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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
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4.96 out of 5 average rating, 320 reviews
Top guest favourite
Home in Oldsmar
Sunny Oasis: Villa Retreat
2 bedrooms, 3 beds, 2 bathrooms
6–11 Jul
4.95 out of 5 average rating, 87 reviews
Guest favourite
Home in Oldsmar
Sunny Florida Pool Escape
3 bedrooms, 5 beds, 2 bathrooms
4–9 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Apartment in Oldsmar
Golden Hour Getaway
2 bedrooms, 3 beds, 2 bathrooms
25–30 Jul
5.0 out of 5 average rating, 7 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
Superhost
Home in Oldsmar
Tropicoquette|Beach|Pool|Airport|Clearwater|STPete
3 bedrooms, 5 beds, 3 bathrooms
5–10 Jul
5.0 out of 5 average rating, 3 reviews
Flat in Oldsmar
Acogedor refugio cerca de rampa de botes
1 bedroom, 2 beds, 1 bathroom
1–6 Jul
New place to stay
Home in Oldsmar
Luxury Bayfront Escape
5 bedrooms, 8 beds, 4 bathrooms
9–14 Jul
New place to stay
Superhost
Home in Safety Harbor
Sunny Haven -Family Friendly 3BR/2BTH Getaway
3 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
New place to stay
Home in Oldsmar
Friendly Farmhouse Style Home
2 bedrooms, 3 beds, 2 bathrooms
24–29 Mar
Guest favourite
Home in Palm Harbor
Home of Love
2 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
5.0 out of 5 average rating, 7 reviews
Home in Clearwater
NEW BeachCabin•Sleep18•HotPool•Close2ClearwtrBeach
5 bedrooms, 9 beds, 3 bathrooms
1–6 Jul
New place to stay
Guest favourite
Tiny home in Tampa
mini casa
1 bedroom, 2 queen beds, 1 bathroom
1–6 Jul
5.0 out of 5 average rating, 30 reviews
Guest favourite
Guest suite in Tampa
The litle nest 2
1 bedroom, 1 bed, 1 bathroom
12–17 Jul
4.98 out of 5 average rating, 226 reviews
Guest favourite
Home in Palm Harbor
Checkmate Cottage | Fire Pit + Putting Green
2 bedrooms, 3 beds, 1 bathroom
7–12 Jul
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Safety Harbor
New Remodel - 1 Block from Water
3 bedrooms, 3 beds, 2 bathrooms
8–13 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Palm Harbor
Endless Summer: Spacious Family Home Near Beaches
3 bedrooms, 5 beds, 2 bathrooms
7–12 Jul
5.0 out of 5 average rating, 7 reviews
Home in Tampa
Family Pool Retreat • Sleeps 8 • Pet Friendly
3 bedrooms, 4 beds, 1.5 bathrooms
3–8 Aug
New place to stay
Top guest favourite
Home in Palm Harbor
Eat, Drink, Beach · Steps to Downtown
2 bedrooms, 2 queen beds, 1 bathroom
6–11 Jul
5.0 out of 5 average rating, 16 reviews