Home Vacation Home Rentals By Owner In Holmes Beach, FL

Showing 780 Of 800 Vacation Rentals
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Exceptional(6)

$368.79

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Private Vacation Home

AMI Tropical Oasis - A private house very close to the beach on a great street

Holmes Beach, Florida, United States

This completely custom remodeled island 3 bedroom 2 bath 2200 sq ft. pet friendly home with a fantastic back yard.brbrIt is just one block (we have a long block) to the beach (short 5 min walk or 2 minute bike/golf cart ride) and centrally located on Anna Maria Island in the city of Holmes Beach on a relaxing super friendly residential street!brbrWhile the inside of the home is pristine, gorgeous, and beautifully decorated, the real feature of this home is the outdoor backyard oasis! It is private and lushly landscaped surrounded by beautiful palms, birds of paradise, a large coconut palm and tropical plants. The yard also features a privacy fence and offers a covered tiki hut, fire-pit (for smores!), granite gas grill area, a heated saltwater pool and two outdoor showers. The pool gets tons of sunshine exposure during the day!brbrThe inside of the home has a spacious bright open concept living, dining, and kitchen full of light that is perfect for open family interactions! The dining room table seats 8 and the kitchen island seats 2. There is also a cheerful breakfast nook area that seats 8 - great for evening game night!. The kitchen is tastefully decorated with gorgeous counter-tops, wood cabinets and stainless-steel appliances including oven/stove, dishwasher, microwave, and fridge (actually 2!). The cupboards are fully stocked to every chef's desire; perfect for making a meal at home and the refrigerator also has an ice maker in the freezer. The living room has a large screen TV, comfortable seating and the home is equipped with cable television, Wi-Fi, and hard line phone. (2nd Fridge/Freezer is downstairs for additional food storage needs)brbrOn the ground level floor there is a 1 car garage with additional space for 2 cars in driveway and bonus room with stand up arcade game (PacMan, DigDug, Galaga) and ping-pong table in the game-room area. The game-room, has French doors, open up to the private patio and separate pool area.brbrThe airy home comes with all the cotton linens and towels you will need for your stay including a ton of beach gear... chairs, umbrella, carts, beach towels, toys, etc.! This home is in a perfect location by being centrally located on the island and short walk to the beach!brbrWe've done our best to make sure your home has everything. You will find first class cotton linens & bedding, down pillows, gourmet cooking equipment, beach toys, hairdryers, etc. We also provide paper goods (paper towels, toilet paper, tissues), trash bags, dish-washing liquid, laundry detergent, etc. Your kitchen also has an existing selection of spices, oils and condiments. There are numerous games at the house (Monopoly, Scattergories, playing cards, UNO, etc.). It's also helpful to know that the public library is less than a mile south of us with books, videos, periodicals and public computers. Finally, the garage has beach toys, buckets, shovels, mats, chairs, umbrellas and coolers.brbrPlease notify us to add dog (s) to your reservation. VRC-19-000314 - Monthly rental required, Property is limited to 6 overnight guests - 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. Parking Notes: You may park one (1) car in the garage and two in the driveway. Guest Entry Instructions: This home utilizes an E-lock, a digital lock that requires a unique code to enter. This code is reset after each guest's stay. More information can be downloaded from the Rental Agreement (final rental agreement will be revised and have material changes) on the checkout page .
Bed 3

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Bath 2

Bath

Sleep 6

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Exceptional(9)

$540.13

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Private Vacation Home

Latitude Adjustment hosted by Beach Retreats Vacation Rentals

Holmes Beach, Florida, United States

Latitude Adjustment AMI by Beach Retreats Vacation Rentalsbr 509 59th St, Holmes Beach, FL 34217br VRC25-000054br 3 Bedrooms | 2 Bathrooms | Sleeps 6 | Heated Poolbr Pet friendlybr This home can park up to 2 vehiclesbr Quiet hours at 10p-7a: please respect neighbors brWelcome to Latitude Adjustment, a newly remodeled gem located just a stone's throw away from the pristine beaches of Holmes Beach on Anna Maria Island. This charming 3-bedroom, 2-bath home is perfect for families or groups seeking a relaxing getaway in a vibrant coastal setting.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!brbrStep inside to discover a bright and airy living space that exudes a warm and inviting ambiance. The open-concept design seamlessly connects the living area to the modern kitchen, making it ideal for entertaining or enjoying quality time with loved ones. With comfortable seating and tasteful decor, the living area is the perfect spot to unwind after a day of sun and surf.brbrThe home features three spacious bedrooms, comfortably accommodating up to six guests. Each bedroom is thoughtfully designed to provide a restful retreat, ensuring a peaceful night's sleep. The two well-appointed bathrooms offer convenience and privacy for all guests.brbrOutside, you'll find a lovely outdoor space perfect for soaking up the Florida sunshine. Whether you're sipping your morning coffee or enjoying an evening barbecue, the outdoor area enhances your vacation experience.brbrFor your convenience, the property is equipped with modern amenities, including a fully stocked kitchen, a comfortable living area, and essential technology to keep you connected. Safety features are also in place to ensure a worry-free stay.brbrLocated near local attractions, you'll have easy access to the best that Anna Maria Island has to offer, from stunning beaches to charming shops and delicious dining options. brbrDon't miss the opportunity to experience the perfect blend of comfort and convenience at Latitute Adjustment. Book your stay today and create unforgettable memories in this beautiful beachside retreat brbrNo cancellation fees!brCancel 60+ days before arrival → Full refundbrCancel within 60 days → No refundbrExtended stays & bookings $20,000+ → Full payment 90 days prior, non-refundablebr$500 deposit due at booking; balance due 60 days priorbrFor reservations 21+ nights or $20,000+ → 10% deposit due at time of booking. brThird party travel insurance cost is due at time of purchase brThird-party travel insurance through Beach Retreats is non-refundablebrNo changes permitted within 60 days of arrival or during staybrWe highly recommend cancelation insurance br This home can accommodate up to 2 vehiclesbr This home features Silicon Travel. With Silicon Travel's firewall place in place, you can prevent internet access to any malicious activity in a Vacation rental home. Any guest device (WebCam, Baby Monitor, etc) can be added for a set time and will be removed automatically upon departure.
Bed 3

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Bath 2

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Sleep 6

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Exceptional(1)

$1011.21

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Private Vacation Home

Midnight Breeze - Brand New Luxury!

