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Search results; Over 1,000 homes in Oldsmar

Top guest favourite
Home in Oldsmar
Modern Private Estate | Central to Tampa & Beaches
3 bedrooms, 4 beds, 2.5 private bathrooms
14–19 Sept
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4.98 out of 5 average rating, 49 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
20–25 Sept
4.96 out of 5 average rating, 98 reviews
Guest favourite
Home in Oldsmar
Sunny Florida Pool Escape
3 bedrooms, 5 beds, 2 bathrooms
10–15 Oct
4.88 out of 5 average rating, 17 reviews
Guest favourite
Home in Oldsmar
Tropicoquette|Beach|Pool|Airport|Clearwater|STPete
3 bedrooms, 5 beds, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 5 reviews
Home in Oldsmar
Luxury Bayfront Escape
5 bedrooms, 6 beds, 4 bathrooms
12–17 Sept
5.0 out of 5 average rating, 4 reviews
Home in Oldsmar
Florida Fun Villa
2 bedrooms, 2 beds, 2 bathrooms
12–17 Sept
New place to stay
Top guest favourite
Home in Safety Harbor
Downtown Safety Harbor • Walk to Main St • Arcade•
2 bedrooms, 3 beds, 2 bathrooms
22–27 Sept
5.0 out of 5 average rating, 48 reviews
Guest favourite
Townhouse in Tampa
Tampa/Westchase 3BR Townhome I Family-Friendly
3 bedrooms, 6 beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Clearwater
Designer Home | 10 Min to Dunedin Waterfront
3 bedrooms, 3 beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Guest suite in Safety Harbor
Suite Sunshine - An Artist's Delight
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 55 reviews
Top guest favourite
Villa in Palm Harbor
Coastal Cottage | Top 1% Airbnb Worldwide
2 bedrooms, 4 beds, 1.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 53 reviews
Top guest favourite
Home in Clearwater
Luxury Clearwater Home • Heated Pool + Near Beach
4 bedrooms, 5 beds, 2 bathrooms
26 Sept – 1 Oct
4.99 out of 5 average rating, 96 reviews
Top guest favourite
Room in Palm Harbor
Well Appointed 100% Private Room/Suite/Lake View
1 queen bed, 1 bathroom
12–17 Sept
4.96 out of 5 average rating, 272 reviews
Top guest favourite
Apartment in Dunedin
Quiet Locale King Beds 1 Mile To Honeymoon Island
2 bedrooms, 2 king beds, 1 bathroom
21–26 Sept
4.94 out of 5 average rating, 31 reviews
Top guest favourite
Guest suite in Palm Harbor
Private Suite, 1 bedroom, 1 bathroom, pool, patio
1 bedroom, 1 king bed, 1 bathroom
21–26 Sept
4.97 out of 5 average rating, 395 reviews
Top guest favourite
Guest house in Tampa
Hidden Gem • Stylish & Insta-Ready • Free Decor
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Hut in Tampa
Guest house for a perfect getaway.
1 bedroom, 1 queen bed, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 45 reviews
Top guest favourite
Guest suite in Clearwater
Clearwater Studio Getaway
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 149 reviews