
Vacation rentals with a pool in Holmes Beach
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Holmes Beach
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Holmes Beach rentals with a pool
House rentals with a pool

Island in the Sun, luxury beach house,private pool

B100 step to the sugar sand gulf front view & pool

Coral Beach by Duncan Real Estate

Twin Palms: Big House Steps to Beach w/Lush Pool

Private heated pool,2 minute walk to the beach! W

Private Luxurious Ground Level Home

AMI Peppertree Paradise - Steps to Beach w/ Pool

CabAnna Maria Beach Block 4 Bedroom 4.5 Bath
Condo rentals with a pool

Amazing View, Updated Beachfront Condo

Steps from the beach

1 Block WALK on QUIET street to beach/food/fun

Hidden Gem 2 BR Condo by A Shore Thing Vacations!

Beach Escape & Pool, steps to Beach & restaurants

Gulf Place ~ Anna Maria Island, Beach, Pool, Tenni

Steps to the beach! Updated Condo at The Terrace

Modern Waterfront Condo - Captivating Sunset Views
Home rentals with a private pool

New! Beautiful Pool Home Near Siesta Key Beach

Comfy Home W/ Heated Pool Near Siesta Key Beach

Great 6br for All Ages/heated Pool 5 Min to Beach

Sunny Palmetto Oasis: 4br Home with Private Pool
Quick stats about vacation rentals with a pool in Holmes Beach
Total rentals
1.1K properties
Nightly prices starting at
G$10,449 GYD before taxes and fees
Total number of reviews
12K reviews
Family-friendly rentals
940 properties are a good fit for families
Pet-friendly rentals
300 properties allow pets
Rentals with dedicated workspaces
490 properties have a dedicated workspace
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- Rentals with a washer and dryer Holmes Beach
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- Anna Maria Island
- Siesta Beach
- Anna Maria Public Beach
- Dunedin Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- North Beach
- Fort De Soto Park
- Manasota Key Beach
- Vinoy Park
- Jannus Live
- Streamsong Resort
- Tampa Theatre
- ZooTampa at Lowry Park