Home Vacation Home Rentals By Owner In Holmes Beach, FL

Showing 120 Of 800 Vacation Rentals
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Exceptional(23)

$199.46

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Private Vacation Home

Blue Bayou: Dog Friendly Home - 5 Houses to Beach by Anna Maria Life Vacation Rentals

Holmes Beach, Florida, United States

Blue Bayou by Anna Maria Life Vacation Rentalsbr201 76th St. West Unit A, Holmes Beach, FL 34217brbrWhat You'll Love About This Home:br201 76th St. West Unit A, Holmes Beach, FL 34217brWhat You'll Love About This Home:brLocation! 5 Houses to the Beach!br2 Bedrooms / 2 Bathroomsbr1 King, 2 TwinsbrOutdoor ShowerbrGas GrillbrOutdoor Dining for 4brProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrDog Friendly - with pet fee - see info belowbrBeach Towels, Beach Chairs, Beach WagonbrParking for 2 CarsbrbrDetails:brBlue Bayou is located five houses from the sparkling blue waters of the Gulf of Mexico! With a full kitchen, dining area and living room, island living has never been easier.brbrThe master bedroom features a king bed and ensuite bathroom. The guest room includes two twin beds. Both bedrooms includes crisp linens with plush towels in the bathrooms from our professional linen service. Your guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.brbrThe decked backyard hosts a patio dining set for four for guests to enjoy a meal from the grill. An outdoor shower is available to rinse the sand from yourself and your swimsuits.brbrBlue Bayou is a dog friendly home! If you have added a pet to your reservation under the number of pets, the fee of $150 per dog plus tax has been added to your reservation total. Please note, there is a 1 dog limit. Max weight - 25 lbs.brbrBlue Bayou is easy walking distance to the free island trolley, which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation!brbrBedroom 1 - King Bed, Ensuite Bathroom, TVbrBedroom 2 - Two Twin Beds, TVbrbrPlease note:brAmenities are subject to change.brDriveway parking is available for a maximum of 2 cars. Parking for additional vehicles is not available.brThis home is part of a duplex, but you'll have your own private entrance, driveway, and yard. The only thing you might share with the neighboring unit is a wall—everything else is completely separate for your comfort and privacy.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The minimum requirement for this home is no less than seven nights. The maximum occupancy is four.brbrVRC16-00398brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation.
Bed 2

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Bath 2

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Sleep 4

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$1238.66

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Private Vacation Home

Blue Oasis Retreat: A Dual Anna Maria Island Paradise!

Holmes Beach, Florida, United States

Blue Oasis Retreat by AMI Locals brVRC18-000117brbrWelcome to Blue Oasis Retreat, a gorgeous duplex just a five-minute stroll from Anna Maria Island’s stunning white sand beaches! Perfect for large groups, families, or multiple couples, this property offers two fully equipped, spacious units, Blue Oasis West and Blue Oasis East, that can be rented together for the ultimate island getaway. With private saltwater pools, in-ground spas, BBQ grill, and a laid-back island vibe, Blue Oasis Retreat is your perfect home-away-from-home for a memorable Anna Maria Island vacation.brbrHighlights br• 5-minute walk to the beachbr• 2 saltwater pools with in-ground spasbr• 6 bedroom / 5 bathroombr• 4 kings, 6 twin bedsbr• Outdoor showersbr• Washer and dryer in both units br• One house away from the island trolley stop br• 6 car parking br• Backyard fence opens to create one large space for large groups or families!br• Not pet friendlybrbrEnjoy the best of outdoor island living with two saltwater pools and spas at your fingertips. Host a cookout in the backyard with a BBQ grill and ample outdoor seating or rinse off in the outdoor showers. The backyard fence slides open, connecting both units for larger groups, making this property perfect for family reunions, friends’ getaways, or group retreats. Plus, with the trolley stop just one house away, exploring local shops, restaurants, and beaches is effortless.brbrInside each unit, enjoy a fresh coastal decor style with modern updates, stylish furnishings, and all the amenities needed for a comfortable stay. The kitchens feature high-end appliances, ample counter space, and all the essentials for preparing great meals. The living areas are designed for relaxation and socializing, with comfortable seating and HDTVs. Open the backyard fence and connect both units in a large, shared space, ideal for gatherings, outdoor games, and enjoying the island breeze.brbrThe duplex features six spacious bedrooms across both units, designed for comfort and restful nights after days of island adventure. Each primary bedroom boasts a plush king-sized bed, with the East unit featuring a private ensuite with a walk-in shower and tub, while the West unit’s primary king bedroom includes a luxurious ensuite with a double vanity and walk-in shower. The second bedroom in each unit offers another king bed with an ensuite walk-in shower. The remaining bedrooms in both units are perfect for kids or additional guests, each featuring three twin beds and sharing a contemporary walk-in shower in the hall bathroom. These thoughtfully furnished bedrooms create a relaxing atmosphere in every corner of the property, making it ideal for large families or groups seeking a peaceful retreat.brbrRoom Details br• Primary Bedrooms (both units): King bed, ensuite bathroombr• Second Bedrooms (both units): King bed, private or shared ensuite bathrooms br• Additional Bedroom (both units): Three twin bedsbrbrThis property includes 2 washers and dryers, complimentary Wi-Fi, TVs, outdoor dining furniture, BBQ grills, and ample lounge seating. With the island trolley stop just one house away, you’ll have easy access to Holmes Beach, Pine Avenue’s boutique shops, and island restaurants.brbrBook Blue Oasis Retreat today and discover the perfect blend of comfort, style, and island convenience. Whether lounging by the pools, dining al fresco under the stars, or exploring Anna Maria Island’s charming beaches and lively hotspots, this duplex offers everything you need to make your vacation unforgettable.brbrbr-brThis home is managed by AMI Locals, an Anna Maria Island property management company.brbrThis property does not allow pets of any kind.brbr6 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 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 6

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Bath 5

Bath

Sleep 12

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Exceptional(3)

$490.33

/ Nightly
Private Vacation Home

Fancy That: Pool, Putting Green, 1.5 Blocks to Beach by Anna Maria Life Vacation Rentals

