Home Vacation Home Rentals By Owner In Holmes Beach, FL

Showing 720 Of 800 Vacation Rentals
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Exceptional(48)

$276.52

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Private Vacation Home

EXCELLENT LOCATION IN THE HEART OF HOLMES BEACH ON ANNA MARIA ISLAND!

Holmes Beach, Florida, United States

Renovated in 2025, bright, sunny, spacious and clean townhouse in a great location on Anna Maria Island, just a few minutes walk to the ocean beach, restaurants & shopping! You will have everything you need to enjoy your stay in the house. Plenty of towels, linens, beach towels, chairs, umbrellas, kitchenware, etc.brNew kitchen & breakfast bar are with granite countertops and stainless-steel appliances. Tile floors throughout the hose, no carpets! brGround floor has additional kitchenette, full bathroom, and a large living room area with a sleeper sofa for extra guests. 2nd floor has two large bedrooms with queen beds and a full bath, laundry room with washer and dryer and a balcony. brWe have central air conditioning and heating, Wi-fi, Cable TV, Netflix and Amazon Prime.brLots of parking space! Carport and a long driveway can fit at least 3 cars!brPrivate backyard with patio, charcoal barbeque grill, table, chairs and umbrella.brYou don't need a car to get around Anna Maria Island! A free trolley stops just around the corner and will take you to explore the island including the fishing pier, where you can fish or just enjoy watching dolphins, manatees, birds and many other species. brIn the morning you can enjoy your breakfast at home or at Anna Maria Island Beach Cafe nearby, right on the beach, with your toes in the sand, ocean breezes on your skin and sunshine all around you. Food is good there and reasonably priced, it is famous for all u can eat pancakes & sausage special! Great menu options for lunch and dinner too. Life music at sunset! brAnd Anna Maria Beach sunsets are absolutely stunning!
Bed 2

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Bath 2

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Sleep 6

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Exceptional(19)

$426.3

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Private Vacation Home

Minnie Cottage- Beautiful 3 bedroom heated pool/spa and short walk to the beach

Holmes Beach, Florida, United States

Minnie Cottage 125 47th Street, Holmes Beach, FL 34217 VRC20-000146 What you will love about this property: • Short stroll to the beach- Beach access at the end of the road • Sparkling pool and spa with tiki bar • Outdoor dining area and grill • Outdoor shower • Fully equipped kitchen • Professional Linen program • Full size washer and dryer • Close to shops, restaurants and free trolley access • In the heart of Holmes Beach Property details: Welcome to Minnie Cottage. Discover the ultimate family getaway, a charming bungalow-style vacation rental perfectly situated along Anna Maria Island’s peaceful streets! This spacious home features three bedrooms, three modern bathrooms, and a private heated pool with a swim-up tiki table, all just a short stroll from the white sandy beaches of the Gulf of Mexico. Inside, the inviting interior blends comfort and style. The cozy living room features plush seating, a large flat-screen TV, and a warm ambiance perfect for relaxing after a day in the sun. The fully equipped kitchen boasts stainless steel appliances and all essentials needed to prepare family favorites or island-inspired meals. Gather at the dining table for six, encouraging treasured family moments and shared meals. Minnie Cottage has two primary suites, one on each level, each with a king-sized bed, elegant decor, and ensuite bathrooms featuring walk-in showers for a spa-like experience. The third bedroom, perfect for kids or additional guests, features a queen bed an ensuite bathroom with a shower-tub combo. All bedrooms are thoughtfully decorated with plush linens and flat-screen TVs, ensuring restful nights and entertainment for everyone. Enjoy outdoor living in the lush backyard, featuring a private heated pool, sun pad, swim-up tik table, and a soothing waterfall, perfect for leisure, family fun, or sunset cocktails. The outdoor patio, equipped with a gas grill and ample seating, is your ideal spot for alfresco dining or casual lounging. Walk just minutes to the beach, or explore nearby shops, waterfront restaurants, parks, and water adventures like fishing, kayaking, and paddle boarding all from your doorstep. Get everyone together in comfort and style at Minnie Cottage. Book with us today. Bedrooms & Bathrooms • Primary Bedroom: Main floor king bed and ensuite bathroom with walk in shower and dual sink • 2nd Bedroom: Top floor king bed with private balcony and ensuite bathroom with walk in shower • 3rd Bedroom: Main floor queen bed and ensuite bathroom with shower and bathtub combination and shared as hallway bathroom • Guest bathroom- Shared with the hallway and guest bedroom- 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 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 a refund. We do not accept reservations from anyone under 25 years of age. We do not allow people under 25 to occupy a property unless accompanied by someone over 25 years of age. Please note: 2 cars at 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 3

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Bath 3

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Sleep 6

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Exceptional(49)

