Vacation Home Rentals By Owner In Holmes Beach, FL

$321.72

Lovely 2 bedroom duplex on Anna Maria Island, great location, pet friendly!

Holmes Beach, Florida, United States

Isle Haven B will let you make beautiful memories - it's the perfect beach getaway to relax and enjoy the classic Florida charm of Anna Maria Island. The 2 bedroom 2 bath duplex offers all the amenities you may think of. The master bedroom has a king size bed, the second bedroom a queen and a bunk bed if your kids prefer this. The location cannot be any better. The beach is just a short walk down the street, the same goes for bars, restaurants and shops in Holmes Beach. The free trolley as well stops very close by the house. The kitchen is fully stocked, linens, towels, cookware, beach equipment and of course free Wi-Fi is all provided. You can't go wrong with this rental.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. 2 parking; VRC #18-000064brbrYou 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.

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$318.44

/ Nightly

Private Vacation Home

Closer to the beach does not work: comfortable apartment at ground level on the beach.

Holmes Beach, Florida, United States

ATTENTION: We rent with 1 week minimum: Saturday to SaturdaybrOld Florida Feeling: bungalow right on the beach on level - d. H. no trepidation to the beach. Unit 3 with a bedroom, kitchen bathroom is on the garden side (20!Meters to the beach :-) with a beautiful terrace in the garden with a pavilion and fountain. The beach lovers are on a quiet side street - you hear no traffic, only the waves. brIf you are looking for vacation away from the hustle and bustle with stunning beach and great evening Sonnenutergängen, you are right on the Gulf of Mexico. And there on Anna Maria Island: Connected to the mainland by two roads.brbr

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$301.76

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Private Vacation Home

Seaside Beach House 102 · Gulf Front · For Sale · Families

Holmes Beach, Florida, United States

VRC16-000503brbr1BR · 1.5BA · Sleeps 4 · Gulf Front · Beachfront Balcony · Heated Pool · Pack-N-Play & High Chair · No EVs or Golf Carts · For Sale — Showings with 24-Hr Notice · 1 Parking Space · Shared Ground Level Laundry.brbrImportant before booking: Seaside Beach House #102 is currently listed for sale. Occasional showings may be scheduled during your stay with a minimum of 24 hours notice. If that's a concern, worth knowing before you book.brbrA Gulf-front condo in the northern end of Holmes Beach on a quiet side street with heated pool overlooking the shoreline and the same direct beachfront balcony. This unit is the one-bedroom configuration, sleeping four on a king bed and a living room sofa bed.brbrThe Pack-N-Play and high chair are provided — making this the better fit for guests traveling with infants or toddlers. The beachfront balcony faces the Gulf directly for morning coffee and evening sunsets. The kitchen has been recently updated and is fully equipped for meals at home. One and a half bathrooms. Flat-screen TVs in the living room and bedroom. High-speed WiFi. On-site shared laundry.brbrPlease note: this property is not suitable for electric vehicles or electric golf carts. One parking space included. Non-smoking property.brbrSeaside Beach House #102 requires a one-week minimum stay. Not pet-friendly.brbr*Final payments are due 60 days prior to arrival payable by personal check or Echeck (which will incur a $1.00 processing fee) we do takebrcredit cards for final payment with a 3% fee on the balance due

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$736.05

/ Nightly

Private Vacation Home

One house to the Beach with expansive heated pool!! Sleeps 8

Holmes Beach, Florida, United States

Welcome to Sunset Beach House just a few steps away from the Gulf beaches of Anna Maria Island. Sunset Beach is a 4 bedroom, 4 bath half duplex with its own private patio surrounded by tropical landscaping where you can enjoy the heated pool, outdoor shower, picnic table and Weber grill. Enjoy a day at the beach with the provided beach wagon, chairs and umbrella located in the garage. Inside you will find the fully equipped kitchen with bar seating for 4 and a dining table for 6. The kitchen is open to the spacious living area which has sliding doors onto the back deck overlooking the backyard oasis. There are 2 bedrooms on the main floor, one with twin bunks and attached bathroom and the other with a queen bed and attached bathroom.brbrThe two master suites are located upstairs. You can relax in the comfortable king size beds complete with 600 thread count prima cotton wrinkle free sheets. Both master suites have beautiful views of the Gulf as well as access to the second floor patio. For your convenience there is a coffee bar located in the hallway. Linens, towels and beach towels are included in this home.brbrLizzie Lu's Island Retreat is a full-service property manager on Anna Maria Island to ensure our guests enjoy some of the nicest, well stocked homes on the island. For an additional charge, we offer GEM cars among other services. Rest assured we are here to assist as needed in the most efficient manner possible.brWhile vacationing on Anna Maria Island, please adhere to our local rules and regulations for our residential community which are located in our homes as well as our arrival information.brbrCity ordinance requires us to inform you that 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. brHolmes Beach Rental License VRC16-000379

