Vacation rentals with a pool in Oldsmar
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Oldsmar
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 Oldsmar rentals with a pool
House rentals with a pool
Home in Palm Harbor
4.97 out of 5 average rating, 119 reviewsHeated Pool 4 bed 6.9 miles to Honeymoon Island.
Home in Indian Rocks Beach
4.98 out of 5 average rating, 104 reviewsBeachfront Bungalow w/ Pool & Hot Tub in IRB
Home in Palm Harbor
4.98 out of 5 average rating, 114 reviewsTropical Getaway w/Heated Pool & King Beds
Home in Dunedin
4.96 out of 5 average rating, 114 reviewsDunedin Coastal- heated saltwater POOL & beaches
Home in Tampa
4.82 out of 5 average rating, 126 reviewsEntire residential home, Tampa. 3/2, Pool.
Home in Oldsmar
4.95 out of 5 average rating, 22 reviewsSunny Oasis: Villa Retreat
Home in Oldsmar
4.91 out of 5 average rating, 35 reviewsTropical Vacay pool home
Home in Oldsmar
4.87 out of 5 average rating, 53 reviewsModern & Spacious Retreat with Private Pool!
Condo rentals with a pool
Condo in Tampa
4.94 out of 5 average rating, 148 reviewsLovely Waterview Condo/ heated pool
Condo in Redington Beach
4.9 out of 5 average rating, 151 reviews2min walk to the beach/pool, BBQ/great area, RO110
Condo in Tampa
4.94 out of 5 average rating, 355 reviewsStunning Suite w/ WtrFrt Bay & Sunset Views
Condo in Tampa
4.85 out of 5 average rating, 183 reviewsTop Location | 5★ with Sea views & Heated Pool
Condo in Clearwater
4.89 out of 5 average rating, 167 reviewsHappy getaway nest. Very cozy & high quality
Condo in Tampa
4.97 out of 5 average rating, 178 reviewsPondView/Pool/Pickleball/Dryer/Washer/Ground Floor
Condo in Tampa
4.95 out of 5 average rating, 131 reviewsWaterfront condo with sunset views of Tampa Bay.
Condo in Redington Beach
4.84 out of 5 average rating, 174 reviewsRoyal Orleans and Redington Beach
Quick stats about vacation rentals with a pool in Oldsmar
Total rentals
60 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
1.5K reviews
Nightly prices starting at
$20 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
- Fitness-friendly rentals Oldsmar
- Pet-friendly rentals Oldsmar
- Monthly Rentals Oldsmar
- Family-friendly rentals Oldsmar
- Rentals with a washer and dryer Oldsmar
- Waterfront rentals Oldsmar
- Rentals with outdoor seating Oldsmar
- Kid-friendly rentals Oldsmar
- Rentals with a fireplace Oldsmar
- Rentals with a patio Oldsmar
- House rentals Oldsmar
- Rentals with a fire pit Oldsmar
- Rentals with beach access Oldsmar
- 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