$648.84

/ Nightly
Private Vacation Home

Beach View Retreat! 5BR Home with Pool, Spa, Rooftop Deck and Walk to Beach

Holmes Beach, Florida, United States

Beach View Retreat by AMI Locals brVRC19-000046 brbrWelcome to Beach View Retreat, a five bedroom, four bath home in Holmes Beach, just one block from Manatee Public Beach. With a private heated pool and spa, rooftop deck with panoramic views, and a prime location where you can walk everywhere. This vacation rental offers the perfect blend of island charm and modern luxury. brbrHighlights br• 4-minute walk to Manatee Public Beach br• 5 Bedrooms / 4 Bathrooms br• 3 Kings, 2 Queens br• Rooftop deck with bay and Gulf sunset views br• Private heated pool and spa br• Outdoor kitchen with grill br• Ping pong table br• Beach chairs and wagon provided br• Walk to Island trolley stop, Publix, Skinny’s Place, and Holmes Beach shops/restaurants br• Pet friendly with host approval br• 4 Parking spaces brbrThe lush backyard oasis features a sparkling pool, hot tub, orange trees, and shaded seating for relaxation. An outdoor kitchen with a grill and dining table makes meals easy, while the rooftop deck is the perfect spot for morning coffee or breathtaking sunsets over the Gulf and the bay. Bring along you furry friends as you enjoy indoor games, ping pong, and beach gear for fun filled days by the shore. brbrThe open concept living room boasts coastal inspired decor, plush seating, and multiple balcony access points. The kitchen is fully equipped with stainless steel appliances, ample storage, and a large island with barstools. Gather around the formal wood dining table or relax in the lounge area with a TV. brbrThe oversized primary suite includes a king bed, seating area, private balcony, and a luxurious ensuite bathroom with a soaking tub, double vanity, walk-in shower, and closet. Two additional bedrooms upstairs include a king and queen room that share a hall bath with a walk-in shower. On the second floor, two more guest rooms each feature ensuite bathrooms, one with a king bed and the other with a queen. brbrRoom Details br-Primary Bedroom, 3rd floor: King bed, private balcony, ensuite with walk-in shower, tub, and closet br-Second Bedroom, 3rd floor: King bed br-Third Bedroom, 3rd floor: Queen bed br-Fourth Bedroom, 2nd floor: King bed, ensuite with walk-in shower br-Fifth Bedroom, 2nd floor: Queen bed, ensuite with shower/tub combo brbrThis home includes a washer and dryer, TVs, ping pong table, and parking. Guests are steps from Holmes Beach restaurants, shops, and Publix grocery store. Hop on the nearby Anna Maria Island free trolley to explore Pine Avenue, Bridge Street, and the island’s seven miles of beaches. brbrWith its rooftop deck, private pool and spa, and unbeatable walkable location, Beach View Retreat is the ultimate Holmes Beach vacation rental. Book your stay today and make unforgettable memories on Anna Maria Island! br br- brWith host approval before check-in, this property accepts pets. An additional pet fee will apply. See our AMI Locals Rental Policies for full details. brbrThere is no outdoor TV provided at this home. brbr*Please note: 4 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. brbrThis home is managed by AMI Locals, 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 AMI Locals 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 5

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Bath 4

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Sleep 10

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Exceptional(8)

$315.19

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Private Vacation Home

June Beach Escape • Walk to Manatee Beach • Private Deck • Pool

Holmes Beach, Florida, United States

Limited June Availability! We've reduced rates on select June dates. Perfect for a last-minute summer escape.brbrWelcome to Castnetter 5, a charming island retreat just steps from Manatee Public Beach, a beautiful seven-acre, lifeguard-protected stretch of shoreline on Anna Maria Island. This bright and inviting 2-bedroom, 2-bath condo comfortably accommodates up to six guests, featuring a queen bed in the primary bedroom, two twin beds in the guest room, and a queen sleeper sofa in the living room. Perfect for families, couples, or small groups seeking the ultimate beach getaway.brbrEnjoy a fully equipped kitchen with ample space to cook, dine, and unwind. The open living area opens seamlessly onto your private 10’ x 30’ poolside sun deck, featuring a dining set and lounge chairs, a perfect spot to relax after a day at the beach.brbrTraveling with a larger group The adjacent unit is also available to rent, offering an ideal setup for family or friends who want to vacation together while still enjoying their own private space.brbrAdditional amenities include:brbrShared pool (shared with just one other unit)brbrComplimentary shared laundry facilitiesbrbr42” TV in the living room and 32” TVs in both bedroomsbrbrHigh-speed Wi-Fi and expanded cablebrbrFree nationwide callingbrbrBeach chairs and beach gear provided for your conveniencebrbrWith the beach just steps away and Anna Maria Island’s laid-back coastal charm all around you, Castnetter 5 offers everything you need for a relaxing, memorable Florida getaway.brbrRental License #: VRC20-000235
Bed 2

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Bath 2

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Sleep 6

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Exceptional(8)

$182.92

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Private Vacation Home

2 Bedroom Duplex with private yard, patio, AC, & W/D - walk to beach

Holmes Beach, Florida, United States

Peacock AbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrMake your home in the heart of Holmes Beach with this recently updated duplex! This convenient retreat offers a renovated interior and all the home essentials for complete convenience during your stay. Gift shops, golf cart rentals, and great local food-and-drink options are within walking distance. The beach is also just a short stroll from home. brbrWhen you're not making the most of island living, enjoy the privacy of your own outdoor spaces, complete with a furnished patio and gas grill for alfresco dining. The updated interior comes fully equipped for modern comfort, with essentials including central air-conditioning, a washer/dryer, and a well-equipped full kitchen. Smart TVs in the living room and both bedrooms provide ultimate household flexibility and free WiFi is included for added convenience. brbrTHINGS TO KNOWbrStreaming services are available with guests’ own account(s).brWe will not be accepting payments for pool heat for the months of May through October.brThis property has a 7-night stay requirement.brThis property's maximum occupancy is limited to 4 guests. brCode enforcement notification: 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 propertybrbrParking notes: There is free parking available for 2 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 2