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$266.94

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Private Vacation Home

A Wright Place · Saltwater Pool · 2.5 Blocks · Pets

Holmes Beach, Florida, United States

VRC16-000511brbr2BR + Den · 2BA · Sleeps 6 · Heated Saltwater Pool · Reading Nook · Gas Grill · Pet-Friendly ($150 · 1 Small Pet) · 2.5 Blocks to Beach · Shared Washer/Dryer · Quiet Lakeside NeighborhoodbrbrA heated saltwater pool in a quiet lakeside neighborhood in Holmes Beach — the pool deck at A Wright Place has lush island landscaping and a reading nook tucked in for the afternoons when the beach has worn you out. The beach is 2.5 blocks away.brbrThe poolside den is a flexible third sleeping space — futon, ground level, and connected to the pool area — that works for a sixth guest or as a quiet retreat when the main bedrooms are occupied. The main unit has a king bed in the primary bedroom and two twin beds in the second bedroom. Two full bathrooms. A washer and dryer is on-site.brbrThe kitchen is fully equipped for meals at home. The living room has a flat-screen TV. High-speed WiFi included. A gas grill is at poolside for evening cookouts.brbrPlease note: rates are higher during peak periods — March, July, and the holiday weeks of Easter, July 4th, Thanksgiving, and Christmas. Bookings generally run Saturday to Saturday during busy months.brbrOne small pet is welcome with a $150 non-refundable fee. Parking for two vehicles.brbrA Wright Place requires a one-week minimum stay.brbr*Final payments are due 60 days prior to arrival payable by personal check or Echeck (which will incur a $1.00 processing fee) we do takebrcredit cards for final payment with a 3% fee on the balance due

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$279.93

/ Nightly

Private Vacation Home

Cozy cottage on Anna Maria Island, 2 bedroom - pet friendly

Holmes Beach, Florida, United States

The cozy front porch of Gulf Winds A invites you to have your morning coffee or your evening cocktail and in the back yard you can enjoy your dinner and make use of the gas grill. A huge table umbrella provides you with shade if needed. The two bedroom two bath unit is located on a very quiet street. The Master bedroom has a king size bed and the guest bedroom has a queen. The home has been totally remodeled, everything is new from furniture to floors and appliances. There are TV's in the master bedroom and the living room, and of course there is free WiFi. Everything you need to enjoy your visit is provided: dishes, cookware, linens, towels, beach chairs and beach towels, etc.brGulf Winds is a short walk away from the white sandy beaches of the Gulf of Mexico. Just take the short-cut through North Beach Village to get to the beach. The Holmes Beach Dog Park is another short walk down the street across Marina Drive. The bus stop of the free Island Trolley is close by as well as restaurants, shops and bars. Do not miss this GEM. For bigger parties you may also book Gulf Winds B.brDogs up to 25lb are welcome. Pet fee is $200 per pet plus taxes, maximum of 2 pets unless otherwise approved by FDR. brbrAccommodates up to 4 people. Minimum Stay Required: 1 Week. brMax. parking: 2; VRC #18-000021brbrYou 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.

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$365.41

/ Nightly

Private Vacation Home

Peace 'n Paradise · Pool & Spa · 300 Yds Gulf

Holmes Beach, Florida, United States

VRC20-000280brbr2BR · 2BA · Sleeps 6 · Private Heated Pool & Spa · 300 Yards to Gulf · Gas Grill · Beach Cart & Full Gear Kit · Outdoor living space · King Bed · XL Twins · Carport ParkingbrbrThree hundred yards from the Gulf — a side street off Gulf Drive that keeps the crowds at a distance while the beach stays easy to reach. Peace 'n Paradise is a Holmes Beach vacation rental with a private heated pool and spa, framed by lush island landscaping with a shaded reading nook tucked into the greenery. After a beach day, the gas grill poolside and the spa handle the evening.brbrThe beach gear setup here is the most complete in the complex. Two beach chairs, two lounge chairs, an umbrella, and a soft-side cooler — all stored in the shed and loaded into the beach cart for the walk down the street. brbrTwo bedrooms sleep six. The master has a king bed. The second bedroom has two XL twin beds. The living room has a queen sleeper sofa with an upgraded mattress — a specific comfort detail worth noting for the guest who ends up there. Two full bathrooms throughout. Flat-screen TVs in the living room and both bedrooms. High-speed WiFi included.brbrThe fully equipped kitchen handles meals at home. Shopping, restaurants, and the library are a short drive. The free AMI trolley stops nearby for exploring the island without moving your car. One space under the carport and one in the driveway — parking for two cars comfortably.brbrPeace 'n Paradise requires a one-week minimum stay. Not pet-friendly.brbr*Final payments are due 60 days prior to arrival payable by personal check or Echeck (which will incur a $1.00 processing fee) we do takebrcredit cards for final payment with a 3% fee on the balance due

