Holmes Beach Rentals
- From $301 per night (USD)
VRBO
Come get your beach on & out of the cold! 8 houses to the beautiful white sand!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Dena & Laurie's "Tropical Treehouse". This property is zoned for 7 nights minimum. Beautifully updated vac ...
From $301 per night (USD)VRBO
- From $780 per night (USD)
Expedia
Bright and sunny luxury vacation home, one block to the beach w\/ Pool and Spa!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Coral Escape by Anna Maria Island Locals Home in Holmes Beach, FL Only 6 houses away from the beach! Highlights: • Gor ...
From $780 per night (USD)Expedia
- From $1088 per night (USD)
VRBO
Beautiful luxury home! Pool, rooftop deck, steps from the beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Avalon by Anna Maria Island Locals Home in Holmes Beach, FL Features: • Private Pool and Spa • Rooftop Deck with stunn ...
From $1088 per night (USD)VRBO
- From $861 per night (USD)
Expedia
Luxury home just 2 blocks to beach, private pool and spa!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Beachy Keen by AMI Locals Home in Holmes Beach, Florida VRC18-000062 Welcome to Beachy Keen, an adorable coastal cottag ...
From $861 per night (USD)Expedia
- From $405 per night (USD)
VRBO
Charming Cottage, one block off beach with a private pool and gorgeous backyard!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Caribbean Reef by Anna Maria Island Locals Home in Holmes Beach, FL Highlights: • Private heated pool • Private patio ...
From $405 per night (USD)VRBO
- From $685 per night (USD)
Expedia
Luxury home with private pool and spa, short walk to beach! - Mojito Splash
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Mojito Splash by AMI Locals Home in Holmes Beach 34217 VRC18-000068 Welcome to Mojito Splash! This stunning five-bed ...
From $685 per night (USD)Expedia
- From $645 per night (USD)
VRBO
Ground level home with private pool, just steps to the beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Mermaids Watch by Anna Maria Island Locals Home in Holmes Beach, FL Highlights: • Private backyard with a heated pool ...
From $645 per night (USD)VRBO
- From $325 per night (USD)
VRBO
Loggerhead by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the Loggerhead, a true home away from home. This is a perfect 2 bedroom/2 bathroom on a private and quiet str ...
From $325 per night (USD)VRBO
- From $413 per night (USD)
VRBO
The Pink Chicken by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the Pink Chicken! A beautifully updated and bright 3 bedroom home on Anna Maria Island. *Features include* ...
From $413 per night (USD)VRBO
- From $525 per night (USD)
VRBO
Gone Coastal 3 by Beach Boutique Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This stylish 3 bedroom, 2 and a half bath vacation home is located just a short walk from Anna Maria Island's sugar whit ...
From $525 per night (USD)VRBO
- From $340 per night (USD)
VRBO
Gone Coastal by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Gone Coastal! No detail was spared when this fabulous vacation rental was designed. *Features include* * P ...
From $340 per night (USD)VRBO
- Click For Pricing
Expedia
Town-home, close to beach, with a beautiful, tropical garden
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
North Beach Villa, 3 Bedrooms, 2 Baths, 1 Bonus room, (sleeps 6) Located in a condo-like complex in a quiet residentia ...
Click For PricingExpedia
- From $365 per night (USD)
VRBO
2 MIN WALK TO GULF BEACHES, LG HEATED POOL, XLG LANAI - GAS GRILL and More
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Whispering Palms Villa at North Beach Village is a bright and sunny, tastefully decorated beach style townhouse located ...
From $365 per night (USD)VRBO
- From $586 per night (USD)
Expedia
Beautiful bungalow with private pool! Close to beach!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Day Break Bungalow by Anna Maria Island Locals Home in Holmes Beach, FL Features: • Pool • BBQ grill, Backyard patio po ...