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Bath 2

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Sleep 4

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Exceptional(50)

$695.04

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Private Vacation Home

Valhalla Down · Gulf Front · 8-Yr Guests · Renovated 2025

Holmes Beach, Florida, United States

2BR · 1BA · Sleeps 6 · 744 Sq Ft · Ground-Level Direct Beach Access · Sept 2025 Remodel · Covered Beachfront Patio · Gulf Views from Every Room · Indoor Laundry · Pet-Friendly ($150 Fee) · Parking for 2brbrStep off the covered patio directly onto white sand — no stairs, no crossing parking areas, no hauling gear. Valhalla Downstairs is a ground-level Gulf-front unit in Holmes Beach where the September 2025 renovation left no surface untouched. Guests who returned after 8 consecutive years described the experience as unchanged in the ways that matter and transformed in every other way.brbrThe remodel removed walls to create open sightlines from the bedrooms through the living room to the Gulf-facing windows — you can see the water from your bed. Modern LVP flooring throughout. Recessed LED lighting. Gray shaker kitchen with geometric floral backsplash, white quartz countertops, and stainless appliances including a dishwasher added specifically at guest request. Eat-in dining with Gulf views.brbrThe covered patio has composite decking, exposed wood beams, yellow Adirondack chairs, a woven bistro dining set, and a charcoal grill. Morning dolphin shows from the patio. Spectacular sunsets. A full-size washer and dryer is now inside the unit in a dedicated laundry room with beach gear storage — another guest-requested upgrade that makes extended stays genuinely practical.brbrTwo bedrooms sleep six. The primary has a king bed. The second bedroom has a queen bed. The living room gray sofa converts to a queen sleeper. One full bathroom with frameless glass shower and LED-lit mirror. Smart TVs in the living room and both bedrooms. High-speed WiFi. Central AC.brbrPublix, Walgreens, restaurants, and the free island trolley are all within walking distance.brbrOne small pet is welcome with a $150 non-refundable fee. Direct beach access makes morning dog walks genuinely easy.brbrValhalla Downstairs requires a one-week minimum stay with parking for two vehicles.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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Bath 1

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Sleep 4

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Exceptional(34)

$725.1

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Private Vacation Home

Valhalla Up · Gulf Deck · 3BR · Renovated 2025

Holmes Beach, Florida, United States

3BR · 2BA · Sleeps 5 · 1,006 Sq Ft · Upper-Level Gulf Front · Private Upper Deck · Sept 2025 Remodel · Gulf Views from Every Room · Pet-Friendly ($150 Fee) · In-Unit Laundry · 3 Parking SpacesbrbrThe private upper deck has turquoise Adirondack chairs, a dining table for six to eight with umbrella, and unobstructed Gulf views from an elevated position — the outdoor living room that guests describe as the reason they come back. Valhalla brbrUpstairs was completely remodeled in September 2025, and the deck is where the transformation is most visible.brThe September 2025 renovation opened the interior with a wall of French doors connecting the living room directly to the upper deck. The living room is 13'8 x 20'10 — a royal blue velvet sectional, dramatic white exposed beam ceiling, decorative fireplace, and a large smart TV. Gulf views throughout. The kitchen was completely redesigned with gray shaker cabinets, geometric floral backsplash, white quartz countertops, and a center island with bar seating — plus a dishwasher added specifically at guest request. The dining area has a round glass-top table with vintage honey wicker chairs seating six, with French doors opening to the upper deck.brbrThree bedrooms sleep five. The primary suite has a king bed with an en-suite spa-style bathroom — sage-green double-sink vanity, walk-in shower with pebble tile floor. The second bedroom has two twin beds. The third bedroom has one twin bed. A hall bathroom with tub and shower serves both guest rooms. Smart TVs in every room. LVP flooring throughout. A stacked washer and dryer is in a hallway closet.brbrThe patch of beach in front of Valhalla is essentially private — upper-level exterior stairs deliver quick beach access without the crowds of public access points. Publix, Walgreens, restaurants, and the free island trolley are within walking distance.brbrOne small pet is welcome with a $150 non-refundable fee.brValhalla Upstairs requires a one-week minimum stay with parking for three vehicles.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
Bed 3

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Bath 2

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Sleep 5

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Exceptional(20)

$345.44

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Private Vacation Home

SS Salamander South · 2 Full Baths · Heated Pool

Holmes Beach, Florida, United States

VRC16-000500brbr2BR · 2BA · Sleeps 5 · Very Short Walk to Gulf · Two Full Bathrooms · Heated Pool · Gas Grill · Outdoor Seating · Outdoor Shower · Shared Laundry · Off-Street 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 South come back year after year. One guest has made more than ten trips to Anna Maria Island and calls this their go-to. That kind of loyalty doesn't happen by accident.brbrThe backyard is the shared centerpiece. A heated pool sits within lush tropical landscaping alongside a gas grill and outdoor seating — the setup for evenings that naturally extend well past sunset. An outdoor shower handles the post-beach rinse. Large front deck for the family to gather.brbrTwo bedrooms sleep five. The primary bedroom has a queen bed. The second bedroom has a full bed and a twin bed. Two full bathrooms — the key practical advantage over the north unit for groups where everyone wants their own bathroom access. 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. Parking for 2 vehicles.brbrLocal bars, restaurants, ice cream shops, boutiques, and the free AMI trolley are all within easy walking distance.brbrSS Salamander South 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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Bath 2

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Exceptional(6)

$580.57

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Private Vacation Home

A Shore Thing by Beach Boutique Rentals

Holmes Beach, Florida, United States

A Shore Thing is a beautifully renovated key west style 3 bedroom beach house. Plenty of room for the whole family and friends. brbr*Features include* brbr* Private heated saltwater pool br* Seating ledge with jacuzzi jets br* Elevator for easy access to all 3 levels^br* 3 bedrooms including queen size bunk room br* Master bedroom with ensuite bath br* Sleeper sofa in living room br* Washer and dryer br* Patio with outdoor dining br* Tiki bar and plenty of lounge space by the pool br* Beach chairs, umbrella and cartbr* 3 blocks to the beachbr* Pet friendly!brbrLocated on a central and quiet street in Holmes Beach, A Shore Thing has everything you need for a dream vacation. Your group can explore the island on the bikes included with the rental or ride just 3 blocks to the beach where you'll find powder white sand and blue waters. If you decide to spend a day by the pool, you will never have to leave the comfort of the spacious ground floor patio with so much space for everyone. Adirondack chairs, chaise loungers and even a hanging bed swing are awaiting you at this ultimate retreat. There's also an outdoor sofa, cable TV and poolside refrigerator for all your drinks and snacks! brbrBack inside take the elevator up to the main living area. The aqua blue decor has been carefully selected to help you soak up the island atmosphere. The kitchen offers all new appliances, a double oven and beautiful granite island with seating. The dining room table seats 6 people and another table just outside on the porch will seat 8. Make up a batch of frozen drinks in the margarita maker and watch the sunset afterglow from the front porch! brbrOn this main living level you will find cable TV in every room. The Queen bedroom has an attached full bath which is also accessible from the hall. Kids will love the bunk room with a queen over queen sturdy bunk bed plus additional twin day bed. There are plenty of sleeping arrangements for everyone on your trip, including a queen pull-out sleeper sofa! brbrThe king size master suite is a relaxing retreat located on the entire third floor. It offers a walk-in closet and 3 piece bathroom suite with rain shower, double vanity and oversized tub. The elevator will allow you easy and convenient access to all 3 levels of this fun and beautiful home! brbr^Please keep in mind that residential elevators are advertised as a convenience only. If the elevator becomes inoperable for any reason, the stairs will be only way to access the living area of the home.brbrPET POLICY: brbrWe are DOG FRIENDLY! A fee of $150 + tax is required in advance for each dog you are bringing. brbr3 pets maximum unless granted an exception. Weight limit of 75 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 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. brbrVRC19-000174brbrThis 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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Bath 2

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Sleep 6

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$524.73

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Private Vacation Home

Bluetique: Monthly luxury beach home, private pool, rooftop deck

Holmes Beach, Florida, United States

Bluetique is the perfect place for an extended getaway! The large lot provides plenty of space indoors and out. Bluetique's private pool and spa are surrounded by tropical foliage creating a serene space to take dip or soak in the sun. The covered outdoor dining area by the pool is a great place to enjoy al fresco meals. The large fully equipped kitchen opens up to the dining and living rooms with large sliding doors providing access to an oversized outdoor balcony. Take the spiral staircase to the roof top to enjoy incredible views of Bimini Bay, Tampa Bay, and the Gulf of Mexico. Bluetique boasts 4 ensuite bedrooms with king beds and 1 queen bedroom.brbrPlease note: Garage is not available for guest use.brbr*Please note: 4 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.brbrVRC20-000249
Bed 5

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Bath 4

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Exceptional(15)