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$818.27

/ Nightly

Private Vacation Home

Tiki · Gulf Front · Dolphins from Deck · Pets

Holmes Beach, Florida, United States

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$239.92

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Private Vacation Home

Fountainhead 4 · 3 Lanais · Steps to Beach

Holmes Beach, Florida, United States

VRC16-000542brbr2BR · 2BA · Sleeps 4 · Three Private Lanais · Heated Pool · Queen Bed · Two Twin Beds · 3-5 Min Walk to Gulf · 8-Unit Complex · 2-Car Parking · No Electric VehiclesbrbrThree lanais — one off the living room and one off each bedroom. Fountainhead Condo #4 is a three-story townhouse in Holmes Beach where every level has its own outdoor access and the Gulf is a 3-5 minute walk from the front door.brbrThe unit sleeps four — a queen bed in the master and two twin beds in the second bedroom. No sofa beds, no bunk configurations — just four guests in proper sleeping spaces. The intimate layout is right for couples traveling together or a small family who wants comfort without paying for space they won't use.brbrThe eight-unit complex has a heated pool and on-site shared laundry. The beach is a 3-5 minute walk. High-speed WiFi and flat-screen TVs in the living room and both bedrooms. The kitchen is fully equipped for meals at home.brbrPlease note: this property is not suitable for electric vehicles or electric golf carts.brbrFountainhead Condo #4 requires a one-week minimum stay with parking for two vehicles. Not pet-friendly.brbr*Final payments are due 60 days prior to arrival payable by personal check or Echeck (which will incur a $1.00 processing fee) we do takebrcredit cards for final payment with a 3% fee on the balance due

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$237.38

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Private Vacation Home

Anna Maria Beach Place 6 Directly Across The Street From The Beach With Pool

Holmes Beach, Florida, United States

VRC 21-000063brbrAnna Maria Beach Place 6 is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high touch areas like remotes, light switches and doorknobs, etc... All bedding is professionally laundered and sanitized with fresh clean comforters or duvets. brThis property has keyless, no-contact check in for your convenience.brbrAnna Maria Beach Place #6, located in Holmes Beach is a charming beachside complex featuring six units surrounding a heated pool and tropical landscaping. Immediately across a quiet side street, are the white sandy beaches and the emerald green water of the Gulf of Mexico. It doesn't get much better than this! brAnna Maria Beach place provides two gas grills, an onsite laundry room with two coin operated washers and dryers as well as a supply of beach chairs and toys. brbrUnit 6 at Anna Maria Beach Place is a one bedroom, one bath second floor unit with a view of the beach that will sleep four with a king size bed and a premium sofa bed. This unit has many recent upgrades including new living and dining room furniture as well as a fully remodeled bathroom which is sure to impress. Beach Place 6 features wireless high speed internet with free domestic long distance calling and an expanded cable package. There is a 50” television in the living room with a DVD player and a 24” television in the bedroom. Central air conditioning completes the package.brbr Anna Maria Beach Place has a one week minimum stay. brParking is limited to one vehicle.brNot pet friendlybrbrYou 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.brbrbr*Final payments are due 60 days prior to arrival payable by personal check or Echeck (which will incur a $1.00 processing fee) we do takebrcredit cards for final payment with a 3% fee on the balance due.

