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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
19–24 Jul
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4.96 out of 5 average rating, 321 reviews
Apartment in Oldsmar
Short drive to Honeymoon Island | Heated Pool
New place to stay, 2 bedrooms, 3 beds, 2 bathrooms
27 Jul – 1 Aug
Top guest favourite
Home in Oldsmar
Sunny Florida Pool Escape
5.0 out of 5 average rating, 9 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, 91 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
14–21 Aug
Home in Oldsmar
Luxury Bayfront Escape
New place to stay, 5 bedrooms, 6 beds, 4 bathrooms
26–31 Jul
Guest favourite
Home in Palm Harbor
Checkmate Cottage | Fire Pit + Putting Green
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
Top guest favourite
Home in Palm Harbor
Pool Home Near Innisbrook Golf & Beaches
5.0 out of 5 average rating, 15 reviews, 3 bedrooms, 4 beds, 2 bathrooms
11–16 Aug
Top guest favourite
Guest suite in Oldsmar
Lemon tree
4.95 out of 5 average rating, 77 reviews, 1 bedroom, 1 bed, 1 bathroom
1–8 Aug
Top guest favourite
Home in Palm Harbor
Hatties Hill Florida
4.98 out of 5 average rating, 50 reviews, 2 bedrooms, 2 beds, 2 bathrooms
20–25 Jul
Top guest favourite
Home in Palm Harbor
Eat, Drink, Beach · Steps to Downtown
5.0 out of 5 average rating, 18 reviews, 2 bedrooms, 2 beds, 1 bathroom
20–25 Jul
Superhost
Home in Clearwater
Providence Cove | Heated Salt Pool • Sleeps 12
New place to stay, 3 bedrooms, 7 beds, 2 bathrooms
6–11 Sept
Top guest favourite
Villa in Palm Harbor
Coastal Cottage | Top 1% Airbnb Worldwide
5.0 out of 5 average rating, 49 reviews, 2 bedrooms, 4 beds, 1.5 bathrooms
19–24 Jul
Guest favourite
Home in Palm Harbor
Home of Love
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Home in Palm Harbor
Waterfront Gem Near Clearwater • Swim Spa + Nature
4.98 out of 5 average rating, 45 reviews, 3 bedrooms, 5 beds, 2 bathrooms
18–23 Aug
Top guest favourite
Guest suite in Palm Harbor
Private Suite, 1 bedroom, 1 bathroom, pool, patio
4.97 out of 5 average rating, 385 reviews, 1 bedroom, 1 bed, 1 bathroom
20–25 Aug
Top guest favourite
Home in Palm Harbor
Casa St.George, Centrally Located, Pool, Game Room
4.98 out of 5 average rating, 65 reviews, 5 bedrooms, 8 beds, 3 bathrooms
31 Jul – 5 Aug