$791.64

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Private Vacation Home

Take Me Away - Stylish Coastal Escape with Pool Near Beach and Trolley

Holmes Beach, Florida, United States

Take Me Away by AMI Locals brVRC20-000170 brbrWelcome to Take Me Away by AMI Locals, a freshly renovated 4-bedroom, 4-bath luxury beach home just a 3-minute walk from the soft sands of Holmes Beach. Designed for families and friends seeking both comfort and style, this coastal retreat offers a private pool, a covered patio with seating and grill, and bright open spaces made for easy island living. With the Anna Maria Island trolley stop only a short stroll away, you’re moments from local restaurants, boutique shops, and the island’s breathtaking Gulf beaches. brbrHighlights br• 3-minute walk to the beach br• 4 Bedrooms / 4 Bathrooms br• 3 King beds, 1 Queen bed br• Private heated pool br• Covered patio with seating and grill br• 2-minute walk to trolley stop br• Near restaurants and shops br• Washer and dryer br• 3 parking spaces brbrYour private outdoor paradise awaits! Spend your afternoons lounging by the heated pool, surrounded by lush palms and a fenced tropical yard that ensures peace and privacy. The covered patio offers cozy seating and a grill for family cookouts, while the dining table invites evening meals under the soft glow of island lights. Whether you’re cooling off with a swim or sharing a glass of wine after sunset, this backyard oasis is the heart of your island retreat. brbrStep inside and feel instantly at home in this newly remodeled gem. The main level features two separate living areas, one for movie nights with plush seating, and another overlooking the tropical backyard for a quiet escape. The fully equipped kitchen boasts stainless steel appliances, built in seating, and a wet bar with a wine fridge, perfect for mixing tropical cocktails. Enjoy meals at the formal dining table or take your dinner outdoors for a true island experience. brbrEach bedroom in Take Me Away is beautifully designed for comfort and relaxation. The primary suite, located on the second floor, offers a king bed, office nook, walk-in closet, and an ensuite bathroom with a double vanity and walk-in shower. On the ground floor, three additional bedrooms provide stylish spaces for guests: one with patio access and a private ensuite, another with navy coastal decor, TV, and ensuite bathroom, and a third with a king bed and easy access to the hallway bathroom featuring a walk-in shower. brbrRoom Details br-Primary Bedroom (2nd Floor): King bed, walk-in closet, ensuite bath with double vanity and walk-in shower br-Second Bedroom (1st Floor): King bed, patio access, ensuite bath with walk-in shower br-Third Bedroom (1st Floor): Queen bed, ensuite bath with walk-in shower, laundry room access br-Fourth Bedroom (1st Floor): King bed, near hallway bath brbrTake Me Away includes Wi-Fi, a washer and dryer, and parking for up to three vehicles. The home’s prime Holmes Beach location places you close to some of Anna Maria Island’s best restaurants and boutique shops; including The Feast for fresh seafood and The Ugly Grouper for classic sandwiches. Hop on the trolley just steps away to explore Pine Avenue boutiques for island inspired finds brbrModern, bright, and filled with island charm, Take Me Away by AMI Locals is the perfect coastal retreat for families and friends. Spend your days by the pool, stroll to the beach for sunset, and explore Holmes Beach’s local shops and restaurants just minutes away. brbrYour island adventure starts here, book your stay at Take Me Away by AMI Locals today! brbr- brThis home does not allow pets. brbr3 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. brbrThis home is managed by AMI Locals, 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 AMI Locals 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 4

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Bath 4

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Sleep 8

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Exceptional(52)

$1188.63

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Private Vacation Home

Perfect Vacation Home with Pool, Putting Green, and Waterslide

Holmes Beach, Florida, United States

Island Pearl Oasis by AMI Locals brVRC19-000119brbrEscape to Island Pearl Oasis, a beautifully designed home just steps from the stunning beaches of Anna Maria Island! This luxurious four-bedroom home offers a bonus loft, six-and-a-half bathrooms, a private heated pool with a waterslide and spa, and a rooftop deck with panoramic water views. Located just a short walk to the Gulf beaches and within easy reach of shops, waterfront dining, and parks, this island oasis is perfect for families, friends, or larger groups seeking relaxation and adventure!brbrHighlights br• 4-minute walk to Holmes Beach br• 4 Bedroom / 6.5 Bathbr• 4 King beds, twin/twin bunk with trundle, 1 queen sleeper sofabr• Private pool, waterslide, and spa br• Roof-top deck br• Outdoor putting green, corn hole, basketball, and more br• Outdoor covered area and BBQ grillbr• Ping pong, poker table, and arcade gamesbr• Short stroll or bike ride to shops, restaurants, parks, and piersbr• Dog friendlybr• 3 Parking spacesbrbrEnjoy your tropical backyard with a large, covered entertainment area, heated pool, and water slide, fun for kids and adults alike! Practice your golf game on the putting green, challenge friends to corn hole, or lounge on the outdoor furniture while watching all the action. A splash in the pool, relaxation in the spa, or setting a game in the game room will make your vacation truly unforgettable. brbrInside, the interior combines coastal elegance with space for fun. The open floor plan features a luxurious kitchen with custom cabinets, granite countertops, stainless steel appliances, and a Keurig Coffee and Cappuccino Maker. The large, comfortable living room provides the perfect spot to relax, watch TV, or enjoy conversations. The formal dining area seats multiple guests, ideal for island dinners and memories shared over fantastic meals.br brThe primary bedroom features a beautiful king bed with an ensuite bathroom including a dual vanity, and a walk-in shower. Each of the three remaining bedrooms feature king beds, stylish decor, and beautiful ensuite bathrooms with walk-in showers, luxury and privacy for everyone. The bunk loft area with twin-over-twin bunk beds and a twin trundle is perfect for kids or extra guests. The hall bathrooms with walk-in showers ensure a smooth start to every day in paradise. brbrRoom Details br• Primary Bedroom: King bed, ensuite with walk-in showerbr• Bedroom 2: King bed, ensuite with walk-in shower br• Bedroom 3: King bed, ensuite with walk-in shower br• Bedroom 4: King bed, ensuite with walk-in shower br• Bonus (loft): Twin over twin bunk beds, twin trundle, ensuite bathroombr• Living Room: Queen sleeper sofabrbrThe backyard features a citrus-scented mosquito mist system for outdoor enjoyment all year long. As well as a washer and dryer for all your laundry needs, keeping everyone comfortable.brbrBook Island Pearl Oasis today for an unforgettable Anna Maria Island vacation. This stunning home offers water views, outdoor fun, and close proximity to beaches, shopping, and dining. Come see for yourself why this is the perfect spot for memorable family or group fun in paradise. Reserve now and start making lifelong island memories!brbrbr -brThe left garage is locked for owner use only.brbr3 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. br brWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our AMI Locals Rental Policies for full details.br brThis home is managed by AMI Locals, 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. br brPlease 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 4