From $586 per night (USD)Expedia
- From $386 per night (USD)
VRBO
PRIVATE HEATED POOL! 150 Steps to the Beach! No property management fees!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Gulf Breeze is a cozy Key West style coastal cottage ideally located 150 steps to the beautiful beach. The property is ...
From $386 per night (USD)VRBO
- From $645 per night (USD)
VRBO
The Tiki Treehouse: Luxury Beach Retreat at Grassy Point Nature Preserve
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 10
Seven beds nestled among manicured palm trees and mangroves, two minutes' walk to America's best beach. Tiki Bar lounge ...
From $645 per night (USD)VRBO
- From $600 per night (USD)
VRBO
Gone Coastal Duplex by Beach Boutique Rentals
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the ultimate family vacation getaway. This amazing house is a full duplex rental with a total of 4 bedrooms a ...
From $600 per night (USD)VRBO
- From $340 per night (USD)
VRBO
Gone Coastal Too by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Gone Coastal, Too! This sister property to Gone Coastal has all the comforts of home. *Features include* * ...
From $340 per night (USD)VRBO
- From $1158 per night (USD)
VRBO
On the Beach: Sunset lovers -breathtaking 180 degree views of Gulf of Mexico.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
This beautiful 5-bedroom, 4-bathroom vacation home in Holmes Beach is just steps from the beach with fantastic Gulf view ...
From $1158 per night (USD)VRBO
- From $158 per night (USD)
VRBO
Escape to Paradise, visit Anna Maria Island!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Anna Maria Island is one of Florida's most beautiful islands. Out of the way, yet easily accessible. Incredible Sunsets ...
From $158 per night (USD)VRBO
- From $320 per night (USD)
VRBO
Charming Home on Anna Maria Island 2 Blocks from Beach with Private Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Charming 3 bedroom, 2 bathroom, split floor plan on the North end of Holmes Beach, Anna Maria Island. This home is ever ...
From $320 per night (USD)VRBO
- From $117 per night (USD)
VRBO
SUPER CLEAN @ Sunbow Bay. Sleeps 6, easy walk to gulf\/groceries, nice amenities!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
CLEAN, CLEAN, CLEAN!! This beautiful, clean and conveniently located Holmes Beach condo is a relatively new rental list ...
From $117 per night (USD)VRBO
- From $565 per night (USD)
VRBO
5 Bedrooms*Close to Beach*Heated Pool*Tiki Hut
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Ground level home with large -heated pool and tiki bar. This spacious ground floor home is located about a block (we cou ...
From $565 per night (USD)VRBO
- From $523 per night (USD)
Expedia
Private pool and close to beach! Near shopping and dining!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Blissful Bungalow by AMI Locals Home in Holmes Beach Florida VRC21-000131 Welcome to Blissful Bungalow, a chic ranch-st ...
From $523 per night (USD)Expedia
- From $385 per night (USD)
VRBO
Luxury home on Anna Maria Island, private heated pool, pet friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
It's My Dream is a brand new and lovely island-themed private duplex with 3 bedrooms and 2 bathrooms. Equipped with a pr ...
From $385 per night (USD)VRBO
- From $302 per night (USD)
Expedia
105 Tiffany Place: Beach Front Condo with Heated Resort Pool by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
7000 Gulf Dr #105, Holmes Beach, FL 34217 What You'll Love About This Condo: Location! On the Beach! 2 Bedrooms / 2 Bat ...
From $302 per night (USD)Expedia
- From $334 per night (USD)
VRBO
Private pool, 3 bedroom on Anna Maria Island, only minutes to the beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The comfort in Egret's Landing is stunning. The home is fully equipped with everything you need like a full kitchen with ...
From $334 per night (USD)VRBO
- From $375 per night (USD)
Expedia
Steps to the beach! PRIVATE HEATED POOL w covered lanai. Central location.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Two minute walk to beach access at the end of our street! PRIVATE heated pool. Air conditioned 2 bedroom 2 bath home. P ...