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$198.02

/ Nightly

Private Vacation Home

Sun Baker II North with generous outdoor space

HOLMES BEACH, Florida, United States

VRC 25-000134brbrSunbaker II – North Overview Cozy beach retreat, steps to the sand. Sunbaker I North is a lovingly restored 1-bedroom, 1-bath apartment in Holmes Beach where three generations of island memories meet casual coastal comfort. Just 9 houses to beach with modern updates and massive shared outdoor space.brbrA Family Legacy Returns The owner grew up on Anna Maria Island, helping her mother run vacation rentals here since the 1980s—before the island became today's destination. After decades as a private family apartment, this unit has been lovingly restored and returned to welcoming guests, honoring the Sunbaker name established years ago. One of six family-owned units across three duplexes, all within two blocks—perfect for booking multiple properties for larger groups.brbrFreshly Renovated Beachside Retreat Sunbaker II North is a 1BR/1BA ground-level unit in Holmes Beach sleeping 4 guests. 630 sq ft with open layout, striking navy subway tile backsplash, coastal-chic bedroom, generous shared outdoor space. Short walk to beach. Debuts late 2025.brbrKitchen with Character White cabinets, navy tiled backsplash and gray laminate counters. White appliances: fridge, electric range, microwave. Turquoise coastal accents.brbrDining & Living White table seats 4 with natural light. Open flow to kitchen and living room keeps everyone connected. Spacious living room features navy sleeper sofa (queen), pale green armchairs with striped accent pillows, large round nautical ottoman coffee table. Salmon colored bookshelf, coastal fish and shark driftwood wall art, smart TV, ceiling fan. Beachy décor.brbrCoastal Bedroom King bed with white headboard, crisp white linens, vibrant orange fish-pattern pillows. Trio of framed coastal watercolor art above bed—starfish and coral in orange/turquoise/cream with gold-leaf frames. Vintage honeybrown-toned nightstands with teal rope-wrapped lamps. smart TV. Ceiling fan. Large windows with blinds. Ample closet storage. Fresh, cheerful retreat.brbrNautical Bathroom Full bath with white vanity, tub/shower combo. Charming nautical shower curtain with compass roses, anchors, ships in blue/sage tones. Chrome fixtures. Fresh white towels. Coastal oar decor.brbrGenerous Shared Outdoor Space Expansive shared backyard with Sunbaker II South—huge gravel yard with multiple dining tables, turquoise umbrellas, grills, varied seating areas. White privacy fence. This outdoor space transforms this unit into something much more versatile—extra living, dining, entertaining all in one.brbrHolmes Beach Location 212 66th Street North, residential island neighborhood. Short walk to beach (9 houses away). Beachside living without beachfront pricing. Near grocery, restaurants, shops, free trolley. Authentic island neighborhood experience.brbrPart of Family Collection One of six family-owned units across three duplexes within two blocks of each other. Book multiple Sunbaker units for larger groups—separate homes, close proximity for gatherings.brbrPerfect For Couples, small families, budget-conscious travelers, groups booking multiple units, beach lovers wanting easy access and value, those seeking newly renovated comfort with authentic island hospitality and generous outdoor space.brbrPractical Details 1BR/1BA, sleeps 4, 630 sq ft. King bed + queen sleeper sofa. Ground-level entry. Not pet-friendly. WiFi. Smart TVs in living room and bedroom. Full kitchen. Wall air conditioners and wall heaters, ceiling fans. Large shared backyard. Short walk to beach. Newly renovated.brbrManaged by Island Vacation Properties—25 years trusted service.brbrProperty Rules & Compliance:brbrMax Occupancy: 4brbrParking: 2 spaces availablebrbrMinimum Stay: 1 weekbrbrNoise Ordinance: You are vacationing in a residential area, the quiet hours are 10 PM-7 AM. 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*Final payments are due 60 days prior to arrival payable by personal check or Echeck (which will incur a $1.00 processing fee) we do takebrcredit cards for final payment with a 3% fee on the balance due.

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$203.71

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Private Vacation Home

Sun Baker II South Tropical style meets beachside convenience

Holmes Beach, Florida, United States

VRC 25-000135brbrSunbaker II – South Overview Cozy beach retreat, steps to the sand. Sunbaker I North is a lovingly restored 1-bedroom, 1-bath ground level apartment in Holmes Beach where three generations of island memories meet casual coastal comfort. Just 9 houses to beach with modern updates and massive shared outdoor space.brbrA Family Legacy Returns The owner grew up on Anna Maria Island, helping her mother run vacation rentals here since the 1980s—before the island became today's destination. After decades as a private family apartment, this unit has been lovingly restored and returned to welcoming guests, honoring the Sunbaker name established years ago. One of six family-owned units across three duplexes, all within two blocks—perfect for booking multiple properties for larger groups.brbrFreshly Renovated with Tropical Style Sunbaker II South is a completely renovated 1BR/1BA ground-level unit in Holmes Beach sleeping 4 guests. 630 sq ft with tropical botanical decor, striking navy subway tile kitchen, sophisticated bedroom, generous shared outdoor space. Short walk to beach. Debuts late 2025.brbrLiving Room with Lush Tropical Flair Spacious living room features beige sleeper sofa (queen/sleeps 2), stunning green/navy palm print accent chair and ottoman—real design statement pieces. Distressed white coffee table and end tables, modern natural wood media console. Wall-mounted smart TV, ceiling fan, large windows. Anna Maria Island coastal artwork. Sophisticated tropical palette— teal greens, navy, natural woods, neutral tans. Open flow to dining and kitchen.brbrDining with Island Charm Round glass-top table with woven rattan chairs, turquoise cushions, seats 4. Intricate lattice pattern adds tropical elegance. Brushed nickel dome pendant overhead. Large windows, natural light. Nautical compass decor, framed starfish artwork. Seamless connection to kitchen and living room.brbrKitchen with Character White cabinets, navy tiled backsplash and gray laminate counters. White appliances: fridge, electric range, microwave. Turquoise coastal accents.brbrSophisticated Bedroom Retreat King bed with striking charcoal grey upholstered headboard—modern, boutique. Crisp white linens, vibrant navy coral pattern pillows. Pair of framed fish artwork above bed—dramatic abstract designs in dark blue and silver.brbrWhite nightstands with drawers and lower shelves. Chrome contemporary sleek table lamps. Wall-mounted smart TV. Ceiling fan. Ample closet storage. Neutral palette with navy accents creates restful, refined retreat.brbrTropical Bathroom Full bath with white vanity, large mirror, chrome fixtures. Tub/shower combo with vibrant tropical fish shower curtain—reds, oranges, yellows, blues, greens. White tile surround. Crossed oar decor. Fresh towels.brbrGenerous Shared Outdoor Space Expansive shared backyard with Sunbaker II North—huge gravel area with multiple dining tables, turquoise umbrellas, grills, varied seating areas. White privacy fence. This outdoor space transforms into extra living, dining, entertaining all in one.brbrHolmes Beach Location 212 66th Street South, residential island neighborhood. Short walk to beach (9 houses away). Beachside living without beachfront pricing. Near grocery, restaurants, shops, free trolley. Authentic island neighborhood experience.brbrPart of Family Collection One of six family-owned units across three duplexes within two blocks of each other. Book multiple Sunbaker units for larger groups—separate homes, close proximity for gatherings.brbrPerfect For Couples, small families, design-conscious travelers, budget-conscious beach lovers, groups booking multiple units, those seeking newly renovated comfort with tropical style and personality, generous outdoor space, and authentic island hospitality.brbrPractical Details 1BR/1BA, sleeps 4, 630 sq ft. King bed + sleeper sofa. Ground-level entry. Not pet-friendly. WiFi. Smart TVs in living room and bedroom. Full kitchen with navy tile backsplash. Wall unit AC, wall heaters, ceiling fans. Large shared backyard. Short walk to beach. Newly renovated.brbrManaged by Island Vacation Properties—25 years trusted service.brbrProperty Rules & Compliance:brbrMax Occupancy: 4brbrParking: 2 spaces availablebrbrMinimum Stay: 1 weekbrbrNoise Ordinance: You are vacationing in a residential area, the quiet hours are 10 PM-7 AM. 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*Final payments are due 60 days prior to arrival payable by personal check or Echeck (which will incur a $1.00 processing fee) we do takebrcredit cards for final payment with a 3% fee on the balance due.

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$684.67

/ Nightly

Private Vacation Home

Relax by the heated pool, beach gear, ping pong, walk to beach!

Holmes Beach, Florida, United States

Modern island home in the heart of Anna Maria Island. Walk under ten minutes to white sand beaches, restaurants, bars, and local shops. Return to a quiet, private space with a heated pool and outdoor living.brbrThe home focuses on comfort and cleanliness. Interiors feel bright and organized. The layout is simple and functional. Each room supports rest after long beach days. Step outside to your private pool, dine outdoors, or relax in a shaded lounge with a TV and bar. The space works well for families and groups who want privacy without feeling crowded.brbrLocated in Holmes Beach. Walk or bike across the island with ease. The free trolley stop sits three minutes away, so you can get anywhere fast without dealing with parking.brbrThe home includes four bedrooms and three and a half bathrooms, with space for eight guests. Sleeping arrangements include three king beds, two twin beds, and a daybed. Two of the bedrooms feature ensuite bathrooms for added privacy.brbrThe outdoor area includes a private fenced yard with a heated pool, outdoor dining space, a lounge area with a TV and bar, and a BBQ grill for easy meals at home.brbrYou’ll also have beach chairs, a wagon, beach towels, and beach toys ready to go, so you don’t spend your vacation hunting for basics.brbrAdditional features include a professional linen program and high cleaning standards, which matters more than people admit.brbrThe location keeps you close to everything. The beach is a short walk. The trolley is three minutes away. Restaurants and shopping are within walking distance. You get convenience without giving up a quiet place to come back to.brbrImportant information:brParking limited to four vehiclesbrNo smokingbrNo parties or eventsbrMaximum occupancy of eight brNo reservations under age 25brSeparate rental agreement required after bookingbrbrYou will be vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.brbrMax 4 vehiclesbrMax 8 peoplebrPrimary renter must be 25 years oldbr7 Night minimal stay as per city codebrLicense Number: VRC19-000086brProfessionally managed by Portfolio Vacations

