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
4.98 out of 5 average rating, 112 reviewsTropical Getaway w/Heated Pool & King Beds
Sep 27 – Oct 4
Home in Tampa
4.97 out of 5 average rating, 111 reviewsDowntown Tampa Pool House! Walk to Armature Works!
Dec 3 – 10
Home in Dunedin
4.96 out of 5 average rating, 112 reviewsDunedin Coastal- heated saltwater POOL & beaches
Oct 3 – 10
Home in Tampa
4.93 out of 5 average rating, 167 reviewsRooms with a Pool
Nov 4 – 11
Home in Tampa
4.83 out of 5 average rating, 122 reviewsEntire residential home, Tampa. 3/2, Pool.
Sep 21 – 28
Home in Indian Rocks Beach
4.98 out of 5 average rating, 98 reviewsBeachfront Bungalow w/ Pool & Hot Tub in IRB
Jan 14 – 21
Home in Oldsmar
4.94 out of 5 average rating, 18 reviewsSunny Oasis: Villa Retreat
Dec 13 – 20
Home in Oldsmar
4.91 out of 5 average rating, 33 reviewsTropical Vacay pool home
Jan 20 – 27
Condo rentals with a pool
Condo in Clearwater
4.83 out of 5 average rating, 120 reviewsCozy Getaway close to Clearwater Beach
Oct 6 – 13
Condo in Largo
4.89 out of 5 average rating, 180 reviewsModern and Cozy Condo 6 Minutes from the Beach !
Nov 27 – Dec 4
Condo in St. Petersburg
4.97 out of 5 average rating, 144 reviewsSea La Vie- Studio by the bay!
Oct 25 – Nov 1
Condo in Tierra Verde
4.96 out of 5 average rating, 237 reviewsNatural Beauty on Tierra Verde, Waterfront Condo
Apr 2 – 9
Condo in St. Pete Beach
4.91 out of 5 average rating, 211 reviewsSunset Beach Condo in Treasure Island
Nov 11 – 18
Condo in Tampa
4.85 out of 5 average rating, 182 reviewsTop Location | 5★ with Sea views & Heated Pool
Jul 14 – 21
Condo in Indian Shores
4.96 out of 5 average rating, 143 reviews1 BR direct beachfront! Now avail. 8/29-9/11.
Dec 10 – 17
Condo in Tampa
4.91 out of 5 average rating, 104 reviewsWaterfront Condo - Sunset View of Tampa Bay
Jan 4 – 11
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
€ 19 before taxes and fees
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