From $375 per night (USD)Expedia
- From $370 per night (USD)
VRBO
Two minute walk to beach! PRIVATE HEATED POOL w covered lanai. Great location!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Two minute walk to beach access at the end of our street! PRIVATE heated pool. Air conditioned 2 bedroom 2 bath home. P ...
From $370 per night (USD)VRBO
- From $299 per night (USD)
Expedia
GREAT COTTAGE w\/Heated Pool, Dog*(See Note) Allowed, FREE WiFi\/Trolley, Steps...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**ASK ABOUT LAST-MINUTE DEALS! This Anna Maria Island cottage offers relaxation in this charming two-bedroo ...
From $299 per night (USD)Expedia
- From $1279 per night (USD)
VRBO
Just Beachy managed by Beach Retreats
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 8
128 49th St Holmes Beach VRC 21-000019 Book with confidence: Cancellations up to 30 days prior to arrival result in a r ...
From $1279 per night (USD)VRBO
- Click For Pricing
Expedia
Dog Friendly with Heated Pool! Close to Boat Ramp and Restaurants!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Stones Throw by Anna Maria Island Accommodations Duplex in Holmes Beach, FL 34217 Welcome to Stones Throw, a fantastic ...
Click For PricingExpedia
- Click For Pricing
VRBO
Bayfront Holmes Beach Condo w\/ Resort Perks!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Situated in the West Bay Point and Moorings Condominiums community, this Holmes Beach vacation rental is perfect for an ...
Click For PricingVRBO
- From $728 per night (USD)
Expedia
Luana Breeze in Holmes Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to "Luana Breeze" located at 208 68th Street, Holmes Beach. Find ease and relaxation the moment you arrive, this ...
From $728 per night (USD)Expedia
- From $351 per night (USD)
VRBO
Plum Cottage: Duplex with a pool centrally located on Anna Maria Island
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Plum Cottage is a 2 bedroom, 2 bath ground level home that is walking distance to pristine Gulf beaches. This Triplex ha ...
From $351 per night (USD)VRBO
- From $500 per night (USD)
Expedia
Waters Edge 110N by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Water’s Edge, a beachfront getaway with stunning views! The Water’s Edge 110N condo is a beautiful two-bedroo ...
From $500 per night (USD)Expedia
- From $235 per night (USD)
VRBO
Sea Pirate Condominium in Holmes Beach - 2BR Condo with Pool - By Island Real Es
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
"Sea Pirate 2" is a bright and sunny, ground-floor vacation rental condo that features beach decor, has an oversized hea ...
From $235 per night (USD)VRBO
- From $455 per night (USD)
Expedia
Beautifully remodeled with private pool and spa! Located near beach & shopping!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Last Resort by AMI Locals Home in Holmes Beach, Florida VRC19-000160 Welcome to Last Resort, the perfect ground-level, ...
From $455 per night (USD)Expedia
- From $181 per night (USD)
VRBO
Expansive Views, Walk to Beach and Grocer, Anna Maria Island Vacation Rental
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy quiet sunsets from your private screened balcony at this two bedroom two bathroom third floor condo with preserve ...
From $181 per night (USD)VRBO
- From $330 per night (USD)
Expedia
Newly renovated condo with community pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Sea You Soon by AMI Locals Condo in Holmes Beach VRC22-000162 Welcome to Sea You Soon, a newly refreshed three-level ...
From $330 per night (USD)Expedia
- From $641 per night (USD)
VRBO
Steps to Beach!Spectacular View Discounts in for July
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Ah, the smell of salt and sand. There's no elixir on this blessed earth like it. Our luxury Anna Maria Island Townhome ...
From $641 per night (USD)VRBO
- From $315 per night (USD)
Expedia
Perfect Beach Front Getaway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sun Plaza West is a beautiful beachfront property offering all of the conveniences you would want in an island stay. Thi ...
From $315 per night (USD)Expedia
- From $314 per night (USD)
VRBO
Beach House Anna Maria Island, FL - 1 block to beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this beautiful home in North Beach Village on Anna Maria Island, where coastal charm and exceptional privacy ...