Holmes Beach, Florida, United States

209 77th St, Holmes Beach, FL 34217brWhat You'll Love About This Home:brbrIdeal Location! 1.5 Blocks to the Beach!br3 Bedrooms / 3 Bathroomsbr2 Kings, Twin over Twin Bunk Bed, Twin BedbrPrivate Heated Pool & Spa: Sun shelf Lounger, Pool Basketball HoopbrPool Loungers & Umbrellas, Shaded Poolside LoungebrOutdoor ShowerbrKids SandboxbrPutting Green: Practice your short game steps from the patio!brOutdoor Patio Dining & Gas Grill: Cook, dine, and unwind al frescobrProfessional Amenities: Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs & Beach WagonbrParking for 2 CarsbrbrDetails:brWelcome to Fancy That, a vibrant Anna Maria Island escape, just 1.5 blocks to the pristine white sands and crystal-clear waters of the Gulf of Mexico. Our stylish vacation home blends laid-back luxury with an eclectic coastal vibe, comfy furnishings, and thoughtful touches to make you feel right at home.brbrStep inside and discover a contemporary design filled with colorful furnishings and cheerful décor, giving the entire space a fresh and inviting feel. Whether you're preparing a family meal or just a morning coffee, the modern kitchen has everything you need:brNew refrigerator with drink station and automatic refill filtered water pitcher – no need to buy bottled water!brAll New Stove with built in air fryer, microwave and conventional oven in onebrHot water dispenser for instant tea and hot beveragesbrAir fryer for fast, healthy mealsbrCoffee maker and Keurig single-serve machinebrbrDine comfortably at the indoor table for six, with large sliding glass doors that provide a lovely view of the pool and easy access to the patio.brbrWith sleeping accommodations for up to six guests, the home features two plush king bedrooms, one with an ensuite bathroom, a fun twin-over-twin bunk bed for the kids or young-at-heart, an additional twin bed and ensuite bathroom. Each bedroom includes crisp linens and plush towels in the bathrooms from our professional linen service.brbrOutside, your private oasis awaits. Soak in the sun or unwind in the heated pool and spa, surrounded by patio seating, umbrellas, and a shaded poolside lounge area. Rinse off the salt and sand with the outdoor shower, then enjoy meals al fresco on the patio dining area or fire up the gas grill for a cookout. Kids of all ages and golf enthusiasts will love practicing their short game on the backyard putting green.brbrFancy That is designed for comfort and convenience, offering complimentary WIFI, professional linen service, washer & dryer, and thoughtful beach amenities including towels, chairs, and a wagon to make your beach days effortless. With parking for two cars, you're free to explore the island at your own pace.brbrWhether you're sipping morning coffee by the pool, strolling to the beach at sunset, or relaxing in the stylish interior, this Anna Maria Island vacation home is your gateway to sun-soaked memories and relaxed island living.brbrFancy That is easy walking distance to the free island trolley, which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation!brbrBedroom 1brKing Number Bed (app controlled firmness adjustment),brEnsuite Bathroom with BidetbrFull size mirror, large six drawer dresserbrPrivate access to spa and patiobrTVbrbrBedroom 2brKing Bed with adjustable bedframe and snore detection adjustmentbrTVbrbrBedroom 3brTwin over Twin Bunkbeds & 1 Twin Bed,brEnsuite Family Bathroom with easy access through exterior door to the pool deck for a quick bathroom run.brTVbrbrPlease note:brThis home is not pet friendly.brAmenities are subject to change.brDriveway parking is available for a maximum of 2 cars. Parking for additional vehicles is not available. brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The minimum requirement for this home is no less than seven nights. The maximum occupancy is six.brbrVRC23-000047br brIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation.
Bed 3

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Bath 3

Bath

Sleep 6

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Exceptional(36)

$387.78

/ Nightly
Private Vacation Home

Island Vibe 4: Close to Beach with Private Heated Pool

Holmes Beach, Florida, United States

Welcome to Island Vibe 4! This ground-level, 3-bedroom, 3-bathroom single-family home has a private, heated and cooled pool, a large screened porch overlooking the pool, and lots of lush tropical landscaping!brbrLocated on 66th Street in Holmes Beach, this lovely property is only 2.5 blocks from the beach access point on 66th Street and in a Holmes Beach residential neighborhood. This home is only a short distance to the many shops and restaurants in downtown Holmes Beach, as well as the Island’s only dog park. Plus, it's mere steps from a northbound Anna Maria Island Trolley stop!brbrThis beautiful property will sleep 6 people with 2 King beds and 2 Twin beds. There is also a pullout couch in the living room if needed! You can park up to 3 cars in the driveway.brbrIn the backyard, you'll find a large covered, screened lanai overlooking the pool where you can relax and enjoy your meals. We've also added solar string lights for enjoying the outdoors during those great Florida evenings.brbrYou'll never miss a moment of your favorite sporting event! We have a 75 television in the living room with a DVD player, a 43 television in the master bedroom, a 43 television in the second bedroom, a 43 television in the third bedroom, AND even a 55 television on the outdoor, covered patio!brbrConvenience for our guests is a priority for us! All of the TVs are smart TVs and have streaming television with the Spectrum App. A washer and dryer, wireless internet, cable television and free domestic long distance calling are all included!Additionally, if you're traveling with little ones or pets, we gladly provide an array of convenient items upon request. We have high-chairs, pack 'n plays, baby gates, fans, and dog crates so you can pack less and enjoy a worry-free family getaway. Just let us know what you need in advance so we can make sure it is ready for you at the property upon your arrival.brbrThere is plenty of opportunity for fun and games at Island Vibe 4. Inside the garage is a ping pong table, a beach cart, beach toys and lots of beach equipment. Additionally, there is a propane grill and outdoor propane fire pit.brbrWe are pet-friendly! Two pets are permitted with prior approval, signed Pet Addendum, and a $150.00 non-refundable pet fee (plus 13% tax).brbrWe treat for mosquitos from May through August.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.brbrNOISE ORDINANCE: Anna Maria Island has a zero tolerance policy for noise after 9 PM. Please show consideration for your neighbors. No loud music, parties or playing in pools after 9 PM. If a neighbor complains the Police Department has no choice but to file a complaint. Any tickets issued by the police department for noise violations will be the responsibility of the guest and may result in immediate eviction with no refunds of rent or deposits.brbrBy City Regulation, a 7 night minimum stay is required with a maximum occupancy of 6 persons. Violation of the occupancy limit may result in immediate eviction with no refunds of rent or deposits. brbrLicense #: VRC23-000069
Bed 3

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Bath 3

Bath

Sleep 6

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Exceptional(3)

