Manatee Area Rentals
From $299 per night (USD)VRBO
Holmes Beach Vacation Home with Pool, Ping Pong, and Tiki Bar! 6 minutes to Beac
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Banana Cabana by Anna Maria Island Accommodations 318 64th Street, Holmes Beach, Florida 34217 Relax and unwind at Ban ...
From $299 per night (USD)VRBO
From $664 per night (USD)Expedia
Home with Pool and Outdoor Amenities near the Bay and Beach - North End Chic
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
North End Chic by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 VR16-000361 Welcome to North End Chi ...
From $664 per night (USD)Expedia
From $473 per night (USD)VRBO
Elevated Anna Maria Family Rental with Pool, 1 Block to Beach - Starfish Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Starfish Beach by Anna Maria Island Accommodations Home in Anna Maria, Florida VR16-000393 Welcome to Starfish Beac ...
From $473 per night (USD)VRBO
From $263 per night (USD)Expedia
Ground-level AMI Condo Near the Beach! Large heated pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Palm Cay 6 by Anna Maria Island Accommodations Holmes Beach Beachside Condo VRC16-000127 Welcome to Palm Cay 6, a cha ...
From $263 per night (USD)Expedia
From $709 per night (USD)VRBO
Canal Front Home with Pool, Spa and Rooftop Deck!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Silver King by Anna Maria Island Accommodations 316 Tarpon St Anna Maria, FL 34216 VR16-000118 Welcome to Silver Ki ...
From $709 per night (USD)VRBO
From $716 per night (USD)Expedia
Luxury home with Pool, Spa, and Dock -Bayshores
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Bayshores by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC18-000040 Welcome to Bayshores, a breat ...
From $716 per night (USD)Expedia
From $484 per night (USD)VRBO
AMI Escape! 2 King Suites, Twin Room and Private Pool Near Pier
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Azure by Anna Maria Island Accommodations 268 Gladiolus St, Anna Maria, FL 34216 VR18-000114 Welcome to Azure, a mo ...
From $484 per night (USD)VRBO
From $304 per night (USD)Expedia
Home with Private Pool and Hot Tub! 3 Blocks to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sand Dollar by Anna Maria Island Accommodations Holmes Beach Private Pool & Hot Tub with Bay and Beach Access VR16-000 ...
From $304 per night (USD)Expedia
From $467 per night (USD)VRBO
Island Home with Private Pool, Oversized Front Porch, and Poolside Dining!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Highlights • Less than a 10-minute walk to the beach • Private pool • Ping pong table • Outdoor shower • Washer an ...
From $467 per night (USD)VRBO
From $533 per night (USD)Expedia
Beautiful Guest House Near the Beach with Private Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Highlights • Less than a 5-minute walk to the beach • Pool Anna Maria Guest House 212 by Anna Marie Accommodations ...
From $533 per night (USD)Expedia
From $1370 per night (USD)VRBO
Spacious Gulf Front Home with Private Pool and Spa
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Tarpon Lookout by Anna Maria Island Accommodations Gulf front home in Bradenton Beach, FL 34217 TPL18-000468 The ultima ...
From $1370 per night (USD)VRBO
From $240 per night (USD)Expedia
Condo with Pool! Near the Beach, Shops, and Dining! - Seabreeze A
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Seabreeze A by Anna Maria Island Accommodations Holmes Beach Family-Friendly Beach Retreat VRC16-000112 Welcome to Se ...
From $240 per night (USD)Expedia
From $502 per night (USD)VRBO
Cozy Pine Ave Cottage Near Beach and Pier
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Anna Maria Guest House 317 by Anna Maria Island Accommodations 317 Pine Ave, Anna Maria, FL 34216 Welcome to Anna Mar ...
From $502 per night (USD)VRBO
From $446 per night (USD)Expedia
Beach Cottage! Walk to Dining, Shops and Island Trolley Stop
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Beach Cottage by Anna Maria Island Accommodations 211 71st St, Holmes Beach, FL 34217 VRC16-000178 Welcome to Beach ...
From $446 per night (USD)Expedia
From $460 per night (USD)VRBO
Gulf View Condo! Lanai, Pool & Beach Access!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Sunset Terrace 209 by Anna Maria Island Accommodations 2312 Gulf Drive, Unit #209, Bradenton Beach, Florida TPL18-00 ...
From $460 per night (USD)VRBO
From $374 per night (USD)Expedia
Stay at Sun Daze: Private Pool, 3 Minutes to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Sun Daze by Anna Maria Island Accommodations 126 51st St, Unit B Holmes Beach, FL 34217 VRC16-000103 Discover the perfe ...
From $374 per night (USD)Expedia
From $493 per night (USD)VRBO
Canal Home with Pool & Dock Near Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Hammock Dreams by Anna Maria Island Accommodations 131 Hammock Rd, Anna Maria, FL 34216 VR16-000408 Welcome to Hammo ...
From $493 per night (USD)VRBO
From $429 per night (USD)Expedia
Beautifully outfitted home with a heated pool and tropical backyard!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Seahorse Paradise 2.5 Blocks to Beach Highlights: • Heated Pool • Tropical Backyard • Large Covered Patio • Poolside ...
From $429 per night (USD)Expedia
From $381 per night (USD)VRBO
Enjoy Endless Fun with a Private Heated Pool at Key Largo Cottage!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Key Largo Cottage by Anna Maria Island Accommodations 315 62nd Street, Holmes Beach, Florida Discover the ultimate fam ...
From $381 per night (USD)VRBO
From $452 per night (USD)Expedia
Private Home with Pool and Hot Tub, just 5 Houses to the Water!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beach Baby by Anna Maria Island Accommodations Private home in Anna Maria, Florida 5 Houses to Beach! Highlights: • J ...
From $452 per night (USD)Expedia
From $216 per night (USD)VRBO
Coastal Home with Heated Pool, Close to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Pineapple Palms by Anna Maria Island Accommodations 308 64th St, Holmes Beach, FL 34217 VRC17-000041 Welcome to Pineap ...
From $216 per night (USD)VRBO
From $642 per night (USD)Expedia
1.5 Blocks to Gulf Beaches, Private Heated Pool - No Bad Days
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
No Bad Days by Anna Maria Island Accommodations Home in Holmes Beach, FL VRC18-000057 Welcome to No Bad Days, an invit ...
From $642 per night (USD)Expedia
From $416 per night (USD)VRBO
Covey Cottage! Walk to Beach, Boutique Shops & City Pier
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Covey Cottage by Anna Maria Vacations 418 Spring Ave, Anna Maria, FL 34216 VR16-000292 Welcome to Covey Cottage, a ...
From $416 per night (USD)VRBO
From $458 per night (USD)Expedia
Holmes Beach Gem! Pool, Grill & Game Room!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Attitude By Latitude by Anna Maria Island Accommodations Holmes Beach Vacation Home with Pool, Game Room, and Elevator ...
From $458 per night (USD)Expedia
From $274 per night (USD)VRBO
Heated Pool! Beautiful Condo, Close to Beach - Blue Lagoon 1
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Blue Lagoon 1 by Anna Maria Island Accommodations Holmes Beach Vacation Condo VRC16-000166 Welcome to Blue Lagoon 1, ...
From $274 per night (USD)VRBO
From $462 per night (USD)Expedia
Private Home with Pool and Spa, 2 Blocks to Beach and Guest Suite!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Little Pink Houses by Anna Maria Island Accommodations Anna Maria, FL 34216 VR18-000136 Welcome to Little Pink Houses, ...
From $462 per night (USD)Expedia
From $344 per night (USD)VRBO
Spacious family home with heated Pool and Spa, Close to Beach! - Shamrock Palms
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Shamrock Palms by Anna Maria Island Accommodations Holmes Beach Vacation Home VRC16-000106 Welcome to Shamrock Palms, ...
From $344 per night (USD)VRBO
From $357 per night (USD)Expedia
Close to Beach! Home with Putting Green and Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sea Turtle by Anna Maria Island Accommodations 5704 Holmes Blvd, Holmes Beach, FL 34217 VRC16-000113 Welcome to Sea Tu ...
