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 Tampa
4.97 out of 5 average rating, 109 reviewsDowntown Tampa Pool House! Walk to Armature Works!
Oct 22 – 29
Home in Palm Harbor
4.98 out of 5 average rating, 111 reviewsTropical Getaway w/Heated Pool & King Beds
Dec 12 – 19
Home in Dunedin
4.95 out of 5 average rating, 111 reviewsDunedin Coastal- heated saltwater POOL & beaches
Oct 4 – 11
Home in Tampa
4.83 out of 5 average rating, 122 reviewsEntire residential home, Tampa. 3/2, Pool.
Oct 1 – 8
Home in Palm Harbor
4.97 out of 5 average rating, 107 reviewsFeels Like Home - 3/2 pool home that sleeps 6
Apr 24 – May 1
Home in Port Richey
4.85 out of 5 average rating, 130 reviewsPenwood Pool Villa
Dec 14 – 21
Home in Oldsmar
4.94 out of 5 average rating, 17 reviewsSunny Oasis: Villa Retreat
Sep 6 – 13
Home in Oldsmar
4.91 out of 5 average rating, 32 reviewsTropical Vacay pool home
Dec 14 – 21
Condo rentals with a pool
Condo in Clearwater
4.83 out of 5 average rating, 119 reviewsCozy Getaway close to Clearwater Beach
Dec 5 – 12
Condo in Tampa
4.94 out of 5 average rating, 215 reviewsModern Waterfront Condo - Captivating Sunset Views
Jun 30 – Jul 7
Condo in Largo
4.89 out of 5 average rating, 180 reviewsModern and Cozy Condo 6 Minutes from the Beach !
Aug 14 – 21
Condo in St. Petersburg
4.97 out of 5 average rating, 144 reviewsSea La Vie- Studio by the bay!
Jan 20 – 27
Condo in Tierra Verde
4.96 out of 5 average rating, 237 reviewsNatural Beauty on Tierra Verde, Waterfront Condo
Dec 14 – 21
Condo in Redington Beach
4.97 out of 5 average rating, 458 reviewsAmazingBeachCondo/NoCleaningFee/AwesomeAmenities
Apr 12 – 19
Condo in St. Pete Beach
4.91 out of 5 average rating, 209 reviewsSunset Beach Condo in Treasure Island
Nov 6 – 13
Condo in Redington Beach
4.94 out of 5 average rating, 356 reviewsBeach Condo, Heated Pool, 2 Minute Walk to Ocean
Aug 2 – 9
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
G$4,179 GYD before taxes and fees
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