
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:
Casa Tranquilo ~ 360 degree views & 80 ft of dockage!
Marathon, FL
- 8 Guests
- 3 Bedrooms
- 3 Bathrooms
- Pets Allowed
Cielos Del Mar 2 at Key Colony Beach ~ Rent both sides! Perfect for large groups ~ With access to Cabana Club
Key Colony Beach, FL
- 8 Guests
- 3 Bedrooms
- 3 Bathrooms
- Pets Allowed
Sea Haven ~ 2 Minute walk to Sombrero Beach ~ See through kayaks included!
Marathon, FL
- 8 Guests
- 3 Bedrooms
- 2 Bathrooms
Coral Cottage at Key Colony Beach ~ Charming home with private pool!
Key Colony Beach, FL
- 10 Guests
- 3 Bedrooms
- 2 Bathrooms
Sea Forever ~ Stunning open water views overlooking the 7 Mile Bridge
Marathon, FL
- 10 Guests
- 4 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
- 9 Guests
- 3 Bedrooms
- 3 Bathrooms
Aqua Vista ~ Newly Updated Tropical getaway with Tiki hut!
Marathon, FL
- 6 Guests
- 2 Bedrooms
- 2 Bathrooms
Cielos Del Mar 1 at Key Colony Beach ~ Rent both sides! Perfect for large groups ~ With access to Cabana Club
Key Colony Beach, FL
- 8 Guests
- 3 Bedrooms
- 3 Bathrooms
- Pets Allowed
Salty Sanctuary ~ Villa with private pool ~ Hawks Cay on Duck Key
Duck Key, FL
- 8 Guests
- 3 Bedrooms
- 3 Bathrooms
Casa Del Mar ~ Exclusive, Elite Pool Home ~ Kayaks and Bikes included!
Marathon, FL
- 10 Guests
- 4 Bedrooms
- 5 Bathrooms
Off the Hook ~ Modern, Exclusive, Luxury Pool Home ~ Kayaks, Bikes & Paddleboards included! 15 minute walk to the beach!
Marathon, FL
- 8 Guests
- 3 Bedrooms
- 3 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
Reel Deal ~ Newly Remodeled ~ Room for 2 Boats! ~ Kayaks and Paddleboards Included!
Marathon, FL
- 10 Guests
- 4 Bedrooms
- 3 Bathrooms
- Pets Allowed
Reel Relaxin' ~ Florida Keys luxury 5 bedroom weekly vacation rental
Marathon, FL
- 12 Guests
- 5 Bedrooms
- 4 Bathrooms
- Pets Allowed
Sombrero Chic at Sombrero Beach ~ Beautiful 4 BR Attached Pool Home
Marathon, FL
- 10 Guests
- 4 Bedrooms
- 3 Bathrooms
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
Island Time - Luxury home seconds to the open Ocean
Marathon, FL
- 8 Guests
- 3 Bedrooms
- 2 Bathrooms
- Pets Allowed
Sunsets in Paradise ~ Open Gulf views ~ Pure Paradise
Marathon, FL
- 12 Guests
- 5 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
One Particular Harbor at Coco Plum Beach ~ Private Heated Pool and have a walk to the beach!
Marathon, FL
- 8 Guests
- 3 Bedrooms
- 3 Bathrooms
- Pets Allowed
Refuge on the Reef at Coco Plum Beach ~ Marathon Vacation Rental that you can walk to the beach!
Marathon, FL
- 12 Guests
- 5 Bedrooms
- 5 Bathrooms
- Pets Allowed
Seas the Day ~ Newly constructed home with gorgeous outdoor living space
Marathon, FL
- 8 Guests
- 3 Bedrooms
- 2 Bathrooms
- Pets Allowed
Kon Tiki at Sombrero Beach ~ Waterfront vacation rental near Sombrero Beach
Marathon, FL
- 8 Guests
- 3 Bedrooms
- 2 Bathrooms
- Pets Allowed
Casa Playa ~ Elite Luxury Pool Home ~ Includes Kayaks and Paddleboards
Marathon, FL
- 10 Guests
- 4 Bedrooms
- 4 Bathrooms
Shore Thing ~ Exclusive, Luxury Pool Home ~ Kayaks and Bikes included!
Marathon, FL
- 10 Guests
- 4 Bedrooms
- 5 Bathrooms