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Search results; Over 1,000 homes in Oldsmar

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Guest favourite
Bungalow in Oldsmar
salt living at its best
1 bedroom, 2 beds, 1 private bathroom
21–26 Sept
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4.96 out of 5 average rating, 202 reviews
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Top guest favourite
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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Guest favourite
Apartment in Oldsmar
Tampa Bay Getaway|Oldsmar | Heated Pool Condo
2 bedrooms, 3 beds, 2 bathrooms
21–26 Sept
5.0 out of 5 average rating, 5 reviews
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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, 95 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
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
Florida Fun Villa
2 bedrooms, 2 beds, 2 bathrooms
1–6 Sept
New place to stay
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Guest favourite
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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Cottage in Safety Harbor
Safety Harbor Cottage
2 bedrooms, 3 beds, 1.5 bathrooms
4–9 Sept
5.0 out of 5 average rating, 66 reviews
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Top guest favourite
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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Top guest favourite
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 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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Top guest favourite
Home in Palm Harbor
Endless Summer: Spacious Family Home Near Beaches
3 bedrooms, 5 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 11 reviews
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Guest house in Palm Harbor
Guesthouse with Pool in Palm Harbor
1 bedroom, 1 king bed, 1 bathroom
11–16 Sept
4.98 out of 5 average rating, 113 reviews
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Guest suite in Tampa
The litle nest 2
1 bedroom, 1 bed, 1 bathroom
4–9 Sept
4.98 out of 5 average rating, 238 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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Home in Clearwater
Game Room + Fire Pit Fun! • 2BR • 7 mi to Beach
2 bedrooms, 3 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 38 reviews