Holmes Beach, Florida, United States

Welcome to Midnight Breeze by Exclusive Vacations, a modern coastal luxury home located just one block from the Gulf in Holmes Beach. This four-bedroom, four and a half-bath retreat features a rooftop deck with outdoor kitchen and putting green, theater room, game room, resort style pool and spa, and elevator, all within a short walk or bike ride to local shops and restaurants.brDesigned with a calm, design forward aesthetic and built for both entertaining and relaxation, Midnight Breeze offers a private-resort experience in one of Anna Maria Island’s most desirable locations.brbrWhy Guests Love Midnight Breezebr• One block to the beach (quick walk to Gulf access)br• Rooftop deck with outdoor kitchen, putting green and Gulf viewsbr• Private theater roombr• Game room with retro games + outdoor pool tablebr• Resort style heated pool and spa with sun shelf and bar seatingbr• Elevator with access to all levelsbr• 4 Bedrooms | 4.5 Bathrooms (all ensuite)br• 3 King suites + custom bunk room for kidsbr• 6-seat Club Car Cru golf cart includedbr• Luxury beach bikes, chairs & beach gearbr• Walkable to Holmes Beach shops & restaurantsbr• 4 parking spaces brbrMidnight Breeze is a thoughtfully designed modern coastal home where clean lines, black accents, and soft gray tones create a refined yet approachable atmosphere. Floor to ceiling windows fill the home with natural light, while the open-concept layout allows for effortless flow between living, dining, and outdoor spaces.brThe main living area offers generous seating and a relaxed environment for gathering, while the dining space comfortably accommodates the entire group. The chef inspired kitchen features high-end appliances, sleek finishes, and ample workspace. Perfect for everything from casual breakfasts to hosting private chefs.brbrOutdoor living is at the heart of the Midnight Breeze experience. The resort style heated pool and spa feature a sun shelf, bar seating, and a spacious hot tub; creating the perfect setting for long days in the sun.brAbove it all, the rooftop deck delivers a one of a kind experience with an outdoor kitchen, putting green, and Gulf views, ideal for sunset dinners, cocktails, and evening gatherings. Additional outdoor entertainment includes a covered pool table area, creating a fun, social environment for guests of all ages.brbrMidnight Breeze is built for memorable moments. A private theater room provides the ultimate movie night experience, while the game room features retro style games that bring a playful energy to the home, perfect for families and groups.brbrAll bedrooms are designed with comfort, privacy, and luxury in mind, each featuring its own ensuite bathroom.br• Primary Suite: King bed, spa style ensuitebr• Bedroom 2: King bed, ensuite bathroombr• Bedroom 3: King bed, ensuite bathroombr• Bedroom 4: Full over Full bunk room, ensuite bathroom with tub (ideal for kids)br• Half Bathroom: Main living levelbrbrExclusive Vacations AmenitiesbrAs with every Exclusive Vacations home, Midnight Breeze includes premium amenities to make your stay seamless:br• 6-Seat Club Car Cru golf cartbr• Luxury beach bikesbr• Luxury beach chairs, umbrellas & beach cartbr• Upgraded bed & bath linens and premium toiletriesbr• Fully stocked house suppliesbr• Portable Pack & PlaybrbrLocated in Holmes Beach, Midnight Breeze is just one block from the Gulf and within minutes of local dining, shopping, and island attractions. Cruise the island by golf cart, bike, or trolley and enjoy easy access to seven miles of pristine beaches.brbrWith its rooftop kitchen and putting green, theater and game rooms, and resort style pool, Midnight Breeze by Exclusive Vacations delivers a one of a kind Anna Maria Island experience, perfect for families and groups seeking elevated design and unforgettable amenities.brbrReserve your stay and experience the rhythm of island luxury at Midnight Breeze.brbr-brThis home is managed by Exclusive Vacations, an Anna Maria Island property management company. brbrWith 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 Exclusive Vacations Rental Policies for full details.brbrUse of the provided golf cart requires the driver to maintain a current U.S. automobile insurance. Proof of insurance is required upon request.brbr4 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. 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. Please see our Exclusive Vacations 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 5

Bath

Sleep 8

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$322.63

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Private Vacation Home

AMI paradise - GREAT for long stays!

Holmes Beach, Florida, United States

Summary:brEscape to this 3BR, 2BA island oasis just a 5-min walk to Holmes Beach! Enjoy spacious indoor/outdoor living, Smart TVs in every room, high speed wifi, beach gear, and a ping pong table. Perfect for workcations or seasonal stays (30-day min). Comfort, convenience, and coastal charm await! We're offering SUMMER DEALS right now—book your extended island escape today!brbrThe Space:br- Bedrooms: 3 spacious bedrooms with comfortable bedding and Smart TVsbr- Bathrooms: 2 full bathrooms stocked with essentialsbr- Living Area: Open-concept living space with ample seating and a Smart TVbr- Semi-Outdoor Lounge: Additional living space with a TV, offering a unique indoor-outdoor feelbr- Kitchen: Fully equipped with all essentials, including cookware, dishware, and appliancesbr- Outdoor Seating: Multiple areas to relax and enjoy the island breeze, while using the grillbr- Entertainment: Ping Pong table, kayak, and plenty of beach equipment for you to usebrbrGuest Access:brGuests will have full and private access to the entire property, including all indoor and outdoor living spaces. Inside, enjoy a beautifully furnished home with spacious common areas, comfortable bedrooms, and a fully stocked kitchen ready for home-cooked meals or quick snacks between adventures. Step outside to unwind in the semi-outdoor lounge—perfect for morning coffee or evening conversations. For fun and relaxation, take advantage of the ping pong table, beach gear, and kayak, all provided to make the most of your stay. Whether you're heading to the beach or staying in for a game night, everything you need is right here. Complimentary on-site parking is available for your convenience.brbrThe Neighborhood:brHolmes Beach is a charming, family-friendly community nestled in the heart of Anna Maria Island. This coastal gem is beloved for its sugar-white sand beaches, calm turquoise waters, and relaxed island vibe. Whether you’re taking a peaceful morning stroll along the shoreline, watching dolphins from the beach, or soaking in the breathtaking Gulf sunsets, Holmes Beach offers the perfect setting for rest and rejuvenation.brbrThe neighborhood is walkable and welcoming, with a delightful mix of local restaurants, beachside cafes, boutique shops, and ice cream parlors just minutes away. You’ll find everything from laid-back seafood shacks to upscale dining spots, each capturing the island’s unique character and hospitality. With its central location on the island, Holmes Beach is also a great home base for exploring nearby attractions like Bean Point, the historic Anna Maria City Pier, and Coquina Beach.brbrGetting Around:brGuests will have full and private access to the entire property, including all indoor and outdoor living spaces. Inside, enjoy a beautifully furnished home with spacious common areas, comfortable bedrooms, and a fully stocked kitchen ready for home-cooked meals or quick snacks between adventures. Step outside to unwind in the semi-outdoor lounge—perfect for morning coffee or evening conversations. For fun and relaxation, take advantage of the ping pong table, beach gear, and kayak, all provided to make the most of your stay. Whether you're heading to the beach or staying in for a game night, everything you need is right here. Complimentary on-site parking is available for your convenience.brbrOther Things to Note:brA non-refundable $250 pet fee applies if you're bringing pets. Please note that the pet limit is two per home and we restrict certain breeds—ask us for details before booking. This property is ideal for guests staying 30 days or more. Additional fees may apply for insurance, depending on length of stay. Stays over 60 days require a lease agreement and a credit check charged to the guest - $45. Stays over 6 months have vacation taxes removed. 30 Day Minimum.brbrInteraction with Guests:brWe want you to feel completely at home during your stay, and while we respect your privacy, we’re always just a message away if you need anything. Whether you have a quick question, need a local recommendation, or run into anything unexpected, don’t hesitate to reach out—we’re happy to help in any way we can.brbrOur team is available throughout your stay via the messaging platform, phone, or text, and we aim to respond promptly to ensure everything runs smoothly. From check-in to check-out, we’re here to support your experience while giving you the space to relax and enjoy your vacation.
Bed 3

