Vacation rentals with a pool in Clearwater
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Clearwater
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 Clearwater rentals with a pool
House rentals with a pool
Home in Tampa
4.93 out of 5 average rating, 167 reviewsRooms with a Pool
Aug 3 – 10
Home in Dunedin
4.93 out of 5 average rating, 119 reviewsEverything you'll need, plus! Park Model RV
Sep 26 – Oct 3
Home in Indian Rocks Beach
4.86 out of 5 average rating, 305 reviewsStunning views! Spot dolphins from the pool!
Dec 24 – 31
Home in Clearwater
4.99 out of 5 average rating, 108 reviewsArcade+Pool+4 King Beds, 15min To Clearwater Beach
Jan 14 – 21
Home in Clearwater
4.93 out of 5 average rating, 101 reviewsModern Saltwater Pool Home Near Clearwater Beach!
Aug 25 – Sep 1
Home in Largo
4.93 out of 5 average rating, 207 reviewsHeated Pool, SleepNumber Beds, Bikes, Near Beach
Aug 20 – 27
Home in Clearwater Beach
4.97 out of 5 average rating, 195 reviewsClearwater Beach Townhome w/Game Room & Boat Slip!
Jan 21 – 28
Home in Largo
4.85 out of 5 average rating, 135 reviewsThe Paradise Cove No. 1
Apr 15 – 22
Condo rentals with a pool
Condo in Tampa
4.95 out of 5 average rating, 131 reviewsWaterfront condo with sunset views of Tampa Bay.
Oct 4 – 11
Condo in Clearwater
4.93 out of 5 average rating, 123 reviewsThe Avalon - 1/1 LUXE CORNER CONDO/King size bed/
Aug 24 – 31
Condo in St. Pete Beach
4.91 out of 5 average rating, 209 reviewsSunset Beach Condo in Treasure Island
Nov 6 – 13
Condo in Indian Shores
4.96 out of 5 average rating, 143 reviews1 BR direct beachfront! Now avail. 8/29-9/11.
Dec 4 – 11
Condo in Redington Beach
4.9 out of 5 average rating, 148 reviews2min walk to the beach/pool, BBQ/great area, RO110
Nov 6 – 13
Condo in Redington Beach
4.92 out of 5 average rating, 133 reviewsQuiet, Beachy Poolside Studio/1 Min Walk to Beach
Nov 7 – 14
Condo in Redington Beach
4.79 out of 5 average rating, 199 reviewsBeautiful Studio on the paradise white sand beach!
Nov 20 – 27
Condo in Redington Beach
4.88 out of 5 average rating, 112 reviewsRoyal Orleans and Redington Beach ( Studio 203 )
Oct 22 – 29
Quick stats about vacation rentals with a pool in Clearwater
Total rentals
1.9K properties
Rentals with dedicated workspaces
940 properties have a dedicated workspace
Pet-friendly rentals
430 properties allow pets
Family-friendly rentals
1.1K properties are a good fit for families
Total number of reviews
49K reviews
Nightly prices starting at
G$2,090 GYD before taxes and fees
Destinations to explore
- Tampa Vacation rentals
- Anna Maria Island Vacation rentals
- Sarasota Vacation rentals
- Kissimmee Vacation rentals
- Orlando Vacation rentals
- Naples Vacation rentals
- West Palm Beach Vacation rentals
- Boca Raton Vacation rentals
- Fort Lauderdale Vacation rentals
- Miami Vacation rentals
- Miami Beach Vacation rentals
- Key West Vacation rentals
- Rentals with pools United States
- Rentals with pools Orlando
- Rentals with pools Florida
- Rentals with pools Florida
- Rentals with pools Kissimmee
- Villa rentals Clearwater
- Smoking-friendly rentals Clearwater
- Rentals with a hot tub Clearwater
- Rentals with an accessible height toilet Clearwater
- Rentals with a sauna Clearwater
- Rentals with lake access Clearwater
- Wheelchair accessible rentals Clearwater
- Kid-friendly rentals Clearwater
- Family-friendly rentals Clearwater
- Rentals with a washer and dryer Clearwater
- Rentals with a fire pit Clearwater
- Guesthouse rentals Clearwater
- Rentals with an EV charger Clearwater
- Cottage rentals Clearwater
- Rentals with a kayak Clearwater
- Private suite rentals Clearwater
- Rentals with breakfast Clearwater
- Boutique hotel rentals Clearwater
- Fitness-friendly rentals Clearwater
- Mansion rentals Clearwater
- Rentals with outdoor seating Clearwater
- Bungalow rentals Clearwater
- Hotel rentals Clearwater
- Rentals with a patio Clearwater
- Rentals with an accessible height bed Clearwater
- Waterfront rentals Clearwater
- Monthly Rentals Clearwater
- Cabin rentals Clearwater
- Pet-friendly rentals Clearwater
- Townhouse rentals Clearwater
- Beachfront rentals Clearwater
- Beach condo rentals Clearwater
- Apartment rentals Clearwater
- Rentals with a fireplace Clearwater
- Rentals with beach access Clearwater
- House rentals Clearwater
- Beach house rentals Clearwater
- Condo rentals Clearwater
- Rentals with pools Pinellas 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