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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
12–17 Jul
,
4.96 out of 5 average rating, 321 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
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
11–16 Jul
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
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
Apartment in Oldsmar
Golden Hour Getaway
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 3 beds, 2 bathrooms
14–19 Aug
Flat in Oldsmar
Acogedor refugio cerca de rampa de botes
New place to stay, 1 bedroom, 2 beds, 1 bathroom
4–9 Jul
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
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
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
Home in Oldsmar
Friendly Farmhouse Style Home
2 bedrooms, 3 beds, 2 bathrooms
24–29 Mar
Guest favourite
Home in Tampa
Feel at Home
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 3 beds, 2 bathrooms
5–10 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
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
Pool Home Near Innisbrook Golf & Beaches
5.0 out of 5 average rating, 13 reviews, 3 bedrooms, 4 beds, 2 bathrooms
14–19 Jul
Guest favourite
Home in Clearwater
Clearwater’s Luxury Boutique Hidden Gem
5.0 out of 5 average rating, 10 reviews, 4 bedrooms, 5 beds, 3 bathrooms
13–18 Sept
Top guest favourite
Guest suite in Palm Harbor
Private Suite, 1 bedroom, 1 bathroom, pool, patio
4.97 out of 5 average rating, 382 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Jul