From $314 per night (USD)VRBO
- From $154 per night (USD)
VRBO
⚓5400 Gulf Dr! 55+ condo with amazing pool just steps away from the beach!⚓🏖
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Gulf Drive 5400! ⚓55+ Community, Heated Pools ⚓Short walk to the World Class Beaches of Anna Maria Island ⚓Fu ...
From $154 per night (USD)VRBO
- From $161 per night (USD)
VRBO
WBC 226 Spacious 1\/1 Pool Tennis Condo Close To White Sand Beach Shopping
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
VRC20-000180 West-bay Cove 226 located at 600 Manatee Ave West in Holmes Beach is a picturesque and luxurious one bedro ...
From $161 per night (USD)VRBO
- Click For Pricing
VRBO
AMI Waterfront Villa
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
LOOKING FOR MONTHLY RENTERS! Luxury on the island! 6 beds, 5 baths, private underground pool, boat and kayak lift, & i ...
Click For PricingVRBO
- From $365 per night (USD)
VRBO
Private Heated Pool and Close to the beach with beach gear and Dog friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This nicely appointed 2 bedroom, 2 bath ground floor home with Private Pool is located one very short block to the beaut ...
From $365 per night (USD)VRBO
- From $417 per night (USD)
Expedia
Two great beach accesses just steps away!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC16-000097 The Palms #4 is in Holmes Beach is just a short walk to the beach, walk to the shops and grocery store and ...
From $417 per night (USD)Expedia
- From $881 per night (USD)
VRBO
Island luxury 6 bedroom home with pool, walk to beach!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Seas the Day by AMI Locals Home in Holmes Beach, FL Just a 2 block stroll to the turquoise Gulf waters! Highlights: • ...
From $881 per night (USD)VRBO
- From $500 per night (USD)
Expedia
Lakefront 3BR Duplex with Private Pool - Anna Maria Island - Island Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
If you’re looking to enjoy the beaches of Anna Maria Island, as well as relaxing island life, look no further than “Suga ...
From $500 per night (USD)Expedia
- From $1200 per night (USD)
VRBO
LAST MINUTE AVAILABILITY! Beautiful 4 bdrm home Steps From the beach w\/ Pool&Spa
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Located on Holmes Beach, AMI. Just steps to the beach! This incredible newly built home sets the highest standards of lu ...
From $1200 per night (USD)VRBO
- From $366 per night (USD)
VRBO
Key West Style Oasis on Anna Maria Island
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Casa Del Mar is a beautiful Key West-style home featuring 4 bedrooms/2.5 bathrooms. This property is located on the nort ...
From $366 per night (USD)VRBO
- From $459 per night (USD)
VRBO
Our Waterfront Home Is All Ready Just For You!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This is the Florida view you have been dreaming of... Single family home situated at the end of a natural canal with a v ...
From $459 per night (USD)VRBO
- From $155 per night (USD)
VRBO
Holmes Beach- Fall Sale! The Palms, AMI- 2BR\/2BA vrc 000075
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
** Sale! Falls rates in effect for reservations in Sept, Oct, Nov and Dec! The PALMS at Anna Maria Island is the perfect ...
From $155 per night (USD)VRBO
- Click For Pricing
Expedia
Ohana Beach Resort! Fabulous salt pool! Around corner from the beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Ohana Beach Retreat is a newly renovated triplex in Holmes Beach on Anna Maria Island. The location is perfectly situate ...
Click For PricingExpedia
- Click For Pricing
Expedia
New Ohana Beach Resort! Fabulous salt pool! Around corner from the beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Ohana Beach Retreat is a newly renovated triplex in Holmes Beach on Anna Maria Island. The location is perfectly situate ...
Click For PricingExpedia
- Click For Pricing
Expedia
New Ohana Beach Resort! Fabulous salt pool! Around corner from the beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Ohana Beach Retreat is a newly renovated triplex in Holmes Beach on Anna Maria Island. The location is perfectly situate ...
