Holmes Beach Rentals
From $859 per night (USD)VRBO
Gorgeous 4 bed 4 bath, units C and D
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Duplex C and D are each 2/2 under a shared roof. Units are next to each other and completely updated, tastefully decorat ...
From $859 per night (USD)VRBO
From $805 per night (USD)Expedia
Entire home near the beach with pool and spa access! Great for larger families!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
This amazing duplex consists of unit B which is a 2/2 and unit A 2/1. Both units are completely updated with access to ...
From $805 per night (USD)Expedia
From $549 per night (USD)VRBO
Sand N Sea by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Sand N Sea! Island ambiance awaits you at this beautifully decorated three-bedroom, two-bathroom and one-half ...
From $549 per night (USD)VRBO
From $171 per night (USD)Expedia
Island Duplex unit: 2-bed/2-bath close to beach, pets welcome
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Updated island duplex (Side A only). Our home is just off Gulf Dr and walkable to the beach (3 blocks), Holmes Beach ci ...
From $171 per night (USD)Expedia
From $390 per night (USD)VRBO
Gulf Place Unit 14 in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience the epitome of coastal luxury at Gulf Place Unit 14, boasting a stunning beach view and pool access just step ...
From $390 per night (USD)VRBO
From $592 per night (USD)Expedia
Large Private Duplex, Heated Pool and Spa, Outdoor Kitchen and TV
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Breezy Beach by Anna Maria Vacations Home in Holmes Beach, FL 34217 VRC16-000336 Plan your dream escape to Breezy Beach ...
From $592 per night (USD)Expedia
From $336 per night (USD)VRBO
AMI Home with Private Pool, 5 Minutes to the Beach! - Hawaiian Hideaway
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Hawaiian Hideaway by Anna Maria Vacations Holmes Beach Private Retreat with Pool VRC16-000298 Welcome to Hawaiian Hid ...
From $336 per night (USD)VRBO
From $625 per night (USD)Expedia
Private Beach Home with Pool, Two Primary Suites, Close to Beach - Coral Retreat
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Coral Retreat by Anna Maria Vacations Home in Holmes Beach, FL 34217 VRC16-000353 Welcome to Coral Retreat, a vibrant ...
From $625 per night (USD)Expedia
From $499 per night (USD)VRBO
Home with Private Pool, 8 minute walk to Beach! - Villa Portofino
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Villa Portofino by Anna Maria Vacations Home in Holmes Beach, FL 34217 VRC16-000358 Villa Portofino is a Mediterranean ...
From $499 per night (USD)VRBO
From $289 per night (USD)Expedia
Bungalow with Private Heated Pool! One Block to Beach! - Salty Dog
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Salty Dog by Anna Maria Vacations Holmes Beach Duplex with Private Pool VRC17-000089 Escape to Salty Dog, a cozy and ...
From $289 per night (USD)Expedia
From $368 per night (USD)VRBO
Home near the beach! Private Pool and Ping Pong Table. - Beachwalk
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beachwalk by Anna Maria Vacations Home in Holmes Beach, FL 34217 VRC18-000119 Welcome to Beachwalk, a lovely three-l ...
From $368 per night (USD)VRBO
From $756 per night (USD)Expedia
Sunset Views from Rooftop, Heated Pool, Game Room- Caribbean Dream
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Caribbean Dream by Anna Maria Vacations Private Home in Holmes Beach, FL Embark on an unforgettable retreat at Caribbea ...
From $756 per night (USD)Expedia
From $500 per night (USD)VRBO
Beach Home with Pool, Tiki Bar, and Game Room! Close to Beach - Mango Breeze
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Mango Breeze by Anna Maria Vacations 141 50th Street, Holmes Beach, Florida 34217 VRC17-000130 Welcome to Mango Breeze ...
From $500 per night (USD)VRBO
From $1153 per night (USD)Expedia
Pool, Spa, Games, and Tiki Bar! 1 Block from Beach! - View of the Gulf
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 14
View of the Gulf by Anna Maria Vacations Holmes Beach Gulf Front Villa with Rooftop Deck and Pool VRC16-000749 Experi ...
