
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

Heated Pool, 10 min to Beach, Close to Restaurants

Insta Worthy Retreat - Heated pool-putt putt | Bar

Private pool, Golf Cart, Completely Renovated!

Tarpon Fun'n Sun-Pool, Beaches + Backyard Chickens

Family Fun! Heated Pool/Arcade/Foosball + 2 Kings

Tropical Getaway w/Heated Pool & King Beds

Tropical Getaway, Perfect Home & Great Location

3 BR/2B pool home WiFI and Brand new furnishings
Condo rentals with a pool

Seasalt Breeze, cozy unit, easy pool access

Tiki Themed Waterfront Condo on Tampa Bay

Bright and Spacious 1Bed/1Bath condo.

The Avalon - 1/1 LUXE CORNER CONDO/King size bed/

Amazing views on beachfront

Literally: 15 steps to the Pool, GroundFloor Condo

SHEEK and Glam- heated pool Updated! 3 mi to beach

Lovely condo close to Clearwater Beach
Other vacation rentals with a pool

Safety Harbor Retreat

East Lake Gem On The Green

Beautiful Home, near Honeymoon Beach, Garden Games

Owls Nest, Beach Heated saltwater pool/Spa pond

CHARMING CLEAN CLEARWATER! Steps to WALMART!!

Nautical Landings - The Mainsail

Beautiful house with pool, fire pit, billiard room

Tampa Tropical-Saltwater Pool-10 Min to TPA
Quick stats about vacation rentals with a pool in Oldsmar
Total rentals
80 properties
Nightly prices starting at
$28Ā CAD before taxes and fees
Total number of reviews
1.8K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
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