
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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Salty Sanctuary ~ Villa with private pool ~ Hawks Cay on Duck Key
Duck Key, FL
- 8 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
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
Brisas Del Mar ~ Exclusive, Luxury Pool Home ~ Kayaks and Bikes included!
Marathon, FL
- 10 Guests
- 4 Bedrooms
- 5 Bathrooms
Sunsets in Paradise ~ Open Gulf views ~ 2 Kayaks & 2 Bikes Included!
Marathon, FL
- 12 Guests
- 5 Bedrooms
- 3 Bathrooms
- Pets Allowed
Aqua Vista ~ Newly Updated Tropical getaway with Tiki hut!
Marathon, FL
- 6 Guests
- 2 Bedrooms
- 2 Bathrooms
Pier Pressure ~ Secluded Pool Home with Kayaks & Paddleboards
Marathon, FL
- 10 Guests
- 4 Bedrooms
- 4 Bathrooms
Sombrero Beach Beauty~ 40 ft dock private pool vacation home
Marathon, FL
- 12 Guests
- 5 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
- Pets Allowed
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
Coral Cottage at Key Colony Beach ~ Charming home with private pool!
Key Colony Beach, FL
- 8 Guests
- 3 Bedrooms
- 2 Bathrooms
Kon Tiki ~ Walk to Sombrero Beach, bikes & kayaks included
Marathon, FL
- 8 Guests
- 3 Bedrooms
- 2 Bathrooms
- Pets Allowed
Casa Tranquilo ~ 360 degree views & 80 ft of dockage!
Marathon, FL
- 8 Guests
- 3 Bedrooms
- 3 Bathrooms
- Pets Allowed
Reel Knotty ~ Walk to the beach, Paddleboards, Kayaks & Bikes included!
Marathon, FL
- 10 Guests
- 4 Bedrooms
- 4 Bathrooms
- Pets Allowed
Angler & Ale ~ Upscale home with indoor bar and within walking distance to Sombrero Beach!
Marathon, FL
- 10 Guests
- 4 Bedrooms
- 3 Bathrooms
- Pets Allowed
Sombrero Chic at Sombrero Beach ~ Beautiful 4 BR Attached Pool Home
Marathon, FL
- 10 Guests
- 4 Bedrooms
- 3 Bathrooms
Reel Relaxin' ~ Florida Keys luxury 5 bedroom weekly vacation rental
Marathon, FL
- 12 Guests
- 5 Bedrooms
- 4 Bathrooms
- Pets Allowed
Seas the Day ~ Newly constructed home with gorgeous outdoor living space
Marathon, FL
- 8 Guests
- 3 Bedrooms
- 2 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
Casa Del Mar ~ Exclusive, Elite Pool Home ~ Kayaks and Bikes included!
Marathon, FL
- 10 Guests
- 4 Bedrooms
- 5 Bathrooms
- Pets Allowed
Getaway Bay at Coco Plum Beach ~ Walk to beach from this Private Pool Home
Marathon, FL
- 12 Guests
- 5 Bedrooms
- 4 Bathrooms
- Pets Allowed
Sea Forever ~ Stunning open water views overlooking the 7 Mile Bridge
Marathon, FL
- 10 Guests
- 4 Bedrooms
- 2 Bathrooms
- Pets Allowed
Island Time - Luxury home seconds to the open Ocean
Marathon, FL
- 8 Guests
- 3 Bedrooms
- 2 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
Paradise Found ~ Large split level home, Kayaks and Bikes included!
Marathon, FL
- 12 Guests
- 5 Bedrooms
- 3 Bathrooms
- Pets Allowed