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Bath 2

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Sleep 6

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Exceptional(9)

$463.76

/ Nightly
Private Vacation Home

Waterfront home with heated pool + spa, patio, grill, & free WiFi - dog-friendly

Holmes Beach, Florida, United States

3 Oars RetreatbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbr*Please note that this home only allows minimum night stays of 28 nights or longer. This is enforced by the HOA and we cannot make any exceptions.brbrThe stunning canal front Holmes Beach vacation rental 3 Oars Oasis is the perfect destination for a luxury getaway. Spacious and elegant, as well as dog-friendly, this rental has a heated pool and spa, boat dock, designer furnishings and a location in the exclusive Key Royale neighborhood. brbrKey Royale is a desired area for both vacationers, families, and retirees alike. This quiet portion of Holmes Beach is off the main path and offers a high-end coastal suburban feel. Key Royale juts off into Tampa Bay making this a boaters paradise! In just a short ride you can cruise under the stoic Sunshine Skyway Bridge and find excellent fishing too. brbrInside 3 Oars Oasis you’ll find a sophisticated style perfect for a beach holiday. This Anna Maria Island rental has an elevator, docks boats up to 36 feet, free WiFI, parks four cars, and allows dogs up to 25 pounds with a nightly fee! Enjoy the sunrise over the bay from the balcony and soak up the sun all day long in the private backyard. You’ll love lounging on the covered patio while fresh seafood cooks on the propane grill. At the end of the day slip into the oversized garden tub in the downstairs master bathroom with a glass of wine. This custom kitchen offers a wine chiller and all the amenities, including a gas fireplace, you expect from a luxury rental! brbrA tropical destination for those with the most discerning sense of luxury, 3 Oars Oasis will have you feeling pampered in paradise! Book a vacation by the beach that you won’t soon forget, and reserve 3 Oars Oasis on Anna Maria Island! brbrThings to KnowbrThis property is managed by Vacasa Florida LLC.brThis property's maximum occupancy is limited to 8 guests.brPool heat is included and maintained at 80°F. Additional pool heat to 85°F is available upon request for $32 per day plus tax. A 48 hour notice is required. Heat may not be available if temperatures drop below 65 degrees. We will not be accepting payments for pool heat for the months of May through OctoberbrCode 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 property.brCity/town permit number: VRC20-000014brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.brbrParking notes: There is free parking available for 4 vehicles.brbrDock details: Room for up to a 36' boatbrbrbrbrDamage 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 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 4

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Bath 4

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Sleep 8

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Exceptional(77)

$985.36

/ Nightly
Private Vacation Home

Luxury beachside home with heated private pool - tranquil & close to everything

Holmes Beach, Florida, United States

Wine DownbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrTreat yourself to the experience of a lifetime with this luxury Anna Maria Island home with a private heated pool, balcony with gorgeous views, and an unbeatable location right on the beach.brbrSituated directly on the pristine white sands and warm waters of the Gulf of Mexico, this extravagant home lies just south of downtown Holmes Beach, near the center of the island. You'll have a two-car garage, as well as easy access to the free trolley stop, so exploring the island is a cinch! Head north to famed Pine Avenue for boutiques, restaurants, bars, and Anna Maria City Pier, or south to charming Coquina Beach.brbrThis multi-level home boasts high-end furnishings and stunning decor, with whimsical artwork by local artist Bobbi Pickens throughout. The beautiful open living area is home to a large flatscreen TV with a DVD player, free WiFi, and huge windows with views of the surf. When you get hungry, prepare a sumptuous meal in the elegant kitchen, or show off your BBQ skills on the top-of-the-line gas grill on the balcony while the waves crash in the background. brbrAfter dinner, take an evening soak in your private pool or sit back and marvel at a breathtaking Florida sunset from the comfort of your back patio, which features an outdoor fireplace and plush lounge chairs surrounded by Australian Pine trees, sea oats, and white powder sand.brbrBook this spectacular home today and come see Anna Maria Island in comfort and style!brbrThings to KnowbrPool heat is included and maintained at 80°F. Additional pool heat to 85 is available for an additional nightly fee. A 24-hour notice is required. Heat may not be available if temperatures drop below 65 degrees. This property's maximum occupancy is limited to 8 guestsbrWe will not be accepting payments for pool heat for the months of May through October.brThis property has a 7-night minimum stay requirement.brCity of Holmes Beach VRC16-000837brThis property's maximum occupancy is limited to 8 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 property.brGuests will need to use the stairs to access the multiple levels of this home.brbrParking notes: There is free parking available for 4 vehicles.brbrSecurity camera details: This home is equipped with three active, exterior security cameras: one at each guest entryway.brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage 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 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 4

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Bath 4

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Sleep 8

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Exceptional(59)

$318.41

/ Nightly
Private Vacation Home

Tropical-themed getaway w/ heated private pool - walk to free trolley, shopping

Holmes Beach, Florida, United States

Island TimebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrIsland Time is a fantastic Holmes Beach rental inspired by beautiful island destinations around the world. From the West and East Indies to Bali Hai, this home offers a tropical style with the amenities of a luxury getaway. It's only a three-block walk to the beach! Soak in the private heated pool all day, catch sunset every evening, and rest peacefully each night. Island Time is the Anna Maria Island beach rental your family deserves.brbrWhile many Florida towns are great for family vacations, Holmes Beach offers a slower pace, friendly locals, and activities for all ages. Just a short walk from this central island rental you’ll find free trolley stops, shopping, and dining. Walk south on Marina Drive and you’ll find the community skate park with a playground and shuffleboard court too. When you’re ready to explore all of Anna Maria Island leave your cars in the three driveway spaces and take the trolley everywhere. brbrFeel right at home at Island Time. Gather everyone in the main living space to watch the collection of DVDs on the flat screen, or hop on the free WiFi. The backyard is a true tropical oasis with heated pool, lush landscaping, and an authentic thatch roof Tiki umbrella. Relax in the hammock under the palm trees while dinner cooks on the five-burner propane grill and salt breezes pass by. brbrAll you’ll need is your swimwear and sunblock to make this vacation perfect! Reserve your tropical family getaway today at Island Time. brbrThings to KnowbrThis property's maximum occupancy is limited to 6 guests.brThis property has a 7-night stay requirement. However, select properties have the flexibility for shorter stays. Let us do the searching for you! Please call us and one of our knowledgeable reservation specialists will be happy to assist you in finding a property for the dates you have requested.brPool heat is included and maintained at 80°F. Additional pool heat to 85°F is available upon request for $32 per day plus tax. A 48 hour notice is required. Heat may not be available if temperatures drop below 65 degrees. We will not be accepting payments for pool heat for the months of May through OctoberbrCode 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 property.brCity/town permit number: VRC16-000847brbrParking notes: There is free parking available for 3 vehicles.brThis rental is located on floor 1.br3 days notification is required in order to heat the pool. A fee of USD 22 per day must be paid prior to check-in to purchase pool heat for your stay.brbrbrDamage 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 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 3

