Vacation Home Rentals By Owner In Holmes Beach, FL

$498.0

Island Life at Pineapple Paradise

Holmes Beach, Florida, United States

Beach Bliss! 2BR w/ Pool, Sunny Dining & Open Layout! ✨brbrShort 2 1/2 block walk to the beach! Relax by the pool, explore by trolley, or gather for meals at the 8-person table in our Florida room. Enjoy the tennis, pickle ball, basketball courts or workout at the outdoor gym down the street. Open-plan living makes relaxing & connecting easy. ☀️ Enjoy a fully equipped kitchen, cozy living area, & in-unit laundry. Free parking! Perfect for families, couples, or friends! Book your island escape now!

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Sleeps

$402.09

/ Nightly

Private Vacation Home

An Island Retreat with Lagoon Style Pool, close to Bay and Beach

Holmes Beach, Florida, United States

This inviting home offers the perfect blend of relaxation and convenience, featuring a lagoon-style pool that creates a private paradise right in your backyard.brbrIdeal for families, the spacious layout includes hand scraped hardwood floors with 11' ceilings, fully equipped kitchen with a gas stove, top of the line appliances, and a washer/dryer combo to make your stay easy. Three cozy bedrooms; Master Bedroom (King), and two Guest Rooms (Queen and (2) Twins) with two well-appointed bathrooms, ensuring comfort for all.brbrSo come to step outside and enjoy the tranquil poolside ambiance, surrounded by lush tropical vibes. With a trolley stop nearby, exploring the island’s pristine beaches, local shops, with dining make it a breeze. Your idyllic Anna Maria getaway awaits!brbrYou will be 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. VRC19-000060

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$317.94

/ Nightly

Private Vacation Home

SS Salamander North · Pool & Fire Pit · Beach

Holmes Beach, Florida, United States

VRC16-000499brbr2BR · 1.5BA · Sleeps 5 · Very Short Walk to Gulf · Heated Pool · Fire Pit Table · Gas Grill · Outdoor Shower · Shared Laundry · Covered Parking (2 Spaces) · Free Trolley · Streaming TVbrbrOne block from the Gulf in Holmes Beach — a very short walk to the beach, and guests who find SS Salamander North tend to come back year after year. Some for multiple years running.brbrThe backyard is the centerpiece. A heated pool shared with the south unit sits within lush tropical landscaping. The fire pit table and gas grill are poolside for evenings that don't end when the beach day does. An outdoor shower handles the post-beach rinse. The front has a large upper deck for those beautiful sunsets. Covered parking has two spaces per unit.brbrTwo bedrooms sleep five. The primary bedroom has a queen bed. The second bedroom has a full bed and a twin bed — a practical configuration for a parent and child or two guests comfortable sharing the space. The living room has a 55 smart TV with streaming. The kitchen is fully stocked for home-cooked meals. Shared full-size washer and dryer on the property.brbrLocal bars, restaurants, ice cream shops, boutiques, and the free AMI trolley are all within easy walking distance.brbrSS Salamander North requires a one-week minimum stay. No pets.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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$395.24

/ Nightly

Private Vacation Home

Tropical luxury beach home with heated pool

Holmes Beach, Florida, United States

Introducing Island Oasis an extravagant three bedroom and three bathroom pool home centrally located on Anna Maria Island, and less than a five minute walk to the beach. This island home is approximately only one block away from the main beach access to Anna Maria Public Beach and Manatee Beach Park which offer all the amenities one of the best beaches in the country can offer. When you are not soaking in the sun and sinking your toes in the soft sands at the beach just down the street, this home has a lot to offer to continue your amazing beach vacation on Anna Maria Island. Relax by the heated pool with turquoise blue canopies or sit back and enjoy the views on top of this beautiful home on the roof top deck. brbrbrWhen you arrive at this exquisite home you will be welcomed by the all important heated pool that makes any island beach vacation ideal. The heated pool is surround by luscious palm trees that give you that tropical and exclusive feel. If you arrive at night, you will see the colorful lights that light up the house and palm trees different colors and set the mood for a warm Miami South Beach night.brbrWhen you go up the stairs and enter the house, you walk into the main floor which is made up of a large dinning area, balcony, kitchen, living room with TV, one bedroom with a king size bed, and a bathroom. The kitchen is equipped with all the stainless steel appliances, an island with a breakfast bar, and everything you would need to prepare meals. When you go upstairs to the third floor there are two bedrooms including the master bedroom with a king size bed and a spare room with two queen size beds. The master bedroom is amazing and has everything you could want including a private balcony and an en-suite bathroom equipped with a bidet, shower and tub. The third floor also give access to the stairs that lead to the roof top covered deck where you can lounge and enjoy the views of Anna Maria Island. If you are looking for the ideal beach vacation that has everything you want, then your search is over and book this amazing house!brbrThis home is not pet friendly so no pets will be allowed. The pool heat can be activated for a total charge of $25 per day if requested. brbrVRC License NumberbrDWE6804778br7 Night MinimumbrNo More than 6 People Allowedbr3 Parking Spaces On SitebrbrThis property is located where there is a noise ordinancebrbrQuiet Hours: 10:00 PM to 7:00 AM daily, during which excessive noise is prohibited.brDecibel Limits:br65 dBA (decibels) between 7:00 AM and 10:00 PM.br50 dBA between 10:00 PM and 7:00 AM.brProhibited Noises: Loud music, amplified instruments, radios, shouting, yelling, and unnecessary vehicle noises (horns, loud exhausts).brConstruction Noise: Restricted to 7 AM - 7 PM weekdays, 9 AM - 5 PM Saturdays, and prohibited on Sundays/holidays.

