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.
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Seas the Day ~ Newly constructed home with gorgeous outdoor living space
Marathon, FL
- 8 Guests
- 3 Bedrooms
- 2 Bathrooms
- Pets Allowed
Adventures in Paradise at Sombrero Beach ~ New pool home near beach with kayaks and boat dock!
Marathon, FL
- 10 Guests
- 4 Bedrooms
- 3 Bathrooms
- Pets Allowed
Vista Del Mar ~ Private Pool Home with Open Ocean Views
Marathon, FL
- 8 Guests
- 3 Bedrooms
- 3 Bathrooms
- Pets Allowed
Paraiso Del Mar ~ Luxury Tropical Oasis w private pool & 35' dock
Marathon, FL
- 12 Guests
- 5 Bedrooms
- 6 Bathrooms
Paradise Cove ~ Gorgeous Private Pool Home seconds from the Gulf
Marathon, FL
- 8 Guests
- 3 Bedrooms
- 2 Bathrooms
- Pets Allowed
Island Time - Luxury home seconds to the open Ocean
Marathon, FL
- 8 Guests
- 3 Bedrooms
- 2 Bathrooms
- Pets Allowed
Sea Glass Dreams ~ Spacious Pool Home with 115' Dockage, Putting Green & Game Room!
Marathon, FL
- 12 Guests
- 5 Bedrooms
- 4 Bathrooms
- Pets Allowed
Refuge on the Reef at Coco Plum Beach ~ walk to the beach, kayaks included!
Marathon, FL
- 12 Guests
- 5 Bedrooms
- 5 Bathrooms
- Pets Allowed
Ocean Oasis ~ Pool home with 35' of dockage, walk to Coco Plum Beach!
Marathon, FL
- 10 Guests
- 4 Bedrooms
- 3 Bathrooms
- Pets Allowed
Tipsy Turtle ~ Beautiful private pool home with direct Atlantic access
Marathon, FL
- 12 Guests
- 5 Bedrooms
- 4 Bathrooms
- Pets Allowed
Villa Franchella ~ Gorgeous luxury home just minutes from the Gulf
Marathon, FL
- 8 Guests
- 4 Bedrooms
- 3 Bathrooms
Sombrero Beach Beauty~ 40 ft dock private pool vacation home
Marathon, FL
- 12 Guests
- 5 Bedrooms
- 3 Bathrooms
- Pets Allowed
Casa Blanca at Key Colony Beach ~ Newly Renovated waterfront home with expansive views of the canal
Key Colony Beach, FL
- 9 Guests
- 3 Bedrooms
- 3 Bathrooms
Sunset Seeker ~ Directly on the Gulf of Mexico ~ pool & dock
Marathon, FL
- 10 Guests
- 4 Bedrooms
- 3 Bathrooms
- Pets Allowed
Bird of Paradise ~ Private Pool Home Directly on the Water!
Marathon, FL
- 8 Guests
- 3 Bedrooms
- 3 Bathrooms
- Pets Allowed
Casa Playa ~ Elite Luxury Pool Home ~ Includes Kayaks and Paddleboards
Marathon, FL
- 10 Guests
- 4 Bedrooms
- 4 Bathrooms
Reel Deal ~ Newly Remodeled ~ Room for 2 Boats! ~ Kayaks and Paddleboards Included!
Marathon, FL
- 10 Guests
- 4 Bedrooms
- 3 Bathrooms
- Pets Allowed
Salty Sanctuary ~ Private Villa with Pool ~ Nightly Rentals
Duck Key, FL
- 8 Guests
- 3 Bedrooms
- 3 Bathrooms
Casa Tranquilo ~ 360 degree views & 80 ft of dockage!
Marathon, FL
- 8 Guests
- 3 Bedrooms
- 3 Bathrooms
- Pets Allowed
Sombrero Chic at Sombrero Beach ~ Beautiful 4 BR Attached Pool Home
Marathon, FL
- 10 Guests
- 4 Bedrooms
- 3 Bathrooms
Kon Tiki ~ Walk to Sombrero Beach, bikes & kayaks included
Marathon, FL
- 8 Guests
- 3 Bedrooms
- 2 Bathrooms
- Pets Allowed
KCB ~ Aqua Vista ~ Luxury Waterfront Oasis with Pool and Dock
Key Colony Beach, FL
- 8 Guests
- 3 Bedrooms
- 4 Bathrooms
- Pets Allowed
Coral Cottage at Key Colony Beach ~ Charming home with private pool!
Key Colony Beach, FL
- 8 Guests
- 3 Bedrooms
- 2 Bathrooms
Seaside Serenity ~ Luxurious waterfront home w/ 45' dock and private pool
Marathon, FL
- 10 Guests
- 4 Bedrooms
- 5 Bathrooms
Sea Haven ~ 2 Minute walk to Sombrero Beach ~ See through kayaks included!
Marathon, FL
- 8 Guests
- 3 Bedrooms
- 2 Bathrooms
- Pets Allowed