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Bath 2

Bath

Sleep 6

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Exceptional(49)

$351.17

/ Nightly
Private Vacation Home

Dog-friendly seaside home - heated private pool & spa, great location near beach

Holmes Beach, Florida, United States

Tropical OasisbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWelcome to your serene Anna Maria Island escape—an inviting, dog-friendly retreat designed for pure relaxation and effortless coastal living. From the private heated pool and attached spa to the beautifully landscaped, fenced-in backyard, this home offers a true sense of tranquility just moments from the island’s sparkling shoreline.brbrNestled in the heart of Anna Maria Island, this bright and spacious home provides the perfect haven for unwinding after sun-filled days. Enjoy the convenience of a single-car garage and additional driveway parking, or take advantage of the free Island Trolley to explore the island’s charming shops, restaurants, and attractions. The sugar-sand beaches are only a block and a half away—ideal for leisurely morning walks, shell collecting, or simply watching the waves roll in.brbrInside, the updated kitchen is fully equipped with everything you need for easy meals at home. It opens seamlessly to a cozy sitting area, while the main family room features a large flatscreen TV and sliding glass doors that frame views of the pool and backyard. Whether you're brewing a morning coffee or mixing up a refreshing afternoon cocktail, this home is designed to make every moment comfortable and convenient. A full-size washer and dryer and complimentary WiFi add to the ease of your stay. Dogs are welcome with a nightly pet fee.brbrReserve your stay at this peaceful Florida retreat and enjoy a truly stress-free island vacation.brbrADDITIONAL DETAILSbrbrThis property requires a 7-night minimum stay. Some properties may offer shorter stays; our reservation specialists are happy to assist in finding the perfect fit. Please call 941-224-5243 for personalized help.brbrThis property's maximum occupancy is limited to 6 guests. Please note, all guests occupying this property who are under the age of 25 must be accompanied by a parent or legal guardian. Thank you!brbrNeighborhood Notice: You are vacationing in a residential area. Please be a good neighbor by keeping noise at a respectful level during both daytime and nighttime hours. Excessive or unreasonable noise may disrupt neighbors’ peaceful enjoyment of their private property.brbrPool heat is included and maintained at 80°F. Additional pool heat to 85°F is available upon request for $32 per day plus tax. A 48 hour notice is required. Heat may not be available if temperatures drop below 65 degrees. We will not be accepting payments for pool heat for the months of May through OctoberbrbrHolmes Beach permit number: VRC16-000928brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.brbrParking notes: There is free parking available for 3 vehicles.brThis rental is located on floor 1.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 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 3

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Bath 2

Bath

Sleep 6

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Exceptional(4)

$205.75

/ Nightly
Private Vacation Home

Family Friendly Home, 4 mins to Beach! - Starfish Cove, B

Holmes Beach, Florida, United States

Starfish Cove, B by AMI Locals brDuplex in Holmes Beach, FLbrVRC21-000189brbrWelcome to Starfish Cove, B, a charming beach-themed retreat in Holmes Beach! This two-bedroom, one-bath vacation home is ideal for small families seeking a cozy, functional escape just minutes from the shoreline. Located on Palm Drive, this home offers easy access to the Anna Maria beaches, local shops on Pine Avenue, and watersports like kayaking and paddle-boarding. Explore nearby ice cream shops and restaurants or simply relax and enjoy the island vibe. Starfish Cove, B promises a memorable beach getaway.brbrHighlights br• 4-minute walk to beaches br• 2 Bedroom / 1 Bathbr• 2 Queen beds, 1 Queen sleeper sofabr• 2-minute walk to trolley stop br• Outdoor beach supplies, wagon, and beach chairs included br• Pet friendly br• Shared washer and dryer br• Shared patio and grill areabr• 2 Parking Spotsbr• Close to local dining, shopping, and water activities brbrStarfish Cove, B invites guests to enjoy a peaceful outdoor setting with a shared patio and grill, perfect for family cookouts or evening relaxation. A shared sunroom offers seating and a dining table for four, while the outdoor closet provides beach gear, chairs, and a wagon for your convenience. brbrStep inside to a bright living room with vibrant coastal decor, plush seating, and a TV for family movie nights. The open layout flows easily into the dining area, where a table for four creates a cozy setting for meals or board games. The fully equipped kitchen features stainless steel appliances, modern cabinetry, and all the cookware needed to prepare everything from snacks to seafood feasts.brbrBoth bedrooms showcase coastal decor and soft linens, creating a restful environment after busy beach days. The primary and second bedrooms each have a queen-sized bed with ample dresser space. The main bathroom includes a relaxing bathtub and a shower combo, ideal for unwinding. brbrRoom Details br• Primary Bedroom: Queen bed br• Second Bedroom: Queen bed br• Living Room: Queen sleeper sofa br• Bathroom: Shower and bathtub combobrbrThis vacation rental includes Wi-Fi, a shared washer and dryer, and parking for two vehicles. Beach chairs and a wagon are provided to make your beach days effortless, and the home’s location near the AMI trolley ensures easy travel around the island. brbrWhether you’re strolling to Holmes Beach, hopping on the trolley to Pine Avenue or Bridge Street, or relaxing on the patio, Starfish Cove, B offers the perfect setting for your next island getaway. Traveling with a larger group Rent both Starfish Cove, A and B together to enjoy more space while keeping everyone close. Book your stay today and start making unforgettable memories on Anna Maria Island!brbrbr-brThis home is managed by AMI Locals, an Anna Maria Island property management company. 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.br br1 car maximum is 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 brWe 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 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 2

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Bath 1

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Sleep 4

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Exceptional(3)