$601.32

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Private Vacation Home

Luxury Beach Home•Steps to Beach•Excellent Location•Sunsets

Holmes Beach, Florida, United States

Experience Anna Maria Island at 203 By The Sea. Just a block from the beach, this beautifully designed home offers the perfect blend of luxury, convenience, and island charm. With an open-concept layout that brings everyone together, yet four distinct sitting areas for peaceful moments, it is the ideal space to both connect and unwind. Gather friends and family in the spacious living areas inside and out, stream a movie under the stars in the outdoor living room, play yard games outside or simply relax and take in the quiet surrounding and beautiful landscape. In the mornings, enjoy the coffee bar and sit in the front room while the sun rises. In the evenings, the second story deck is a serene escape to enjoy a glass of wine and reflect on the day and watch the sunset. Whether you’re soaking up the sun at the beach, exploring local shops and restaurants, taking a tour on the trolley or enjoying all the home has to offer you will be entertained day and night.brbrIDEAL LOCATIONbrThe prime location on Anna Maria Island ensures that all the conveniences of island life are right at your doorstep.br• Centrally located on Anna Maria Islandbr• Trolley stop is on the cornerbr• Beaches are a Block Awaybr• Central to Island Shopping Center and Pine Avebr• Quiet Street for Relaxing Eveningsbr• Close to City Park with Pickleball, Basketball and Tennisbr• Near Holmes Beach Skate ParkbrbrKITCHEN brStunning kitchen, well designed with spacious counters, vaulted ceiling, modern appliances and an expansive island for sitting and preparing meals if you choose to dine at home!br• Refrigerator and Freezer with Ice Makerbr• Microwavebr• Quartz Countertopsbr• Stainless Appliancesbr• Stovebr• Dishwasherbr• Toasterbr• Coffee Maker; Drip Coffee + Keurig Coffee Makerbr• Glassesbr• Pots and Pansbr• Silverwarebr• Traysbr• Hot Water Kettlebr• Vitamix Blenderbr• Spices, Olive Oil and Some Kitchen Essentialsbr• Beverage Refrigerator br• Coffee Barbr• Citrus Juicer for Homemade Cocktailsbr• Popcorn MakerbrbrDININGbrThe dining table is next to the kitchen and perfect for family or group meals. The Kitchen Island is ideal for breakfasts, quick snacks, or pre-dinner drinks.br• Rectangle Table seating for 6br• Kitchen Island seating for 4brbrLIVING ROOMbrWelcome to a living room designed for comfort and connection. Enjoy board games or your favorite streaming apps on the TV which is perfect for movie nights or the big game!br• TV br• Soundbarbr• Board Gamesbr• WIFI br• Comfortable SeatingbrbrSLEEPINGbrThis home sleeps your group in comfort. Each room features a built-in closet system or dresser, offering ample storage and is thoughtfully decorated with island inspired touches.br• Bedroom: King Sized Bed, TV, Built-in Closet System, Ensuitebr• Bedroom: Queen Sized Bed, Built-in Closet Systembr• Bedroom: Bunk Beds, Twin Bed over Full Sized Bed, Dresserbr• Bedroom: Queen Sized BedbrbrAll bedrooms have similar amenities. br• Premium Pillows, Linens and Sheetsbr• Closets with Hangersbr• Nightstands or DressersbrbrBATHROOMSbrStunning bathrooms have a spacious tiled walk-in shower. br• Walk-in Shower br• Vanitybr• Towelsbr• Hair Dryerbr• Mirrorbr• Toiletbr• SkylightbrbrOUTDOOR AREAbrExperience an outdoor oasis, where the backyard is made for relaxation and play. Covered lanai offers comfortable outdoor living complete with a TV and ceiling fan. There is plenty of room for yard games amongst the new tropical garden. br• Outdoor Living Roombr• TVbr• Outdoor Shower br• Cornhole/BagsbrbrBEACH AND SPORTS EQUIPMENTbrHeading to the beach with ease with all the supplies to keep you comfortable, cool and entertained. br• 7 Reclining Beach Chairsbr• Umbrellabr• Coolerbr• Beach Toys – Boogie Boards/Body Boardbr• Beach Towelsbr• Beach Gamesbr• Pickleball Paddlesbr• Cornhole/BagsbrbrADDITIONAL ESSENTIALSbr• Washer and Dryerbr• Starter Set of Paper Towels and Toilet Paperbr• Ironing Board and IronbrbrPARKINGbrThere is plenty of parking on the driveway and garage for your cars and golf cart rentals! 4 spaces for parking. 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.brBy vacationing in this area, guests are subject to a minimum stay requirement of no fewer than seven nights, with occupancy parameters established at a six-person maximum for the duration of said stay.brVRC25-000039
Bed 4

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Bath 2

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Sleep 7

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Exceptional(67)

$502.05

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Private Vacation Home

Lovely 3 bedroom duplex on Anna Maria Island, Private pool, pet friendly!

Holmes Beach, Florida, United States

Isle Haven A is the perfect home for you to make memories that will last a life time! It is a dreamy beach getaway to relax and enjoy the classic Florida charm of Anna Maria Island. No street crossing to get to the beach!! This newly renovated 3 bedroom/2.5 bath duplex offers all the amenities you may think of. You will be delighted upon entry in this beautifully decorated open floor plan with flat screen T.V., comfortable seating and dining for ten, just to name a few. The large kitchen is fully stocked with all the cookware you would need to prepare meals and snacks. A private office is also provided in this lovely home just off the living area. On the second floor, you will find the master bedroom with a king size bed and queen size beds in the second and third bedrooms. Additional sleeping available off the master bedroom. Unwind on one of the small decks which are located off the living area and the north bedroom on the second level. The beach is just a short walk down the street with no streets to cross. The same goes for bars, restaurants and shops in Holmes Beach. Explore all Anna Maria Island has to offer onboard the free trolley with stops very close to the property. The location cannot be any better! For bigger parties you may also rent Isle Haven B that accommodates 4 people.brDogs up to 40lb are welcome. Pet fee is $200 per pet plus taxes, maximum of 2 pets unless otherwise approved by FDR. brbrAccommodates up to 6 people. Minimum Stay Required: 1 Week. brMax. parking: 3; VRC #18-000022brbrYou 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* Cancellation more than 90 days prior to arrival will receive a deposit refund less a $250 cancellation fee. Cancellation less than 90 days prior to arrival will forfeit all deposit received. Cancellation less than 60 days prior to arrival will forfeit all monies on account. Cancellations must be confirmed in writing.
Bed 3

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Bath 2

Bath

Sleep 6

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Exceptional(12)

$807.67

/ Nightly
Private Vacation Home

Dilly Dally by the Sea: 1 Block to Beach, Rooftop Deck, Pool & Spa by Anna Maria Life

