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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
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, 88 reviews, 2 bedrooms, 3 beds, 2 bathrooms
27 Jul – 1 Aug
Guest favourite
Home in Oldsmar
Sunny Florida Pool Escape
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 5 beds, 2 bathrooms
6–11 Jul
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
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
Home in Oldsmar
Luxury Bayfront Escape
New place to stay, 5 bedrooms, 8 beds, 4 bathrooms
9–14 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
Home in Oldsmar
Friendly Farmhouse Style Home
2 bedrooms, 3 beds, 2 bathrooms
24–29 Mar
Top guest favourite
Home in Tampa
Entire residential home, Tampa. 3/2, Pool.
4.88 out of 5 average rating, 212 reviews, 3 bedrooms, 4 beds, 2 bathrooms
26–31 Aug
Superhost
Home in Tampa
Your perfect Tampa escape awaits
New place to stay, 3 bedrooms, 4 beds, 1.5 bathrooms
6–11 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
Home in Safety Harbor
Poolside Paradise
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 4 beds, 2 bathrooms
17–24 Jul
Guest favourite
Apartment in Palm Harbor
Quiet & Cozy Condo 2 bd/2 ba w/Pool/jac access.
4.84 out of 5 average rating, 19 reviews, 2 bedrooms, 2 beds, 2 bathrooms
21–26 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 Palm Harbor
Palm Harbor Retreat:HotTub, TikiHut, Nr Clearwater
4.99 out of 5 average rating, 70 reviews, 3 bedrooms, 5 beds, 3 bathrooms
20–25 Jul
Home in Largo
Bella Bird
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 3 bathrooms
2–7 Aug
Top guest favourite
Home in Palm Harbor
Private Pool! Tropical Beaches! Palm Harbor, FL
4.91 out of 5 average rating, 57 reviews, 3 bedrooms, 5 beds, 2 bathrooms
25–30 Jul
Home in Clearwater
Coastal haven in prime location
New place to stay, 3 bedrooms, 3 beds, 2 bathrooms
11–16 Aug