$178.0

/ Nightly
Private Vacation Home

Dog-Friendly Home! 4 mins to the Beach - Starfish Cove, A

Holmes Beach, Florida, United States

Starfish Cove, A by AMI Locals brVRC17-000165brbrWelcome to Starfish Cove, A, a charming coastal retreat in Holmes Beach! This two-bedroom, one-bath vacation home offers the perfect romantic getaway for couples and small families. Just a four-minute stroll to the stunning Gulf beaches, this dog-friendly home is ideally situated near local attractions such as Pine Avenue shops, cafes, and scenic Bridge Street. Whether you're seeking relaxing beach days, exploring Anna Maria Island’s vibrant scene, or enjoying outdoor dining, Starfish Cove, A provides a serene and stylish base for your Florida vacation.brbrHighlights br• 4-minute walk to beachbr• 2 Bedrooms/ 1 Bathroombr• 1 Queen, 1 Full bedbr• 2-minute walk to trolley stop br• Dog friendly with an additional fee br• Beach chairs, wagon, and supplies provided br• Shared outdoor patio with grillbr• Shared Washer and dryerbr• Near shopping, dining, and entertainmentbrbrGuests at Starfish Cove, A are invited to enjoy a peaceful outdoor setting with a shared patio and grilling area, perfect for evening cookouts under the Florida sky. A shared sunroom offers comfortable seating and a dining table for four, creating a versatile space to relax with a good book, enjoy a meal, or chat with your travel companions. An outdoor storage closet is fully stocked with beach gear, including chairs and a wagon, making your beach days effortless and enjoyable.brbrStep inside to a welcoming living space thoughtfully decorated with coastal-inspired accents and cozy furnishings. The living room includes a TV for movie nights, while the adjacent dining table provides a bright space for meals or board games. The fully equipped kitchen features stainless steel appliances, a Keurig coffee maker, and a toaster oven, giving you everything you need to prepare your favorite dishes and start each morning with fresh coffee.brbrThe primary bedroom includes a queen bed, soft linens, and ample storage, creating a restful sanctuary for guests. The second bedroom offers a full bed, making it perfect for additional guests or children. Both rooms include charming coastal décor to enhance the island atmosphere. The shared bathroom is equipped with a shower and tub combination, offering both convenience and comfort.brbrRoom Details br• Primary Bedroom: Queen bedbr• Second Bedroom: Full bed br• Bathroom: Shower/tub combo, vanity with storage brbrStarfish Cove, A provides everything needed for a seamless stay, including Wi-Fi, TVs, a shared washer and dryer, and parking for two vehicles. The property’s dog-friendly policy (with host approval) ensures your four-legged family members can join the fun. With its central location near Holmes Beach, restaurants, and attractions, this home is perfect for guests who want both relaxation and easy access to island highlights.brbrWhether you’re lounging on Holmes Beach, hopping on the trolley for island exploration, or grilling dinner on the shared patio, Starfish Cove, A offers the perfect blend of charm and convenience. Book your stay today and start making unforgettable Anna Maria Island memories!brbrbr-brThis home is managed by AMI Locals, an Anna Maria Island property management company. 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 br1 car maximum is 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 brWe 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 see our AMI Locals Rental Policies for full details. 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 2

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Bath 1

Bath

Sleep 4

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Exceptional(2)

$460.0

/ Nightly
Private Vacation Home

Kiwi Cabana by Beach Boutique Rentals

Holmes Beach, Florida, United States

Welcome to Kiwi Cabana! A 2 bed/2 bath, totally private half duplex with a large heated pool in the heart of Holmes Beach.brbr*Features include* brbr* Completely renovated ground level home br* Private heated pool br* Spacious tropical back patio br* Outdoor dining table and umbrella br* Chaise loungers br* Propane grill br* Short walk to the beach br* Washer & Dryer br* Beach chairs, umbrella, and cart br* Small dog friendly!brbrWelcome to the all-new Kiwi Cabana! This 2 bedroom, 2 bathroom private half-duplex has undergone a complete top-to-bottom renovation - brand new everything for Fall 2025. Thoughtfully designed for comfort and style, this ground-level island retreat is perfect for up to 6 guests.brbrStep inside and you’ll be greeted by a bright, open living area with super-comfy oversized furniture. It's the perfect spot to kick back and relax after a day at the beach. The fully updated kitchen, fresh interiors, and all-new furnishings create a relaxing, modern island vibe you’ll love coming home to.brbrThe primary bedroom offers a comfortable retreat with its own ensuite bath and TV, while the second bedroom is designed with families in mind, featuring two twin beds each with pullout trundles - perfect for kids. A second full bathroom with a shower/tub combination is conveniently located off the hallway. The living room also includes a pullout sofa, giving everyone plenty of comfortable sleeping arrangements.brbrOutside, your private fenced yard is a tropical oasis with lush landscaping, a large heated pool, and plenty of loungers for soaking up the sun. Enjoy al fresco dining under the umbrella after grilling on the propane BBQ, or simply unwind with evening cocktails by the pool.brbrLocated in the heart of Holmes Beach, Kiwi Cabana is just a short stroll to the sugar-soft sands and famous sunsets of Anna Maria Island. You’ll also be within walking distance of local favorites like The Feast, Ugly Grouper, Island Creamery, Hurricane Hanks, and more.brbrIf you need space for a larger group of friends or family we are happy to offer Kiwi Cabana in combination with Key Lime Cottage, which is the other side of this duplex. When rented together the entire property sleeps 12. brbrPET POLICY: brbrWe are DOG FRIENDLY! At this home a fee of $150 + tax is required in advance for each dog you are bringing. brbr2 pets maximum unless granted an exception. Weight limit of 25 lbs maximum per pet. brbrDue to property insurance policies and liability concerns NO dangerous breeds or aggressive animals are allowed. The following breeds (purebred or crossbred) are not permitted: brbrPit Bull, Akita, Rottweiler, German Shepherd, Siberian Husky, Malamute, Doberman Pinscher, Chows, Any Wolf-dog hybrid, Any other dog that has been known to have bitten anyonebrbrADDITIONAL INFORMATION brbrWe generally require a minimum stay of 7 nights with Saturday check-in during the high season. We are more flexible in the off season so please send us a message if your dates appear unavailable. We may be able to accommodate you! brbrHousekeeping will provide a starter supply of toilet paper, soap, and garbage bags but guests will likely need to replenish the supply during their stay. brbrAnna Maria island is a family community and the city imposes a strict noise ordinance. Please adhere to our good neighbor policy and observe the local quiet hours between 10 pm and 8 am. No loud music or use of the pool is allowed during these hours along with any other noise which may disturb the neighbors. brbrVRC16-000150brbrThis home provides off-street parking for up to 2 vehicles.brbrBooking Platform Note:brFor VRBO bookings, the reservation payment is processed by Beach Boutique Rentals and will appear as Beach Boutique Rentals on your credit card statement. VRBO also charges a separate service fee directly to the guest as a separate transaction.
Bed 2

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Bath 2

Bath

Sleep 6

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$284.49

/ Nightly
Private Vacation Home

Beach pool House Family Vacation Home.

Holmes Beach, Florida, United States

This is a privately owned side by side property, nothing is shared . Private driveway/ garage / Pool and fenced in back yard.br Home away from home, cozy and comfortable Beach house. A 5 minute walk to the beach and shops. Very quite neighbor hood.br New elevated house with private heated pool, and fenced in yard, with a large swing.brKing bed in the master bedroom with its own bathroom ,queen bed in the second bedroom, and two twin beds in the third bedroom . Second bathroom located in the hallway between the other 2 bedrooms. Wood floors through out the house Full kitchen with granite counter tops and stain steel appliance & Espresso , cappuccino machine. All bedrooms have flat screen Tv . Internet acess and cable. Sliding door to the outside deck and stairs to the downstairs area by the pool. Out side shower with hot/cold water for that after the beach rinse. Large pool with Tiki style umbrella and seating in the pool. BBQ , table, chairs, lounge chairs for a relaxing time by the pool.There is also a TV by the pool for your enjoyment. There are plenty of beach chairs and accessories for the beach and a Ping Pong table in the garage with a door to the pool area. There is a free trolly by the beach access that will take you from one end to the other of Anna Maria Island There are plenty of great restaurants, bars and shops in a walking distance. you will fall in love with Holmes beach just like we did, come and stay at our Beach house for a wonderfull vacation ever.brEarly check in will be $50 an hour extra.
Bed 3

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Bath 2

Bath

Sleep 6

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Exceptional(4)

$560.28

/ Nightly
Private Vacation Home

Tidal Daze! Pool, Putting Green and Beach Walk!