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Bath 6

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$476.57

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Private Vacation Home

Pink Pearl Waterfront Retreat | Canal + Dock

Holmes Beach, Florida, United States

⭐ Highlights for Monthly Guests:brbr Waterfront canal home with private dock (ideal for boating & fishing) brbr Private heated pool + outdoor living space brbr 4 bedrooms / 3 bathrooms – perfect for families or groups brbr Recently renovated + professionally decorated brbr Pet-friendly (small pets allowed) brbr Fast WiFi + comfortable workspace for remote work brbr Full kitchen + washer/dryer for long stays brbr Designed for Extended StaysbrbrWhether you're a snowbird, remote worker, or relocating, this home is set up for comfort beyond a typical vacation rental. Enjoy spacious living areas, multiple places to relax, and peaceful water views right from your backyard.brbr Outdoor Living & Waterfront LifestylebrbrSpend your days enjoying the private pool, dining outdoors, or relaxing by the canal. The private dock makes it easy to bring or rent a boat and experience Anna Maria Island from the water.brbr Prime Anna Maria Island LocationbrbrLocated just minutes from beaches, restaurants, and local shops, you’ll have easy access to everything while still enjoying a quiet, residential waterfront setting.brbr Why Guests Book This Home:brbr Ideal for 30+ day stays / monthly rentals brbr Rare canal-front home with dock + pool brbr Stylish, updated interior (not outdated or cluttered) brbr Pet-friendly (hard to find on the island) brbr Perfect balance of privacy + locationbrbr VRC# 25-000001brbr30 Day Minimum Staybrbr8 Persons Maximumbrbr4 Driveway Parking SpotsbrbrQuiet hours are 10pm to 8am
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Exceptional(27)

$640.07

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Private Vacation Home

CONTEMPORARY BEACH CHIC HOME WITH OCEAN VIEWS, STEPS TO THE BEACH/HEATED POOL

Holmes Beach, Florida, United States

THE POOL IS PRIVATE AND ONLY FOR THE USE OF THE GUESTS IN THIS HOME WHICH IS SEABREEZE SANDS. IT IS NOT SHARED WITH ANYONE ELSE.brbrIn the heart of Holmes Beach, this lovely three-bedroom house offers a perfect blend of sunshine, sandy beaches, and ocean views that make every trip truly amazing. Nestled just a short 8-minute drive from the stunning Coquina Beach, you'll be surrounded by the natural beauty of the Tampa Bay region, with the vibrant city of Bradenton Beach just a stone's throw away.brbrAs you step inside, you'll be greeted by a fully stocked kitchen, complete with a stove, oven, refrigerator, grill, and all the essential appliances you need to whip up delicious meals. Gather around the dining table or enjoy al fresco dining on the balcony, taking in the breathtaking ocean views.brbrWhen it's time to unwind, sink into the comfort of the living room, where you can catch up on your favorite shows on the smart TV or delve into a good book. For the little ones, there are plenty of games and entertainment options to keep them occupied.brbrAt the end of the day, retreat to one of the 3.5 bathrooms, where you'll find plush towels, basic toiletries, and a hair dryer to help you freshen up. And with the convenience of a washing machine and dryer, you can pack light and enjoy your vacation to the fullest.brbrSoak up the sun by the outdoor pool, or venture out to explore the nearby attractions, from the charming Bradenton Beach to the bustling Tampa Bay, just a 29-minute drive away. With its prime location, thoughtful amenities, and stunning natural surroundings, our 3-bedroom vacation home is the perfect haven for your next coastal getaway.brbrMost frequently asked questions:brbrThe pool is private and only for the use of the guests staying at Seabreeze Sands - it is NOT shared with any other homes.brbrThe house has a Keurig and a regular coffee maker.brbrThe house is 300 ft from the beach - you do have to cross a road. But we are about as close as you can be without actually being on the beach.brbrThe house is on 3 floors and an elevator runs between all floors.brbrThere are 6 beach chairs and a beach cart.brbrThere is a Weber gas grill.brbrbrCity of Holmes Beach VRC20-000051brThe City of Holmes Beach asks for a minimum of 7 night stays.
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Exceptional(31)

$503.15

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Private Vacation Home

BEAUTIFUL 3/2 TOWNHOME w/ HEATED PRIVATE POOL. STEPS FROM THE GULF BEACHES!!