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Sleeps

$865.25

/ Nightly

Private Vacation Home

TRUE BEACHFRONT HOME DIRECTLY ON SUGAR WHITE SANDS WITH HEATED POOL - IDYLLIC

Holmes Beach, Florida, United States

brbrIN THE EVENT OF A MANDATORY EVACUATION DUE TO A STORM/HURRICANE ALL GUESTS WILL RECEIVE A FULL REFUND.brbrGaze Vacations would love to welcome you to Waves Edge North, a lovely 3 bedroom 2 bathroom home situated on one of the most beautiful beaches imaginable; nestled among the sea oats leading out onto the white sand beaches and crystal clear waters this area is so famous for. As you cross the bridges and gaze at the glittering turquoise water fringed by swaying palms you will quickly realize that you have stepped back into old Florida – a slice of paradise that transports you back to a time when the pace of life was slower, gentler and more carefree.brJust a stone’s throw from restaurants and shopping and very close to stops for the free Island Trolley which runs the length of the island seven days a week from 6am to 10pm, this may be the best location on the island!brWaves Edge North with its vaulted ceilings and a wall of windows brings the outside in and gives you sweeping views of the Gulf of Mexico. Enjoy the cozy and comfortable living area with flat screen Smart TV, Cable, DVR and DVD player. Meals are easy to prepare in the fully equipped open plan kitchen or you can step out into the fresh ocean breezes on the spacious deck where you can cook out on the gas grill while enjoying the beautiful views.brWaves Edge North will comfortably sleep 6. The master bedroom has a king bed, Smart TV and en suite bathroom with walk-in shower. The two guest bedrooms have queen beds, Smart TV's and share a bathroom with a combination bathtub/shower. There is a really cool sleeping loft with two twin beds – ideal for older children or teenagers. brFrom the outside deck, steps lead down to a beautiful heated swimming pool with plenty of loungers for you to relax. To swim in the pool or walk across the sugar sand to the ocean – that may just be the most difficult decision you have to make each day!brAs a courtesy to our guests we heat the pool during the months of December to April. brThere will be days when the weather conditions will not allow pool heaters to accommodate swimming and temperature recovery times will vary.brWhile the pool is heated during the winter months, we do occasionally get cold spells that can send the temperatures down into 60's and 50's. This will cause the pool water temperature to drop and the pool pump will no longer be able to heat the pool, and it automatically shut down temporarily as a safety feature.brbrThe pool and laundry facilities are shared with our sister home, Waves Edge South, which accommodates 6 people. For a large family gathering, why not rent both homes brWe have off road parking for 4 vehicles.brPlease note the total number of guests permitted at Waves Edge North is 6 which includes children.. brWhen requesting to book please be sure to provide the number of adults and kids who will be staying.brRegretfully no children under the age of 3.brHolmes Beach have a minimum 7 night rental requirement.brbrCheck in time is 4pm and checkout time is 10am. It is very unlikely that we will be able to accommodate either an early check in or a late check out so please plan accordingly. With many thanks.brbrSee Waves Edge South at http://www.vrbo.com/1406434brWe looking forward to welcoming you.brbrDue to unforeseen events that could disrupt your travel, we strongly recommend affordable travel insurance to protect your vacation investment. Cancel for an Reason policies are available through Seven Corners Travel Insurance Company and also Nationwide Insurance. brbrVRC17-000020

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$467.38

/ Nightly

Private Vacation Home

Elevator - Kai Blue by SeaBreeze Vacation

Holmes Beach, Florida, United States

Kai Blue is located in Holmes Beach, just steps from the beautiful AMI beaches. This 4 bedroom/2.5 bathroom with an elevator also has a private backyard with a pool. Kai Blue gives you the dreamy coastal vibe and it's close to restaurants, Island stores and right next to the free trolley stop. brbrPull into the private driveway which can accommodate 4 cars and you'll feel at home. This property also includes an EV Charger. Kai Blue has a spacious living area on the 2nd floor with comfy seating for all your guests. The huge kitchen, overlooking the living room and the dining room, has quartz countertops and a large kitchen island. There is 1 bedroom on the main level that has a twin day bed/trundle. The half bathroom is on this level as well. Head upstairs via the stairs or the elevator and you'll find 3 additional bedrooms and 2 bathrooms. The spacious primary bedroom has its own ensuite with double vanities and a step-in shower. Bedroom 3 and 4 share the hallway bathroom with a shower/tub combo. All three bedrooms on the 3rd floor have king-size beds for plenty of comfort and relaxation. brbrOutside you will find a secluded backyard with a pool and plenty of seating. After a day at the beach, come back, rinse off in the outdoor shower and relax poolside. There's a gas grill for you to grill for your entire party. Enjoy Kai Blue. - it will be your coastal escape here on AMI!brbrMain level (2nd Floor)brBedroom 1 - twin day bed with trundlebrHalf bathroombrbrUpper level (3rd Floor)brBedroom 2 - Primary bedroom with king bed and ensuite (walk-in shower)brBedroom 3 - King bed, shares hallway bathroom with shower/tubbrBedroom 4 - King bed, shares hallway bathroom with shower/tubbrbrPlease 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.brbrThis property features an EV charger for our environmentally savvy guests! You can charge your electric vehicles right on-site, ensuring you're always charged up and ready to explore. It's not just about convenience; it's about making a positive impact on the planet while providing top-notch service. So, get ready to plug in, charge up, and embark on eco-friendly adventures with us! For more info or to add EV Charging, contact SeaBreeze Vacation Reservations prior to your arrival. brbrThe 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. Our 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.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.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: VRC22-000236brMax Occupancy: 8 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.

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$361.24

/ Nightly

Private Vacation Home

Sunny 3BR/3BA Home. 8 Houses from Beach. Two Master Suites.

Holmes Beach, Florida, United States

Private single family home on a quiet side street, 8 houses from the beautiful world-class beaches of Anna Maria Island. Close to restaurants and shopping. Free Trolley stops at the end of the street.brbrBeautifully redone private home. Stainless steel appliances and Washer/Dryer. Full kitchen, dining and living rooms. Flat-screen TVs in front and back living areas. Unique wood ceiling in dining room. New granite counter top in kitchen. Three bedrooms and three full baths. Relaxing outdoor shower. Large back patio with 10 Ft. awning and ample shade.brbrGrill the day's catch on the backyard grill and enjoy a picnic in the private backyard area. Ride your bike to a casual beach restaurant or make a reservation at one of the many fine dining establishments within a few blocks.brbrBeach is consistently rated one of the top beaches in the country. Relaxing beach never crowded due to mostly residential neighborhoods. No high rise condos.brbrUnder 2 hours to Disney and Universal theme parks. 60 minutes drive from Busch Gardens.brbrKeywords: House

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$1957.32

/ Nightly

Private Vacation Home

Pool with with water slide & grotto! Sleeps 14! Walk to Beach!

Holmes Beach, Florida, United States

Enjoy a comfortable and rejuvenating stay in any of the four bedrooms, each fully equipped with fresh linens, televisions, and vibrant decor that complements the beach atmosphere. The primary bedroom is the largest, featuring an ensuite bathroom with a double vanity and a walk-in shower. The three guest bedrooms are equally luxurious, each furnished with a king bed and a beautiful ensuite bathroom with a walk-in shower, some even have balconies. The bunk bed loft area includes two TVs, a bathroom, and a cozy sitting area with a comfortable couch, and an outdoor deck that overlooks the pool.brbrRoom Detailsbr-Primary Bedroom: King bed and ensuite bathroom with double vanity and walk-in showerbr-Second Bedroom: King bed and ensuite bathroom with walk-in showerbr-Third Bedroom: King bed and ensuite bathroom with walk-in showerbr-Fourth Bedroom: King bed and ensuite bathroom with walk-in showerbr-Loft: Twin over Twin bunk beds with twin trundle and Queen sleeper sofabr-Living Room: Queen sleeper sofabrbrHarbor Haven offers a spacious outdoor area perfect for entertainment. It includes a large covered area, a gas grill for barbecuing, and a heated pool with a built-in tiki table and an in-ground spa. You can explore the beauty of Anna Maria by taking a ride on the free trolley that travels around the stunning 7-mile island. We are confident that you will fall in love with your stay here at Harbor Haven on Anna Maria Island!brbr-br4 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.