From $1153 per night (USD)Expedia
From $511 per night (USD)VRBO
Private Home with Private Pool and Spa! New Renovations! Close to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Calypso Cottage by Anna Maria Vacations Holmes Beach Beach Retreat with Pool and Tickle Table VRC16-000622 Your islan ...
From $511 per night (USD)VRBO
From $1059 per night (USD)Expedia
Easy Walk to the Beach, Private Pool, Game Room, Rooftop Deck! - Tiki Beach
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Tiki Beach by Anna Maria Vacations Beachfront Family Retreat with Pool and Game Room VRC16-000263 Welcome to Tiki Bea ...
From $1059 per night (USD)Expedia
From $521 per night (USD)VRBO
Home with Private Pool and Spa. Outdoor TV, Grill - Palms By The Bay
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Palms By The Bay by Anna Maria Vacations Home in Holmes Beach, FL 34217 VRC16-000361 Welcome to Palms By The Bay! Th ...
From $521 per night (USD)VRBO
From $389 per night (USD)Expedia
Elevated Beach Home with Gulf Views! Next to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Starfish by Anna Maria Vacations Holmes Beach Beachside Retreat with Beach Access VRC16-000247 Experience the best of ...
From $389 per night (USD)Expedia
From $325 per night (USD)VRBO
Pet Friendly Private Duplex. Fenced Yard with Private Pool Short Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Hawaiian Tide by Anna Maria Vacations 206 81st Street Unit B, Holmes Beach, FL 34217 VRC17-000059 Escape to Hawaiia ...
From $325 per night (USD)VRBO
From $608 per night (USD)Expedia
Large Private Beach Home! Heated Pool, Elevator, Balcony, and Near the Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Seabreeze Cottage by Anna Maria Vacations Holmes Beach Luxury Beach House with Pool and Elevator VRC16-000366 Enjoy th ...
From $608 per night (USD)Expedia
From $789 per night (USD)VRBO
Private Beach House, Luxury Pool and 2 Full Kitchens! 2-minutes to the Beach!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Tiki Sunshine by Anna Maria Vacations Holmes Beach Duplex with Pool VRC16-000935 Escape to Tiki Sunshine, a tropical ...
From $789 per night (USD)VRBO
From $424 per night (USD)Expedia
Island Home with a Private Heated Pool, Spa, and Lanai! 3 Minutes to Beach - San
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sand Palace by Anna Maria Vacations 215 65th Street, Holmes Beach, Florida 34217 VRC16-000609 Find your perfect beach ...
From $424 per night (USD)Expedia
From $434 per night (USD)VRBO
AMI Home Close to the Beach with Ping Pong, Private Pool and Spa! - Quiet Palms
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Quiet Palms by Anna Maria Vacations Holmes Beach Vacation Home with Pool VRC16-000364 Welcome to Quiet Palms, a tranq ...
From $434 per night (USD)VRBO
From $488 per night (USD)Expedia
Home with Private Pool, Outdoor Bar, Ping Pong, Close to Beach! - Dolphin House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Dolphin House by Anna Maria Vacations 311 64th Street, Holmes Beach, FL 34217 VRC16-000338 Experience the tropical cha ...
From $488 per night (USD)Expedia
From $350 per night (USD)VRBO
Away To Play! Pool, Balconies and Steps to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Away To Play by Anna Maria Vacations 117 White Avenue, Holmes Beach, Florida VRC20-000047 Welcome to Away To Play, ...
From $350 per night (USD)VRBO
From $389 per night (USD)Expedia
Renovated Beach Home with Private Pool, Spa and Outdoor Bar! Near Beach! - Pinea
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Pineapple Key by Anna Maria Vacations Holmes Beach Private Beach House with Pool and Tiki Bar VRC16-000364 Welcome to ...
From $389 per night (USD)Expedia
From $495 per night (USD)VRBO
5 Minute Walk to the Beach! Private Heated Pool, Pet Friendly
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Ocean Breeze by Anna Maria Vacations Home in Holmes Beach, FL. 34217 VRC16-000337 Vacation in one of the best Gulf of M ...