From $357 per night (USD)Expedia
From $671 per night (USD)VRBO
Triple Play! Canal, Pool & Walk to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Triple Play by Anna Maria Island Accommodations 313 Iris Street, Anna Maria, Florida VR16-000416 Welcome to Triple ...
From $671 per night (USD)VRBO
From $489 per night (USD)Expedia
AMI Stay! Family-Friendly Home with Pool, Twin Room and Garden Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Pink Palm Bungalow by Anna Maria Island Accommodations 304 Palm Ave, Anna Maria, FL 34217 VR16-000353 Welcome to Pi ...
From $489 per night (USD)Expedia
From $258 per night (USD)VRBO
Beautiful Condo with Pool, Just Steps to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Palms 2 by Anna Maria Vacations 3302 6th Ave, Unit #2, Holmes Beach FL 34217 VRC16-000099 Welcome to The Palms 2, ...
From $258 per night (USD)VRBO
From $332 per night (USD)Expedia
Island Mojo! Family-Friendly Beach Escape!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Mojo by Anna Maria Island Accommodations Holmes Beach Pool Home with Hot Tub, Near Beach and Shops VRC16-00014 ...
From $332 per night (USD)Expedia
From $714 per night (USD)VRBO
Private Home with Pool and Game Room, 1 Block to Beach! - Dolphin Pointe
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Dolphin Pointe by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 VR16-000318 Welcome to Dolphin Poi ...
From $714 per night (USD)VRBO
From $407 per night (USD)Expedia
Beach Dream Cottage: Steps from the Beach with Private Pool and Spa!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beach Dream Cottage by Anna Maria Island Accommodations 5605 Carissa Street, Unit A, Holmes Beach, Florida VRC16-000637 ...
From $407 per night (USD)Expedia
From $372 per night (USD)VRBO
Completely Updated Anna Maria Island Home with Private Pool: Peach Bellini
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Peach Bellini by Anna Maria Island Accommodations Holmes Beach Vacation Rental Welcome to Peach Bellini, your perfect ...
From $372 per night (USD)VRBO
From $716 per night (USD)Expedia
6 minutes to Beach! Screened-in and Heated Pool! - Seahorse Cove
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Seahorse Cove by Anna Maria Island Accommodations Holmes Beach Beachside Duplex VRC16-000109 Welcome to Seahorse Cove ...
From $716 per night (USD)Expedia
From $446 per night (USD)VRBO
Beautiful Condo on Pine Ave, 2 Blocks to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
High Tide Haven by Anna Maria Island Accommodations 306 Pine Ave Anna Maria, FL 34216 Welcome to High Tide Haven where ...
From $446 per night (USD)VRBO
From $477 per night (USD)Expedia
Adorable Cottage with Covered Balconies and Private Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Social Nest by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 Welcome to Social Nest, a second-level ho ...
From $477 per night (USD)Expedia
From $377 per night (USD)VRBO
Villa with Heated Pool and Swim-up Tiki Bar! Close to Beach - La Mer
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
La Mer by Anna Maria Island Accommodations 313 58 Street, Unit A, Holmes Beach, Florida 34217 VRC18-000126 Welcome to ...
From $377 per night (USD)VRBO
From $600 per night (USD)Expedia
Perfect Vacation Home! Pool, Lounge, and Ping Pong
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Coconut Cottage by Anna Maria Island Accommodations 310 68th St, Holmes Beach, FL 34217 VRC16-000159 Welcome to Coconu ...
From $600 per night (USD)Expedia
From $283 per night (USD)VRBO
Home with Private Pool, Two Blocks from the Beach! - Queen Palms
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Queen Palm by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC19-000042 Welcome to Queen Palm! Th ...
From $283 per night (USD)VRBO
From $625 per night (USD)Expedia
Spacious Canal front Home with Pool, Perfect For Family Vacations!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Gypsy Sol by Anna Maria Island Accommodations 516 Loquat Dr, Anna Maria, FL, 34216 VR18-000034 Welcome to Gypsy So ...
From $625 per night (USD)Expedia
From $692 per night (USD)VRBO
Called in Sic! Luxury Home with Pool, Spa, Rooftop Deck and Walk to Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Called in Sic by Anna Maria Island Accommodations 813 Jacaranda Rd, Anna Maria, Florida 34216 VR18-000103 Welcome t ...
From $692 per night (USD)VRBO
From $359 per night (USD)Expedia
Steps to Beach and Pool Cozy Island Flat Near Pine Ave
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Sand and Sea 113 B by Anna Maria Island Accommodations 111 Magnolia Ave, Unit B | Anna Maria, FL 34216 VR16-000423 ...
From $359 per night (USD)Expedia
From $568 per night (USD)VRBO
Seaside Manor! Pool, Spa & Beach Walk!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Seaside Manor by Anna Maria Island Accommodations Anna Maria Island Pool Home in Bradenton Beach Welcome to Seaside M ...
From $568 per night (USD)VRBO
From $757 per night (USD)Expedia
Canal Front Family Home with Private Dock and Heated Pool!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Jackie’s Cottage by Anna Maria Island Accommodations Holmes Beach Canal Front Retreat with Dock VRC18-000190 Welcome ...
From $757 per night (USD)Expedia
From $1162 per night (USD)VRBO
Luxury Retreat! Pool, Spa & Walk to Beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Water Colors by Anna Maria Island Accommodations 109 Palm Avenue, Anna Maria, Florida VR18-000060 Welcome to Water ...
From $1162 per night (USD)VRBO
From $511 per night (USD)Expedia
Gorgeous Home with a Pool, Outdoor Lounge, and Elevator! Close to the Beach and
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Ohana by Anna Maria Island Accommodations 4807 2nd Avenue, Holmes Beach, Florida 34217 Experience the perfect family v ...
From $511 per night (USD)Expedia
From $733 per night (USD)VRBO
Stunning Home with Pool, Tiki Bar, and Game Room! 2 Minute Walk to Beach - Marga
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Margarita-Ville by Anna Maria Island Accommodations 121 46th Street, Holmes Beach, Florida 34217 VRC16-000136 Experien ...
From $733 per night (USD)VRBO
From $176 per night (USD)Expedia
Beach Home with Pool Access and Private Patio with BBQ Grill! - Little Dream
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Little Dream by Anna Maria Accommodations Holmes Beach Cozy Beach Retreat VRC16-000139 Welcome to Little Dream! A cha ...
From $176 per night (USD)Expedia
From $478 per night (USD)VRBO
Beautiful home with pool, elevator, and ping pong table
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Beach Retreat by Anna Maria Island Accommodations Home in Holmes Beach, FL 1 Block to Beach Highlights • 2-minute wa ...
From $478 per night (USD)VRBO
From $492 per night (USD)Expedia
Private Home 1 Block to Beach with Pool and Hot Tub!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Highlights • 3-minute walk from Beach • Private pool and hot Tub • Outdoor shower • Washer and dryer Beach You To I ...
From $492 per night (USD)Expedia
From $847 per night (USD)VRBO
Anna Maria Friends Getaway: Private Pool Close to the Beach - Coral Kai
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Coral Kai by Anna Maria Island Accommodations Home in Anna Maria, Florida VR20-000067 Welcome to Coral Kai, your ide ...
From $847 per night (USD)VRBO
From $642 per night (USD)Expedia
Island Retreat with Pool and Putting Green
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Lady From the Sea by Anna Maria Island Accommodations 205 Iris St Anna Maria, FL 34216 VR18-000156 Welcome to ...
From $642 per night (USD)Expedia
From $865 per night (USD)VRBO
Near the Beach with Balconies and Tiki Bar
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Two Pina Coladas by Anna Maria Island Accommodations Home in Holmes Beach, FL 1 Block to Beach Highlights: • Heated P ...
From $865 per night (USD)VRBO
From $475 per night (USD)Expedia
Private Home with Pool! 1 Block to Beach, Great for Familiy!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Hurricane House by Anna Maria Island Accommodations 205 Spring Ave, Anna Maria, FL, 34216 VR16-000396 Welcome to H ...
From $475 per night (USD)Expedia
From $650 per night (USD)VRBO
Gulf front condo with amazing views and beach access! - Palm Gables 112
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Palm Gables 112 by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC18-000128 Experience the epit ...
From $650 per night (USD)VRBO
From $1040 per night (USD)Expedia
Poseidon’s Palace! Family Fun & Gulf Views!
- Bedrooms:
- 5
- Bathrooms:
- 8
- Sleeps:
- 16
Poseidon’s Palace by Anna Maria Island Accommodations Luxury 8-Bedroom Retreat with Rooftop Deck, Pool, and Spa VRC16 ...
From $1040 per night (USD)Expedia
From $797 per night (USD)VRBO
Sea Oats: Anna Maria Island Family Retreat with Pool Just Steps from the Beach!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Sea Oats by Anna Maria Island Accommodations Home in Holmes Beach, Florida VRC16-000115 Welcome to Sea Oats, your ul ...
From $797 per night (USD)VRBO
From $365 per night (USD)Expedia
Vibrant Island Retreat with Pool, Tiki Table and Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Ainsley Beach House by Anna Maria Island Accommodations 209 55th St, Holmes Beach, FL 34217 VRC16-000185 Welcome to ...
From $365 per night (USD)Expedia
From $326 per night (USD)VRBO
Sand & Sea! Relaxing Patio, Shared Pool & Walkable Location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Sand and Sea 113 A by Anna Maria Island Accommodations 113 Magnolia Ave, Unit A, Anna Maria, FL 34216 VR16-000423 W ...
From $326 per night (USD)VRBO
From $548 per night (USD)Expedia
Casa Allegria: Remodeled Home with Private Pool, Just Over a Block to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Casa Allegria by Anna Maria Island Accommodations 209 Archer Way Anna Maria, FL 34216 VR16-000015 Welcome to Casa Alle ...
From $548 per night (USD)Expedia
From $391 per night (USD)VRBO
Coral Palms: 3BR Updated Rental with Private Pool near Gulf of Mexico Beaches
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Coral Palms by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC16-000157 Welcome to Coral Palms, a ...
From $391 per night (USD)VRBO
From $251 per night (USD)Expedia
Quiet Villa, Steps to Beach! Close To Trolley Stop and Shopping! - Sea Glass Vil
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Sea Glass Villa by Anna Maria Island Accommodations Holmes Beach Oceanfront Retreat with Pool and Tiki Hut VRC20-00018 ...
From $251 per night (USD)Expedia
From $468 per night (USD)VRBO
Beachfront Rental with Ocean Views, Close to Restaurants and Shopping!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Captain Ron's Beach Pad by Anna Maria Island Accommodations Bradenton Beach Gulf Front Rental Welcome to Captain Ron' ...
From $468 per night (USD)VRBO
Click For PricingExpedia
Palm Paradise! Pool, Games & Walk to Beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Palm Paradise by Anna Maria Island Accommodations Anna Maria Vacation Home with Private Pool VR16-000358 Welcome to ...
Click For PricingExpedia
From $334 per night (USD)VRBO
Sand & Sea 109 A! Pool, Patio and Coastal Charm!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Sand and Sea 109 A by Anna Maria Island Accommodations 109 Magnolia Ave, Unit A, Anna Maria, FL, 34216 VR16-000422 W ...
From $334 per night (USD)VRBO
From $376 per night (USD)Expedia
Updated Home, 5 Houses from the Beach! Private Pool and Game Room! - Ocean's 77
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ocean's 77 by Anna Maria Island Accommodations Holmes Beach Beachside Retreat with Pool & Game Room 205 77th Street, U ...
From $376 per night (USD)Expedia
From $562 per night (USD)VRBO
Canal Home with Private Pool and Dock - North End Zen
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
North End Zen by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 VR16-000360 Recharge your batteries N ...
From $562 per night (USD)VRBO
From $326 per night (USD)Expedia
Beautiful Home Directly Across the Street from the Gorgeous Bay Beaches!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Shore's Nice by Anna Maria Island Accommodations 912 N Shore Drive, Anna Maria, Florida VR21-000020 Experience your u ...
From $326 per night (USD)Expedia
From $500 per night (USD)VRBO
Private Home Situated Near Bean Point with Spacious Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Absolutely Anna by Anna Maria Island Accommodations Home in Anna Maria, FL 34216 VR16-000095 Escape to paradise at ...