4

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5

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14

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$829.97

/ Nightly

Private Vacation Home

Unique Canal Home in The Best Location

Holmes Beach, Florida, United States

Property SummarybrProperty Ref: AMI_5000R | Happy Place | 5601 Flotilla Dr, Holmes Beach, Fl *Minimum of 30 Nights RequiredbrbrHighlightsbrBacks onto canalbrHuge 0.5 acre lotbr0.4 mile, 7-minute walk to the beachbrJacuzzi hot tubbrIn-law suitebrClose to restaurants and grocery storesbrbrWelcome to Happy Place, a ground level 6 bedroom 5.5 bathroom recently updated home with 75 ft of canal. frontage. Located just 0.4 miles (700 yards) from the white sandy beaches of the Gulf of Mexico. surrounded by tropical landscaping. This home has all the essentials for a fabulous vacation. There is a fully equipped kitchen with stainless steel appliances. After a long day of fun at the beach and watch your favorite show on the large flat screen TV and fall asleep to the sound of the nearby palm trees swaying. The bedroom has a smart TV and King bed with Tuft & Needle mattress, the bathroom has a large walk-in shower.brbrOverlooking the dock is the second story boat house bar along with a seating area overlooking the pool where you can relax with a book whilst you see the sun go down in the distance.brbrMany rooms open out to the beautiful pool area with large 24' x 32' deep pool. The boat house is one feature that makes this home so unique.brbrNestled on the fringe of the deep water canal. Nearly 4,500 sq.ft the home surrounds pool &,soothing waterfall, The kitchen offers an oven, dishwasher, two 48 cubic ft. refrigerators, double oven, 3 x beverage fridges.brbrThe exceptionally over-sized master suite makes a bold statement at approx.1600 sq.ft. with large closet, sitting area, laundry & master en-suite with a 5'x9' walk-in shower & tub.brbrSet apart from main home is an apartment/in-law suite with kitchen, King bedroom, bath & private lanai, perfect for guests. There also a bonus suite with separate access from the pool enclosure with a Queen/Twin bunk bed and spacious en-suite bathroom with walk in shower.brbrSet on ½ acre, corner lot with lush foliage, circular paver drive & quintessential curbside appeal; home is only 7 houses out of the canal to Tampa Bay! Stroll to the beach each evening to watch the amazing Anna Maria Island sunsets.brbrEverything you could want is in close proximity, including the beach, restaurants, and shopping centers, and up the street is an Anna Maria Island trolley stop that can take you and your guests anywhere you like on this coastal 7-mile island.brbrHolmes Beach, nestled on Anna Maria Island in Florida, is a charming coastal destination that perfectly balances natural beauty and a laid-back vibe. Known for its pristine white-sand beaches and crystal-clear waters, it offers visitors a serene escape from the hustle of everyday life. Holmes Beach stretches along the central part of the island, making it an ideal spot to enjoy the tranquil Gulf of Mexico.brbrThe beach itself is a paradise for relaxation and recreation, with plenty of opportunities for swimming, sunbathing, and shell collecting. Its gentle waves and family-friendly atmosphere make it an excellent choice for visitors of all ages. Beyond the beach, the area boasts a selection of quaint shops, locally-owned restaurants, and casual beach bars that highlight the island's laid-back charm. Whether you're savoring fresh seafood, biking along the scenic pathways, or catching a breathtaking sunset over the Gulf, Holmes Beach provides an idyllic setting for a quintessential Florida getaway.brbrOne of the best features of this home is the location, you can walk to restaurants such as The Ugly Grouper, The Chateau, Isola Bella Italian Eatery, Breakfast At Victoria's, Minnie's Beach Cafe, Pizzano's Pizza, AMI Mediterranean Express and more such as Blueberries Cafe, Anna Maria Island Coffee Shack, Scott's Deli and Small Town Creamer Ice Cream store.brbrYou can also walk to bars such as The Doctors Offce, The Feckled Fin, D'Coy Ducks, Duffy's Tavern, Fifty Three Fifty The Pourhouse & Hurricane Hanks. You can also walk to AMI Health & Fitness Gym, the soccer field, playground, pickle ball and tennis courts, skate park and public boat ramp.brbrThere is a free shuttle and the Monkey Bus if you would like to check out bars and restaurant's outside of Holmes Beach.brbrIf you would like to relax by a resort pool, day passes can be purchased for $20 (price may be subject to change) from ResortPass.com for the Waterline Villas & Marina just a short walk away! The Chateau restaurant/bar is next to the pool where you can purchase food and drinks. Search ResortPass.com for Holmes Beach to reserve the day pass or explore other close by resort pools.brbrProperty SummarybrbrGeneralbrComplimentary high-speed wireless internetbrSmoke-free and pet-free for your comfortbrTowels and linens are providedbrFully equipped kitchenbrKeyless entrybrLiving Area/KitchenbrSmart TVbrSofabrDeskbrbrBedroom/Bed SizesbrBedroom 1 - King + Full/Full (bunk)brBedroom 2 - KingbrBedroom 3 - KingbrBedroom 4 - King (Separate Apartment)brBedroom 5 - Full/Full (bunk)brBedroom 6 - Queen/Twin (bunk) (Bonus suite, separate access from pool area)brbrPool AreabrDeep swimming poolbrHammockbrJacuzzi hot tubbrTable with seatingbrScreen enclosurebrbrWhy book this rental brProfessionally managed to offer you superior, personalized service.brNo hassle with key pick-up! Drive straight to your vacation rental!brDetailed guest information guide provided within each property.brbrTerms And Conditions:brCity of Holmes Beach Vacation Rental License: VRC25-000018brMax Occupancy: 12 Guests | Max Vehicles: 8brMinimum of one month (30 days) rental.brThe boat lift has a boat on and is not for guest use.brThis property is managed by Florida Vacation Homes, a vacation rental management company.brQuiet Hours: 10 p.m. - 7 a.m. - 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.brThis home does not provide access to a garage.brCheck-in time is 4:00 pmbrCheck-out time is 10:00 ambrAll properties are non-smoking and no pets are allowedbrTax is not included in nightly ratesbrThere is a one-time departure cleaning fee for all staysbrA Limited Damage Protection (LDP) fee will be required to cover any reported accidental damage to this property and its contentsbrMid stay cleaning service is NOT included but please ask for a quotebrFinal payment due 45 days prior to your arrivalbrTravel insurance is highly recommended if making a reservation for dates in hurricane season (Jun 1st to Nov 30th).brRed Tide - Please stay informed about red tide to ensure a safe and enjoyable stay on Anna Maria Island. What It Is: Red tide refers to algal blooms that can produce toxins affecting marine life and may cause respiratory irritation in humans. Occurrence: While red tide is a natural phenomenon in Florida's Gulf Coast, its presence and intensity can vary. Guests are advised to avoid swimming in affected waters, especially if they have respiratory conditions. It's also recommended to stay indoors if experiencing irritation.brThe guest making the reservation must be 25 years of age or older. Persons under 25 to are not allowed to occupy a property unless accompanied by someone over 25 years of age.brBookings made within 30 days of the arrival date must verify ID before the access information is released. The credit/debit card used for payment must be shown along with a valid driving license or passport in the same name as the card. As well as a utility bill with the same address as the card billing address. Pre-Paid cards are not accepted. If an alternative payment method cannot be used the booking will be canceled.brPlease note it is not permitted to host parties or group events such as weddings in this vacation home.brThis property has exterior security cameras.brThe enclosed pool area is not indoors, there is a screen above so the pool deck area can get dusty and require occasional sweeping or hosing down.brA rental agreement must be signed by the lead guest making the reservation, along with a full list of guest names that will be staying in the propertybrWe use a third party to verify identification and fraud risk, based on the findings we could cancel the reservation.brDriveway has on-site parking for a maximum of 8 cars

