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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
11–16 Jul
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5.0 out of 5 average rating, 166 reviews
Guest favourite
Home in Oldsmar
Sunny Florida Pool Escape
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 5 beds, 2 bathrooms
5–10 Jul
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
4.95 out of 5 average rating, 87 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
27 Jul – 1 Aug
Top guest favourite
Apartment in Oldsmar
Golden Hour Getaway
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 3 beds, 2 bathrooms
14–19 Aug
Home in Oldsmar
Luxury Bayfront Escape
New place to stay, 5 bedrooms, 8 beds, 4 bathrooms
9–14 Jul
Guest favourite
Home in Palm Harbor
Checkmate Cottage | Fire Pit + Putting Green
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 3 beds, 1 bathroom
7–12 Jul
Top guest favourite
Home in Palm Harbor
Eat, Drink, Beach · Steps to Downtown
5.0 out of 5 average rating, 16 reviews, 2 bedrooms, 2 beds, 1 bathroom
6–11 Jul
Superhost
Home in Safety Harbor
Sunny Haven -Family Friendly 3BR/2BTH Getaway
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
Top guest favourite
Home in Tampa
House at North Tampa 3BR & 2BA + Backyard
4.93 out of 5 average rating, 187 reviews, 3 bedrooms, 3 beds, 2 bathrooms
8–13 Jul
Top guest favourite
Home in Palm Harbor
Endless Summer: Spacious Family Home Near Beaches
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 5 beds, 2 bathrooms
7–12 Jul
Top guest favourite
Home in Dunedin
Dunedin 2BR 2 bath NewBuild
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
Top guest favourite
Guest suite in Clearwater
Clearwater Studio Getaway
5.0 out of 5 average rating, 120 reviews, 1 bedroom, 1 bed, 1 bathroom
3–8 Aug
Top guest favourite
Apartment in Dunedin
Tranquil Locale 2 King Beds Dunedin Causeway
4.95 out of 5 average rating, 60 reviews, 2 bedrooms, 2 beds, 1 bathroom
21–26 Jul
Home in Largo
Bella Bird
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 3 bathrooms
2–7 Aug
Home in Oldsmar
Friendly Farmhouse Style Home
2 bedrooms, 3 beds, 2 bathrooms
24–29 Mar
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
6–11 Jul
Top guest favourite
Home in Dunedin
WOW! Dunedin Coastal POOL Home-beaches-eateries
5.0 out of 5 average rating, 16 reviews, 3 bedrooms, 4 beds, 2 bathrooms
16–21 Jul