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Search results; Over 1,000 homes in Oldsmar

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Top guest favourite
Place to stay in Oldsmar
Bayside Retreat your tropical oasis
1 bedroom, 1 bed, 1 private bathroom
20–25 Sept
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5.0 out of 5 average rating, 170 reviews
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Guest favourite
Home in Oldsmar
Oldsmar Oasis
2 bedrooms, 3 beds, 2 bathrooms
11–16 Oct
4.92 out of 5 average rating, 12 reviews
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Top guest favourite
Home in Oldsmar
Sunny Oasis: Villa Retreat
2 bedrooms, 3 beds, 2 bathrooms
4–9 Oct
4.96 out of 5 average rating, 99 reviews
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Guest favourite
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
Florida Fun Villa
2 bedrooms, 2 beds, 2 bathrooms
20–25 Sept
New place to stay
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Home in Safety Harbor
Poolside Paradise
3 bedrooms, 4 beds, 2 bathrooms
25 Sept – 2 Oct
5.0 out of 5 average rating, 4 reviews
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Home in Oldsmar
Luxury Bayfront Escape
5 bedrooms, 6 beds, 4 bathrooms
20–25 Sept
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Guest suite in Oldsmar
Lemon tree
1 bedroom, 1 queen bed, 1 bathroom
18–25 Oct
4.95 out of 5 average rating, 78 reviews
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Guest favourite
Home in Oldsmar
Tropicoquette|Beach|Pool|Airport|Clearwater|STPete
3 bedrooms, 5 beds, 3 bathrooms
14–19 Oct
5.0 out of 5 average rating, 5 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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Top guest favourite
Cottage in Safety Harbor
Safety Harbor Cottage
2 bedrooms, 3 beds, 1.5 bathrooms
29 Sept – 4 Oct
5.0 out of 5 average rating, 66 reviews
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Top guest favourite
Guest house in Tampa
Cottage in Paradise.
2 bedrooms, 3 beds, 1.5 bathrooms
26 Sept – 2 Oct
4.99 out of 5 average rating, 106 reviews
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Top guest favourite
Room in Palm Harbor
Private Suite, 1 bedroom, 1 bathroom, pool, patio
1 king bed, 1 bathroom
25–30 Oct
4.97 out of 5 average rating, 396 reviews
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Home in Clearwater
Casa Cruz Getaway | 14 min to Clearwater Beach
2 bedrooms, 2 queen beds, 1 bathroom
27 Sept – 2 Oct
New place to stay
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Guest favourite
Home in Safety Harbor
New Remodel - 1 Block from Water
3 bedrooms, 3 beds, 2 bathrooms
21–26 Oct
5.0 out of 5 average rating, 5 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
27 Sept – 2 Oct
5.0 out of 5 average rating, 56 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
20–25 Sept
4.96 out of 5 average rating, 273 reviews
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Guest favourite
Home in Safety Harbor
2/1 Modern City Stay | Best Downtown Location
2 bedrooms, 3 beds, 1 bathroom
22–27 Sept
4.93 out of 5 average rating, 14 reviews
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Guest favourite
Townhouse in Tampa
Tampa/Westchase 3BR Townhome I Family-Friendly
3 bedrooms, 6 beds, 2.5 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 9 reviews