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Sleeps

$692.76

/ Nightly

Private Vacation Home

The Sweet Spot: Loaded with Games, Pool Side Lounge, Mini Golf

Holmes Beach, Florida, United States

The Sweet Spot by Anna Maria Life Vacation Rentalsbr7402 Marina Drive, Holmes Beach, FL 34217brbrWhat You'll Love About This Home:brLocation! 4 Blocks to the Beach! Canal Views!br4 Bedrooms / 4.5 Bathroomsbr3 King Beds, Twin over King Bunk BedsbrPrivate Heated Pool & SpabrOutdoor ShowerbrPool Loungers & In Pool LoungersbrPoolside Entertainment Area with Lounge Furniture, TV, & FireplacebrPing Pong Table & Cornhole on Pool Deckbr3 Hole Putting GreenbrOutdoor Kitchen with GrillbrGame Room with Pool Table & 3,000 Game Arcade GamebrElevator (to all floors)brLiving Room FireplacebrMultiple BalconiesbrKeurig & Drip Coffee MakersbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs & Beach WagonbrDriveway Parking for 4 cars. Two cars in west garage.brbrDetails:brLocated on Marina drive with canal views, The Sweet Spot is the sweetest spot to vacation on Anna Maria Island. Decked out with luxurious details and complete with all of the amenities to delight your family, The Sweet Spot is a quick walk to the sparkling clear waters of the Gulf of Mexico.brbrSend your luggage and groceries up the elevator and arrive to the bright kitchen overlooking a dining room with seating for six and additional stools at the island. The living area is a comfortable spot for the family to gather and relax in front of the large screen TV and fireplace. Open the patio doors and dine outside while enjoying the island breezes.brbrAll of the bedrooms are located on the main living and three of the bedrooms feature a king Bed, and the final bedroom has a twin over king bunkbed. Each bedroom has an ensuite bathroom and includes crisp linens and plush towels from our professional linen service. Your guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.brbrThe grounds feature a private heated pool with in-pool lounge chairs and spa, The pool deck boasts pool loungers and an outdoor shower to rinse the sand away. The poolside entertainment area includes an outdoor kitchen with built in gas grill, lounge furniture, patio dining and a fireplace. Relax in the lounge area while grilling up dinner to enjoy al fresco at a patio dining table set for 8.brbrWith so much to do at The Sweet Spot, guests will choose from the outdoor fun of a ping pong table, corn hole, a 3 hole mini-golf putting green, and a separate indoor game room with a pool table and 3,000 game arcade game.brbrThe Sweet Spot is easy walking distance to Gulf Ave, restaurants, and 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, TV - 2nd FloorbrBedroom 2 - King Bed, Ensuite Bathroom, TV - 2nd FloorbrBedroom 3 - King Bed, Ensuite Bathroom ,TV - 2nd FloorbrBedroom 4 - Twin over King Bunkbed, Ensuite Bathroom, TV, 2nd FloorbrbrPlease note:brThis home is not pet friendly.brAmenities are subject to change.brDriveway parking is available for a maximum of 4 cars and there is space in the west garage for 2 cars. Parking for additional vehicles is not available. 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 eight.brbrVRC24-000004brbrIMPORTANT 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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Sleeps

$420.22

/ Nightly

Private Vacation Home

Dragonfly Breeze - Private Home w/ Heated Pool, Fee Wi-Fi, Steps to the Beach!

Holmes Beach, Florida, United States

Welcome to Dragonfly Breeze, a 3 bedroom and 2 bathroom elevated private pool home located in Holmes Beach, just a short walk to the sugary white sands and clear blue waters of the Gulf of Mexico! Open the front door, step into the open floor plan and let your vacation begin. brbrThe living room is equipped with a flat screen TV, cable television in all the bedrooms and complimentary high-speed wireless internet are available for your entertainment.brbrThe first bedroom provides a king size bed; a queen size bed is in the second bedroom and two twin size beds in the third bedroom. There is plenty of sleeping space for family and friends. Unwind in the large, jetted tub of the master bathroom or enjoy stand-alone showers in the master as well as the second bathroom.brbrAfter a day at the beach, create culinary delights in the spacious, well-equipped kitchen with stainless steel appliances or enjoy outdoor grilling while relaxing in the private pool surrounded by tropical landscaping. An elevator within the property is available for your convenience. brbrIn addition, shopping, restaurants and the free AMI island trolley service with both northbound & southbound stops are within a very short walking distance of Dragonfly Breeze. The home provides covered parking for 2 vehicles and comes fully stocked with linens, bath towels and beach towels. Also provided are beach chairs, a beach cart and a beach umbrella! brbrPlease note that the pictured hot tub will unfortunately not be operational during your stay as the water is the same temperature as the pool. brbrVRC16-000388brMinimum Stay: 7 NightsbrMax Occupancy: 6 GuestsbrMaximum Parking: 4 vehiclesbrNoise Ordinance: The City of Holmes Beach has a noise ordinance with quiet hours from 10 PM to 7 AM, prohibiting unreasonable, loud, or excessive noise that disturbs the peace, with specific decibel limits (65 dBA daytime, 50 dBA nighttime) and fines for violations, enforced by code officers using noise meters.

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Sleeps

$1674.94

/ Nightly

Private Vacation Home

Bikini's & Martini's Beachfront: Direct Gulf Front! Pool, Spa, Pro-Series Loaded Game Room & Arcade