Click For PricingExpedia
- Click For Pricing
Expedia
Gulf of Mexico On The BEACH !
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
1 Bedroom, 1 Bath with full Pullman Kitchen. Sleeps 4, Pull Out Couch in Living Room. Directly on the BEACH !! Pool and ...
Click For PricingExpedia
- From $320 per night (USD)
VRBO
Short stroll to the beach, shops, and dinning.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC 21-000073 La Playita is located less than 2 blocks to the beautiful Gulf beaches and walking distance to grocery ...
From $320 per night (USD)VRBO
- From $478 per night (USD)
Expedia
Close to Beach with Private Saltwater Pool - Casa Azul
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Casa Azul by Anna Maria Island Locals Home in Holmes Beach, FL VRC21-000108 Casa Azul is a stunning vacation home nest ...
From $478 per night (USD)Expedia
- From $249 per night (USD)
VRBO
Beach n It: Dog Friendly, Pool, Convenient to all of AMI by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
410 Bay Palms Dr., Holmes Beach, FL 34217 What you'll love about this home: Location! 3 Blocks to the Beach Two Bedroo ...
From $249 per night (USD)VRBO
- From $388 per night (USD)
VRBO
Fully Remodeled Steps to the Beach - Amazing Tropical Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located right across the street from the world-famous Anna Maria Island beaches, this two-bedroom condo is newly remodel ...
From $388 per night (USD)VRBO
- From $247 per night (USD)
VRBO
Sand Dollar: Poolside Condo 2 Blocks to Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
6604 Holmes Blvd #2, Holmes Beach, FL 34217 What You'll Love About This Home: Location! Two blocks to the beach! 2 Bedr ...
From $247 per night (USD)VRBO
- From $608 per night (USD)
Expedia
Amazing home with WATERSLIDE! One Block off beach! Life is Just Beachy here!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Welcome to Just Beachy on beautiful Anna Maria Island! Have the trip of a lifetime at this beautifully appointed 6 bedro ...
From $608 per night (USD)Expedia
- From $219 per night (USD)
VRBO
5400 Unit 30 in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
5400 Gulf Drive, Unit 30 - Anna Maria Island - 2 Bedroom / 2 Bath, maximum occupancy of 6 people. VRC22-000238 Community ...
From $219 per night (USD)VRBO
- From $229 per night (USD)
Expedia
Martinique 505 South
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Martinique 505 South - Anna Maria Island - 2 Bedroom / 2 Bath, maximum occupancy of 4 people. VRC#20-000110Beach Front ...
From $229 per night (USD)Expedia
- From $738 per night (USD)
VRBO
Mainsail Beach Inn 2 Bedroom Beach Facing Unit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The furnishings and appointments in your private Holmes Beach vacation rental are elegant, fresh and bright. The two bed ...
From $738 per night (USD)VRBO
- From $755 per night (USD)
Expedia
Mainsail Beach Inn 2 Bedroom Beach Front Unit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The furnishings and appointments in your private Holmes Beach vacation rental are elegant, fresh and bright. The two bed ...
From $755 per night (USD)Expedia
- From $728 per night (USD)
VRBO
Mainsail Beach Inn 3 Bedroom Beach Front unit
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Our spacious three bedroom beachfront retreats offer up to 1,627 square feet of fully furnished living space, perfect fo ...
From $728 per night (USD)VRBO
- From $824 per night (USD)
Expedia
Mainsail Beach Inn 3 Bedroom Townhouse
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
The interior decor in your private Holmes Beach vacation rental is elegant, fresh and bright. These three bedroom, three ...
From $824 per night (USD)Expedia
- From $258 per night (USD)
VRBO
Charming Ground Level Resort Style 3 unit Condo - unit C
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our newly updated ground level 2 beds/1bath unit C of the triplex located on the southern end of Holmes Beach ...