From $500 per night (USD)VRBO
From $518 per night (USD)Expedia
Beautiful Villa near the Beach with Pool! - Mermaid's Hideaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Mermaid's Hideaway by Anna Maria Island Accommodations Holmes Beach Walkable Beachfront Home with Pool VRC16-000135 E ...
From $518 per night (USD)Expedia
From $457 per night (USD)VRBO
Remodeled Duplex with Heated Pool! 2 Blocks to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Turtle Crawl by Anna Maria Island Accommodations 763 Jacaranda Rd, Unit B, Anna Maria, FL, 34216 VR16-000350 Welco ...
From $457 per night (USD)VRBO
From $442 per night (USD)Expedia
Quiet North End Home Only 2 Blocks to Beach with Private Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our Place By The Sea Anna Maria, FL 34216 VR16-000359 Welcome to Our Place By The Sea, an inviting vacation home with a ...
From $442 per night (USD)Expedia
From $358 per night (USD)VRBO
Remodeled Duplex with Heated Pool, 2 Blocks to the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Turtle Trax by Anna Maria Island Accommodations 763 Jacaranda Rd, Unit A, Anna Maria, FL, 34216 VR16-000350 Welcom ...
From $358 per night (USD)VRBO
From $323 per night (USD)Expedia
Family-Friendly Home, Steps from the Beach with Private Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Addison’s Beach House by Anna Maria Island Accommodations Holmes Beach Family Beach Retreat with Pool VRC16-000188 We ...
From $323 per night (USD)Expedia
From $576 per night (USD)VRBO
Beautiful Home with Pool, Outside Living Area, and Near the Beach! - Coconut Lag
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Coconut Lagoon by Anna Maria Island Accommodations 74 N Shore Dr, Anna Maria, FL, 34216 VR16-000285 Welcome to Coc ...
From $576 per night (USD)VRBO
From $410 per night (USD)Expedia
Gorgeous Villa, with Private Heated Pool and Tiki Bar
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Serendipity by Anna Maria Island Accommodations Holmes Beach Private Villa with Pool VRC16-000107 Welcome to Serendip ...
From $410 per night (USD)Expedia
From $323 per night (USD)VRBO
Quaint Condo with Shared Pool, Only 2 Houses to the Beach - Sand And Sea 109 B
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Sand and Sea 109 B by Anna Maria Island Accommodations A 109 Magnolia Ave, Unit B, Anna Maria, FL, 34216 VR16-000422 ...
From $323 per night (USD)VRBO
From $361 per night (USD)Expedia
Beachside Retreat with Pool, Patio and Walk to Pine Ave
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Sand and Sea 111 B by Anna Maria Island Accommodations 111 Magnolia Ave, Unit B, Anna Maria, FL 34216 VR16-000423 We ...
From $361 per night (USD)Expedia
From $256 per night (USD)VRBO
Perfect family vacation home with private pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Aggies Treasure by Anna Maria Island Accommodations 203 70th St, Unit A (West Unit) Holmes Beach, FL 34217 One Block to ...
From $256 per night (USD)VRBO
From $413 per night (USD)Expedia
Beachfront Balcony, Stylish Gulf-View Escape
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Palm Gables 110 by Anna Maria Vacations Holmes Beach Beachfront Condo 110 36th St, Holmes Beach, FL 34217 Welcome to ...
From $413 per night (USD)Expedia
From $485 per night (USD)VRBO
Luxury home near the beach and shopping! Private backyard and pool!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Highlights • 2-minute walk from the beach • Private Pool • Near free Anna Maria Island Trolley stop • Outdoor living spa ...
From $485 per night (USD)VRBO
From $241 per night (USD)Expedia
Canal front Cottage Near the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Stars on the Water by AMI Locals Canal Front Vacation Home with Dock near Manatee Beach VRC21-000115 Perfect for beac ...
From $241 per night (USD)Expedia
From $456 per night (USD)VRBO
Happy Island Cottage with Heated Private Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A 2000 sq/ft, 3 bedroom modern beach house with heated* and very private pool. A perfect location just steps from the be ...
