Holiday 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.
Holiday 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 Dunedin
4.93 out of 5 average rating, 119 reviewsEverything you'll need, plus! Park Model RV
26 Sep – 3 Oct
Home in Indian Rocks Beach
4.86 out of 5 average rating, 305 reviewsStunning views! Spot dolphins from the pool!
23–30 Nov
Home in Clearwater Beach
4.97 out of 5 average rating, 195 reviewsClearwater Beach Townhome w/Game Room & Boat Slip!
10–17 Oct
Home in Largo
4.85 out of 5 average rating, 135 reviewsThe Paradise Cove No. 1
8–15 Sep
Home in Clearwater
4.99 out of 5 average rating, 108 reviewsArcade+Pool+4 King Beds, 15min To Clearwater Beach
14–21 Nov
Home in Clearwater
4.93 out of 5 average rating, 101 reviewsModern Saltwater Pool Home Near Clearwater Beach!
15–22 Oct
Home in Palm Harbor
4.98 out of 5 average rating, 111 reviewsTropical Getaway w/Heated Pool & King Beds
7–14 Sep
Home in Largo
4.93 out of 5 average rating, 207 reviewsHeated Pool, SleepNumber Beds, Bikes, Near Beach
14–21 Sep
Apartment rentals with a pool
Apartment in Indian Shores
4.96 out of 5 average rating, 143 reviews1 BR direct beachfront! Now avail. 8/29-9/11.
4–11 Dec
Apartment in Clearwater
4.97 out of 5 average rating, 102 reviewsCome and relax in a stylish art deco condo !
16–23 Jun
Apartment in Tampa
4.94 out of 5 average rating, 215 reviewsModern Waterfront Condo - Captivating Sunset Views
10–17 Jun
Apartment in Redington Beach
4.88 out of 5 average rating, 112 reviewsRoyal Orleans and Redington Beach ( Studio 203 )
31 Aug – 7 Sep
Apartment in Redington Beach
4.9 out of 5 average rating, 148 reviews2min walk to the beach/pool, BBQ/great area, RO110
6–13 Nov
Apartment in St. Pete Beach
4.91 out of 5 average rating, 209 reviewsSunset Beach Condo in Treasure Island
21–28 Apr
Apartment in Redington Beach
4.92 out of 5 average rating, 133 reviewsQuiet, Beachy Poolside Studio/1 Min Walk to Beach
7–14 Nov
Apartment in Madeira Beach
4.9 out of 5 average rating, 141 reviewsExperience the charm of Gulf Gardens. The Pelican.
12–19 Aug
Quick stats about holiday rentals with a pool in Clearwater
Total rentals
1.9T properties
Rentals with dedicated workspaces
940 properties have a dedicated workspace
Pet-friendly rentals
430 properties allow pets
Family-friendly rentals
1.1T properties are a good fit for families
Total number of reviews
49T reviews
Nightly prices starting at
₹834 before taxes and fees
Destinations to explore
- Tampa Holiday rentals
- Anna Maria Island Holiday rentals
- Sarasota Holiday rentals
- Kissimmee Holiday rentals
- Orlando Holiday rentals
- Naples Holiday rentals
- West Palm Beach Holiday rentals
- Boca Raton Holiday rentals
- Fort Lauderdale Holiday rentals
- Miami Holiday rentals
- Miami Beach Holiday rentals
- Key West Holiday rentals
- Rentals with pools United States
- Rentals with pools Orlando
- Rentals with pools Florida
- Rentals with pools Florida
- Rentals with pools Kissimmee
- Rentals with a washing machine and dryer Clearwater
- Beach apartment rentals Clearwater
- Guest house rentals Clearwater
- Mansion rentals Clearwater
- Wheelchair-accessible rentals Clearwater
- Family-friendly rentals Clearwater
- Villa rentals Clearwater
- Private suite rentals Clearwater
- Rentals with beach access Clearwater
- Flat rentals Clearwater
- Bungalow rentals Clearwater
- Pet-friendly rentals Clearwater
- Rentals with an accessible-height bed Clearwater
- Rentals with a patio Clearwater
- Beachfront rentals Clearwater
- Rentals with a firepit Clearwater
- Boutique hotel rentals Clearwater
- Fitness-friendly rentals Clearwater
- Smoking-friendly rentals Clearwater
- Rentals with a kayak Clearwater
- Monthly Rentals Clearwater
- Rentals with a sauna Clearwater
- Rentals with an accessible-height toilet Clearwater
- Cabin rentals Clearwater
- Rentals with an EV charger Clearwater
- Rentals with lake access Clearwater
- Hotel rentals Clearwater
- Rentals with outdoor seating Clearwater
- Apartment rentals Clearwater
- Beach house rentals Clearwater
- House rentals Clearwater
- Family-friendly rentals Clearwater
- Cottage rentals Clearwater
- Rentals with a hot tub Clearwater
- Townhouse rentals Clearwater
- Waterfront rentals Clearwater
- Rentals with breakfast Clearwater
- Rentals with a fireplace 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