Holmes Beach, Florida, United States

Tidal Daze by AMI Locals brVRC22-000087 brbrWelcome to Tidal Daze! This four-bedroom, three and a half bath Anna Maria Island retreat is just a two minute walk to the soft sands of Holmes Beach. With a private pool, putting green, outdoor games, and multiple lounge areas, this home was designed for family fun and relaxation. Whether you’re soaking up the sun, hosting a backyard BBQ, or exploring the island by free trolley, Tidal Daze sets the stage for an unforgettable Gulf Coast getaway. brbrHighlights br-2-minute walk to Holmes Beach br-4 Bedrooms / 3.5 Bathrooms br-2 Kings, 1 Queen, 1 Full over Full bunk br-Private heated pool br-Putting green and cornhole br-Outdoor living and dining area with TV br-Two living rooms br-Washer and dryer br-Convenient location near shops, dining, and trolley stop br-4 Parking Spaces brbrStep outside to your private backyard oasis, where endless entertainment awaits. Practice your short game on the putting green, challenge friends to cornhole, or lounge by the sparkling pool. The covered patio is complete with a dining table, BBQ grill, and a huge 72” outdoor TV, perfect for game days or family movie nights under the stars. Multiple sun and shade seating areas make this backyard ideal for relaxation. brbrInside, the home blends comfort with coastal style. The first floor living space features cozy seating, a large TV, bean bag chairs, beverage cooler, Keurig, board games, and a microwave for easy movie-night snacks. Upstairs, a second living room opens to the dining area with a custom built table and a fully equipped kitchen with stainless steel appliances and a butler’s pantry that includes a washer and dryer. Guests will love browsing the collection of books, board games, and vintage records for extra downtime fun. brbrEach bedroom is professionally decorated with premium bedding, TVs, and plenty of storage. The primary suite is a true retreat, featuring a king bed, balcony access, and a luxurious ensuite bathroom with a double vanity, walk-in shower, and soaking tub. Two additional bedrooms offer balcony or backyard access, and the bunk room, with a full over full bunk bed, is perfect for kids or extra guests. This home includes three full bathrooms plus a half bath to ensure everyone in your group will have plenty of space. brbrRoom Details br-Primary Bedroom, 2nd floor: King bed, balcony access, ensuite bathroom with walk-in shower, soaking tub, and double vanity br-Second Bedroom, 2nd floor: King bed, balcony access br-Third Bedroom, 1st floor: Queen bed, backyard access br-Fourth Bedroom, 1st floor: Full-over-Full bunk bed brbrTidal Daze offers the ultimate combination of relaxation and recreation, just steps from the beach. From the private pool and putting green to the multiple living spaces and luxury finishes, this home is ideal for family vacations, couples’ getaways, or trips. Book your stay today with AMI Locals and make lasting memories on beautiful Anna Maria Island! br br- brThere are no pets allowed in this home. brbr4 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 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 3

Bath

Sleep 8

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Exceptional(12)

$285.35

/ Nightly
Private Vacation Home

Paradise Palms: Paradise Awaits, Heated Pool, Perfect Location!

Holmes Beach, Florida, United States

***Updated Photos July 2025***brStep into your own private paradise at this beautifully renovated 3-bedroom, 2-bath getaway, featuring a bonus Den and a 2-car garage—all conveniently on one level. Recently renovated in 2025, the home offers fresh, modern finishes throughout while maintaining a warm and welcoming feel.brbrThe open-concept living area is perfect for gathering with family and friends, with plenty of space to relax and unwind. Step outside to the spacious backyard, where a large 36' x 18' heated lagoon-style pool with a tranquil multi-step waterfall invites you to enjoy sunny days and laid-back evenings. Whether you're lounging poolside or firing up the grill, this home makes outdoor living easy and comfortable.brbrAnd when it comes to location, it’s hard to beat! Just a short stroll to the Gulf beach, with local shops, restaurants, and bars all close by. The island’s free trolley stops nearby too, making it a breeze to explore everything Anna Maria Island has to offer.brbrHome Layout (Ground/Main Living Level):brBedroom 1: King master with TV and ensuite bathroom with walk-in showerbrBedroom 2: King with TVbrBedroom 3: Two twin beds with TVbrBonus Room (Den): King with TVbrShared hall bathroom with walk-in showerbrbrPETS: Please note this property is NOT pet friendly. brbrPARKING: 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.brbrVRC20-000271
Bed 3

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Bath 2

Bath

Sleep 10

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Exceptional(2)

$984.39

/ Nightly
Private Vacation Home

NEW Beach House! Hot tub and Heated pool!

