Holiday rentals with a pool in Florida
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Florida
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Florida rentals with a pool
House rentals with a pool
Home in Florida
5 out of 5 average rating, 14 reviewsCASA COLUMBIA - pool. views. outdoor living.
Home in Florida, Vieques, Puerto Rico
4.97 out of 5 average rating, 91 reviewsHome for 9 with Pool and Solar Panels in Vieques!
Home in Humacao
4.96 out of 5 average rating, 124 reviews5 bedroom Exclusive Beach Villa- WOW!
Home in Ceiba
4.9 out of 5 average rating, 112 reviewsCoastal Getaway with Pool, Game Room & Ocean View
Home in Puerto Diablo
5 out of 5 average rating, 30 reviews180 Degree Ocean View - Casa Tucepi Private Villa
Home in Punta Santiago
4.94 out of 5 average rating, 135 reviewsWe are back! Puerto Rican paradise awaits you!
Home in Vieques
5 out of 5 average rating, 4 reviewsStudio + Pool w/views to Caribbean
Home in Vieques
4.72 out of 5 average rating, 76 reviewsISLAND
Apartment rentals with a pool
Apartment in Naguabo
4.9 out of 5 average rating, 159 reviewsOcean View Penthouse Condo with A/C in every Room
Apartment in Fajardo
4.87 out of 5 average rating, 106 reviews1 Bedroom 1 Bath Villa at Las Casitas Village
Apartment in Húcares
5 out of 5 average rating, 13 reviewsCasa Paraiso Beach & Pool Condo Naguabo-Hucares
Apartment in Machos
5 out of 5 average rating, 11 reviewsApartment in Costa Smeralda, Ceiba PR
Apartment in Machos
4.9 out of 5 average rating, 69 reviewsLilly's Place ( Place for 2 personas)
Apartment in Ceiba
4.97 out of 5 average rating, 36 reviewsDel Mar y Sol - Vacay Your Way
Apartment in Ceiba
5 out of 5 average rating, 12 reviewsHarbor & Sky: Marina-Ferry Hub
Apartment in Culebra
4.83 out of 5 average rating, 18 reviewsCosta Bonita Villa-Culebra
Destinations to explore
- Culebra Holiday rentals
- Palmas del Mar Holiday rentals
- Vieques Holiday rentals
- Río Grande Holiday rentals
- Tortola Holiday rentals
- Ponce Holiday rentals
- Fajardo Holiday rentals
- Saint Croix Holiday rentals
- Santo Domingo Holiday rentals
- San Juan Holiday rentals
- Las Terrenas Holiday rentals
- Punta Cana Holiday rentals
- Rentals with pools Puerto Rico
- Rentals with pools Puerto Rico
- Rentals with pools San Juan
- Rentals with pools St. Thomas
- Beachfront rentals Florida
- Monthly Rentals Florida
- Waterfront rentals Florida
- Rentals with beach access Florida
- Family-friendly rentals Florida
- Rentals with outdoor seating Florida
- Flat rentals Florida
- Pet-friendly rentals Florida
- Rentals with a washing machine and dryer Florida
- Family-friendly rentals Florida
- House rentals Florida
- Guest house rentals Florida
- Rentals with a patio Florida
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