Holmes Beach, Florida, United States

Dilly Dally By The Sea by Anna Maria Life Vacation Rentalsbr7005 Gulf Dr, Holmes Beach, FL 34217brbrWhat You'll Love About This Home:brLocation! 1 Block to the Beach!br4 Bedrooms / 4.5 Bathroomsbr3 Kings, Twin over Queen BunkbedbrElevatorbrHeated Pool & SpabrPool LoungersbrCovered Poolside Lounge with Sofas & ChairsbrGas GrillbrRooftop Deck with views of GulfbrCorn Holebr2-Hole Mini Putt Putt CoursebrKeurig & Drip Coffee MakersbrBalcony Dining for 8 Overlooking PoolbrKitchen Bar Seating for 4brDining Room with Table for 8brProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs & Beach WagonbrParking for 5 CarsbrbrDetails:brDilly Dally by the Sea is located one block to the clear blue waters of the Gulf of Mexico. Feel the island breezes and relax into your vacation!brbrBright and welcoming, the main level features a stylish and comfortable living room with lovely couches and chairs. Oversized patio doors lead to a covered patio with an outdoor dining table for eight. The oversized kitchen island provides counter seating for four and a separate dining room includes a dining table for eight. For added convenience, an elevator is available and serves all three levels of the home.brbrTwo of the king bedrooms are on floor two and include en-suite bathrooms. The third floor features a living area and wet bar and the two additional bedrooms; a king bedroom with an ensuite bathroom and an additional bedroom with a twin over queen bunk bed and ensuite bathroom. Each bedroom has a TV and includes crisp linens and plush towels from our professional linen company.brbrYour guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a laundry room with a full-sized washer and dryer.brbrTake the elevator to the roof top deck for outstanding Gulf of Mexico views. Don't miss the famous Anna Maria sunsets!brbrEnjoy the day relaxing by the pool and a take a dip in the hot tub. The poolside lounge area features couches and chairs and is a covered retreat from the sun. When you're not soaking up the sun at the beach, challenge your family and friends to a friendly game of Corn Hole or for even more fun, practice your putting skills on our private 2-hole mini putt putt course. brbrLocated in Holmes Beach, Dilly Dally by the Sea is close to everything the island has to offer. The free trolley stops nearby and travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches.brbrBedroom 1: King with En-suite Bathroom & TV on Floor 2brBedroom 2: King with En-suite Bathroom & TV on Floor 2brBedroom 3: King with En-suite Bathroom & TV on Floor 3brBedroom 4: Twin over Queen Bunkbed with En-suite Bathroom & TV on Floor 3brbrPlease note, brPets are not permitted in this home.brAmenities are subject to change.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. The minimum requirement for this home is no less than seven nights. The maximum occupancy is eight.brbrVRC23-000016brbrGolf Cart DEAL ALERT!!! brReserve now a street legal GOLF CART from Fun & More Rentals! 4, 6 or 8 passenger gas or electric carts to choose.brFUN way to explore the island for the entire family.brMention Anna Maria Life Vacation Rentals and receive this VIP deal!brwww.FunAndMoreRentals.combr941-462-2719brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation.
Bed 4

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Bath 4

Bath

Sleep 8

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Exceptional(6)

$648.35

/ Nightly
Private Vacation Home

Modern Beach House: 200 Steps to Gulf Sand + Private Heated Pool

Holmes Beach, Florida, United States

The spacebr 2914 Gulf Drive - `Seashell Shack`br⭐️Super host Property + Verified for Cleanliness + Communication⭐br Seashell Shack – Private Pool + Steps to the Gulf!brbrWelcome to Seashell Shack, your laid-back island escape just a short stroll from the warm turquoise waters and sugar-white sands of the Gulf of Mexico. This charming, pet-friendly beach home offers the perfect mix of comfort, convenience, and coastal fun.brbrWith three bedrooms, two bathrooms, and a private backyard oasis, it’s ideal for families, couples, or small groups looking to relax and recharge.br Backyard ParadisebrAfter a day at the beach, unwind in your private backyard featuring:brbr• Sparkling heated poolbr• Plenty of outdoor seating for lounging or diningbr• Peaceful, tropical vibesbrbr Sleeping ArrangementsbrbrPrimary Bedroombr• King bedbr• TVbr• En-suite bathroom with walk-in showerbrbrSecond Bedroombr• Queen bedbr• TVbrbrThird Bedroombr• Two twin trundle beds (sleeps up to 4 upon request)br• TVbrbr Location, Location, LocationbrbrTake a one-minute walk to the free island trolley stop and explore everything the island has to offer, including the charming shops and restaurants along Pine Avenue and the iconic Anna Maria Pier.brLooking to elevate your stay Consider booking:brbr• Fishing chartersbr• Boat rentalsbr• Manatee & dolphin toursbr• Kayak toursbr• Bike rentalsbr• A round of golfbrbr Good to Knowbrbr• Pet-friendlybr• Entry code provided the day of arrival once the property is readybr• Welcome book inside with WiFi details and local recommendationsbr• Rental agreement required prior to check-inbrbrbrWhether you’re soaking up the sun poolside or exploring the best of island life, Seashell Shack is the perfect place to create unforgettable beach memories.brbrOther things to notebrFor your convenience, the home includes a beach wagon with beach chairs, a beach umbrella, and all bath towels, beach towels, and linens—everything ready for a relaxing stay!brbrRental agreement to be signed before check in.brPlease note a starter set of toiletries and supplies are left for your arrival. The complimentary starter set includes: brTwo rolls of toilet paper per bathroom, small hand soap, one paper towel roll, two garbage bags, small dish soap and two pods for the dishwasher. With a Publix grocery store located nearby for anything else desired.brbrEntry code is provided day of arrival when rental is readybrPools are heated October - April at no additional costs. Full disclosure if temperate drop below 60 heaters do not work at full capacity fighting the ambient temp. Below 60 the heaters do not come on until temperatures risebrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level. Noise ordinance is in effect 10pm to 7am. Excessive and unreasonable noise can result in disciplinary actions including fines and/or termination of your rental agreement without refund.brbrVRC24-000033brQuiet hours between 10pm - 6ambrNo partiesbrNo smoking
Bed 3