Holmes Beach, Florida, United States

Bikini's & Martini's Beachfront by Anna Maria Life Vacation Rentalsbr2802 Ave E, Holmes Beach, FL 34217brbrWhat You'll Love About This Home:brLocation! Beachfront! On the Gulf of Mexico!br4 Bedroom / 4.5 Bathroomsbr4 King BedsbrPrivate Heated Pool & SpabrOutdoor ShowerbrCovered Poolside Entertainment Area with Lounge Furniture, Patio Dining Table, Bar & TVbrGame Room with Pool Table, Ping Pong, Skee-ball, Foosball, Air Hockey, Basketball, Pinball, 300 Game Arcade GamebrPeloton with Premier Subscription with a View of the GulfbrSonos Music System Inside & Outside with Dedicated Mini IPad Sonos ControllerbrCornhole, Paddle Smash & Mini Bocci Court on Outside Grass AreabrMultiple Furnished Verandahs overlooking Gulf of MexicobrElevator to All 3 FloorsbrGas GrillbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach WagonbrParking for 5 CarsbrbrDetails:brBikini's & Martini's Beachfront is located along the pristine shores of Anna Maria Island, this exquisite Gulf-front home is the ultimate destination for your beach vacation. This private beachfront oasis boasts the sparkling Gulf of Mexico as your backyard.brbrThe main living area features vaulted ceilings and includes the kitchen, dining and living rooms. Large windows flood the living space with natural light and provide panoramic views of the Gulf with sensational sunsets on display nightly. Custom artwork and coastal decor throughout the home evokes a sense timeless elegance and comfort. The dining room has a table for ten with additional seating at the oversized kitchen island counter. An elevator provides convenient access to each floor for groceries and luggage.brbrEach of the four spacious bedrooms feature a king size bed and ensuite bathroom which all include a Toto Washlet with Electronic Bidet. Three of the bedrooms have access to a balcony overlooking the beach. All bedrooms include crisp linens and plush towels from our professional linen service. Your guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.brbrThe covered poolside entertainment area features patio lounge furniture, dining table for six, and a bar area with TV. Relax in the heated pool and spa and enjoy the stunning views of the beach and water. The outdoor shower makes it easy to rinse off the sand from your day in the sun. When not in the water, enjoy a game of cornhole, paddle smash or bocci. Perfect for family time!brbrInside you will find a fully stocked game room with pool, ping pong, foosball, skee-ball, air hockey, basketball, pinball and a 300-game arcade game. Guests will love the inside/outside Sonos music system which features a dedicated mini IPad controller.brbrFor an inspiring workout overlooking the white sands and sparkling blue waters of the Gulf of Mexico, guests will enjoy the Peloton Bike including the premier subscription. brbrBikini's & Martini's Beachfront is easy walking distance to Manatee Public Beach, Publix, 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, Ensuite Bathroom with Toto Washlet with Electronic Bidet , Balcony Access, TV - Floor 2brBedroom 2 - King, Ensuite Bathroom with Toto Washlet with Electronic Bidet, Balcony Access, TV - Floor 2brBedroom 3 - King, Ensuite Bathroom with Toto Washlet with Electronic Bidet, Balcony Access, TV - Floor 3brBedroom 4 - King, Ensuite Bathroom with Toto Washlet with Electronic Bidet, TV - Floor 3brbrPlease note:brThis home is not pet friendly.brAmenities 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 8.brbrVRC24-000011brbrGolf 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

Bath

Sleeps

$1465.51

/ Nightly

Private Vacation Home

Pineapple Paradise~WATER SLIDE/Heated Pool & Spa!

Holmes Beach, Florida, United States

Summary:brbr Pineapple Paradise is a 4BR/6.5BA luxury home just steps from the beach, perfect for families and groups ☀️. Enjoy a heated pool with water slide, spa, waterfall grotto, poolside bar, games, and a rooftop deck with Gulf views . Featuring 4 king suites, a bunk loft, spacious indoor/outdoor living, and a prime location near Pine Avenue, this owner-managed retreat offers the ultimate Anna Maria Island escape ️ .brbrbrbrThe Space:brbr Pineapple Paradise – Water Slide, Heated Pool & Spa! brbr 207 65th St, Holmes Beachbrbr✅ VRC #: VRC19-000039brbrbrbrWelcome to Pineapple Paradise, an exceptional 4-bedroom, 6.5-bath luxury retreat just steps from the beach and designed for unforgettable island fun! Perfect for families, couples, and multi-generational groups, this owner-managed home features an incredible backyard water paradise and a rooftop deck with stunning Gulf views ☀️ .brbrbrbr✨ Top Highlightsbrbr• Private heated pool with water slide & spa brbr• Waterfall grotto & poolside bar brbr• Rooftop deck with Gulf views brbr• Outdoor living, dining & grill brbr• Foosball, ping pong & Connect 4 brbr• Steps to the beach & near Pine Avenue ️brbr• Owner managed for a personal touchbrbrbrbr Stylish & Spacious InteriorbrbrInside, hardwood floors and charming coastal décor create a serene island atmosphere. The fully stocked kitchen features modern appliances, ample cookware, island seating, and a formal dining table—perfect for shared meals ️. After a day of adventure, relax on the plush sofas and enjoy movie night .brbrbrbr ️ Private Suites & Flexible SleepingbrbrIdeal for large groups, each bedroom offers privacy and comfort:brbr• Primary Suite (3rd Floor): King bed, private balcony, rooftop access, ensuite with double vanity & walk-in showerbrbr• 3 King Guest Suites: Each with private balcony, TV, and ensuite bathbrbr• Loft (3rd Floor): 4 twin bunk beds + 2 full bathrooms—perfect for kidsbrbrbrbrA half bath and laundry room are conveniently located downstairs .brbrbrbr Ultimate Outdoor OasisbrbrStep outside to your own tropical playground featuring a heated pool, in-ground spa, thrilling water slide, and waterfall grotto . Enjoy poolside dining, fire up the grill, or relax at the bar with a TV—perfect for entertaining day or night .brbrbrbr Prime Island LocationbrbrLocated near the beach and just minutes from Pine Avenue’s charming shops and restaurants, everything is easily accessible by bike or the free AMI trolley .brbrbrbr Come experience island luxury, endless fun, and laid-back vibes at Pineapple Paradise—your dream vacation starts here!brbrbrbrGuest Access:brbrGuests have full access to the entire home, including a private heated poo/spa, waterslide, and a fully fenced backyard—perfect for relaxing, entertaining, and enjoying your own secluded space. brbrbrbrOther Things to Note:brbr ️ Beach-Ready Convenience brbrTo make your stay effortless, the home is fully stocked with 6 beach chairs, a beach cart, and a beach umbrella, plus all bath towels, beach towels, and linens—just pack your bags and enjoy island time ☀️ brbrbrbr Parking InformationbrbrParking is available for up to 4 vehicles maximum. Please plan ahead and coordinate with your group accordingly.brbrbrbr Friendly Island ReminderbrbrThis home is located in a residential neighborhood. We kindly ask guests to be respectful of our neighbors by keeping noise at a considerate level day and night. Thank you for helping preserve the peaceful island atmosphere brbrbrbrInteraction with Guests:brbrIf you need anything during your stay, I’m here to help! You can call or text me directly on my cell. I’m available 24/7 to answer questions, offer local tips, or assist with anything that comes up. Your comfort is my priority!

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$652.3

/ Nightly

Private Vacation Home

Almost Gulf Front-Cozy 3 bedroom private pool/spa across the street from beach!!

