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Search results; Over 1,000 homes in Oldsmar

Guest favourite
Apartment in Oldsmar
Guest Favorite Waterview- 2 bed/2 bath apt w/pool
2 bedrooms, 3 beds, 2 private bathrooms
20–25 Aug
,
4.89 out of 5 average rating, 35 reviews
Top guest favourite
Home in Oldsmar
Sunny Oasis: Villa Retreat
2 bedrooms, 3 beds, 2 bathrooms
21–26 Aug
4.96 out of 5 average rating, 95 reviews
Home in Oldsmar
Florida Fun Villa
2 bedrooms, 2 beds, 2 bathrooms
20–25 Aug
New place to stay
Top guest favourite
Home in Oldsmar
Sunny Florida Pool Escape
3 bedrooms, 5 beds, 2 bathrooms
31 Oct – 5 Nov
5.0 out of 5 average rating, 14 reviews
Guest favourite
Apartment in Oldsmar
Tampa Bay Getaway | Heated Pool Condo
2 bedrooms, 3 beds, 2 bathrooms
26–31 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Oldsmar
Oldsmar Oasis
2 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
4.92 out of 5 average rating, 12 reviews
Top guest favourite
Guest suite in Oldsmar
Lemon tree
1 bedroom, 1 queen bed, 1 bathroom
25 Aug – 1 Sept
4.95 out of 5 average rating, 78 reviews
Guest favourite
Home in Oldsmar
Tropicoquette|Beach|Pool|Airport|Clearwater|STPete
3 bedrooms, 5 beds, 3 bathrooms
23–28 Aug
5.0 out of 5 average rating, 5 reviews
Home in Oldsmar
Luxury Bayfront Escape
5 bedrooms, 6 beds, 4 bathrooms
20–25 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Cottage in Safety Harbor
Safety Harbor Cottage
2 bedrooms, 3 beds, 1.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 66 reviews
Top guest favourite
Home in Tampa
Cozy Retreat Near Airport, Beach & Attractions
2 bedrooms, 3 beds, 1 bathroom
22–27 Aug
4.97 out of 5 average rating, 73 reviews
Top guest favourite
Home in Palm Harbor
Steps to Downtown · Beach, Breweries, Trail
2 bedrooms, 2 queen beds, 1 bathroom
20–25 Aug
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Home in Tampa
Charming House 2B/2B Centrally Located Tampa Bay
2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
4.97 out of 5 average rating, 152 reviews
Top guest favourite
Home in Clearwater
Game Room + Fire Pit Fun! • 2BR • 7 mi to Beach
2 bedrooms, 3 beds, 1 bathroom
28 Aug – 2 Sept
5.0 out of 5 average rating, 38 reviews
Top guest favourite
Villa in Palm Harbor
Coastal Cottage | Top 1% Airbnb Worldwide
2 bedrooms, 4 beds, 1.5 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 51 reviews
Top guest favourite
Home in Palm Harbor
Gulf View on Bay: Newly Renovated
2 bedrooms, 2 beds, 2 bathrooms
22–27 Aug
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Clearwater
Peacock Pool House + Hot Tub I Clearwater
2 bedrooms, 3 beds, 2 bathrooms
6–11 Sept
4.93 out of 5 average rating, 54 reviews
Guest favourite
Home in Tampa
Family Pool Retreat • Sleeps 8 • Pet Friendly
3 bedrooms, 4 beds, 1.5 bathrooms
23–28 Aug
4.9 out of 5 average rating, 10 reviews
Home in Clearwater
Beautiful Clearwater Home
2 bedrooms, 4 beds, 1 bathroom
21–26 Aug
5.0 out of 5 average rating, 3 reviews