Bed

Bath 2

Bath

Sleep 6

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$388.5

/ Nightly
Private Vacation Home

The Pink House - Walking Distance to the Beach and Restaurants

Holmes Beach, Florida, United States

Welcome to The Pink House – a charming original island cottage on beautiful Anna Maria Island, freshly renovated to blend classic Florida vibe with modern comfort! brbrThis spacious 4-bedroom, 4-bathroom home sleeps up to 8 guests comfortably. Three luxurious king bedrooms each feature private en-suite bathrooms for ultimate privacy and relaxation. The fourth bedroom is a fun bunk room perfect for kids or extra guests, with a full bathroom conveniently located just across the hall.brbrAt the heart of the home is an inviting open-concept great room where the fully equipped kitchen, dining area, and living room flow seamlessly together – ideal for gathering with family and friends, sharing meals, and making unforgettable vacation memories.brbrThe kitchen is well-appointed with all-new appliances, plenty of counter space, and everything you need to whip up beachside feasts.brbrLocation couldn’t be better: just a short, easy walk to the pristine white-sand beaches and sparkling Gulf waters of Anna Maria Island.brbrYou’re also steps away from fantastic local dining spots like The Ugly Grouper, Freckled Fin, Doctor’s Office, and many more – no car needed for evenings out!brEscape to paradise at The Pink House – your perfect Anna Maria Island getaway awaits!brManaged by Doreste Propertiesbr`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.`brbrVRC25-000152
Bed 4

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Bath 4

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Sleep 8

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Exceptional(29)

$235.89

/ Nightly
Private Vacation Home

Pet-Friendly - Rum Dog by SeaBreeze Vacation

Holmes Beach, Florida, United States

Perfect for a family vacation or a couple's retreat, this newly listed and newly updated, furnished 2 bedroom/2 bath duplex is located on the north end of desirable Holmes Beach. This home offers all the comforts of home and is just steps to the beautiful white sandy beach. The kitchen is fully equipped with everything you need to make a quick snack or full meal complete with eat-in breakfast bar. There is WiFi throughout and a full-size washer and dryer is available for your use. The backyard features a hot and cold shower, an amazing deck area which is the perfect place to enjoy your morning coffee or escape to after a long day at the beach to enjoy an evening cocktail or BBQ on the grill. The primary bedroom features a king-size bed, flat screen TV and ensuite bathroom. The guest room features a queen-size bed, and reading nook where you can relax after a long day in the sun. The living room has a sleeper sofa in the couch. Rum Dog offers everything you could ask for in a vacation home and will have you wanting to come back year after year. brbrThe property participates in our Professional Linen Program. SeaBreeze Vacation strives to bring only the best quality experience to our guests. To do so, we provide a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you high-quality linens that are in place and ready for your use upon your arrival. Our high-quality linens are laundered in a commercial setting that uses only hypoallergenic, perfume & dye-free soaps assuring all of our guests a comfortable stay.brbrWith all SeaBreeze Vacation properties, we think of the little things to make your vacation special. Included to get you started are the following: brbrPer Guest: 1 Bath Towel, 1 Hand Towel, 1 Washcloth, 1 Pool/Beach TowelbrPer Full Bathroom: 2 Rolls of Toilet Paper, Hand Soap, Shower Products Set (including trial size shampoo, conditioner, shower gel, and body lotion), Cosmetic Cloth, Bath MatbrPer Kitchen: 2 Rolls of Paper Towels, Hand Soap, Dish Soap, Sponge, Dishwasher Pods (x4), Laundry Detergent Pods (x4), All-Purpose Disinfectant, Microfiber Cloth, 2 Kitchen TowelsbrbrWe also offer a range of supplemental services including pre-stock grocery shopping and babysitting. Need a pack and play or high chair, etc. These are available for a small additional fee and will be waiting in the home on your arrival.brbrBedrooms & BathroomsbrPrimary Bedroom features a king-size bed, flat screen TV and ensuite bathroom.brGuest Room features a queen-size bed.brBathroom 2 features a large shower.brbrPet-Friendly - The weight limit per dog is 30 lbs. brbrCancellation Policy - SeaBreeze Vacation has spent a great deal of time and effort into formulating a cancellation policy for you. SeaBreeze Vacation has the most flexible cancellation policy on the Island. You are allowed to cancel your reservation up to 14 days prior to check-in to receive a refund. Additional terms and conditions apply. Please note: For reservations longer than 28 nights or more than $20,000, a different cancellation policy applies - please see the Rental Agreement under the House Rules on the check-out page.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbrCity of Holmes Beach Vacation Rental License: VRC20-000242brMax 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 2

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Bath 2

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Sleep 6

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Exceptional(53)

$733.29

/ Nightly
Private Vacation Home

Coral Escape: 6-Bedroom Anna Maria Island Home with Pool and Spa! 1 Block to Bea

Holmes Beach, Florida, United States

Coral Escape by AMI Locals brVRC18-000089 brbrWelcome to Coral Escape by AMI Locals, a stunning 6-bedroom, 4-bathroom coastal retreat just a 3-minute walk from the beach on beautiful Anna Maria Island. Perfect for families and large groups, this luxury beach home blends spacious comfort, modern design, and fun amenities; including a private pool and spa, balconies, and a game area with a pool table. Conveniently located near the Anna Maria Island trolley stop, you’ll have easy access to local restaurants, boutiques, and the laid-back charm of Holmes Beach. brbrHighlights br• 3-minute walk to the beach br• 6 Bedrooms / 4 Bathrooms br• 5 King beds, 1 Twin-over-Twin bunk bed br• Private heated pool and spa with natural rock features br• Outdoor dining area and wet bar br• Pool table and balconies br• Near island trolley stop br• Dog-friendly with host approval and pet fee br• 6 Parking space (4 in Driveway, 2 in Garage)brbrYour tropical paradise begins outdoors with a sparkling private pool and spa, surrounded by lush landscaping and natural rock accents. Enjoy sunny days lounging by the water, then gather in the covered outdoor area, complete with a pool table, wet bar, and dining table for alfresco meals. Whether you’re relaxing with a cool drink, taking an evening dip under the stars, or enjoying a game of pool, Coral Escape is designed for unforgettable days in the Florida sun. brbrInside, you’ll find a bright, open floor plan perfect for entertainment. The main living area features a spacious dining table for eight, a granite kitchen island with bar seating, and a modern kitchen equipped with stainless steel appliances and everything needed to prepare family meals. The living room offers plush seating, a TV, and easy access to the home’s balconies where you can feel the ocean breeze. brbrEach bedroom in Coral Escape is designed for rest and relaxation after a day of beach adventures. The primary suite, located on the second floor, offers a king bed and a private ensuite bathroom with a walk-in shower. A second king bedroom on the same level shares a hallway bathroom with a shower/tub combination. On the third floor, guests will find four additional bedrooms; three with king beds and one with a twin-over-twin bunk bed; along with two more beautifully appointed bathrooms featuring walk-in showers. brbrRoom Details br-Primary Bedroom (2nd Floor): King bed, ensuite bath with walk-in shower br-Second Bedroom (2nd Floor): King bed, shares hall bath with shower/tub combo br-Third Bedroom (3rd Floor): King bed, ensuite bath with walk-in shower br-Fourth Bedroom (3rd Floor): King bed, shares hall bath br-Fifth Bedroom (3rd Floor): King bed, shares hall bath br-Sixth Bedroom (3rd Floor): Twin-over-Twin bunk bed, shares hall bath brbrEnjoy the convenience of Wi-Fi, in-home laundry, and parking for up to four vehicles. The island trolley is just around the corner, making it easy to explore Holmes Beach, Pine Avenue, and local favorites like The Feast and Hurricane Hanks. After a day of exploring, return home to your private oasis and unwind in style. With host approval before check-in, dogs are welcome. brbrOffering space, luxury, and location, Coral Escape by AMI Locals is the ultimate destination for families and groups looking for a luxury Anna Maria Island vacation rental. Whether you’re splashing in the pool, relaxing in the spa, or gathering for sunset dinners outdoors, every moment here feels like paradise. brbrYour dream island getaway awaits, book your stay at Coral Escape by AMI Locals today! brbr- brThis home is managed by AMI Locals, 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 AMI Locals Rental Policies for full details. brbr6 cars 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. 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 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 6

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Bath 4

Bath

Sleep 12

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Exceptional(16)

$744.32

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Private Vacation Home

A gorgeous private heated pool, with dock on canal a dog friendly paradise!

Holmes Beach, Florida, United States

Welcome to Harborside, a gorgeous canal front home located in Holmes Beach. It features a heated pool, perfect for kayaking, dock fishing or manatee viewing right from the back yard!This is where you’ll want to be for your next island getaway! Featuring 5 bedrooms and 3.5 baths, this beautiful property is decorated in bright coastal hues that provide a welcoming place to relax with your family and friends. Spacious bedrooms make this waterfront 2-story home ideal for traveling with a larger group of up to 10 guests. Amenities include a heated pool, outdoor shower, BBQ Grill, and a private 16ft dock that’s great for fishing, for keeping your small 2 man boat tied and ready for its next adventure or for simply relaxing while watching the gentle manatees play. From sunrise to sunset you’ll love having the best of both worlds with a canal in your backyard oasis and the most turquoise Gulf beaches just 2 blocks away. brbrInside the home features an open concept where you can kick back, unwind, and set the clocks to island time. The updated kitchen is stocked with all the necessities: stainless steel appliances, custom cabinetry, and a breakfast bar w/ stools has ample counter space for your family chef to utilize. Entertain your guests with the large dining table to the cushy sofa seating in the living room. Then recharge in luxurious comfort with ultra premium bedding in one of the five bedroom options. Wake to begin your vacation days by taking in the calm bay waters from your screened porch located just off of the dining area as you sip your morning coffee.brbrOn the first floor you will find your master suite with a King bed, an ensuite bath that features a soaking tub and walk-in shower. Two more bedrooms are located on the ground floor which are styled with a Queen bed and the other with a Twin over Full bunk/Twin trundle and a Twin over Twin/Twin trundle which is great for the younger crew to resort to for a nightly pajama party. On the second level you have two more bedrooms one featuring a King bed and the last bedroom has a Twin w/ a Twin trundle.brbrTo accommodate the newest of travelers a pack-n-play and high chair have been provided!brPack your beach bags and get ready for your next family vacation, we invite you to have an unforgettable experience here at Harbor Side!brDogs are welcome. Pet fee is $200 per pet plus taxes, maximum of 2 pets unless otherwise approved by FDR. brbrThis home features a dock on a canal but cannot accommodate ALL boats - please reach out to our office for more details before booking.brbrAccommodates up to 10 people. Minimum Stay Required: 1 Week. brMax. parking: 5; VRC16-000741brbrYou 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.brExceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.brbr* Cancellation more than 90 days prior to arrival will receive a deposit refund less a $250 cancellation fee. Cancellation less than 90 days prior to arrival will forfeit all deposit received. Cancellation less than 60 days prior to arrival will forfeit all monies on account. Cancellations must be confirmed in writing.
Bed 5

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Bath 3

Bath

Sleep 10

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Exceptional(33)

$323.91

/ Nightly
Private Vacation Home

Caribbean Reef! Cozy Pool Home Near Gulf!

Holmes Beach, Florida, United States

Caribbean Reef by AMI Locals brVRC18-000084 brbrWelcome to Caribbean Reef, an inviting three-bedroom, two-bathroom Holmes Beach vacation home by AMI Locals, perfectly situated just a four-minute stroll from the sugary white sands of Anna Maria Island’s Gulf Coast. This stylish private villa blends island charm with modern comfort, featuring a heated pool, lush tropical patio, and plenty of space for relaxing after a day at the beach. Ideal for families or small groups, guests will love being close to island favorites like Publix, local shops, and restaurants, all while enjoying a peaceful retreat in the heart of Holmes Beach. brbrHighlights br-4-minute walk to Holmes Beach br-3 Bedrooms / 2 Bathrooms br-2 King beds, 2 Twin beds, 1 Sleeper sofa br-Private heated pool and patio br-Elevated covered deck br-BBQ grill br-TVs in every bedroom br-Centrally located near Holmes Beach shopping center br-Pet friendly br- 2 Parking Spaces brbrThe lush, tropical backyard is the perfect space to relax, featuring a sparkling heated pool, plenty of lounge seating, and a BBQ grill for outdoor dining. The elevated covered deck offers a shaded retreat for morning coffee or evening cocktails. With just a four-minute walk separating you from the Gulf’s turquoise waters and sandy beaches. brbrCaribbean Reef blends tropical charm with modern comfort. The living room features two couches, artwork, and decor, creating a cozy gathering spot with a TV. The kitchen includes stainless steel appliances, granite countertops, and all the essentials for cooking meals at home. The dining space offers room for the whole group, and the open layout makes it easy to flow between indoor and outdoor living areas. brbrThe primary suite offers a king bed, TV, and an ensuite bathroom with double sinks and a walk-in shower. The second bedroom also features a king bed and shares a hallway bathroom with the third bedroom, which has two twin beds. The shared bathroom includes a shower/tub combination. A sleeper sofa in the living room provides additional sleeping space. brbrRoom Details br-Primary Bedroom: King bed, ensuite with double vanity and walk-in shower br-Second Bedroom: King bed, shares hallway bathroom with shower/tub combo br-Third Bedroom: Two twin beds, shares hallway bathroom with shower/tub combo br-Living Room: Sleeper sofa brbrThis villa’s central Holmes Beach location puts you minutes from the Holmes Beach shopping center, restaurants and a short trolley or bike ride to Anna Maria Island attractions. Beach gear, private parking, and a pet-friendly policy make it easy to enjoy your stay from the moment you arrive. brbrWith its unbeatable location, private pool, and charming coastal style, Caribbean Reef is the perfect home base for your next Anna Maria Island getaway. Book now and start planning your island adventure! brbr- 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. 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 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 3

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Bath 2

Bath

Sleep 6

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Exceptional(53)

$1111.89

/ Nightly
Private Vacation Home

Beautiful luxury home! Pool, rooftop deck and steps from the beach!

