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Search results; Over 1,000 homes in Oldsmar

Top guest favourite
Home in Oldsmar
Bayside Retreat your tropical oasis
1 bedroom, 1 bed, 1 private bathroom
26–31 Jul
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5.0 out of 5 average rating, 167 reviews
Apartment in Oldsmar
Short drive to Honeymoon Island | Heated Pool
New place to stay, 2 bedrooms, 3 beds, 2 bathrooms
27 Jul – 1 Aug
Top guest favourite
Home in Oldsmar
Sunny Florida Pool Escape
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 5 beds, 2 bathrooms
3–8 Aug
Guest favourite
Home in Oldsmar
Oldsmar Oasis
4.92 out of 5 average rating, 12 reviews, 2 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
Top guest favourite
Home in Oldsmar
Sunny Oasis: Villa Retreat
4.96 out of 5 average rating, 90 reviews, 2 bedrooms, 3 beds, 2 bathrooms
27 Jul – 1 Aug
Superhost
Home in Oldsmar
Tropicoquette|Beach|Pool|Airport|Clearwater|STPete
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 5 beds, 3 bathrooms
1–6 Aug
Top guest favourite
Apartment in Oldsmar
Short Drive to Clearwater Beach | Heated Pool
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 3 beds, 2 bathrooms
14–21 Aug
Home in Oldsmar
Luxury Bayfront Escape
New place to stay, 5 bedrooms, 6 beds, 4 bathrooms
26–31 Jul
Guest favourite
Home in Palm Harbor
Checkmate Cottage | Fire Pit + Putting Green
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Jul
Top guest favourite
Guest suite in Palm Harbor
Private Suite, 1 bedroom, 1 bathroom, pool, patio
4.97 out of 5 average rating, 385 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 Aug
Top guest favourite
Home in Palm Harbor
Eat, Drink, Beach · Steps to Downtown
5.0 out of 5 average rating, 18 reviews, 2 bedrooms, 2 beds, 1 bathroom
20–25 Jul
Guest favourite
Townhouse in Tampa
Tampa 3BR Townhome I Family-Friendly | Garage
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
17–22 Jul
Top guest favourite
Home in Palm Harbor
Endless Summer: Spacious Family Home Near Beaches
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 5 beds, 2 bathrooms
27 Jul – 1 Aug
Guest favourite
Home in Clearwater
New, modern & spotless retreat
4.98 out of 5 average rating, 50 reviews, 2 bedrooms, 4 beds, 1 bathroom
15–20 Jul
Top guest favourite
Home in Palm Harbor
Hatties Hill Florida
4.98 out of 5 average rating, 50 reviews, 2 bedrooms, 2 beds, 2 bathrooms
17–22 Jul
Top guest favourite
Home in Dunedin
WOW! Dunedin Coastal POOL Home-beaches-eateries
5.0 out of 5 average rating, 18 reviews, 3 bedrooms, 4 beds, 2 bathrooms
16–21 Jul
Top guest favourite
Home in Palm Harbor
Casa St.George, Centrally Located, Pool, Game Room
4.98 out of 5 average rating, 64 reviews, 5 bedrooms, 8 beds, 3 bathrooms
17–22 Jul
Superhost
Home in Clearwater
Providence Cove | Heated Salt Pool • Sleeps 12
New place to stay, 3 bedrooms, 7 beds, 2 bathrooms
6–11 Sept
Top guest favourite
Cottage in Safety Harbor
Safety Harbor Cottage
5.0 out of 5 average rating, 66 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
10–15 Aug