From $495 per night (USD)VRBO
From $464 per night (USD)Expedia
Beautiful Home Private Saltwater Pool, Game Room, and Close to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Key Lime Beach House by AMI Locals Holmes Beach Oceanfront Home with Pool & Game Room VRC000324 Welcome to Key Lime B ...
From $464 per night (USD)Expedia
From $681 per night (USD)VRBO
Beachfront Condo, Private Patio with Steps to the Sand and Pool - Gulf Place 7B
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Gulf Place 7B by Anna Maria Vacations 6700 Gulf Drive Unit 7B, Holmes Beach, FL 34217 VRC19-000206 Experience the best ...
From $681 per night (USD)VRBO
From $600 per night (USD)Expedia
Private Beachfront Condo with Shared Pool & Private Balcony with Beach Views- La
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
LaPlage Unit # 2 by Anna Maria Vacations Condo in Holmes Beach, Fl. 34217 VRC18-000121 Experience the ultimate beachfro ...
From $600 per night (USD)Expedia
From $893 per night (USD)VRBO
Private Pool, Game Room, and 2 minutes to the beach - Gulfside Oasis
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Gulfside Oasis by Anna Maria Vacations Home in Holmes Beach, Fl. 34217 Welcome to Gulfside Oasis! This multi-level ...
From $893 per night (USD)VRBO
From $818 per night (USD)Expedia
Beautiful New Home! Outdoor Pool Area with Swim up bar
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
The Blue Crab by AMI Locals Holmes Beach Vacation Rental VRC-000057 Welcome to The Blue Crab, a stunning island retrea ...
From $818 per night (USD)Expedia
From $512 per night (USD)VRBO
Hidden Cove #4! Beachfront Townhouse with Gulf Views and Pool Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Hidden Cove #4 by Anna Maria Vacations 5610 Gulf Drive Unit 4, Holmes Beach, FL 34217 VRC16-000044 Welcome to Hidden Co ...
From $512 per night (USD)VRBO
From $602 per night (USD)Expedia
Beachfront Condo with Pool and Beach Facing Balcony
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Coastal Sunset of Sunset Cove by Anna Maria Vacations 3302 Gulf Drive Unit 201, Holmes Beach, FL 34217 VRC16-000346 E ...
From $602 per night (USD)Expedia
From $527 per night (USD)VRBO
Private Home with Pool, Near the Beach - Sand Dollar
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Sand Dollar by Anna Maria Vacations Home in Holmes Beach, 34217 VRC16-000501 Welcome to Sand Dollar! This four bedro ...
From $527 per night (USD)VRBO
From $536 per night (USD)Expedia
Family Vacation Home Near the Beach! Game Room, Heated Pool! - Salty Sands
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Salty Sands by Anna Maria Vacations Home in Holmes Beach, 34217 VRC18-000201 Welcome to Salty Sands! Come and relax ...
From $536 per night (USD)Expedia
From $265 per night (USD)VRBO
Beach Front Duplex with Direct Beach Access and Scenic Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Whispering Waves East by Anna Maria Vacations 104 72nd Street Unit B, Holmes Beach, Florida 34217 VRC16-000273 Welcome ...
From $265 per night (USD)VRBO
From $306 per night (USD)Expedia
Oceanfront Duplex with Scenic Beach Views!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Whispering Waves West by Anna Maria Vacations 104 72nd Street Unit A, Holmes Beach, Florida 34217 VRC16-000272 Welcome ...
From $306 per night (USD)Expedia
From $307 per night (USD)VRBO
Beachfront Condo, Pool, Tennis Court, and Private Balcony - Sun Plaza West 110
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Sun Plaza West Unit 110 by Anna Maria Vacations Holmes Beach Beachside Condo VRC17-000125 Experience Island life at S ...
From $307 per night (USD)VRBO
From $297 per night (USD)Expedia
Vacation Escape with Private Pool, Grill and Beach Gear! Near Beach and Dining
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sugar Beach by Anna Maria Vacations 316B 63rd Street, Holmes Beach, FL 34217 VRC16-000340 Make your vacation dreams co ...
From $297 per night (USD)Expedia
From $680 per night (USD)VRBO
Anna Maria Island Beachfront Condo! Stunning Views, Direct Beach Access!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Beach Front by Anna Maria Vacations 3302 Gulf Drive, Unit 101, Holmes Beach, FL 34217 VRC16-000343 Welcome to The ...
