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Search results; Over 1,000 homes in Oldsmar

Guest favourite
Home in Oldsmar
Private Pool Home Near Clearwater & Tampa
3 bedrooms, 5 beds, 2 private bathrooms
21–26 Aug
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4.72 out of 5 average rating, 116 reviews
Top guest favourite
Home in Oldsmar
Sunny Florida Pool Escape
3 bedrooms, 5 beds, 2 bathrooms
31 Oct – 5 Nov
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in Oldsmar
Sunny Oasis: Villa Retreat
2 bedrooms, 3 beds, 2 bathrooms
18–23 Aug
4.96 out of 5 average rating, 95 reviews
Guest favourite
Apartment in Oldsmar
Heated Pool Oasis • Near Clearwater Beach
2 bedrooms, 3 beds, 2 bathrooms
18–23 Aug
5.0 out of 5 average rating, 5 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
Guest favourite
Home in Oldsmar
Tropicoquette|Beach|Pool|Airport|Clearwater|STPete
3 bedrooms, 5 beds, 3 bathrooms
23–28 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Guest suite in Oldsmar
Lemon tree
1 bedroom, 1 queen bed, 1 bathroom
25 Aug – 1 Sept
4.95 out of 5 average rating, 78 reviews
Home in Oldsmar
Luxury Bayfront Escape
5 bedrooms, 6 beds, 4 bathrooms
18–23 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Cottage in Safety Harbor
Safety Harbor Cottage
2 bedrooms, 3 beds, 1.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 66 reviews
Top guest favourite
Villa in Palm Harbor
Coastal Cottage | Top 1% Airbnb Worldwide
2 bedrooms, 4 beds, 1.5 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 51 reviews
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Apartment in Dunedin
Quiet Locale King Beds 1 Mile To Honeymoon Island
2 bedrooms, 2 king beds, 1 bathroom
24–29 Aug
4.94 out of 5 average rating, 31 reviews
Top guest favourite
Home in Palm Harbor
Eat, Drink, Beach · Steps to Downtown
2 bedrooms, 2 queen beds, 1 bathroom
18–23 Aug
5.0 out of 5 average rating, 19 reviews
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Home in Tampa
Charming House 2B/2B Centrally Located Tampa Bay
2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
4.97 out of 5 average rating, 152 reviews
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Home in Clearwater
Game Room + Fire Pit Fun! • 2BR • 7 mi to Beach
2 bedrooms, 3 beds, 1 bathroom
18–23 Aug
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Home in Clearwater
Designer Home | 10 Min to Dunedin Waterfront
3 bedrooms, 3 beds, 2 bathrooms
18–23 Aug
5.0 out of 5 average rating, 18 reviews
Home in Clearwater
Beautiful Clearwater Home
2 bedrooms, 4 beds, 1 bathroom
21–26 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Clearwater
Peacock Pool House + Hot Tub I Clearwater
2 bedrooms, 3 beds, 2 bathrooms
6–11 Sept
4.92 out of 5 average rating, 53 reviews
Guest house in Tampa
Cozy Tampa Stay Near Airport & Citrus Park
1 bedroom, 1 bed, 1 bathroom
22–27 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Safety Harbor
Quiet Safety Harbor Retreat Near Clearwater Beach
2 bedrooms, 2 beds, 2 bathrooms
19–24 Aug
5.0 out of 5 average rating, 8 reviews