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Search results; Over 1,000 homes in Oldsmar

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Top guest favourite
Home in Oldsmar
Mobbly House
3 bedrooms, 3 beds, 2 private bathrooms
1–6 Oct
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4.98 out of 5 average rating, 86 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
15–20 Oct
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
1–6 Oct
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Top guest favourite
Guest suite in Oldsmar
Lemon tree
1 bedroom, 1 queen bed, 1 bathroom
30 Nov – 7 Dec
4.95 out of 5 average rating, 78 reviews
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Home in Oldsmar
Luxury Bayfront Escape
5 bedrooms, 6 beds, 4 bathrooms
1–6 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Home in Palm Harbor
Checkmate Cottage | Fire Pit + Putting Green
2 bedrooms, 3 beds, 1 bathroom
2–7 Oct
5.0 out of 5 average rating, 9 reviews
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Top guest favourite
Home in Palm Harbor
Casa St.George, Centrally Located, Pool, Game Room
5 bedrooms, 8 beds, 3 bathrooms
1–6 Oct
4.98 out of 5 average rating, 65 reviews
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Top guest favourite
Hut in Tampa
Guest house for a perfect getaway.
1 bedroom, 1 queen bed, 1 bathroom
2–7 Oct
5.0 out of 5 average rating, 47 reviews
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Top guest favourite
Guest suite in Clearwater
Clearwater Studio Getaway
1 bedroom, 1 queen bed, 1 bathroom
19–24 Oct
5.0 out of 5 average rating, 154 reviews
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Top guest favourite
Home in Palm Harbor
Pool Home Near Innisbrook Golf & Beaches
3 bedrooms, 4 beds, 2 bathrooms
6–11 Oct
5.0 out of 5 average rating, 20 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
17–22 Oct
5.0 out of 5 average rating, 11 reviews
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Top guest favourite
Home in Palm Harbor
Coastal Escape: Heated Pool, Playground&Family fun
3 bedrooms, 6 beds, 2 bathrooms
3–8 Oct
5.0 out of 5 average rating, 177 reviews
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Superhost
Home in Tampa
Private Pool Oasis | 5BR Tampa Vacation Home
5 bedrooms, 7 beds, 5 bathrooms
12–17 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Cottage in Safety Harbor
Safety Harbor Cottage
2 bedrooms, 3 beds, 1.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 66 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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Home in Tampa
Modern Retreat | 2.5 Baths + Patio | Sleeps 4
2 bedrooms, 2 queen beds, 2.5 bathrooms
3–8 Oct
5.0 out of 5 average rating, 4 reviews
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Guest favourite
Home in Tampa
The Privateer, Cold Plunge, Hot Tub, Sauna + Games
5 bedrooms, 10 beds, 3.5 bathrooms
12–17 Oct
5.0 out of 5 average rating, 7 reviews