From $680 per night (USD)VRBO
From $387 per night (USD)Expedia
AMI Home with Heated Pool and Gas Grill! 1 Minute Walk to the Beach! - Tiki Suns
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Tiki Sunset by Anna Maria Vacations Holmes Beach Duplex with Shared Pool VRC16-000935 Welcome to Tiki Sunset, an invi ...
From $387 per night (USD)Expedia
From $500 per night (USD)VRBO
Private Home 5 min to Beach, Heated Pool, Fully Equipped Kitchen! - Stay Calm
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Stay Calm by Anna Maria Vacations Home in Holmes Beach, FL 34217 VRC16-000304 Welcome to Stay Calm! This ground-l ...
From $500 per night (USD)VRBO
From $351 per night (USD)Expedia
Canal Front Home with Boat Dock and Private Pool! Short Walk to the Beach! - Vil
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Villa Sandpiper by Anna Maria Vacations Holmes Beach Canalfront Home with Private Dock and Pool VRC16-000743 Welcome ...
From $351 per night (USD)Expedia
From $309 per night (USD)VRBO
Family-Friendly Getaway with Pool, Steps from the Beach! - Blue Oasis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Blue Oasis by Anna Maria Vacations Holmes Beach Beachfront Retreat with Pool and Den VRC18-000117 Welcome to Blue Oas ...
From $309 per night (USD)VRBO
From $333 per night (USD)Expedia
Anna Maria Island Getaway with Pool! 6 mins to Beach! - Beach Isle
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beach Isle by Anna Maria Vacations Holmes Beach Private Home with Pool VRC16-000611 Welcome to Beach Isle, a beautifu ...
From $333 per night (USD)Expedia
From $361 per night (USD)VRBO
Pet-Friendly Home with Private Pool and Ping Pong Table! Short Walk to Beach! -
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Villa Florence by Anna Maria Vacations Holmes Beach Luxury Coastal Home with Pool & Water Access VRC16-000355 Welcome ...
From $361 per night (USD)VRBO
From $268 per night (USD)Expedia
The Perfect Anna Maria Island Paradise Vacation spot! 2 Bedroom Luxury Condo, Cl
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Sandy Pointe by AMI Locals Holmes Beach Vacation Condo Welcome to Sandy Pointe, an adorable beachside condo just a 7- ...
From $268 per night (USD)Expedia
From $268 per night (USD)VRBO
Sunset Villa D by Beach Boutique Rentals
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The ultimate beach vacation awaits you at the Sunset Villas, a cozy 4-unit condo complex with a stunning tropical courty ...
From $268 per night (USD)VRBO
From $415 per night (USD)Expedia
AMI Escape! King Suite, Twin Room and Ping Pong Near Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Castaway Cottage by Anna Maria Vacations 307 59th Street Unit A, Holmes Beach, FL 34217 VRC17-000189 Welcome to Ca ...
From $415 per night (USD)Expedia
From $596 per night (USD)VRBO
A Wave From it All managed by Beach Retreats FL Anna Maria Island
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
🌊 Wave From It All by Beach Retreats Vacation Rentals 📍 Holmes Beach, Anna Maria Island 🏡 3 Bedroom | 2 Bath | Sleep ...
From $596 per night (USD)VRBO
From $545 per night (USD)Expedia
The Gulf Front- 2 bedroom beachfront condo with incredible views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Gulf Front 3302 Gulf Drive Unit 102, Holmes Beach, 34217 What you will love about this property: • Brand new renovat ...
From $545 per night (USD)Expedia
From $183 per night (USD)VRBO
2 Bedroom Duplex with private yard, patio, AC, & W/D - walk to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Peacock A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $183 per night (USD)VRBO
From $768 per night (USD)Expedia
Full duplex with separate outdoor areas, 2 kitchens, & W/Ds - walk to beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Holmes Beach Bungalow Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $768 per night (USD)Expedia
From $159 per night (USD)VRBO
Updated duplex near beach with private yard, AC, & W/D
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Peacock B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $159 per night (USD)VRBO
From $303 per night (USD)Expedia
Beachfront Condo with Private Balcony and Pool Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Gulf Sands #102 by Anna Maria Vacations 4200 Gulf Drive 102 Holmes Beach, FL 34217 VRC16-000363 Welcome to Gulf Sa ...
