Holiday 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.
Holiday 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 Dunedin
4.93 out of 5 average rating, 119 reviewsEverything you'll need, plus! Park Model RV
19–26 Aug
Home in Tampa
4.97 out of 5 average rating, 110 reviewsDowntown Tampa Pool House! Walk to Armature Works!
24–31 Dec
Home in Palm Harbor
4.98 out of 5 average rating, 111 reviewsTropical Getaway w/Heated Pool & King Beds
28 Oct – 4 Nov
Home in Dunedin
4.95 out of 5 average rating, 111 reviewsDunedin Coastal- heated saltwater POOL & beaches
4–11 Oct
Home in Tampa
4.83 out of 5 average rating, 122 reviewsEntire residential home, Tampa. 3/2, Pool.
4–11 Oct
Home in Palm Harbor
4.97 out of 5 average rating, 107 reviewsFeels Like Home - 3/2 pool home that sleeps 6
31 Aug – 7 Sep
Home in Oldsmar
4.94 out of 5 average rating, 17 reviewsSunny Oasis: Villa Retreat
6–13 Sep
Home in Oldsmar
4.91 out of 5 average rating, 32 reviewsTropical Vacay pool home
12–19 Jan
Apartment rentals with a pool
Apartment in Clearwater
4.83 out of 5 average rating, 119 reviewsCozy Getaway close to Clearwater Beach
16–23 Oct
Apartment in St. Petersburg
4.97 out of 5 average rating, 144 reviewsSea La Vie- Studio by the bay!
18–25 Nov
Apartment in Tierra Verde
4.96 out of 5 average rating, 237 reviewsNatural Beauty on Tierra Verde, Waterfront Condo
14–21 Dec
Apartment in Largo
4.89 out of 5 average rating, 180 reviewsModern and Cozy Condo 6 Minutes from the Beach !
14–21 Aug
Apartment in St. Pete Beach
4.91 out of 5 average rating, 209 reviewsSunset Beach Condo in Treasure Island
14–21 Sep
Apartment in Redington Beach
4.94 out of 5 average rating, 356 reviewsBeach Condo, Heated Pool, 2 Minute Walk to Ocean
2–9 Aug
Apartment in Dunedin
4.91 out of 5 average rating, 167 reviewsResort Condo Close to Beach/Free Bikes
8–15 Jul
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
Quick stats about holiday 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
€ 19 before taxes and fees
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