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$521.42

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Private Vacation Home

Experience Island Life! Great private Pool and Spa

Holmes Beach, Florida, United States

Island Life by AMI Locals brVRC18-000083 brbrWelcome to Island Life, a stunning vacation home just a one-minute walk from Anna Maria Island’s stunning Gulf beaches! This spacious three-bedroom, two-bath ground-level retreat features a private backyard with a heated pool, hot tub, and a Tiki bar with a BBQ grill. Conveniently located near shops, waterfront dining, and parks, Island Life is perfect for families or friends seeking relaxation, outdoor fun, and scenic water views in a laid back island setting. brbrHighlights br-1-minute walk to Holmes Beach   br-3 Bedroom / 2 Bathroom br-2 Kings, 2 Full/ full bunks br-Private heated pool with in-ground spa br-Tiki hut and bar area br-BBQ grill br-Short walk or bike ride to shops, waterfront restaurants, and parks  br-Dog friendly (with approval and fee) br-Beach chairs and cart provided br-2 Parking spaces brbrThis outdoor paradise features a private, heated pool with a water shelf and an in-ground spa, creating a serene environment for both fun and relaxation. The lush backyard is complete with a Tiki bar, comfortable seating, and space for enjoying drinks and snacks outdoors. Gather family or friends around a meal at the outdoor dining table or simply enjoy the water views and tropical landscaping. The perfect outdoor space for making memories in paradise, just minutes from the beach, shops, and waterfront dining. brbrInside, the home offers a relaxed, island inspired atmosphere with vibrant blues and greens. The open concept living area has a flat-screen TV and plush seating, ideal for movie nights or unwinding after a beach day. The fully equipped kitchen features stainless steel appliances, a large dining table for family or friends, and plenty of counters for preparing island-inspired meals. brbrRetreat to the primary bedroom, which offers a king bed, TV, and an ensuite bathroom with a walk-in shower, your personal sanctuary. The second bedroom, decorated with tropical flair, features a king bed and pool area views. The third bedrooms offers two full over full bunk beds, perfect for kids or friends. The hall bathroom includes a bright, tiled shower/tub combo, and all rooms are decorated to ensure restful nights. brbrRoom Details br-Primary Bedroom: King bed, ensuite with walk-in shower  br-Second Bedroom: King bed br-Third Bedroom: Two full over full bunk beds br brEnjoy the outdoors in your lush backyard with a private, heated pool, hot tub, and a Tiki bar that seats many. Sip drinks at the bar, enjoy meals at the outdoor dining table, or lounge by the pool. Just a short walk or bike ride to the Gulf beaches, where you can often spot dolphins jumping in the mornings, or explore hidden island gems, shops, and waterfront eateries. brbrBook Island Life today for a relaxed, water view getaway on Anna Maria Island. With luxurious outdoor amenities, scenic water vistas, and proximity to beaches, shops, and restaurants, this home offers everything you need for a memorable Gulf Coast vacation. Reserve your dates now and start creating lifelong island memories! 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. brbr2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles. 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.

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$371.43

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Private Vacation Home

Villa Mar- 2BR Seaside Dock Home- Holmes Beach, FL

Holmes Beach, Florida, United States

Experience Villa Mar- our charming 2-bedroom coastal retreat in Holmes Beach, FL! The property sleeps up to 6 people- two bedrooms w/ one king & queen bed, plus a queen Murphy Chest in the living space. Delight in water views and a dock perfect for boating enthusiasts. Spacious outdoor area with dining table & grill. Fully equipped kitchen, beach amenities, and comforts like Roku, WiFi, & Nest. Just 4 blocks from the beach, surrounded by parks, dining, and shops.brCome and enjoy Anna Maria Island in our charming duplex villa in Holmes Beach with water views and a dock. You can bring your boat or enjoy the wonderful canal/bay views.brThe layout offers 2 bedrooms/2 baths (King & Queen beds). There is an additional queen-size Murphy Chest bed in the living area that can be separated from the main room by closing the folding doors (see pictures). This Murphy bed offers flexibility for your group and is great for families traveling with kids. Easy to set up with detailed instructions provided. Both bathrooms feature showers, ensuring a refreshing start and end to your days.brA fully equipped kitchen awaits, with a stove, oven, air fryer, and basic utensils. We provide coffee, tea, and essential kitchen supplies, ensuring a homey experience. We are foodies who love to cook so we have stocked with avid cookers in mind!brEnjoy the outdoor area with a dining table, sitting area, and grill, creating the perfect setting for al fresco meals by the water. Boaters will appreciate the dock equipped with a fish prep station. A boat-lift is available for an extra fee. Public boat access is just down the road.brWe've got your beach adventures covered with six beach chairs, a beach wagon, and beach towels at your disposal. Nearby parks offer pickleball, tennis, bocce ball and many other amenities to enjoy! Equipment to enjoy these amenities is included for added fun. The beach is only a 4-block stroll away. brWant to bring your boat The public boat access is just steps away from Villa Mar. We also offer the use of our boat lift for an extra fee. brVilla Mar is walking distance to great restaurants and shops in Holmes Beach such as Ugly Grouper, the Waterline Hotel and Hurricane Hanks! Perfect for families looking to have dining options close by. We would love to host you and your loved ones in our waterfront home!brMy husband James and I are available to answer any questions throughout the stay! We are here to ensure that you make the most out of your stay while also allowing you to relax. We are working professionals who manage this home on our own as a labor of love so be mindful that it might take us an hour or so to get back to you but we will do so ASAP. We will also provide you with our personal cellphone for any emergencies. We are local to the Tampa Bay area and are here to share our home and our favorite spots in AMI!brSeaside Gardens is a quaint and quiet waterfront community. Bocce ball, pickleball and tennis are right across the street. Public boat access, is down the street. Beach is a short stroll away as well as restaurants and shopping. We want our guests to relax and enjoy their stay while being mindful and respectful of our neighbors.brTwo covered parking spots are available at the Villa while guest parking is nearby. Golf Cart rental companies are available throughout the island for an easy and fun way to get around! Please see listing pictures to get an idea of where beach, boat access and other amenities are located.brFOR HOLMES BEACH:brMax. 6 guestsbrMin. 7 night staybrTwo Parking Spots availablebrNoise Ordinance: brQuiet Hours: 10:00 p.m. to 7:00 a.m..brMaximum Sound Levels (dBA):br7:00 a.m. to 10:00 p.m.: Not to exceed 65 dBA.br10:00 p.m. to 7:00 a.m.: Not to exceed 50 dBA.brDefinition of Noise Disturbance: Any sound in quantities that interferes with the enjoyment of life or property, including excessive sound from radios, equipment, or animals, is prohibited.