From $303 per night (USD)Expedia
From $420 per night (USD)VRBO
AMI Home with Heated Pool! 6 Minute Walk to Beach! - Egrets Nest
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Egrets Nest by Anna Maria Vacations Holmes Beach Private Pool & Beach Retreat VRC16-000610 Welcome to Egrets Nest, a ...
From $420 per night (USD)VRBO
From $850 per night (USD)Expedia
Canal front home with Incredible Rooftop Views and Pool with Spa - Aqua Bay
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Aqua Bay by Anna Maria Vacations Home in Holmes Beach, Florida Aqua Bay is a luxurious canal-front retreat boasting f ...
From $850 per night (USD)Expedia
From $347 per night (USD)VRBO
AMI Escape! Direct Beach Access, Gulf Views and Walk to Holmes Beach Shops
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Gulf Shores #106 by Anna Maria Vacations 5616 Gulf Drive #106, Holmes Beach, FL 34217 VRC16-000081 Welcome to Gulf ...
From $347 per night (USD)VRBO
From $306 per night (USD)Expedia
Beach Home with Pool and Gas Grill! 2 Minute walk to Beach! - Tiki Sunrise
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Tiki Sunrise by Anna Maria Vacations Holmes Beach Home with Shared Pool VRC19-000045 Welcome to Tiki Sunrise, a delig ...
From $306 per night (USD)Expedia
From $495 per night (USD)VRBO
Beachfront - Hidden Cove Unit 2 by SeaBreeze Vacation
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This beautiful 2 bedroom/2.5 bathroom condo sits right on the beach. Exquisite views from your living room and primary b ...
From $495 per night (USD)VRBO
From $464 per night (USD)Expedia
Beachfront - Hidden Cove Unit 5 by SeaBreeze Vacation
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Amazing views from the living room and primary bedroom of this 2 bedroom/2.5 bathroom. Take a drink outside and sit on y ...
From $464 per night (USD)Expedia
From $444 per night (USD)VRBO
Waterfront Condo on Anna Maria Island
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to paradise! The Westbay Point and Moorings complex is a private and spacious waterfront community offering an ...
From $444 per night (USD)VRBO
From $277 per night (USD)Expedia
Beach Front 2 bedroom condo on AMI with pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beach front resort style condo, staying with us is just another day in Paradise! This spacious unit has two floors, bot ...
From $277 per night (USD)Expedia
From $344 per night (USD)VRBO
Pineapple Cay: 2.5 Blocks to Beach! Pool & Spa by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Pineapple Cay by Anna Maria Life Vacation Rentals 305 74th St, Holmes Beach, FL 34217 What You'll Love About This Home: ...
From $344 per night (USD)VRBO
From $548 per night (USD)Expedia
5 Minute Short Walk To Beach, Shops and Restaurants - Single Level Home
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Please see our other property Blue Grotto for Reviews #1974897. Recently renovated with all new kitchens, bathroom and ...
From $548 per night (USD)Expedia
From $414 per night (USD)VRBO
Aquamarine Oasis by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Aquamarine Oasis is an exquisite vacation home located just steps away from the pristine white sands and turquoise water ...
From $414 per night (USD)VRBO
From $373 per night (USD)Expedia
Da Beach House: 2 Blocks to Beach, Pool & Spa by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Da Beach House by Anna Maria Life Vacation Rentals 304 66th St, Holmes Beach, FL 34217 What You'll Love About This Home ...
From $373 per night (USD)Expedia
From $197 per night (USD)VRBO
Cute Bungalow 3 properties from Beach 🏖️ Watch Sunsets from Deck
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
New to our rental Inventory and Awaiting your Stay!! You will love the Beach Bungalow which is located just 3 propertie ...
From $197 per night (USD)VRBO
From $636 per night (USD)Expedia
Newly Remodeled-Island Chic
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Island Chic by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 Welcome to Island Chic, a beautifull ...
