are you to the beach brWe're located about 250 meters from the beach, about two blocks, a five-ish minute stroll, a 90-second drive in a golf cart or two minutes by bike. We lobbied our local city council and have the only official crosswalk with lights on this part of the island so you never have to wait for traffic. We have a heavy duty cart and a small trolley to carry all your beach gear. We provide plenty of towels for both indoor use and beach/pool use, a new front-loading washer/dryer combo with 20-minute wash setting and supply all laundry detergent.brbrbrQ. Are you pet friendly brA. Yes, we have a small terrier we love and adore. We can accommodate one dog up to 35 pounds per guest party, and guests must tell us about their dog in advance. We regret that our house isn't the right fit for guests with large dogs. We supply information on the local off-leash park, pet-friendly restaurants, plus other important info and provide food/water bowls. We do not charge a pet fee, but instead ask guests to leave a cash tip for our awesome cleaning team.brbrbrQ. How do we get keys brA. No keys! We use coded locks only. Arrive at any time after check-in using a secure code unique to you, generally the last four digits of your mobile phone number so you can remember it easily.brbrQ. Is there a dedicated work area brA. Yes, there is a desk just inside the entrance in the house in a small bedroom we call the Hemingway Room. It has a barn door and is private but not sound proof.brbrQ. Do you allow events brA. We only allow parties that are essentially family gatherings. We have had families host small wedding brunches or dinners as we are set up to serve a large group of diners. brbrQ. Do you have a minimum age rental brA. Yes. Due to the special nature of our home, we restrict rentals to guests 25 years and older. The individual renting the home must be on-site with the group. brbrQ. Do I need travel insurance brWe recommend all guests purchase travel insurance, and for those booking between June 1 and October 30th, if you provide proof of travel insurance, we will give you a $100 credit toward your stay. We strongly advise travel insurance for bookings in August, September and October - we regret we do not provide refunds in the case of guest illness, inclement weather affecting travel, major storms, red tide or other issues beyond our control. TravelInsurance.com is a great resource where you can compare plans. brbrbrRental license #VRC20-000330
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