Holiday rentals with a pool in Monroe County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Monroe County
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Monroe County rentals with a pool
House rentals with a pool
Home in Miami
4.96 out of 5 average rating, 327 reviewsThe Miracle Cottage & Pool on Acre Miami Florida
Home in Marathon
4.95 out of 5 average rating, 118 reviewsParadise - Pool, Hot tub, Mini Golf, Dockage, Fish
Home in Marathon
4.99 out of 5 average rating, 111 reviewsSea Ray Cove , 75’ boat dock, 1 block from beach!
Home in Cudjoe Key
4.97 out of 5 average rating, 128 reviewsCudjoe Key Home with a View
Home in Key Largo
4.9 out of 5 average rating, 133 reviewsBlue House Marine in Key Largo
Home in Cudjoe Key
4.9 out of 5 average rating, 104 reviewsSunrise Beach Escape
Home in Key Largo
4.87 out of 5 average rating, 106 reviewsParadise Palace 3/3 Waterfront Pool Kayak 60' Dock
Home in Key Largo
5.0 out of 5 average rating, 55 reviewsThe Paradise 2
Apartment rentals with a pool
Apartment in Tavernier
4.95 out of 5 average rating, 110 reviewsKey Largo Coastal Condo-Ocean View ~ Pool ~ Beach
Apartment in Key Colony Beach
4.91 out of 5 average rating, 117 reviewsBeachside Unit 39 Tiki Huts, Private Beach & Pool
Apartment in Key West
4.93 out of 5 average rating, 134 reviewsBeach Club Ocean Front 2BR Condo
Apartment in Tavernier
4.96 out of 5 average rating, 164 reviewsBest View Ocean Pointe Pool Beach King Bed, Gated
Apartment in Tavernier
4.98 out of 5 average rating, 147 reviewsOcean Views at Ocean Pointe
Apartment in Key Largo
4.98 out of 5 average rating, 120 reviewsOceanfront Condo w/Lake, Kayak, Paddleboard & Bike
Apartment in Miami
4.94 out of 5 average rating, 119 reviewsAmazing spa pool view full apt at Icon Brickell
Apartment in Tavernier
4.99 out of 5 average rating, 106 reviewsOcean View Corner Penthouse | Ocean Pointe 5416
Destinations to explore
- Rentals with pools Miami
- Rentals with pools United States
- Rentals with pools Miami Beach
- Rentals with pools Florida
- Rentals with pools Fort Lauderdale
- Hotel rentals Monroe County
- Rentals with beach access Monroe County
- Rentals with a firepit Monroe County
- Smoking-friendly rentals Monroe County
- Beachfront rentals Monroe County
- Rentals with a washing machine and dryer Monroe County
- Apartment rentals Monroe County
- Rentals with a kayak Monroe County
- Cottage rentals Monroe County
- Rentals with a hot tub Monroe County
- Pet-friendly rentals Monroe County
- Private suite rentals Monroe County
- Rentals with outdoor seating Monroe County
- Flat rentals Monroe County
- Rentals with a cinema Monroe County
- Loft rentals Monroe County
- Bed and breakfasts Monroe County
- Rentals with an accessible-height toilet Monroe County
- Townhouse rentals Monroe County
- Rentals with a sauna Monroe County
- Serviced apartment rentals Monroe County
- Family-friendly rentals Monroe County
- Rentals with lake access Monroe County
- House rentals Monroe County
- Houseboat rentals Monroe County
- Villa rentals Monroe County
- Family-friendly rentals Monroe County
- Bungalow rentals Monroe County
- Rentals with breakfast Monroe County
- Wheelchair-accessible rentals Monroe County
- Rentals with a patio Monroe County
- Campsite rentals Monroe County
- Motorhome rentals Monroe County
- Boat rentals Monroe County
- Guest house rentals Monroe County
- Luxury rentals Monroe County
- Tiny house rentals Monroe County
- Rentals with a fireplace Monroe County
- Rentals with an accessible-height bed Monroe County
- Waterfront rentals Monroe County
- Farm stay rentals Monroe County
- Monthly Rentals Monroe County
- Fitness-friendly rentals Monroe County
- Rentals with an EV charger 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