From $636 per night (USD)Expedia
From $413 per night (USD)VRBO
Island Jewel - Private Anna Maria Pool Home on the Canal - By Island Real Estat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The perfect home away from home in Holmes Beach, located on Key Royale. This vacation rental is ideally located directly ...
From $413 per night (USD)VRBO
From $770 per night (USD)Expedia
Holmes Beach Luxury Beach House with Pool and Rooftop Deck! Close to Beach - Swe
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Sweet and Salty by Anna Maria Island Accommodations 213 77th Street, Holmes Beach, Florida 34217 VRC20-000160 Welcome ...
From $770 per night (USD)Expedia
From $322 per night (USD)VRBO
Beachfront Condo on AMI
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to paradise in this beautiful 3-bedroom, 2-bathroom vacation rental home located just steps away from the white s ...
From $322 per night (USD)VRBO
From $238 per night (USD)Expedia
Pool Party North | Newly Remodeled, with Pool & Spa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VRC16-000498 Please note: This property is currently listed for sale. Occasional showings may be scheduled with a 24 ho ...
From $238 per night (USD)Expedia
From $343 per night (USD)VRBO
Steps to beach, 2bd Nice Location, Great Location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Inquire about renting its sister unit next door Sunfish Bungalow *Coastal Retreat on right side and Sunfish Bungalow on ...
From $343 per night (USD)VRBO
From $641 per night (USD)Expedia
Close to Gulf of Mexico with Pool -Serenity at Bay Palms
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Serenity at Bay Palms by AMI Locals Home in Holmes Beach, FL 34217 Welcome to Serenity at Bay Palms, a newly update ...
From $641 per night (USD)Expedia
From $521 per night (USD)VRBO
Serenity: *Pet friendly *Heated pool *Balcony views *Steps to the sand!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to Serenity, a blissful vacation retreat that offers the perfect balance of relaxation and adventure. This pet-fr ...
From $521 per night (USD)VRBO
From $359 per night (USD)Expedia
Pool - Beach Bellini by SeaBreeze Vacation
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Beach Bellini is a 3 bedroom/3 bathroom private home in Holmes Beach. Just an 8 minute walk to the beach, pull into the ...
From $359 per night (USD)Expedia
From $477 per night (USD)VRBO
Yacht Rock Ranch - 4 bedroom private pool home - Anna Maria Island - By Island R
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
"Yacht Rock Ranch" is a single-story ranch-style home featuring 4 bedrooms and three bathrooms. Originally constructed a ...
From $477 per night (USD)VRBO
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Harrington Bungalow 6 One Block to Gulf Beaches - By Island Real Estate Vacation
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Anna Maria Island vacation bungalow that sleeps up to six guests is waiting for you and your family. Ground level vacati ...
Click For PricingExpedia
From $436 per night (USD)VRBO
Newly Remodeled and So Close to the Beach! Turf Yard! Pet Friendly!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Honey I'm Holmes by Anna Maria Island Accommodations 305 73rd St Holmes Beach, Florida Welcome to Honey I’m Holmes! Sta ...
From $436 per night (USD)VRBO
From $499 per night (USD)Expedia
Lazy Dayz on AMI! 1 block to beach access!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Lazy Dayz is a dream vacation home for anyone looking to escape to the beautiful beaches of Anna Maria Island. This newl ...
From $499 per night (USD)Expedia
From $273 per night (USD)VRBO
Escape to Serenity on Anna Maria Island
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to Serenity on Anna Maria Island Immerse yourself in the untouched allure of Anna Maria Island where moments are ...
From $273 per night (USD)VRBO
From $734 per night (USD)Expedia
Warm, welcoming resort on prime beach area. comfortable and intimate
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Area Information Surrounded by the bustling tourist cities of Tampa, Orlando and Sarasota, you’re just a short drive awa ...
From $734 per night (USD)Expedia
From $1000 per night (USD)VRBO
Luxury Home with a Rooftop Deck, Pool, and Putting Green!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
The Royal by Anna Maria Island Accommodations 3015 Avenue E, Holmes Beach, FL 34217 Experience luxury and island parad ...