Holmes Beach, Florida, United States

Avalon by AMI Locals brVRC18-000082 brbrWelcome to Avalon by AMI Locals, a luxury 4-bedroom, 3.5-bathroom coastal home just steps from the white sands of Holmes Beach on Anna Maria Island. Perfect for families or groups seeking a refined retreat, Avalon offers breathtaking Gulf views, high end finishes, and elegant details throughout. Located just across a quiet street from the beach, this private pool home combines modern amenities with the relaxed charm of island living. brbrHighlights br• 1-minute walk from Holmes Beach br• 4 Bedrooms / 3.5 Bathrooms br• 3 King beds, 2 Twin beds, 1 Sleeper sofa br• Private heated pool and spa br• Rooftop deck with Gulf views br• BBQ Grill and outdoor dining area br• Elevator and outdoor shower br• Ping Pong and Air Hockey tables br• Washer and dryer br• Beach chairs, a wagon, pool floats, and a kayak br• 4 parking spaces br• Dog-friendly with host approval and pet fee brbrYour outdoor paradise awaits! Spend sunny afternoons lounging by the heated pool and spa, surrounded by lush tropical landscaping that provides both privacy and tranquility. The covered lanai features a comfortable lounge area with a TV. Take a refreshing dip and enjoy the in-pool table, chairs built right into the water, and colorful floats that make every swim feel like a tropical getaway. After a day on the sand, rinse off in the outdoor shower, then head up to the rooftop deck to watch the sky transform with breathtaking Gulf sunsets. Inside, the fun continues with a ping pong table, air hockey, and a Sonos sound system to set the perfect island mood. brbrThe main level welcomes guests with an elegant open concept living area filled with natural light, featuring premium furnishings and soft coastal tones. The spacious living room offers plenty of seating and flows effortlessly into the gourmet kitchen, equipped with stainless steel appliances, granite countertops, and everything needed to prepare family meals. Gather around the formal dining table or enjoy quick bites at the kitchen island. The media room, complete with a sleeper sofa, provides a cozy spot for movie nights or an extra sleeping area for guests. brbrEach of Avalon’s four bedrooms is beautifully designed to provide rest and luxury after a day of island adventure. The primary suite, located on the third floor, features a king bed, workspace, and a private balcony with stunning beach views. The ensuite bathroom includes dual vanities, a walk-in shower, and a soaking tub. The second bedroom, on the second floor, also offers a king bed and ensuite bathroom with dual sinks and a walk-in shower. The third bedroom, located on the third floor, includes a king bed and shares a hallway bathroom with a shower/tub combination with the fourth bedroom, which has two twin beds; perfect for kids or younger guests. brbrRoom Details br-Primary Bedroom (3rd Floor): King bed, workspace, balcony with Gulf views, ensuite bath with dual vanity, walk-in shower, and soaking tub br-Second Bedroom (2nd Floor): King bed, ensuite bath with dual vanity and walk-in shower br-Third Bedroom (3rd Floor): King bed, shares hallway bathroom with shower/tub combo br-Fourth Bedroom (3rd Floor): Two Twin beds, shares hallway bathroom br-Bonus: Sleeper sofa in media room brbrEnjoy the convenience of elevator access, Wi-Fi, in-home laundry, and parking for up to four vehicles. Avalon provides everything you need for fun in the sun, including beach chairs, a wagon, pool floats, and a kayak for exploring the calm waters of the Gulf. When it’s time to dine, stroll to nearby restaurants or hop on the Anna Maria Island trolley to discover more coastal restaurants and boutiques. With host approval before check-in, dogs are welcome. brbrElegant, modern, and steps from the beach, Avalon by AMI Locals combines luxury amenities, Gulf views, and coastal comfort for an unforgettable stay. Whether relaxing in the rooftop spa, gathering for sunset cocktails, or soaking in your private pool, Avalon is your personal slice of paradise on Anna Maria Island. brbrYour dream island getaway starts here, book your stay at Avalon by AMI Locals today! brbr- brThis home is managed by AMI Locals, an Anna Maria Island property management company. 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. 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 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(34)

$574.46

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Private Vacation Home

Luxury Home with Private Pool and Spa! Short Walk to Beach! - Mojito Splash

Holmes Beach, Florida, United States

Mojito Splash by AMI Locals brVRC18-000068 br brWelcome to Mojito Splash, a stunning five-bedroom, three and a half bath waterfront retreat located just a short stroll from Holmes Beach’s white sandy beaches on Anna Maria Island! This beautifully designed home boasts a sparkling pool, dual waterfalls, a stone-edged spa, and a large, covered lanai with a built-in bar and outdoor TV, perfect for relaxing, entertaining, and making lasting memories. Ideally situated near Holmes Beach Towne Center restaurants, shops, and marina, Mojito Splash combines luxury, outdoor fun, and island charm in one perfect vacation destination! brbrHighlights br• 5-minute walk to Holmes Beach br• 5 Bedroom / 3.5 Bath br• 4 King Beds, 1 Twin Daybed br• Private saltwater pool and spa br• Covered lanai br• Outdoor bar and TV br• BBQ grill br• Close to waterfront restaurants, shops, and marina  br• Washer and dryer br• 4 Parking Spots br brRelax outdoors on the expansive sundeck entry, featuring dual waterfalls with seating and a stone-edged spa. The large, covered lanai includes a built-in bar, outdoor dining table, BBQ grill, and an outdoor TV, the perfect space for sunset cocktails or watching your favorite game. Lush landscaping surrounds the area, creating a tranquil oasis for outdoor living. Bike with rentals or drive to local waterfront restaurants, shops, and the marina, or enjoy water activities such as paddle boarding, kayaking, and fishing just steps from your door. br brStep inside this coastal haven to find an expansive living area featuring comfortable seating for family and friends, a flat-screen TV, and a bright, inviting ambiance. The fully equipped kitchen boasts stainless steel appliances, ample countertops, and a breakfast bar for quick meals or casual snacks. The formal dining table seats eight and offers a perfect setting for dinners or game nights. br brThe primary bedroom on the second floor is a serene retreat with a king bed, a private balcony, and an ensuite bathroom with a walk-in shower, soaking tub, and double vanity, perfect for unwinding after a day of adventure. The second bedroom is a secluded oasis with an ensuite bathroom, and TV. The third and fourth bedrooms each feature king beds, crisp linens, and flat-screen TVs. The fifth bedroom, ideal for kids, includes a twin daybed. The hall bathroom offers an updated shower and tub combo. An on-site washer and dryer allows for easy packing and cleaning, so you’re always ready to go. brbrRoom Details br• Primary Bedroom (2nd floor): King bed, ensuite bathroom br• Second Bedroom (3rd floor): King bed, ensuite bathroom br• Third Bedroom (3rd floor): King bed br• Fourth Bedroom (3rd floor): King bed br• Fifth Bedroom (3rd floor): Twin daybed brbrBook Mojito Splash today and enjoy an unforgettable island escape in ultimate comfort and style. Whether relaxing by the pool, exploring waterfront restaurants, or simply soaking up the sunset views, this home provides everything you need for a memorable Anna Maria Island vacation! br brbr- br4 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. brbrThis home does not allow pets. brbrNo cable, just smart TVs with streaming Apps. 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 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 3

