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Search results; Over 1,000 homes in Oldsmar

Top guest favourite
Home in Oldsmar
Modern Private Estate | Central to Tampa & Beaches
3 bedrooms, 4 beds, 2.5 private bathrooms
14–19 Sept
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4.98 out of 5 average rating, 48 reviews
Guest favourite
Home in Oldsmar
Oldsmar Oasis
3 beds
27 Sept – 2 Oct
4.92 out of 5 average rating, 12 reviews
Top guest favourite
Home in Oldsmar
Sunny Oasis: Villa Retreat
3 beds
20–25 Sept
4.96 out of 5 average rating, 96 reviews
Guest favourite
Apartment in Oldsmar
Tampa Bay Getaway|Oldsmar | Heated Pool Condo
3 beds
7–12 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Oldsmar
Sunny Florida Pool Escape
5 beds
31 Oct – 5 Nov
4.88 out of 5 average rating, 17 reviews
Home in Oldsmar
Florida Fun Villa
2 beds
1–6 Sept
New place to stay
Top guest favourite
Guest suite in Oldsmar
Lemon tree
1 queen bed
2–9 Sept
4.95 out of 5 average rating, 78 reviews
Guest favourite
Home in Oldsmar
Tropicoquette|Beach|Pool|Airport|Clearwater|STPete
5 beds
1–6 Sept
5.0 out of 5 average rating, 5 reviews
Home in Oldsmar
Luxury Bayfront Escape
6 beds
1–6 Sept
5.0 out of 5 average rating, 4 reviews
Home in Oldsmar
Friendly Farmhouse Style Home
3 beds
24–29 Mar
Top guest favourite
Guest house in Palm Harbor
Guesthouse with Pool in Palm Harbor
1 king bed
3–8 Sept
4.98 out of 5 average rating, 113 reviews
Top guest favourite
Home in Tampa
Your Ideal Stay Minutes from the Airport
4 beds
14–19 Sept
5.0 out of 5 average rating, 60 reviews
Top guest favourite
Home in Safety Harbor
Luxe Harbor Haven: 5 bd Near Beaches, MLB + Golf
5 beds
20–25 Sept
5.0 out of 5 average rating, 29 reviews
Superhost
Home in Tampa
Private Pool Oasis | 5BR Tampa Vacation Home
7 beds
6–11 Oct
5.0 out of 5 average rating, 4 reviews
Home in Safety Harbor
Poolside Paradise
4 beds
4–11 Sept
5.0 out of 5 average rating, 4 reviews
Home in Tampa
Tampa Family Home/Private Pool /3 bedroom
4 beds
1–6 Sept
Guest favourite
Guest suite in Tampa
The litle nest 2
1 bed
6–11 Sept
4.98 out of 5 average rating, 238 reviews
Top guest favourite
Home in Palm Harbor
Casa St.George, Centrally Located, Pool, Game Room
8 beds
3–8 Sept
4.98 out of 5 average rating, 65 reviews
Top guest favourite
Home in Clearwater
Game Room + Fire Pit Fun! • 2BR • 7 mi to Beach
3 beds
2–7 Sept
5.0 out of 5 average rating, 38 reviews