Holmes Beach, Florida, United States

Almost Gulf Front 5619 Gulf Drive, Holmes Beach, Fl 34217 VRC21-000098 What you will love about this property: • Recently remodeled • Across the street from the beach • Beach access across the street- Less than half block • Private Pool and spa • Large living room TV • Outdoor showers • Indoor fireplace • Professional linen program • Full size washer and dryer • Close to shopping, free Trolley and restaurants • In the heart of Holmes Beach Property details: Welcome to Almost Gulf Front. This stunning home might not be considered a cottage, it has a similar old Florida vibe and is big enough for the whole family. Almost Gulf Front is a sight to behold on the inside, its exterior is equally stunning. The Florida-style home has a front porch, perfect for enjoying the island breeze. There you can take in the tropical landscaping that surrounds you. The backyard is a traveler's dream come true, covered with pavers and a wide variety of palm trees. Take a swim in the private heated pool or relax on one of the surrounding lounge chairs beneath the shade of island palms. There is also an outdoor shower. Have a drink, or even enjoy a picnic on the large table. Friends and family can enjoy gathering in the inviting living room and connecting over conversation or a favorite movie. The kitchen has stainless steel appliances and granite countertops that make meal preparations and snacks a breeze. The coastal theme and open floor plan include a dining area for guests to enjoy home-cooked meals, Anna Maria Island takeout, or play a fun board game with the option of moving the fun outside to the table. Allow yourself to be wowed when you reserve this home for your stay. Almost Gulf Front is a stunning 3-bedroom 3 full bath private pool home that offers everything for a memorable vacation. As you enter the open space living area you will notice granite countertops, plantation shutters, 55” TV, and a washer and dryer. The bedrooms welcome you with King-size mattresses to provide the most comfort for a restful sleep. The wicker décor and coastal accents will make you feel like you have walked into your own private retreat far away from the hustle and bustle of the island. You will notice 2 bedrooms on the main level and a spacious master suite with a private bath upstairs to comfortably accommodate your party. The outside fully fenced in backyard with pool, spa, patio area, grill, and outdoor shower will be your own personal tropical oasis for relaxation and peace. Chairs and an umbrella are included for beach time and don’t forget to treat yourself to one of our unforgettable sunsets. You’ll have tons of space outside complete with plenty of seating to sunbathe or enjoy an evening meal with the family. From the prime location, you can walk, bike, golf cart or take the free Trolley to check out shops, art, restaurants, excursions and more. Get everyone together in comfort and style at Almost Gulf Front. Book with us today. Bedrooms & Bathrooms • Primary Bedroom- 2nd floor: King bed and ensuite bathroom with walk-in shower • Second Bedroom- Main floor: King bed with French doors leading to the pool area and access to hallway bathroom with walk-in shower • Third Bedroom- Main floor: King bed and access to hallway bathroom with walk-in shower • Guest bathroom- Main floor guest bathroom: Walk in shower- Wash and dryer are located in this bathroom 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 at 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 No pets are allowed in this home. 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.

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$336.95

/ Nightly

Private Vacation Home

Da Beach House: 2 Blocks to Beach, Pool & Spa by Anna Maria Life Vacation Rentals

Holmes Beach, Florida, United States

Da Beach House by Anna Maria Life Vacation Rentalsbr304 66th St, Holmes Beach, FL 34217brbrWhat You'll Love About This Home:brLocation! 2 Blocks to the Beach!br2 Bed / 2 Bathbr2 King Beds, 2 Queen Sofa SleepersbrPrivate Heated Pool & SpabrPool Loungers & Adirondack Chairsbr2 HammocksbrPatio Dining Table for 4brScreened LanaibrGas GrillbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach Wagon, CoolersbrDog Friendly (with fee - see notes below)brParking for 3 CarsbrbrDetails:brLocated a quick walk to the shimmering sand and sparkling clear waters of the beaches of Anna Maria, Da Beach House is a single level vacation retreat. Enjoy the island breezes and relax in paradise.brbrThe kitchen, living and dining areas provide space for everyone to relax and enjoy vacation together. brbrThe Great Room offers a second gathering room with an additional dining table seating four. Our home is your holiday home away from home.. The master bedroom features a king-sized bed and ensuite bathroom, and the guest room includes a king-sized bed. 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 and is complete with pool loungers, Adirondack chairs and a patio dining set which seats four. Guests will enjoy relaxing in the hammocks.brbrDa Beach House 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!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.brbrDa Beach House is a dog-friendly property! If you have added a dog to your reservation under number of pets, the fee of $150 per dog, plus tax has been added to your reservation total. ** 2 Dog Max **brbrBedroom 1 - King Bed, Ensuite Bath & TVbrBedroom 2 - King Bed, TVbrLiving Room - 2 Sofa SleepersbrbrPlease note:brAmenities are subject to change.brbrVRC17-000156brbrGolf 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

Bath

Sleeps

$259.12

/ Nightly

Private Vacation Home

Barefoot Dreams: Dog Friendly, Private Pool,1 Block to Beach by Anna Maria Life Vacation Rentals

Holmes Beach, Florida, United States

Barefoot Dreams by Anna Maria Life Vacation Rentalsbr201 76th St. East Unit B, Holmes Beach, FL 34217brbrWhat You'll Love About This Home:brLocation! 5 Houses from the Beach!br2 Bedrooms / 2 Bathroombr2 Queen Bed / 1 Twin over Twin Bunkbed / Twin TrundlebrPrivate Heated PoolbrPool LoungersbrOutdoor ShowerbrGas GrillbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrDog Friendly - with pet fee - see info belowbrBeach Chairs, Beach Towels, & Beach WagonbrParking for 2 CarsbrbrDetails:brLocated in Holmes Beach, Barefoot Dreams is a quick walk to the white sand beach and sparkling clear waters of the Gulf of Mexico. Welcome to your vacation!brbrOur beach house has everything you need to enjoy your stay on Anna Maria Island. The dine-in kitchen offers seating for four and is adjacent to the comfortable living area which is the perfect spot to relax in between trips to the beach. A cozy couch sits facing a flat-screen TV, and a cushy chair offers extra seating.brbrThe master bedroom features a queen bed and ensuite bathroom. For your guests, the other bedroom includes a queen bed, a set of twin over twin bunkbeds and a twin trundle bed. Each bedroom includes crisp linens and plush towels in the bathrooms from our professional linen service. Your guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.brbrThe private heated pool highlights the backyard. Relax in a pool lounger and enjoy the island breezes of paradise while enjoying a meal from the grill.brbrBarefoot Dreams is a dog friendly home! If you have added a pet to your reservation under the number of pets, the fee of $150 per dog plus tax has been added to your reservation total. Please note, there is a 2-dog limit.brbrBarefoot Dreams is easy walking distance to Gulf Ave, restaurants, and 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 - Queen Bed, Ensuite Bathroom, TVbrBedroom 2 - Queen Bed, Twin over Twin Bunkbeds, Twin Trundle Bed, TVbrbrPlease note:brAmenities are subject to change.brDriveway parking is available for a maximum of 2 cars. Parking for additional vehicles is not available.brThis home is part of a duplex, but you'll have your own private entrance, driveway, and yard. The only thing you might share with the neighboring unit is a wall—everything else is completely separate for your comfort and privacy.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.brbrVRC16-000396brbrIMPORTANT 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

