Vacation rentals with a pool in Sunset Key
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Sunset Key
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Sunset Key rentals with a pool
House rentals with a pool
Home in Cudjoe Key
4.89 out of 5 average rating, 193 reviewsNewly Renovated Oceanside House with Pool
Apr 25 – May 2
Home in Marathon
4.99 out of 5 average rating, 107 reviewsSea Ray Cove , 75’ boat dock, 1 block from beach!
Aug 24 – 31
Home in Cudjoe Key
4.97 out of 5 average rating, 123 reviewsCudjoe Key Home with a View
Oct 15 – 22
Home in Marathon
4.97 out of 5 average rating, 118 reviewsMarathon one-level home on the Marina - with slip!
Apr 20 – 27
Home in Cudjoe Key
4.9 out of 5 average rating, 104 reviewsSunrise Beach Escape
Dec 17 – 24
Home in Key West
5.0 out of 5 average rating, 6 reviewsKey West Lighthouse Suite
Feb 28 – Mar 7
Home in Marathon
5.0 out of 5 average rating, 16 reviewsHorizon
Aug 31 – Sep 7
Home in Marathon
4.97 out of 5 average rating, 33 reviewsBeach House, Private Pool & Dock, Gulf Sunset view
Dec 14 – 21
Condo rentals with a pool
Condo in Key West
4.85 out of 5 average rating, 143 reviewsAnchor Drop modern elegance upgrades throughout vi
Mar 10 – 17
Condo in Key Colony Beach
4.91 out of 5 average rating, 197 reviewsOceanfront Breeze, Stunning Views, Beach/Pool
Mar 31 – Apr 7
Condo in Key Colony Beach
4.91 out of 5 average rating, 112 reviewsBeachside Unit 39 Tiki Huts, Private Beach & Pool
Aug 22 – 29
Condo in Key West
4.83 out of 5 average rating, 243 reviewsLa Dolce Vita, Old Town Steps to Duval! 3 blks bch
Feb 7 – 14
Condo in Marathon
4.87 out of 5 average rating, 192 reviewsSombrero Beach Tropical Getaway
Oct 22 – 29
Condo in Key West
4.84 out of 5 average rating, 44 reviewsOcean front 1BR/1BA Suite w/ kitchen & living rm
Jan 5 – 12
Condo in Key West
4.93 out of 5 average rating, 44 reviewsBright Condo in Paradise
Aug 27 – Sep 3
Condo in Key West
4.99 out of 5 average rating, 80 reviews*Come to my Deck for a time you won't Forget!
Mar 15 – 22
Destinations to explore
- Key West Vacation rentals
- Varadero Vacation rentals
- Havana Vacation rentals
- Naples Vacation rentals
- Miami Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Boca Raton Vacation rentals
- West Palm Beach Vacation rentals
- Sarasota Vacation rentals
- Anna Maria Island Vacation rentals
- Tampa Vacation rentals
- Rentals with pools United States
- Rentals with pools Florida
- Rentals with pools Key West
- Rentals with pools Florida Keys
- Rentals with outdoor seating Sunset Key
- House rentals Sunset Key
- Rentals with a washer and dryer Sunset Key
- Fitness-friendly rentals Sunset Key
- Family-friendly rentals Sunset Key
- Rentals with a hot tub Sunset Key
- Rentals with a patio Sunset Key
- Monthly Rentals Sunset Key
- Waterfront rentals Sunset Key
- Condo rentals Sunset Key
- Rentals with pools Monroe County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom