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Search results; Over 1,000 homes in Oldsmar

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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, 48 reviews
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Guest suite in Oldsmar
Lemon tree
1 bedroom, 1 queen bed, 1 bathroom
1–8 Sept
4.95 out of 5 average rating, 78 reviews
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Home in Oldsmar
Oldsmar Oasis
2 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
4.92 out of 5 average rating, 12 reviews
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Home in Oldsmar
Sunny Oasis: Villa Retreat
2 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.96 out of 5 average rating, 96 reviews
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Apartment in Oldsmar
Tampa Bay Getaway|Oldsmar | Heated Pool Condo
2 bedrooms, 3 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 5 reviews
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Home in Oldsmar
Florida Fun Villa
2 bedrooms, 2 beds, 2 bathrooms
1–6 Sept
New place to stay
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Home in Oldsmar
Luxury Bayfront Escape
5 bedrooms, 6 beds, 4 bathrooms
1–6 Sept
5.0 out of 5 average rating, 4 reviews
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Home in Oldsmar
Sunny Florida Pool Escape
3 bedrooms, 5 beds, 2 bathrooms
31 Oct – 5 Nov
4.88 out of 5 average rating, 17 reviews
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Home in Oldsmar
Tropicoquette|Beach|Pool|Airport|Clearwater|STPete
3 bedrooms, 5 beds, 3 bathrooms
1–6 Sept
5.0 out of 5 average rating, 5 reviews
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Room in Palm Harbor
Well Appointed 100% Private Room/Suite/Lake View
1 queen bed, 1 bathroom
1–6 Sept
4.96 out of 5 average rating, 272 reviews
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Home in Clearwater
Designer Home | 10 Min to Dunedin Waterfront
3 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 18 reviews
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Home in Oldsmar
Friendly Farmhouse Style Home
2 bedrooms, 3 beds, 2 bathrooms
24–29 Mar
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Guest suite in Safety Harbor
Suite Sunshine - An Artist's Delight
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 53 reviews
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Guest house in Palm Harbor
Guesthouse with Pool in Palm Harbor
1 bedroom, 1 king bed, 1 bathroom
1–6 Sept
4.98 out of 5 average rating, 113 reviews
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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
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Home in Safety Harbor
2/1 Modern City Stay | Best Downtown Location
2 bedrooms, 3 beds, 1 bathroom
5–10 Sept
5.0 out of 5 average rating, 11 reviews
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Villa in Palm Harbor
The Palm Haus • Heated Pool • Near Beach • Games
3 bedrooms, 6 beds, 2 bathrooms
26 Sept – 1 Oct
4.99 out of 5 average rating, 128 reviews
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Guest suite in Palm Harbor
Private Suite, 1 bedroom, 1 bathroom, pool, patio
1 bedroom, 1 king bed, 1 bathroom
14–19 Sept
4.97 out of 5 average rating, 393 reviews
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Home in Safety Harbor
Quiet Safety Harbor Retreat Near Clearwater Beach
2 bedrooms, 2 beds, 2 bathrooms
2–7 Sept
5.0 out of 5 average rating, 8 reviews