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$707.52

/ Nightly

Private Vacation Home

Luxury Four Bedroom Home with Easy Access to Beach. Pool and private Patio.

Holmes Beach, Florida, United States

Welcome to Aqua Oasis located just steps from the Gulf beaches of Anna Maria Island. This beach house has a private patio with a heated pool that has a beautiful waterfall feature, an outdoor shower and a Weber grill. In the garage you will find a beach wagon, chairs and umbrella for a day at the beach. As you enter the home, you will find that the fully equipped kitchen has a dining table for 8 and is open to the spacious living room. The living area has sliding doors out to the porch which overlooks the backyard oasis. Also located on the main floor is one of the two master suites with a king size bed complete with 600 thread count prima cotton wrinkle free sheets. This suite has its own private porch overlooking the pool area. The second bedroom on the main floor has twin bunks which can be great for the little ones or young adults. Upstairs you will find a private porch overlooking the pool area. The 2nd upstairs bedroom has 2 twin bunks with adjoining bathroom. Linens, towels and beach towels are included in this house.brbrLizzie Lu's Island Retreat is a full-service property manager on Anna Maria Island to ensure our guests enjoy some of the nicest, well stocked homes on the island. For an additional charge, we offer GEM cars among other services. Rest assured we are here to assist as needed in the most efficient manner possible.brWhile vacationing on Anna Maria Island, please adhere to our local rules and regulations for our residential community which are included in our homes as well as our arrival information.brbrCity ordinance requires us to inform you that 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. brHolmes Beach Rental License VRC16-000376

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$707.52

/ Nightly

Private Vacation Home

Beautiful Island Home with Great Amenities, Pool, Grill, located close to the Gulf Beaches

Holmes Beach, Florida, United States

Welcome to Coconut Hideaway located just steps away from the Gulf beaches of Anna Maria Island. This beach house has a private patio surrounded by tropical landscaping where you can enjoy the pool, outdoor shower and Weber grill. In the garage, you will find a beach wagon, chairs and umbrella for your days on the beach. As you enter the home, you will find that the fully equipped kitchen with a dining table for 8 opens into the living area for easy entertainment. The spacious living area has sliding doors to the porch, which overlooks the backyard oasis. One of the two master suites is located on this floor. The master suites come complete with king size beds with 600 thread count prima cotton wrinkle free sheets. This suite also has access to the porch overlooking the pool. The other bedroom is a kid favorite! It has a built-in bunk bed complete with cubbies, lights, portholes and a ladder up to the top bunk.brbrUpstairs you will find 2 more bedrooms, one of them being the master suite which has its own private porch with a great view of the Gulf beach. You can enjoy your morning coffee without leaving the master suite with the provided Keurig. The second bedroom has 2 twin beds and its own bathroom. Linens, towels and beach towels are included in this home.brbrLizzie Lu's Island Retreat is a full-service property manager on Anna Maria Island to ensure our guests enjoy some of the nicest, well stocked homes on the island. For an additional charge, we offer GEM cars among other services. Rest assured we are here to assist as needed in the most efficient manner possible.brWhile vacationing on Anna Maria Island, please adhere to our local rules and regulations for our residential community which are included in our homes as well as our arrival information.brbrCity ordinance requires us to inform you that 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. brHolmes Beach Rental License VRC16-000377