Bath

Sleeps

$925.73

/ Nightly

Private Vacation Home

Twin Tides, 2 Kitchens! Pool, Spa, Golf Cart, Putting Green, Tiki Bar, Sleeps 14

Holmes Beach, Florida, United States

Enjoy this newly renovated, serene island retreat. Spanning 3,600 square feet, this stunning home is one of the largest layouts on the island. Featuring two full kitchens, a large heated pool and spa, a customized putting green for the golf enthusiasts, along with corn hole, and a fun-filled ping pong table, this home offers great entertainment. Elevate your mobility with our sleek 6-seater golf cart included in your rental, providing ready access to all corners of the island.brbrBoasting two private suites which, each commodious space is complete with a fully-stocked kitchen and a cozy living room. Suite A has two bedrooms upstairs with a queen bed and full bath in the first bedroom and a king bed and full bath in the second bedroom. Suite B has two bedrooms as well, with a king bed in the first bedroom and a queen bed and bunk bed in the second bedroom. There is a full bath with a jacuzzi tub between the bedrooms. The addition of a (2) twin-over-queen bunk bed on the ground level with an additional two full baths makes this property an ideal choice for families and larger groups. brbrThe ground level also doubles as a vibrant entertainment hub. Equipped with a stylish wet bar and an entertainment center, it’s the perfect space for unwinding. French doors open up to an impressive pool area and a charming lanai with multiple lounging areas – the perfect spot for post-beach relaxation or an evening swim.brbrWith smart tv`s in each room, and high-speed Wi-Fi is readily available to keep you connected.brbrThe sandy Gulf beach entrance is visible from the driveway and less than a 3 minute walk, you are moments from the island`s most idyllic, tranquil shoreline, popular among locals. To make your beach days effortless, you will find our garage stocked with beach chairs, umbrella, toys, and a large pull cart to make getting to the beach and enjoying it effortless. Known for it`s private feeling beach setting this home is popular year around.brbrWith sufficient parking for 5-6 vehicles and access to the island`s free, frequent trolley service, exploring the majesty of Anna Maria Island has never been easier. For those seeking adventure, golf carts, bikes, and scooters are available for rent.brbrWith a seamless, contact-free check-in process featuring remote access and keyless entry, immerse yourself in relaxation as soon as you arrive. This remarkable retreat is proudly managed by Beach Life Rentals & Sales on Anna Maria Island. Reach out to us for flexible booking options – we`re committed to accommodating your travel plans.br1. This is a NON-SMOKING property. Smoking is allowed outside the property only.br2. Quiet Hours for the entire island are 10PM to 7AM and are enforced by the City. Please respect our neighbors by keeping noise to a minimum, especially during quiet hours.br3. Please keep the property clean and tidy during your stay. A cleaning fee will be charged if the property is left excessively dirty.br4. Turn off all lights, lock all doors and windows before leaving the property.br5. Please report any damages or issues immediately.br6. Do not take blankets, sheets or bath towels from the house to the beach.br7. No more than 3 cars maximum for overnight parking.br8. Keep all garbage and recycling in provided totes during stay.br9. Do not tamper with any of the pool heating or filtering equipment.br8. If you are vacationing with your dog, please remember to crate them if you leave the property.br9. All animal waste is to be disposed of in an appropriate manner.

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Sleeps

$323.19

/ Nightly

Private Vacation Home

Fun Vacation Home with Game Room and Private Pool! - Orange Crush

Holmes Beach, Florida, United States

Orange Crush by Anna Maria Island Accommodations brbrWelcome to Orange Crush, a beautifully updated and thoughtfully decorated three bedrooms, two bath home just two blocks from the gorgeous beaches of Anna Maria Island! This vibrant retreat offers a perfect blend of relaxation and fun, featuring a game room with arcade games and foosball, a private pool, and a prime location near Marina Drive, with island shops and restaurants. Whether you are lounging by the pool, playing games with family, or soaking up the sea breeze on the balcony, Orange Crush promises an unforgettable island getaway!brbrHighlights br• 8-minute walk to Holmes Beachbr• 3 Bedroom / 2 Bathbr• 2 king beds, 1 twin over full bunk bed with trundlebr• Private pool with loungers br• Game room br• Outdoor shower br• Outdoor BBQ grill br• Covered outdoor patio with dining and seating br• Close to island shops, dining, and local attractions brbrbrStep into paradise in your backyard retreat. Splash in the sparkling blue pool, lounge on sunbeds, or relax under the covered patio with an outdoor dining table and cozy wicker seating area with an outdoor TV. Use the backyard for an outdoor shower to rinse off after beach fun or grill a delicious meal on the BBQ. Whether soaking up the sun or enjoying the outdoor games, this backyard is the perfect Florida escape. brbrUpstairs, the spacious living area is designed for comfort and entertainment, featuring a plush sectional, a chic dining table, and a TV for movie nights or sports. The fully equipped kitchen, with modern stainless-steel appliances and cooking essentials, makes meal prep a breeze. Step outside through French doors onto the charming balcony, where you can enjoy invigorating breezes and scenic views, perfect for morning coffee or evening unwinding.brbrRetreat after your beach adventures to the primary bedroom, a tropical oasis with coastal furnishings, a king bed, walk-in closet, and an ensuite bathroom with a walk-in shower, double vanity, and a relaxing soaking tub. The second bedroom offers a luxurious king bed, while the third bedroom features a twin over full bunk with a twin trundle, perfect for kids or extra guests. The hall bathroom with a shower/tub combo is conveniently accessible to all.brbrRoom Details br• Primary Bedroom: King bed, ensuite bathroom br• Second Bedroom: King bed br• Third Bedroom: Twin over Full bunk with twin trundlebrbrThis home includes Wi-Fi, a washer and dryer, and parking for up to two vehicles. With its unbeatable location just two blocks from the beach, guests can enjoy water activities, sunset strolls, and easy access to shopping, dining, and attractions. brbrBook Orange Crush today and indulge in a blend of fun, luxury, and island charm. From the exciting game room to the private pool and prime location near the beach and shops, this home is your ideal island retreat. Reserve now and start creating lifelong memories at Orange Crush!brbrbr-brThere are no pets allowed in this home. brbr2 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.brbrThis home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company.brbrWe 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.brbrPlease see our Anna Maria Island Accommodations Rental Policies for full details.brbrPlease 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.