From $456 per night (USD)VRBO
From $1197 per night (USD)Expedia
Sea La Vie Beach House - Luxury Home w/ Pool, Spa, Dock & Canal Access on Anna Maria
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Sea La Vie Beach House! On Anna Maria Island (Anna Maria, FL) A Luxurious Canal-Front Retreat on Anna Maria ...
From $1197 per night (USD)Expedia
From $267 per night (USD)VRBO
Gulf & Sunset Views!!! 1BR Apt. B is a Centrally Located, walk to all location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Spectacular Gulf water & sunset views!!! 4-Plex Apartment "B" (first floor, southern sunny end unit, post storms restor ...
From $267 per night (USD)VRBO
From $218 per night (USD)Expedia
Share Our Island Paradise-100 flip-flop steps to the beach.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Anna Maria Island. We are located 45 minutes south of St Petersburg, an hour south of the Tampa International ...
From $218 per night (USD)Expedia
From $471 per night (USD)VRBO
Prime Location, Endless Gulf Views - Beach Castle Resort #9 by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Compliments of RVA, Beach Castle Resort expands from the bayside of Longboat Key to the Gulf – providing a place to laun ...
From $471 per night (USD)VRBO
From $479 per night (USD)Expedia
Anna Maria Island, NORTH END 3 bedroom, pet friendly, private pool home!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Paradise found in this 3 bedroom, 2 bath pet friendly, home on Anna Maria Island! This family home is just 1 block from ...
From $479 per night (USD)Expedia
From $416 per night (USD)VRBO
2 BR w Private Balcony on the Beach in Longboat Key-Silver Sands #251S by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $416 per night (USD)VRBO
From $277 per night (USD)Expedia
Sun, Sand & Serenity – Beach Castle #17 by RVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Compliments of RVA, Beach Castle Resort expands from the bayside of Longboat Key to the Gulf – providing a place to laun ...
From $277 per night (USD)Expedia
From $497 per night (USD)VRBO
Gulfside Comfort Just Steps from the Sand - Beach Castle Resort #4 by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Compliments of RVA, Beach Castle Resort expands from the bayside of Longboat Key to the Gulf – providing a place to laun ...
From $497 per night (USD)VRBO
From $422 per night (USD)Expedia
Gulf Place Unit 10 in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
**ASK ABOUT LAST-MINUTE DEALS! Enjoy a fabulous stay at the beach in this beautifully remodeled two-bedroom, two-bath u ...
From $422 per night (USD)Expedia
From $239 per night (USD)VRBO
2/2 Peaceful Condo Located In Margaritaville
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
From resort-style amenities to beautiful beaches, you will have everything you need for an unforgettable getaway vacatio ...
From $239 per night (USD)VRBO
From $288 per night (USD)Expedia
The Sunset Retreat Is A Luxury 3/3 Condo Overlooking Anna Maria Sound.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
ONE PARTICULAR HARBOUR LOCATED ON THE ANNA MARIA ISLAND SOUND OFFERS AN AWARD WINNING WATERFRONT RESORT LIVING ON FLORID ...
From $288 per night (USD)Expedia
From $189 per night (USD)VRBO
Canalfront, Dog-Friendly Condo w/ High-Speed WiFi & Central AC - Snowbirds OK
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Runaway Bay 167 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $189 per night (USD)VRBO
From $759 per night (USD)Expedia
Bella Vita: Canal front, pool, perfect location!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
SECURITY CAMERAS IN USE LIFE IS BEAUTIFUL AND ALWAYS BETTER AT THE BEACH! BELLA VITA. YOUR NEW CORNER OF PARADISE! THI ...
From $759 per night (USD)Expedia
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Dog Friendly Home with Private Pool and Spa! Close to Beach - Sunset and Sands
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Sunset and Sands by Anna Maria Island Accommodations 200 81st Street, Holmes Beach, 34217 VRC17-000117 Welcome to Suns ...
Click For PricingVRBO
From $424 per night (USD)Expedia
Fun family vacation home, just one block to the AMI beach. You'll love the pool!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Blue Pineapple by AMI Locals Home in Holmes Beach, Florida CAA20-000023 Paradise awaits at Blue Pineapple, a gorgeo ...
From $424 per night (USD)Expedia