Vacation rentals with a pool in Holiday
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Holiday
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 Holiday rentals with a pool
House rentals with a pool
Home in Tampa
4.91 out of 5 average rating, 127 reviewsPool Oasis | Karaoke | 5G | Theater 135" | Grill
Home in Tampa
5 out of 5 average rating, 31 reviewsUpscale Tampa Dream Home Pool, Golf, Pool Table
Home in Largo
4.97 out of 5 average rating, 119 reviewsHuge Pool/Spacious/Family Friendly + Guest house
Home in Port Richey
4.99 out of 5 average rating, 214 reviewsHeated & Screened in Pool-All Essentials Provided
Home in Seminole
4.92 out of 5 average rating, 105 reviews4 bedroom and private pool, near to Clearwater
Home in Port Richey
4.89 out of 5 average rating, 146 reviewsYour Home away from Home , Nice inground pool.
Home in Largo
4.81 out of 5 average rating, 75 reviewsTranquil Home. 2 minutes to Indian Rock Beach...
Home in Palm Harbor
4.94 out of 5 average rating, 109 reviewsHeated Pool* 8.5 miles to Honeymoon Island. 4 bdr
Condo rentals with a pool
Condo in Clearwater Beach
4.99 out of 5 average rating, 119 reviews✔Waterfront |3BR |2Kings |Pool |Balcony |Beach
Condo in Tampa
4.97 out of 5 average rating, 108 reviewsTiki Themed Waterfront Condo on Tampa Bay
Condo in Clearwater Beach
4.92 out of 5 average rating, 125 reviewsBeachfront Condo with Centerline Sunsets
Condo in Madeira Beach
4.8 out of 5 average rating, 123 reviewsLovely Water View Condo, Top Floor, Steps to Beach
Condo in New Tampa
4.8 out of 5 average rating, 107 reviewsBeautiful and spacious condo centrally located
Condo in Clearwater
4.86 out of 5 average rating, 138 reviews2 Bedroom Vacation Condo
Condo in Clearwater
4.93 out of 5 average rating, 140 reviews5 *Waterfront Condo,3 Beds,2 Baths, Pool, HOT-TUB.
Condo in Paradise Lakes
4.8 out of 5 average rating, 113 reviewsBe One with Nature Clothing Optional Premium Condo
Quick stats about vacation rentals with a pool in Holiday
Total rentals
30 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
- St Petersburg Vacation rentals
- Siesta Key Vacation rentals
- Anna Maria Island Vacation rentals
- Sarasota Vacation rentals
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- Key West Vacation rentals
- Naples Vacation rentals
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- Rentals with pools United States
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