From $1000 per night (USD)VRBO
From $328 per night (USD)Expedia
Pineapple Paradise! 1 block to Beach access!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Escape to your own slice of paradise at Pineapple Paradise, a charming 1-bedroom bungalow located just steps from the be ...
From $328 per night (USD)Expedia
From $928 per night (USD)VRBO
Beautiful designer luxury home with Golf Cart, Bikes, Pool and Spa, Rooftop!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
The Black Pearl by AMI Locals Home in Holmes Beach, FL 34217 Highlights •2-minute walk to the Beach Access • Dog frien ...
From $928 per night (USD)VRBO
From $348 per night (USD)Expedia
Pirate`s Den Bungalow steps from Beach Access!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to The Pirate`s Den, a charming 1 bedroom/1 bathroom bungalow just steps away from the beach! With a sleeper sofa ...
From $348 per night (USD)Expedia
From $391 per night (USD)VRBO
Beautiful 3 Bedroom 3 Bath Home Steps Away from the White Sands of Holmes Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Short walk to the beach - NO busy roads to cross! Free Trolley stops just steps from this front door! Secluded backyard ...
From $391 per night (USD)VRBO
From $239 per night (USD)Expedia
Royale Retreat in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
You'll feel like royalty when you check into this pristine two bedroom, two bath home tucked away in Key Royale on Anna ...
From $239 per night (USD)Expedia
From $478 per night (USD)VRBO
New Listing! Luxury 4BR Canal Home with Pool. Monthly Rental.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Royale Serenity! This 4BR/3BA spacious canal home with a large inground pool and spa is the perfect family g ...
From $478 per night (USD)VRBO
From $260 per night (USD)Expedia
Paradise - Steps to the Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Super location in the center of Holmes Beach! Park the car as you are just steps to the beautiful beach, fantastic resta ...
From $260 per night (USD)Expedia
From $444 per night (USD)VRBO
Surfs Up: 2 Blocks to Beach! Private Pool & Spa! by Anna Maria Life Vacation Rentals
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Surf's Up by Anna Maria Life Vacation Rentals 214 75th St, Holmes Beach, FL 34217 What You ll Love About This Home: Loc ...
From $444 per night (USD)VRBO
From $448 per night (USD)Expedia
AMI Beach Front Condo - heated pool and less than 50 steps to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Anna Maria Beach Place, unit 4. Our spacious and light-filled beach condo will delight you in every way. You can enjoy t ...
From $448 per night (USD)Expedia
From $353 per night (USD)VRBO
Life's A Beach! Anyday arrival! Fall rate drop!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Looking for a tropical getaway just steps away from the beach? Look no further than Life's a Beach! This charming 1 bedr ...
From $353 per night (USD)VRBO
From $591 per night (USD)Expedia
Seabatical: 1.5 Blocks to Beach, Pool & Spa
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Seabatical by Anna Maria Life Vacation Rentals 209 76th St, Holmes Beach, FL 34217 What You'll Love About This Home: Lo ...
From $591 per night (USD)Expedia
From $261 per night (USD)VRBO
Beautiful, Great location, Walk to everything, 2Bdrm 2Bdrm, Private,
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
- 7 min. walk to beach, beach chairs, umbrellas, towels, beach wagon provided - sleeps 4, 2 bedroom/2 bath, very privat ...
From $261 per night (USD)VRBO
From $178 per night (USD)Expedia
3 Minute walk to beautiful AMI beach! Old Florida Charm with a Modern Flair!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Old Florida Charm with a Modern Flair! This 1/1 each side duplex has recently been refurbished with a coastal vintage s ...
From $178 per night (USD)Expedia
From $608 per night (USD)VRBO
Heated pool & spa, Bay views from 3 stories, 5-min walk to beach, Elevator
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Featuring stunning panoramic views of Manatee Bay, an elevator, paddle board, a relaxing heated pool and spa, and a shor ...
From $608 per night (USD)VRBO
From $457 per night (USD)Expedia
Beachy Blue by Beach Boutique Rentals
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Beachy Blue is a stunning pool home a short stroll from the beautiful beautiful white sand beach. Located West of Gulf d ...
From $457 per night (USD)Expedia