Holmes Beach, Florida, United States

Welcome to The Colony, a stunning vacation rental on Anna Maria Island, designed to capture the essence of Palm Beach living. This spacious 4-bedroom, 4.5-bathroom house features elegant decor and modern amenities. Step outside to discover a beautiful backyard oasis, complete with a large pool, hot tub, and a well-appointed patio that invites relaxation. Just a 5 minute walk to the pristine beaches of AMI, The Colony is perfectly situated in charming Holmes Beach for an unforgettable getaway.brbrHighlightsbr• 7-minute Walk to Manatee Beachbr• 4 Bedroom / 4.5 Bathbr• 3 Kings, 2 Twin Bedsbr• Resort-style heated pool and hot tubbr• Rooftop deckbr• Ping pong table and outdoor gamesbr• Dog-friendly (with prior approval and additional fee)br• Outdoor dining and lounge spacesbr• Close to Holmes Beach Towne Center for shops, waterfront dining, and local water adventuresbr• 4 Parking SpacesbrbrStep inside this luxurious home and feel the vacation vibe instantly. The main living space features plush sofas, a large TV, and elegant coastal decor, ideal for relaxing or family movie nights. The fully stocked kitchen boasts new appliances, a large center island with high-top seating, and a formal dining table overlooking lush palms and the balcony. Large windows flood the interior with natural light and tropical views.brbrThe primary suite is a serene retreat, equipped with a king-sized bed, private patio, and a spa-like ensuite with a walk-in shower and a separate tub, perfect for unwinding after a day of water activities. The second and third bedrooms each feature king beds, tropical decor, and ensuite bathrooms with walk-in showers. The bright fourth bedroom offers two twin beds, ideal for kids or additional guests, with a dedicated ensuite bathroom featuring a beautiful tiled walk-in shower. A hall bathroom with a walk-in shower serves the rest of the home, and the laundry room adds convenience for extended stays.brbrRoom Detailsbr• Primary Bedroom: King bed, ensuite with walk-in shower and tubbr• Second Bedroom: King bed, ensuite with walk-in showerbr• Third Bedroom: King bed, ensuite with walk-in showerbr• Fourth Bedroom: Two twin beds, ensuite with walk-in showerbrbrRelax outdoors in your tropically landscaped backyard, featuring a private pool, hot tub, lounge chairs, and shaded patio. Dine al fresco under the shaded canopy, fire up the BBQ, or enjoy fun games like ping pong with friends. The rooftop deck provides sweeping bay views, perfect for sunset cocktails or sunrise mornings over the water. With the beach, shops, and water activities nearby, every day promises new adventures and relaxing moments.brbrBook The Colony today and enjoy a luxurious, fun-filled getaway on Anna Maria Island. Whether lounging poolside, exploring the Gulf beaches, or fishing from the historic pier, this estate has everything you need for a memorable vacation!brbrEnjoy your beach days with ease. We supply beach towels, beach chairs, and a wagon to make your trips to the shore effortless.brbrPool Heating DisclaimerbrbrPlease note that pool heaters are weather-dependent. When outdoor air temperatures drop below 55°F, electric pool heaters will not operate, and pool water will remain cold. Even when temperatures rise slightly above 55°F but stay in the low 60s, the heater may produce minimal heat and may not significantly warm the pool.brbrThe only way to guarantee a consistently warm pool during colder months is with a gas pool heater, which can operate in very low temperatures but requires substantial gas usage to maintain warmth.brbrBy booking during cooler months, guests acknowledge that pool temperature and heater performance are directly affected by weather conditions, which are beyond the control of the property owner or management. We strongly recommend reviewing and acknowledging this information prior to booking to ensure clear expectations regarding pool heating during your stay.brbrImportant Note:brWhen you stay at our vacation rental homes, we want to ensure your experience is comfortable and convenient right from the start. Each home comes with a thoughtfully prepared starter pack to help you settle in seamlessly. This pack includes:brbr- *Laundry Detergent*: Enough for your initial laundry needs.br- *Dish Soap*: For easy clean-up after meals.br- *Dish Sponge*: Essential for washing dishes.br- *Dishwasher Pods*: A few pods to kickstart your dishwashing.br- *Toilet Paper*: Two rolls per bathroom to get you started.br- *Paper Towels*: One roll for quick clean-ups.br- *Extra Trash Bags*: To accommodate your waste disposal needs.brbrPlease note that we do not provide used kitchen items like oil, spices, or butter, ensuring a fresh start for your cooking adventures. Additionally, all homes are equipped with drip coffee makers, but remember to bring your own coffee filters to enjoy your morning brew.brbrWith these amenities, you can focus on enjoying your vacation without the worry of running out of essential supplies.brbrEarly Check In & Late Check Out:brFrom February through August, we regret to inform our guests that early check-ins and late check-outs will not be available. This decision is due to a high volume of reservations during these peak months, which unfortunately limits our ability to accommodate flexible check-in and check-out requests. We appreciate your understanding and encourage you to plan your arrival and departure times accordingly. Thank you for your cooperation!
Bed 4

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Bath 4

Bath

Sleep 8

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Exceptional(46)

$597.34

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Private Vacation Home

Steps To The Beach, Private & Heated Pool, Renovated - Now Booking Summer/Fall!

Holmes Beach, Florida, United States

3 bedroom, sleeps 8, private heated pool, steps to the beach brbrbrTHE COTTAGEbrBlue Turtle Cottage is an Anna Maria Island vacation rental less than a minute walk to the 7 mile sugar-white beach that Anna Maria Island is famous for. Wow! a beach that stretches as far as the eye can see! brbrINTERIORbrInside you will find the cottage meets your every need. The kitchen has new granite counters, stainless steel appliances and has been newly outfitted with everything you need. The living room features a flat screen TV with expanded cable for your complete entertainment. Each tropically decorated bedroom is a private oasis with its own TV, new quality cushion top mattresses, and private closet. brbrEXTERIOR brWalk out the front door and you can hear and smell the ocean because it is only 2 houses to the beach! You will never need to miss a morning beach walk or a breathtaking sunset. This also makes it infinitely easier to go back and forth from the beach all day long when you are this close. brbrIn the private, tropically landscaped backyard you'll find the sparkling blue pool with plenty of tropically colored chairs around it to lounge in. You won't always have to go out to eat, BBQ on your barbecue and eat al fresco at the outdoor dining table. There is also a refreshing outdoor shower to wash away the sand from the beach. You may have a hard time leaving to go anywhere else! brbrTHE ISLANDbrAnna Maria Island is known for its laid back, old Florida vibe. A perfect place to come and unwind in an unhurried atmosphere that allows you to decide whether you want to adventure or just relax - whatever your mood.brIF you do decide to leave your private oasis, there are plenty of other activities on the island. Anything from a leisurely bike ride to a fun game of mini-putt to a heart-pounding parasailing ride.brIf you want a night off of cooking there are also many good restaurants right on the island. Some are beachfront, - what a treat! brbrOUR ADVANTAGEbrWe are always available to our guests for any query or local information and offer a superior personalized experience. We have tried to anticipate all your vacation needs so you can just focus on enjoying your time on Anna Maria Island. Don't worry about bringing beach towels/toys/chairs, we have provided them! brbrImportant Info:brMaximum Occupancy: 6brParking for 3-4 vehiclesbrMinimum stay requirement: 7 nightsbrVRC16-000390brHolmes Beach has a noise ordinance in place that prohibits loud sounds that disturb peaceful enjoyment for others. Quiet hours are from 10:00 pm to 7:00 am
Bed 3

Bed

Bath 1

Bath

Sleep 6

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Exceptional(4)

