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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
3 bedrooms, 5 beds, 2 bathrooms
6–11 Jul
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Oldsmar
Sunny Oasis: Villa Retreat
2 bedrooms, 3 beds, 2 bathrooms
27 Jul – 1 Aug
4.95 out of 5 average rating, 88 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
27 Jul – 1 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Apartment in Oldsmar
Golden Hour Getaway
2 bedrooms, 3 beds, 2 bathrooms
14–19 Aug
5.0 out of 5 average rating, 8 reviews
Home in Oldsmar
Luxury Bayfront Escape
5 bedrooms, 8 beds, 4 bathrooms
9–14 Jul
New place to stay
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
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
Top guest favourite
Home in Palm Harbor
Casa St.George, Centrally Located, Pool, Game Room
5 bedrooms, 8 beds, 3 bathrooms
7–12 Jul
4.98 out of 5 average rating, 64 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
Top guest favourite
Home in Tampa
House at North Tampa 3BR & 2BA + Backyard
3 bedrooms, 3 beds, 2 bathrooms
8–13 Jul
4.93 out of 5 average rating, 187 reviews
Home in Oldsmar
Friendly Farmhouse Style Home
2 bedrooms, 3 beds, 2 bathrooms
24–29 Mar
Guest favourite
Apartment in Palm Harbor
Quiet & Cozy Condo 2 bd/2 ba w/Pool/jac access.
2 bedrooms, 2 queen beds, 2 bathrooms
21–26 Jul
4.84 out of 5 average rating, 19 reviews
Top guest favourite
Home in Dunedin
WOW! Dunedin Coastal POOL Home-beaches-eateries
3 bedrooms, 4 beds, 2 bathrooms
16–21 Jul
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Palm Harbor
Pool Home Near Innisbrook Golf & Beaches
3 bedrooms, 4 beds, 2 bathrooms
11–16 Aug
5.0 out of 5 average rating, 13 reviews
Guest favourite
Flat in Palm Harbor
2BRCondo In Palm Harbor With Pool!
2 bedrooms, 4 beds, 2 bathrooms
27 Jul – 1 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Palm Harbor
Waterfront Gem Near Clearwater • Swim Spa + Nature
3 bedrooms, 5 beds, 2 bathrooms
20–25 Jul
4.98 out of 5 average rating, 44 reviews
Top guest favourite
Home in Dunedin
Dunedin 2BR 2 bath NewBuild
2 bedrooms, 3 beds, 2 bathrooms
12–17 Jul
5.0 out of 5 average rating, 6 reviews