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Sleep 10

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Exceptional(10)

$569.61

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Private Vacation Home

The Pink Chicken by Beach Boutique Rentals

Holmes Beach, Florida, United States

Welcome to the Pink Chicken! A beautifully updated and bright 3 bedroom home on Anna Maria Island. brbr*Features include* brbr* Private heated pool br* 3 bedrooms, 2 full bathrooms br* Cable TV in each room br* Washer and dryer br* Lounge chairs by the pool br* Ground level home, no stairs br* Outdoor dining for six br* Gas grill br* Beach towels, chairs and wagon br* 2 blocks to the beach! brbrFreshly updated and full of personality, this ground-level home has everything you need for a carefree coastal getaway. With no stairs to navigate and space for up to seven guests, it’s as easygoing as island life should be.brbrInside, you’ll find all-new furniture, comfy new mattresses, and cheerful tropical decor throughout. The primary suite features a king bed, cable TV, and a sleek ensuite bath with a walk-in tile and glass shower. A second king bedroom, and a third bedroom with a queen and twin XL, share the spacious hall bath and offer flexible sleeping arrangements for families or friends.brbrThe fully stocked kitchen boasts stainless steel appliances and a flat-top range, or take things outside and fire up the grill for alfresco dining in the backyard. After a day at the beach, kick back, relax, and enjoy the laid-back charm that makes The Pink Chicken truly one of a kind. Or, hop on the free island trolley just a block away and explore all the island has to offer. brbrThe Pink Chicken serves up sunshine, sea breezes, and a splash of whimsy. Whether you're lounging poolside, cooking up coastal feasts, or just soaking in the pink-hued glow of a Gulf sunset, this is the kind of place that turns vacation mode on and never looks back.brbrADDITIONAL INFORMATION brbrWe generally require a minimum stay of 7 nights with Saturday check-in during the high season. We are more flexible in the off season so please send us a message if your dates appear unavailable. We may be able to accommodate you! brbrHousekeeping will provide a starter supply of toilet paper, soap, and garbage bags but guests will likely need to replenish the supply during their stay. brbrAnna Maria island is a family community and the city imposes a strict noise ordinance. Please adhere to our good neighbor policy and observe the local quiet hours between 10 pm and 8 am. No loud music or use of the pool is allowed during these hours along with any other noise which may disturb the neighbors. brbrVRC19-000245 brbrThis home provides off-street parking for up to 3 vehicles.brbrBooking Platform Note:brFor VRBO bookings, the reservation payment is processed by Beach Boutique Rentals and will appear as Beach Boutique Rentals on your credit card statement. VRBO also charges a separate service fee directly to the guest as a separate transaction.
Bed 3

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Bath 2

Bath

Sleep 6

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Exceptional(10)

$886.7

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Private Vacation Home

Sunshine & Good Times managed by Beach Retreats FL Anna Maria Island

Holmes Beach, Florida, United States

Sunshine & Good Times by Beach Retreats Vacation Rentalsbr 3702 5th Ave, Holmes Beach, FL 34217br VRC23-000025br 4 Bedrooms | 4.5 Bathrooms | Sleeps 8 | Heated Pool & Hot Tubbr This home can park up to 4 vehiclesbr Quiet hours at 10p-7a: please respect neighbors brNewly constructed high end custom home. Heated pool & spa, rooftop deck with GULF VIEWS. Custom kitchen, grill, wet bar on third level. Delight in this EXPANSIVE SANCTUARY.brThis stunning 4 bedroom + bonus room (2 additional twin beds), 5 bathroom home is only a 2-minute walk to the beach with a large heated pool & spa! Equipped with a bar fridge and huge pantry - you'll have room for all of your goodies. This house has everything you could possibly need for the most incredible beach vacation or an extended stay for working from home or homeschooling with a second family room/office/study on the upper level and high-speed WiFi throughout! Covered and uncovered parking included.br Spectacular, sweeping views of the Gulf of Mexico from the roof top deck. br Take the free trolley to Bean Point, or down to historic Bridge Street.brEat at restaurants like Chateau Anna Maria, grab burger's at Skinny's, or watch the sunset at the Sandbar.br Go parasailing, take a sunset cruise or paddleboard on the crystal-clear blue waters in the Gulf of Mexico.br“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”brWe typically rent our homes from Saturday to Saturday, if you are looking for a stay that is not a 7-night rental or would like to begin your vacation on a day other than Saturday, please send us an email to reservations@beachretreatsfl.com as we can sometimes accommodate alternate reservations.brbrBook with ConfidencebrNO CANCELLATION FEESbrCancellation Policy : • $500 deposit due at time of booking; balance due 60 days prior to arrival. For reservations 21+ nights or $20,000+ → 10% deposit due at time of booking. br • Cancel 60+ days before arrival → Full refund (no fees).br• Cancel within 60 days of arrival → No refund. br• Cancellations must be made in writing and received by Beach Retreats on or before the 60‑day deadline. Once paid, it's non‑refundable.br• Extended stays (over 2 weeks) or bookings over $20,000 → Full payment due 90 days before arrival; once paid, it's non‑refundable.br​​​​​​​Third party travel insurance cost is due at time of purchase br• Third‑party travel insurance purchased through Beach Retreats is non‑refundable.brIf the guest needs to shorten their stay or change to a different property, it must be done outside of the 60/90‑day cancellation period; otherwise, normal cancellation rules apply. No changes are permitted during the stay.br This home can accommodate up to 4 vehicles.
Bed 4

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Bath 4

Bath

Sleep 8

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