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Search results; Over 1,000 homes in Oldsmar

Top guest favourite
Cottage in Oldsmar
Louisa's Cottage
Studio, 1 bed, 2 private bathrooms
4–9 Oct
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4.96 out of 5 average rating, 323 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
Home in Oldsmar
Sunny Oasis: Villa Retreat
2 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.96 out of 5 average rating, 97 reviews
Guest favourite
Home in Oldsmar
Sunny Florida Pool Escape
3 bedrooms, 5 beds, 2 bathrooms
31 Oct – 5 Nov
4.88 out of 5 average rating, 17 reviews
Guest favourite
Apartment in Oldsmar
Tampa Bay Getaway|Oldsmar | Heated Pool Condo
2 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Guest suite in Oldsmar
Lemon tree
1 bedroom, 1 queen bed, 1 bathroom
4–11 Sept
4.95 out of 5 average rating, 78 reviews
Home in Oldsmar
Florida Fun Villa
2 bedrooms, 2 beds, 2 bathrooms
3–8 Sept
New place to stay
Guest favourite
Home in Oldsmar
Tropicoquette|Beach|Pool|Airport|Clearwater|STPete
3 bedrooms, 5 beds, 3 bathrooms
6–11 Sept
5.0 out of 5 average rating, 5 reviews
Home in Oldsmar
Luxury Bayfront Escape
5 bedrooms, 6 beds, 4 bathrooms
3–8 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Room in Palm Harbor
Well Appointed 100% Private Room/Suite/Lake View
1 queen bed, 1 bathroom
3–8 Sept
4.96 out of 5 average rating, 272 reviews
Guest favourite
Home in Clearwater
Designer Home | 10 Min to Dunedin Waterfront
3 bedrooms, 3 beds, 2 bathrooms
3–8 Sept
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Home in Dunedin
WOW! Dunedin Coastal POOL Home-beaches-eateries
3 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Home in Palm Harbor
Endless Summer: Spacious Family Home Near Beaches
3 bedrooms, 5 beds, 2 bathrooms
4–9 Sept
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Safety Harbor
Quiet Safety Harbor Retreat Near Clearwater Beach
2 bedrooms, 2 beds, 2 bathrooms
5–10 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Apartment in Dunedin
Quiet Locale King Beds 1 Mile To Honeymoon Island
2 bedrooms, 2 king beds, 1 bathroom
16–21 Sept
4.94 out of 5 average rating, 31 reviews
Top guest favourite
Home in Clearwater
Luxury Clearwater Home • Heated Pool + Near Beach
4 bedrooms, 5 beds, 2 bathrooms
26 Sept – 1 Oct
4.99 out of 5 average rating, 95 reviews
Top guest favourite
Home in Safety Harbor
2/1 Modern City Stay | Best Downtown Location
2 bedrooms, 3 beds, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Palm Harbor
Private Pool! Tropical Beaches! Palm Harbor, FL
3 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
4.91 out of 5 average rating, 58 reviews
Guest favourite
Home in Dunedin
Coastal Dunedin Suite Near Beaches
2 bedrooms, 3 beds, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 6 reviews