Bed

Bath

Sleeps

$771.74

/ Nightly

Private Vacation Home

Beach Dance in Holmes Beach

Holmes Beach, Florida, United States

Beach Dance is the perfect family home in a convenient location just steps to the Gulf, Restaurants, Shops and the Free Trolley! Not enough Check out the view from the living area and the panoramic Beach views from the roof top deck! For our convenience there is an Elevator that takes you from the garage level to either of the living levels and a spiral staircase to the Roof Top Deck from the main living area!!br Built for rest and relaxation but meeting the very high standards that you would expect from a luxury home no detail has been over-looked from the stainless appliances, granite countertops, and contoured high ceilings to the long list of other amenities. Beach Dance includes a floor plan that lends itself to privacy for all but leaves plenty of room for the whole family to enjoy the home together.br Imagine waking up to the sound of the surf rolling in. Enjoy your morning coffee or tea on the deck as the sun comes up and the island comes to life. Spend the day on the beach, cool off in the pool, or walk to shops and restaurants. Gather around the dining room table for dinner with the sun setting over the Gulf as your backdrop.br With 5 bedrooms, 5 full baths and 2 half baths there is room for the whole family and everyone has their privacy and personal space. The bedrooms are beautifully decorated and include 1 King in the master suite, 3 Queens Suites and a 5th Suite with 2 Twin bunk beds for up to 10 guests. The King Master Bath includes twin sinks, Jacuzzi Tub, Large Glass shower and one of two full size washer/dryer combos. The rest of the suites include full baths as well with either glass walk-in showers or shower/tub combinations.br Beach Dance is the ideal place to kick back and relax with all the comforts of home but if you must stay in touch with the real world there’s 55” flat screen TV’s in the Living Area and Pool Cabana as well as a 46” in the master and a 32” in the children’s room. High Speed Wi-Fi Internet access is of course provided. br There are pool and beach toys and chairs as well as a beach cart and a beach umbrella.br Free Long Distance to US, CA and PR as well as free WiFibr PLEASE NOTE A MONTH IS BASED ON 4 WEEKS OR 28 DAYS!br PLEASE CONTACT OWNER FOR RENTAL AGREEMENT!br CANCELLATION POLICY: FUNDS ARE FULLY REFUNDABLE MINUS A $150 CANCELLATION FEE IF HOME IS REBOOKED FOR YOUR EXACT DATES!!br License # VRC18-000199br 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. ~ Chapter 4-14br Amenities Include:br - Balcony: Off Liv & Roofbr - BBQ Grill: Gasbr - Beach Distance: Steps 1 Min Walkbr - Bed Size 1st/Master: Kingbr - Bed Size 2nd Rm: Queenbr - Bed Size 3rd Rm: 2 Twin Bunksbr - Bed Size 4th Rm: Queenbr - Ceiling Fans: All Roomsbr - Internet Access: Wi-Fibr - Micro/Dishwash/Disp.: Y/Y/Ybr - Parking: 5 Totalbr - Refrig And Ice Maker: Y/On Doorbr - Square Footage, Est.: 2262br - Stereo s/CD: Yesbr - Stove/Oven Elec/Gas: Y/Y/Electricbr - View: Gulf from 2 & Roofbr - washer dryer: 2 Sets/DS-Hall&Mastebr - Trolley Route: Yesbr - Private Pool: Heated 20X10X5X3br - Hot Tub: Jacuzzi Masterbr - Bed Size 5th Rm: Queenbr - Tub: Mast & Bed 4br - Dining Room Seating: 6 + 6 Barstoolsbr - Telephone: Free US CA & PR LDbr - TV's Flatscreen: 55 Liv&Pool/Mas-Twibr - Outdoor Shower: Hot and Coldbr - Ground Level: Elevatorbr - Elevated: Garage + 2br - Garage Usage: Yes-2br - Other: Stnless/Grnt/Cnt Vacbr - Bathrooms: 5 + 2 Half Bathsbr ...

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$344.27

/ Nightly

Private Vacation Home

The Blue Haven managed by Beach Retreats Vacation Rentals

Holmes Beach, Florida, United States

The Blue Haven by Beach Retreats Vacation Rentalsbr 322 64th Street Holmes Beach, Anna Maria Islandbr VRC25-000096br 2 Bedrooms | 2 Bathrooms | Sleeps 6 | Heated Poolbr This home can park up to 2 vehiclesbr Quiet hours at 10p-7a: please respect neighbors br⚠️ Please note: The pool technician will need to go through the house to access the pool for service.brWelcome to The Blue Haven, a bright and stylish condo just a 7-minute stroll from the beach! Perfectly located in the heart of Holmes Beach, this 2-bedroom, 2-bath retreat with a sleeper sofa comfortably accommodates up to 6 guests. Whether you're planning family fun, a couples' getaway, or a relaxing beach escape, The Blue Haven sets the stage for your unforgettable island stay.brbr Home Highlightsbrbr Only a 7-minute walk to the beachbrbr Private heated poolbrbr Backyard BBQ grill + outdoor diningbrbr Dog-friendly (with host approval)brbr Washer & dryer for guest usebrbr Tempur-Pedic mattresses in both bedroomsbrbr Adjustable bed in the master suitebrbr Fully equipped kitchenbrbr Sleeps up to 6 guestsbrbr Inside Your StaybrbrStep inside to a light-filled open living space with coastal décor and all the comforts of home. The inviting living room features a pull-out sofa and Smart TV, perfect for movie nights or relaxing after a beach day.brbrThe modern kitchen is fully stocked with cookware, stainless steel appliances, and plenty of counter space to prepare family meals or beach snacks. A dining table offers space for shared meals, while the poolside patio is perfect for outdoor dining under the Florida sun.brbr Room DetailsbrbrPrimary Bedroom: King bed with adjustable frame, ensuite bathroom, and Smart TVbrbrSecond Bedroom: Queen bed with Tempur-Pedic mattressbrbrLiving Room: Queen sleeper sofabrbrBathrooms are updated and modern, offering fresh linens and convenient layouts for groups or families.brbr Outdoor LivingbrbrYour private heated pool is the star of the show—perfect for morning swims, lazy afternoons in the sun, or an evening dip under the stars. Lounge chairs and a shaded dining area make this backyard oasis a favorite spot to unwind.brbr Location & Things to DobrbrJust minutes from Holmes Beach and the free AMI trolley stopbrbrClose to local boutiques, cafes, and restaurants on Pine AvebrbrEasy access to kayaking, paddleboarding, fishing charters, and morebrbrWhether you're relaxing poolside, exploring Anna Maria Island's vibrant shops and dining, or enjoying the sugar-white sands of the Gulf, The Blue Haven is the ideal home base.brbr⚠️ Please note: The pool technician will need to go through the house to access the pool for service.brbr While most of our properties rent only from Saturday to Saturday, exceptions can be made. Please reach out to us prior to booking if you would like to arrive or depart on alternate dates, or stay for fewer than 7 nights. We would love to host you!brbr✅ Important InfobrbrMax occupancy: 6 guestsbrbrNo cancellation fees!brbrCancel 60+ days before arrival → Full refundbrbrCancel within 60 days → No refundbrbrExtended stays & large bookings → Payment due 90 days prior, non-refundablebrbr$500 deposit due at booking; balance due 60 days before arrivalbrbrFor reservations 21+ nights or $20,000+ → 10% deposit due at time of booking. brbrThird party travel insurance cost is due at time of purchase brbrGuests must be 25+ to book (or accompanied by a parent/guardian)brbr This home can accommodate 2 vehiclesbrbr Book your stay at The Blue Haven today and experience Anna Maria Island the way it's meant to be—relaxed, refreshing, and unforgettable!

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2

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6

Sleeps

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