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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
Top guest favourite
Home in Oldsmar
Sunny Florida Pool Escape
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 5 beds, 2 bathrooms
3–8 Aug
Top guest favourite
Home in Oldsmar
Sunny Oasis: Villa Retreat
4.96 out of 5 average rating, 89 reviews, 2 bedrooms, 3 beds, 2 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
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
1–6 Aug
Top guest favourite
Apartment in Oldsmar
Short Drive to Clearwater Beach | Heated Pool
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, 6 beds, 4 bathrooms
26–31 Jul
Flat in Oldsmar
Acogedor refugio cerca de rampa de botes
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 2 beds, 1 bathroom
31 Jul – 5 Aug
Guest favourite
Home in Palm Harbor
Checkmate Cottage | Fire Pit + Putting Green
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Jul
Top guest favourite
Home in Clearwater
Retro Coastal Gem Near Clearwater Beach
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 2 beds, 1 bathroom
12–17 Jul
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
27 Jul – 1 Aug
Guest favourite
Townhouse in Tampa
Tampa 3BR Townhome I Family-Friendly | Garage
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
12–17 Jul
Home in Largo
Sea La Vie | Family Fun | 9 Min to Beach
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
Home in Clearwater
Coastal haven in prime location
New place to stay, 3 bedrooms, 3 beds, 2 bathrooms
11–16 Aug
Guest favourite
Flat in Palm Harbor
2BRCondo In Palm Harbor With Pool!
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 4 beds, 2 bathrooms
27 Jul – 1 Aug
Top guest favourite
Home in Tampa
House at North Tampa 3BR & 2BA + Backyard
4.93 out of 5 average rating, 188 reviews, 3 bedrooms, 3 beds, 2 bathrooms
24–29 Aug
Top guest favourite
Home in Dunedin
Serenity Charmer - Walk to Downtown & Marina
4.93 out of 5 average rating, 14 reviews, 2 bedrooms, 2 beds, 1 bathroom
11–16 Jul
Guest favourite
Apartment in Dunedin
Nautical Landings West-Honeymoon Island.
4.87 out of 5 average rating, 60 reviews, 2 bedrooms, 2 beds, 1 bathroom
11–16 Jul
Top guest favourite
Home in Tampa
Charming House 2B/2B Centrally Located Tampa Bay
4.97 out of 5 average rating, 146 reviews, 2 bedrooms, 3 beds, 2 bathrooms
30 Jul – 4 Aug