Holmes Beach, Florida, United States

**ASK ABOUT LAST MINUTE DEALS!brbrWelcome to your Anna Maria Island vacation! You will enjoy your time at this beautiful three-bedroom condo located steps from sugar sand beaches as well as many dining, activity, and shopping opportunities.brbrWalk into a comfortable seating area in the living area with a large mounted SMART TV to enjoy. It opens to the fully equipped kitchen and a large snack bar area with seating for 5 right at the counter. The dining area has a large table that seats six with a lovely view of the screened-in lanai. Walk right out and enjoy al fresco meals on the table on this lanai.brbrThe primary bedroom has a full en suite bath with a walk-in shower, a king bed with mounted TV, and a large walk-in closet. You can also enjoy the door out to the private balcony. The second bedroom has a queen bedroom, TV, and access to a small balcony. The full hall bathroom has a walk-in shower and access from both the hall and the second bedroom. The third bedroom has twin beds and also has access to the balcony.brbrYou will really enjoy the beautiful private pool set in a tropical landscaped area by the condo that has room to enjoy your time outside. There is a large patio area with a charcoal grill.brbrWhen you are ready to venture out, it is only steps to the beautiful sands of Anna Maria. There are lots of amazing dining and shopping opportunities very close and a free Island trolley that will take you anywhere on the Island.brbrWhile we know you love your furry friends, this property is not pet friendly. Please make other arrangements for your pets.brbrA NOTE ABOUT POOL HEAT: If you book online, your reservation will automatically populate with a pool heat charge for one week. If your reservation is for a longer period, someone on our staff will adjust the pool heat rate to reflect the longer stay. We recommend pool heat at this property, regardless of the time of year, as pools near shady trees stay cooler, even in the summer. *This pool used to have a water feature that is no longer available. This does not take away from the use and enjoyment of the pool. We just want to make sure you are aware that there is no water fountain feature.brbrOur Cancellation Policy: In order to protect our owners from loss of income, ALL MONIES PAID TOWARDS YOUR RESERVATION MAY BE NON-REFUNDABLE AFTER A CERTAIN DATE! FULL AND PARTIAL REFUNDS MAY BE GIVEN UNDER CERTAIN CONDITIONS. Ask our office for details, or check your rental agreement.brbrNOTICE TO VISITORS OF HOLMES BEACH:brbr1. Per City of Holmes Beach ordinances: 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. brbr2. Per City of Holmes Beach ordinances, this unit cannot exceed 6 occupants. This amount includes adults and children of all ages. brbr3. Per City of Holmes Beach ordinances, we are required to tell you the minimum stay requirement for this property is one week.
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Exceptional(28)

$245.47

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Private Vacation Home

Terrace Condo 1 · 3 Lanais · Trolley · Pool

Holmes Beach, Florida, United States

VRC 19-00237brbr2BR · 2BA · Sleeps 6 · Three Lanais · Pergola Pool Area · Trolley Under 1 Block · 2-Min Walk to Beach · Single-Car Garage · Stack Washer/Dryer · King Bed · Twin RoombrbrThree separate lanais — one off the living room and one off each bedroom. The Terrace #1 is a Holmes Beach vacation rental where every level of the townhouse has its own outdoor access, and the free Anna Maria Island trolley stops less than one block away in either direction. Hop on in either direction to explore the full length of the island without a car.brbrThe shared heated pool area has a pergola and multiple seating areas surrounded by native tropical plantings — the right setup for afternoons that don't need the beach to be complete. The pool deck has enough space to spread out comfortably for a group of six.brbrTwo bedrooms sleep six. The master has a king bed. The second bedroom has two twin beds. The living room pullout sleeper sofa handles the remaining guests. Two full bathrooms. A stack washer and dryer is in the unit. The kitchen is fully equipped for meals at home. Smart TVs throughout. High-speed WiFi included.brbrThe beach is a 2-minute walk down a side street with no busy road to cross. The single-car garage keeps one vehicle covered. brbrAdditional parking in the driveway.brbrThe Terrace Condominium #1 requires a one-week minimum stay with parking for two vehicles. 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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Exceptional(15)

$505.1

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Aquarius-Pool Home West of Gulf Dr-By Island Real Estate Vacations

