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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
16–21 Jul
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4.96 out of 5 average rating, 321 reviews
Apartment in Oldsmar
Short drive to Honeymoon Island | Heated Pool
2 bedrooms, 3 beds, 2 bathrooms
27 Jul – 1 Aug
New place to stay
Top guest favourite
Home in Oldsmar
Sunny Florida Pool Escape
3 bedrooms, 5 beds, 2 bathrooms
3–8 Aug
5.0 out of 5 average rating, 9 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
Top guest favourite
Home in Oldsmar
Sunny Oasis: Villa Retreat
2 bedrooms, 3 beds, 2 bathrooms
27 Jul – 1 Aug
4.96 out of 5 average rating, 91 reviews
Superhost
Home in Oldsmar
Tropicoquette|Beach|Pool|Airport|Clearwater|STPete
3 bedrooms, 5 beds, 3 bathrooms
1–6 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Apartment in Oldsmar
Short Drive to Clearwater Beach | Heated Pool
2 bedrooms, 3 beds, 2 bathrooms
14–21 Aug
5.0 out of 5 average rating, 8 reviews
Home in Oldsmar
Luxury Bayfront Escape
5 bedrooms, 6 beds, 4 bathrooms
26–31 Jul
New place to stay
Guest favourite
Home in Palm Harbor
Checkmate Cottage | Fire Pit + Putting Green
2 bedrooms, 3 beds, 1 bathroom
16–21 Jul
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Guest suite in Palm Harbor
Private Suite, 1 bedroom, 1 bathroom, pool, patio
1 bedroom, 1 king bed, 1 bathroom
27 Jul – 1 Aug
4.97 out of 5 average rating, 385 reviews
Guest favourite
Townhouse in Tampa
Tampa 3BR Townhome I Family-Friendly | Garage
3 bedrooms, 3 beds, 2.5 bathrooms
17–22 Jul
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Palm Harbor
Eat, Drink, Beach · Steps to Downtown
2 bedrooms, 2 queen beds, 1 bathroom
20–25 Jul
5.0 out of 5 average rating, 18 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, 18 reviews
Top guest favourite
Home in Palm Harbor
Endless Summer: Spacious Family Home Near Beaches
3 bedrooms, 5 beds, 2 bathrooms
27 Jul – 1 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Palm Harbor
Hatties Hill Florida
2 bedrooms, 2 king beds, 2 bathrooms
18–23 Jul
4.98 out of 5 average rating, 50 reviews
Top guest favourite
Cottage in Safety Harbor
Safety Harbor Cottage
2 bedrooms, 3 beds, 1.5 bathrooms
10–15 Aug
5.0 out of 5 average rating, 66 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, 15 reviews
Superhost
Home in Clearwater
Providence Cove | Heated Salt Pool • Sleeps 12
3 bedrooms, 7 beds, 2 bathrooms
6–11 Sept
New place to stay
Top guest favourite
Home in Tampa
Charming House 2B/2B Centrally Located Tampa Bay
2 bedrooms, 3 beds, 2 bathrooms
30 Jul – 4 Aug
4.97 out of 5 average rating, 147 reviews