Private Pool Homes
Nothing is better than your own private sanctuary to swim in after a long day exploring the Keys or playing on the beach and in the ocean. Come home to your home-away-from-home and lounge near the pool while the kids play and the grill warms for dinner. These awesome Florida Keys rentals with private pools are truly a relaxation haven and are expertly maintained by certified pool technicians throughout the year.
Sort by:
Salty Sanctuary ~ Private Villa with Pool ~ Nightly Rentals
Duck Key, FL
- 8 Guests
- 3 Bedrooms
- 3 Bathrooms
Mystic Waters ~ Luxury Open Ocean Views, Private Pool!
Marathon, FL
- 10 Guests
- 4 Bedrooms
- 3 Bathrooms
Adventures in Paradise at Sombrero Beach ~ New Pool Home Near Beach w/ Kayaks and Dock!
Marathon, FL
- 10 Guests
- 4 Bedrooms
- 3 Bathrooms
- Pets Allowed
Villa Franchella ~ Gorgeous Luxury Home Minutes from the Gulf!
Marathon, FL
- 8 Guests
- 4 Bedrooms
- 3 Bathrooms
Bird of Paradise ~ Private Pool Home Directly on the Water!
Marathon, FL
- 8 Guests
- 3 Bedrooms
- 3 Bathrooms
- Pets Allowed
Ocean Oasis ~ Pool Home w/ 35' Dock, Walk to Coco Plum Beach!
Marathon, FL
- 10 Guests
- 4 Bedrooms
- 3 Bathrooms
- Pets Allowed
Paradise Found ~ Large split level home, Kayaks and Bikes included!
Marathon, FL
- 12 Guests
- 5 Bedrooms
- 3 Bathrooms
- Pets Allowed
Beachside Bliss ~ Private Beach and Pool Home
Marathon, FL
- 10 Guests
- 4 Bedrooms
- 4 Bathrooms
Kon Tiki at Sombrero Beach ~ Walk to the Beach, Bikes & Kayaks Included!
Marathon, FL
- 8 Guests
- 3 Bedrooms
- 2 Bathrooms
- Pets Allowed
Sea Glass Dreams ~ Spacious Pool Home w/ 115' Dockage, Putting Green & Game Room!
Marathon, FL
- 12 Guests
- 5 Bedrooms
- 4 Bathrooms
- Pets Allowed
Casa Playa ~ Luxury Waterfront Pool Home w/ 36' Dock!
Marathon, FL
- 10 Guests
- 4 Bedrooms
- 5 Bathrooms
Off the Hook ~ Luxury Waterfront Pool Home w/ 30' of Dockage!
Marathon, FL
- 8 Guests
- 3 Bedrooms
- 3 Bathrooms
- Pets Allowed
Casa Del Mar ~ Exclusive, Elite Pool Home w/ Kayaks and Bikes!
Marathon, FL
- 10 Guests
- 4 Bedrooms
- 5 Bathrooms
Casa Tranquilo ~ 360 degree views & 80 ft of dockage!
Marathon, FL
- 8 Guests
- 3 Bedrooms
- 3 Bathrooms
- Pets Allowed
Seas the Day ~ Spacious Waterfront Pool Home, 50' Dock!
Marathon, FL
- 8 Guests
- 3 Bedrooms
- 2 Bathrooms
- Pets Allowed
Casa Blanca at Key Colony Beach ~ Newly Renovated waterfront home with expansive views of the canal
Key Colony Beach, FL
- 8 Guests
- 3 Bedrooms
- 3 Bathrooms
Paraiso Del Mar ~ Luxury Tropical Oasis w/ Private Pool & 35' Dock!
Marathon, FL
- 12 Guests
- 5 Bedrooms
- 6 Bathrooms
Getaway Bay at Coco Plum Beach ~ Walk to beach from this Private Pool Home
Marathon, FL
- 12 Guests
- 5 Bedrooms
- 4 Bathrooms
- Pets Allowed
Seaside Serenity ~ Luxurious Waterfront Home w/ 35'Dock and Private Pool!
Marathon, FL
- 10 Guests
- 4 Bedrooms
- 5 Bathrooms
- Pets Allowed
Pier Pressure ~ Secluded Pool Home with Kayaks & Paddleboards, 100ft of dockage!
Marathon, FL
- 10 Guests
- 4 Bedrooms
- 4 Bathrooms
- Pets Allowed
Reel Knotty ~ Walk to the beach, Paddleboards, Kayaks & Bikes included!
Marathon, FL
- 10 Guests
- 4 Bedrooms
- 4 Bathrooms
- Pets Allowed
One Particular Harbor~ Private Pool, Walk to the Beach!
Marathon, FL
- 8 Guests
- 3 Bedrooms
- 3 Bathrooms
- Pets Allowed
Tranquil Tides ~ Luxury Waterfront Pool Home w/ Expansive Water Views, 75' Boat Dock!
Marathon, FL
- 8 Guests
- 4 Bedrooms
- 5 Bathrooms
- Pets Allowed
Sombrero Beach Beauty~ 50' Dock Private Pool Vacation Home!
Marathon, FL
- 12 Guests
- 5 Bedrooms
- 3 Bathrooms
- Pets Allowed
KCB ~ Aqua Vista ~ Luxury Waterfront Oasis with Pool and Dock!
Key Colony Beach, FL
- 8 Guests
- 4 Bedrooms
- 4 Bathrooms
- Pets Allowed