From $258 per night (USD)VRBO
- From $293 per night (USD)
Expedia
Townhome near the beach with heated pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Two Sisters by Anna Maria Island Accommodations Townhome in Holmes Beach. FL 34217 Welcome to Two Sisters, an adorable ...
From $293 per night (USD)Expedia
- From $242 per night (USD)
VRBO
Modern Beach Cottage with Heated Pool Close to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
In the heart of Holmes Beach on Anna Maria Island rests this charming pet-friendly home just steps to the beaches. Misty ...
From $242 per night (USD)VRBO
- From $340 per night (USD)
Expedia
Resting Beach Place managed by Beach Retreats
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
5608 GULF DR UNIT 111 SUN PLAZA WEST, HOLMES BEACH, FL 34217 VRC19-000241 Book with confidence: Cancellations up to 30 ...
From $340 per night (USD)Expedia
- From $208 per night (USD)
VRBO
Close to beach, trolley, shops and restaurants!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beach Walk 1 is a ground level 2 bedroom, 2 bath villa, just steps from the beach and includes a shared heated pool. Uni ...
From $208 per night (USD)VRBO
- From $222 per night (USD)
VRBO
Your Ultimate Beach Escape
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beach Escape is a 2 bedroom/2 bathroom completely remodeled & updated property that is located 1/2 block away from the w ...
From $222 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Beach Oasis! Beachfront Condo with Unforgettable Sunsets, Heated Pool, WiFi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Forget everything around you and switch to vacation mode the moment you step foot onto this beachfront balcony. Located ...
From $350 per night (USD)VRBO
- From $202 per night (USD)
Expedia
Anna Maria Island Condo w\/Pool & Gulf Access!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Leave your worries behind and bring your beach gear along to this 2-bedroom, 2-bathroom vacation rental condo in Holmes ...
From $202 per night (USD)Expedia
- From $456 per night (USD)
VRBO
Ground Level Private Pool Villa - 3BR\/3BA - Anna Maria Island
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The newly listed Salt Shack is an adorable 3 bedroom 2 bathroom beach escape on Anna Maria Island. This vacation rental ...
From $456 per night (USD)VRBO
- From $230 per night (USD)
Expedia
Palm Isle Village - 2BR Condo with Pool - Anna Maria Island - By Island Real Est
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The peaceful and airy feeling at “Palm Isle Village 3210” is a condo style Holmes Beach vacation home located in the cen ...
From $230 per night (USD)Expedia
- From $771 per night (USD)
VRBO
Mainsail Beach Inn 3 Bedroom Beach Facing Unit
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Our spacious three bedroom beachfront retreats offer up to 1,627 square feet of fully furnished living space, perfect fo ...
From $771 per night (USD)VRBO
- From $778 per night (USD)
Expedia
Mainsail Beach Inn 3 Bedroom Beach Front Unit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Our spacious three bedroom beachfront retreats offer up to 1,627 square feet of fully furnished living space, perfect fo ...
From $778 per night (USD)Expedia
- From $821 per night (USD)
VRBO
Mainsail Beach Inn 2 Bedroom
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
The stunning newly rennovated interiors in your private Holmes Beach vacation rental are elegant, fresh and bright. The ...
From $821 per night (USD)VRBO
- From $918 per night (USD)
Expedia
Mainsail Beach Inn 3 Bedroom Beach Front Unit
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Our spacious three bedroom beachfront retreats offer up to 1,627 square feet of fully furnished living space, perfect fo ...
From $918 per night (USD)Expedia
- From $701 per night (USD)
VRBO
Mainsail Beach Inn 2 Bedroom
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
The stunning interiors in your private Holmes Beach vacation rental are elegant, fresh and bright. The two bedroom, 2 ba ...
From $701 per night (USD)VRBO
- From $179 per night (USD)
VRBO
Gulf Beach Bungalow
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
This cute spacious beach bungalow is arguably one of the best values on the island for immediate beach access located at ...