Holmes Beach, Florida, United States

Spend your Anna Maria Island vacation in five star luxury when you visit “Aquarius”. This fully renovated Holmes Beach vacation rental offers both a stylish and relaxing destination for up to eight guests. brbrIf you experience wanderlust “Aquarius” is truly the place for you with a fabulous location, gorgeous floor plan, beautiful aesthetic, game room with bar and sophisticated island style comfort. You’re sure to satiate your craving for travel when you visit this great home! brbr“Aquarius” is perfectly located in the center of Anna Maria Island a short block walk to pristine Gulf of Mexico beaches. Tucked into a quiet Holmes Beach neighborhood, you’ll feel stress free strolling down the street from “Aquarius” for day long beach side relaxation. Experience clear blue water and powder fine sand on some of the best beaches Florida has to offer during this one of a kind paradise getaway. brbrThis well-appointed home offers subtle yet beautiful decor throughout with cool ocean hues. On the main living level at “Aquarius” enjoy an open floor plan perfect for keeping guests entertained together. The kitchen offers stainless steel appliances including a dishwasher, modern light fixtures, tiled backsplash, and granite countertops with breakfast bar seating for two guests. The dining room table seats eight making it a great spot for more formal meals. In the living room you’ll find comfortable seating and a flat screen television along with wireless internet throughout the home. Exit through the living room doors to the backyard balcony with stairs leading you into your own private oasis. brbrFamily and friends will love spending time in this backyard with a heated pool, lush landscaping, propane barbeque grill, outdoor shower, ping pong table, and a fun covered lounge complete with a dining space, flat screen television and colorful lounge chairs. brbrAll four of the bedrooms in this Anna Maria Island vacation rental offer premium hotel quality linens and flat screen televisions to keep guests feeling at home. All bedrooms are located on the main living level. In the hallway leading to two of the guest bedrooms there is a family friendly bathroom with a tub/shower combo. On the opposite end living level you’ll find two more bedrooms both with king beds, and private bathrooms with large tiled walk in showers and double vanity sinks. Every room at “Aquarius” feels like the master suite leaving guests feeling pampered in paradise. brbrOn the main living level is a laundry room with a washer and dryer for your convenience. “Aquarius” also offers both beach and bath towels to keep guests comfortable. brbrWhen you are ready to explore Anna Maria Island beyond the beach, walk over to the free trolley stop at the corner of Gulf Drive and 50th Street. “Aquarius” offers four parking spaces, so leave the cars and the stress of finding parking, and view the island like a local. The trolley typically runs every 20 minutes, and takes you almost the entire length of the island. If you are looking for fine dining, The Beach Bistro is just a few blocks away. Catch a northbound trolley into the city of Anna Maria, or a southbound trolley to the city of Bradenton Beach.brbrBook this Anna Maria Island vacation rental today, and satisfy your “Aquarius”.brbrIMPORTANT INFORMATION:brbrYour booking is with Island Real Estate Vacations. We will send you check-in instructions 30 days prior to your arrival date. Please review the cancellation policy prior to booking. Island Real Estate Vacations will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee.brbrPayment of reservation deposit is considered acceptance of all terms regardless of signature status of contract. Guest is responsible for adhering to the rental terms and dates. Any error on Guest’s part is not the responsibility of the agent. Sub-leasing of your vacation rental is strictly prohibited. A mid-stay clean and charge equal to the standard cleaning fee are required for all stays 21 nights or longer. By providing your phone number, you agree to receive text messages from our company. Message and data rates may apply. Message frequency varies.brbrYour final balance is due 60 days prior to your arrival date. Please note unless alternative arrangements are made, the bank account or credit card on file will be charged your remaining balance automatically at 60 days. If you do not wish to pay with the bank account or credit card on file, please reach out to pay several days in advance of 60 days prior to your arrival. If you initially paid with an eCheck and received the booking incentive, please remember future payments must also be made with an eCheck. Thank you for choosing eCheck to help reduce the cost of business. Please note the eCheck payment option cannot be used within 14 days of arrival. Any refunds on checks and echecks will be delayed at least 14 days after deposit or until funds are verified.brbrAll our properties provide luxury linens for you to enjoy during your stay.brbrAnna Maria Island’s noise ordinance aims to ensure citizens can enjoy a peaceful environment. The ordinance applies to all areas of the city, including public and private property, and places of business. It defines noise as any sound that annoys or disturbs a reasonable person of ordinary sensibilities or causes or tends to cause an adverse physical or psychological effect on such reasonable person. The noise ordinance limits the maximum permissible noise levels to: br7 AM–10 PM: 65 decibels: (Consistently shouting in the pool exceeds 65 decibels)br10 PM–7 AM: 50 decibels: (An audible conversation from 50’ or 15 meters away exceeds 50 decibels)brThe ordinance also prohibits plainly audible noise, which refers to any sound that can be clearly heard by a person using their normal hearing faculties. This means that a person can still be in violation if the noise can be easily heard by responding officers from a distance of 100 feet from the property line. Fines for excessive noise can range from $100 to $1,000.brbr• Dog Friendly - fee of $250 plus tax per dog.brbrVRC16-000234brbrMax Vehicles Allowed: 4 Max Day Guests Allowed: 2
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Exceptional(17)

$575.13

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Private Vacation Home

Florida Breeze: Pool home in perfect central location!

Holmes Beach, Florida, United States

Florida Breeze is the perfect vacation rental for your next trip to Anna Maria Island! The location with the short walk to the gulf beaches and easy access to the FREE Anna Maria Trolley make it the ideal spot!brbrFlorida Breeze has 3 spacious bedrooms including 2 king beds and 2 full beds. The master bedroom has the utmost privacy with an attached ensuite bathroom. The open concept kitchen, dining, and living room create the perfect space for the entire group to relax and enjoy each others company. Take advantage of the balcony located just off the dining area to enjoy a cocktail as the sun sets. The kitchen will provide everything needed to cook family meals at home. brbrThe large screened in porch on the main level is the perfect place to escape the summer heat! Easily move from the porch to the pool for an afternoon cool down.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.br*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.brbrVRC18-000185
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Bath 2

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