$250.66

/ Nightly
Private Vacation Home

Modern Holmes Beach Retreat. No Stairs, Near Tennis & Beach

Holmes Beach, Florida, United States

Experience the ultimate Anna Maria Island retreat at Beaching it on AMI. This newly renovated, ground-level (no stairs) single-story home is bursting with tropical color and modern flair. Located centrally in Holmes Beach, you are exactly 3 blocks from the world-famous white sands of AMI.brbrThe space - brHolmes Beach Retreat is a newly renovated, single story 2 bedroom/2 bath home with no stairs in the Holmes Beach area of Anna Maria Island. This home is fully equipped with everything you need for a beach vacation so bring your sandals and swimsuits and pack light!brbrHighlights:br* Newly updated throughoutbr* Located on Ground levelbr* Centrally located in Holmes Beach, FLbr* 0.5 miles from Beach Accessbr* Walking distance to dock, tennis courts and basketball courtsbr* Smart TV in both the living room and main bedroombr* Fast Wifibr* 2 parking spotsbr* Front and Back Patio lounge areasbr* BBQ Propane GrillbrbrSleeps 6 with the following configuration:brMain Bedroom: Queen Bed with Ensuite (Tub/Shower)br2nd Bedroom: Twin-over-Full Bunkbed (Perfect for kids)brSofa in living room: Full Sleeper Sofa for extra guests.brHallway bath with Walk in ShowerbrbrKitchen is fully equipped with the following:brDrip coffee makerbrToaster OvenbrBlenderbrMicrowavebrRefrigeratorbr5 burner stovebrDishwasherbrDishesbrCooking utensilsbrCookwarebrbrFamily friendly items such as:brBooksbrGamesbrPlaypenbrHigh chairbrSand ToysbrBeach WagonbrbrDistance to:brBeach access: 0.5 miles/12 min walkbrUgly Grouper Restaurant 0.4 miles/10 minute walkbrBean Point: 2.5 milesbrBradenton Beach Pier and Village: 4 milesbrAMI City Pier: 2 milesbrSRQ Airport 17.5 milesbrTAMPA Airport 52 milesbrbrGuest access:brGuests will have access to the entire home including the front and back patios.brbrOther things to note:brTo ensure a stress-free stay, please note that 2 dedicated parking spots are located strictly at the rear of the unit. Street parking in front is strictly enforced by city towing—we want to keep your vacay ticket-free!brSecurity cameras are mounted at the front and back of the home for security. Vacation Rental Certificate (VRC) License NumberbrHOLMES BEACH VRC24-000001brMinimum stay requirements: 7 night minimumbrOccupancy: 6 guestsbrNumber of on-site parking spaces: 2brNoise ordinance: As a guest 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.brbrThe City of Holmes Beach, Florida, has a noise ordinance that restricts noise levels and the use of amplified sound. Daytime noise is limited to 65 decibels (between 7 a.m. and 10 p.m.) and nighttime noise is limited to 50 decibels (between 10 p.m. and 7 a.m.).
Bed 2

Bed

Bath 2

Bath

Sleep 6

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Exceptional(16)

$608.87

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Private Vacation Home

Golf Cart, Dream Weaver by SeaBreeze Vacation

Holmes Beach, Florida, United States

6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS!brAll Drivers must be over the age of 21. Drivers must provide valid Driver's License and Vehicle Insurance. To drive the golf cart, non-US driver license holders are required to pay an additional $25 per day instead of providing vehicle insurance. The golf cart $25 fee is per golf cart, not per driver. This cost covers the extra insurance required. brbrDream Weaver is an amazing, custom luxury home nestled in the quiet residential area in the heart of Holmes Beach. This oversized home offers 3 bedrooms/2.5 luxury bathrooms. You will find that this home has everything you need for your perfect Anna Maria Island vacation! From the luxurious, resort-style infinity pool that features a separate infinity spa to the putting green. There is also an elevator from the garage to all floors and a full gourmet kitchen. Dream Weaver has it all - from a whole house (indoor/outdoor) professional high-speed WiFi system, outdoor 4K TV for movies on the patio or watch it from the pool or spa. The list goes on with the amazing amenities - what more could you possibly need to make your tropical island vacation perfect!brbrDream Weaver is located in the perfect location for a great family vacation. Only a short 7-minute walk from the world renowned white sandy beaches of the Gulf of Mexico. This elevated home offers enough space for everyone to have their privacy while still enjoying quality time together. Sit back and relax - you are on vacation! Dream Weaver ensures you have it all.brbrMake memories as a family that will last a lifetime! Vacations are for fun and relaxation. The outdoor area at Dream Weaver provides just that. Regardless of your age, we have something for you to enjoy. Have fun in the pool relax in the spa; the pool is heated year-round for your enjoyment.brbrSpend quality family and friend time in the spacious and open concept living room/dining room/kitchen. Enjoy movie night on the 65′ HDTV. The main living area is a large, open-plan space with beautiful wood tile floors throughout…brbrDream Weaver features 3 bedrooms, sleeping 6. All bedrooms feature luxurious linens, bed covers, spacious walk-in closets, HD flat screen TV's with Netflix, plus a selection of other online channels.brbrCancellation Policy - SeaBreeze Vacation has spent a great deal of time and effort into formulating a cancellation policy for you. SeaBreeze Vacation has the most flexible cancellation policy on the Island. You are allowed to cancel your reservation up to 14 days prior to check-in to receive a refund. Additional terms and conditions apply. Please note: For reservations longer than 28 nights or more than $20,000, a different cancellation policy applies - please see the Rental Agreement under the House Rules on the check-out page.brbrThis property participates in our Professional Linen Program. SeaBreeze Vacation strives to bring only the best quality experience to our guests. To do so we provide a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you high-quality linens that are in place and ready for your use upon your arrival. These high-quality linens are laundered in a commercial setting that uses only hypoallergenic, perfume & dye-free soaps assuring all of our guests a comfortable stay. brbrWith all SeaBreeze Vacation properties, we think of the little things to make your vacation special. Included to get you started are the following: 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.brbrThe garage houses a selection of pool and beach toys, including beach chairs, umbrella, and a cart to get everything to the beach with ease.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: VRC22-000070brMax Occupancy: 6 Guests | Max Vehicles: 2brQuiet Hours: 10 p.m. - 7 a.m. - please respect our island communitybrMin stay requirements vary by city ordinance and are often 7 nights. Please contact our office with any questions.
Bed 3

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Bath 2

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Exceptional(1)

$632.89

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Private Vacation Home

MI Island Time · Pool · Murphy Bed · 3-5 Min

Holmes Beach, Florida, United States

VRC25-000060brbr4BR · 3BA · Sleeps 8 · Beach-Entry Heated Pool · Murphy Bed Office · On-Site Bikes · Beach Wagon · 3-5 Min Walk to Gulf · Free Trolley Nearby · Covered Entertaining Area · Ground-Level Storage. Golf cart on-site is NOT for guests use. brbrThe beach-entry pool has shallow steps that work for every age — toddlers, grandparents, and everyone in between. MI Island Time is a Holmes Beach vacation rental with a 3-5 minute walk to the Gulf, four queen sleeping spaces, and one of the most practical layouts in the portfolio for groups who work remotely or travel with mixed generations.brbrOne bedroom is configured as a Murphy bed office — a full desk, power outlets, and a comfortable sleeping space that converts between the two as needed. The other three bedrooms each have queen beds. Three full bathrooms serve eight guests. Two balconies — the master suite balcony has a chaise lounge for private morning coffee, the second balcony is for sunset viewing.brbrThe covered entertaining area beneath the home has comfortable seating and staging space for meals and snacks — the right setup for a group that wants to gather outside without the Florida sun overhead. Ground-level storage holds the beach wagon, beach gear, and bikes. Load everything into the wagon and walk 3-5 minutes to the Gulf.brbrPlease note: a golf cart is on the property but is not available for guest use.brbrThe kitchen is fully equipped for meals at home. High-speed WiFi throughout. In-unit laundry. The free Anna Maria Island trolley stops nearby for exploring the island without a car.brbrMI Island Time requires a one-week minimum stay with parking available on-site.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 4

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Bath 3

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