From $179 per night (USD)VRBO
- From $330 per night (USD)
VRBO
209 83rd unit B in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
209 83rd Street, Unit B - Anna Maria Island -Duplex with Private Pool -2 Bedroom / 2 Bath, maximum occupancy of 4. Dista ...
From $330 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Castnetter Beach Resort 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Anna Maria Island's "Castnetter 6" is a delightful Island local located directly across the street from the seven acre " ...
From $300 per night (USD)Expedia
- From $525 per night (USD)
VRBO
Turtle Tyme: Dog Friendly, Pool, Putting Green, 2 Blocks to Beach by Anna Maria Life
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
4601 Gulf Drive, Holmes Beach, FL 34217 What You'll Love About This Home: Location! Central to all of AMI! 2 Blocks to ...
From $525 per night (USD)VRBO
- From $357 per night (USD)
Expedia
A Getaway Retreat Both Units 4 Bedrooms\/4 Baths
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
A fabulous totally remodeled and decorated west/east side unit 4 Bedroom, 4 Bath elevated two level duplex home. New ti ...
From $357 per night (USD)Expedia
- From $375 per night (USD)
VRBO
Key Lime Cottage by Beach Boutique Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Key Lime Cottage! This 2 bed/2 bath cottage features a private, heated pool in a gorgeous tropical setting cl ...
From $375 per night (USD)VRBO
- From $630 per night (USD)
Expedia
Pristine Anna Maria Island Beachfront Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Looking to experience Old World Florida charm with a modern twist, "The Sandy Turtle" - Gulf Place Condominium #D15 on A ...
From $630 per night (USD)Expedia
- From $375 per night (USD)
VRBO
Updated House 1 Minute Walk to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our Blue Grotto on the beautiful Anna Maria Island. We hope you will enjoy every minute of your stay in our 1 ...
From $375 per night (USD)VRBO
- From $250 per night (USD)
Expedia
WBC 231 Beautiful 2\/2 Pool Tennis Condo Close To White Sand Beach Shopping
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VRC20-000177 Westbay Cove 231 located at 600 Manatee Ave West in Holmes Beach is a picturesque and luxurious two bedroo ...
From $250 per night (USD)Expedia
- From $241 per night (USD)
VRBO
Incredible Water Views WBC 238
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VRC20-000176 Westbay Cove 238 located at 600 Manatee Ave West in Holmes Beach is a picturesque and luxurious two bedroo ...
From $241 per night (USD)VRBO
- From $619 per night (USD)
Expedia
SS Salamander Updated Pool Duplex Quiet Residential Location Steps To Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
VRC's 16-000499 & 16-000500 Welcome to the SS Salamander located at 121 50th Street in Holmes Beach. This duplex is jus ...
From $619 per night (USD)Expedia
- From $249 per night (USD)
VRBO
Blue Bayou: Newly Updated, Dog Friendly Home - 5 Houses to Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
201 76th St. West Unit A, Holmes Beach, FL 34217 What You'll Love About This Home: Location - 5 houses from the Beach! ...
From $249 per night (USD)VRBO
- From $284 per night (USD)
Expedia
Beautiful 1 bedroom Condo with Beach views! Rest and relaxation await!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Condo Unit Layout: Located on the 2nd Level, elevator on site • King Master bedroom, ensuite bathroom with shower/tub co ...
From $284 per night (USD)Expedia
- Click For Pricing
Expedia
Spacious Oasis by Duncan Real Estate
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the freshly updated Spacious Oasis! Spacious Oasis is a Mediterranean style 3-bedroom, 3-bathroom pool home l ...
Click For PricingExpedia
- From $1250 per night (USD)
Expedia
Dream Luxury Vacation Home with Pool, close to Beach - Gulf Pearl
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Gulf Pearl by AMI Locals Home in Holmes Beach, Florida VRC21-000130 Welcome to Gulf Pearl! This stunning vacation h ...
From $1250 per night (USD)Expedia