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$556.23

/ Nightly

Private Vacation Home

Seaside Beach House 101 · Dolphins from Balcony · Gulf Pool

Holmes Beach, Florida, United States

Vacation Rental License: VRC16-000502brbr2BR · 2BA · Sleeps 4 · Gulf Front · Heated Pool Overlooking Shoreline · Dolphins from Balcony · 10-Unit Building · No EVs or Golf Carts · 1 Parking SpacebrbrA heated pool that overlooks the shoreline — not tucked away behind the building, but facing the Gulf directly. Dolphins visible from the beachside balcony most mornings. Seaside Beach House #101 is a Gulf-front condo in the northern end of Holmes Beach on a quiet side street where the ten-unit building keeps the complex intimate and the beach uncrowded.brbrThe primary bathroom has a new walk-in shower with multiple body sprays — the most consistently mentioned renovation detail in recent guest feedback. The guest bathroom has a tub and shower combination. The kitchen has been recently updated and is fully equipped for meals at home, with guests specifically noting how thoroughly it's stocked.brbrTwo bedrooms sleep four. The primary suite has a king bed. The guest bedroom has a queen bed. Two full bathrooms. Flat-screen TVs in the living room and both bedrooms. High-speed WiFi included. Shared laundry on-site.brbrThe beachside balcony is the morning gathering spot — coffee, Gulf views, and dolphin shows that guests describe as the defining memory of the stay. Miles of white sand stretch in both directions. Local cafés, casual dining, and island boutiques are a short walk or trolley ride away.brbrPlease note: this property is not suitable for electric vehicles or electric golf carts. One parking space included. Non-smoking property.brbrSeaside Beach House #101 requires a one-week minimum stay. Not pet-friendly.brbr*Final payments are due 60 days prior to arrival payable by personal check or Echeck (which will incur a $1.00 processing fee) we do takebrcredit cards for final payment with a 3% fee on the balance due

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$408.09

/ Nightly

Private Vacation Home

Coastal cute on Anna Maria Island, 2 bedroom with private pool! Pet friendly

Holmes Beach, Florida, United States

Coral Breeze (Units A and B) is your new paradise. Each 2 bedroom 2 bath side of this adorable duplex features everything you need for your island vacation. The master bedroom features a king sized bed with an en-suite bathroom with walk out access to your tropical tiki patio and private heated pool. Second bedroom features 2 twin size beds.br brThe kitchen has stainless steel appliances and all the amenities you would have at home. A gas grill is also provided outside.br You are just a 2 minute walk away from the beautiful Gulf of Mexico where you can watch breath taking sunsets, or spend the day playing in the sand and waves! Explore all Anna Maria Island has to offer with its unique boutiques and fantastic restaurants, either by foot or taking the free Trolley ride. You may even want to book both sides of the duplex for family reunions or large gatherings where you could sleep 8 and have TWO pools and four bedrooms. There is a gate between the pool areas so you can easily maneuver from one side to the other.brDogs up to 40lb are welcome. Pet fee is $200 per pet plus taxes, maximum of 2 pets unless otherwise approved by FDR. brbrbrAccommodates up to 4 people. Minimum Stay Required: 1 Week. brMax. 2 parking; VRC #16-000940brbrYou 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.

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$346.27

/ Nightly

Private Vacation Home

71 Steps to Beach · 2025 Updates

Holmes Beach, Florida, United States

VRC16-000555brbr3BR · 2BA · Sleeps 6 · 71 Steps to Gulf · 2025 Updates · Two King Beds · Twin Room · Heated Pool · On-Site Laundry · Free Trolley · Walk to PublixbrbrSeventy-one steps from the front door to the Gulf. Palm Cay 5 is a Holmes Beach vacation rental updated in 2025 with a new kitchen, upgraded bathrooms, and fresh furnishings throughout. The beach is right there.brbrThe townhome sleeps six across three bedrooms. The primary suite has a king bed. The second bedroom has a king bed. The third bedroom has two twin beds — the right configuration for families with kids or two guests who need their own space. Two full bathrooms throughout.brbrThe kitchen has new appliances, sleek countertops, and everything needed for full meals at home. The open-concept living area connects naturally to the dining space. High-speed WiFi included.brbrThe complex has a large heated pool just steps from the unit and on-site coin laundry for the week's beach clothes. The free brAnna Maria Island trolley stops nearby. Publix and local restaurants are within easy walking distance.brbrPalm Cay 5 requires a one-week minimum stay with parking for two vehicles. Not pet-friendly.brbr*Final payments are due 60 days prior to arrival payable by personal check or Echeck (which will incur a $1.00 processing fee) we do takebrcredit cards for final payment with a 3% fee on the balance due

3

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2

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6

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