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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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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
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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Home in Tampa
Quiet & private home in prime location.
3 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
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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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Home in Oldsmar
Friendly Farmhouse Style Home
2 bedrooms, 3 beds, 2 bathrooms
24–29 Mar
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Guest favourite
Townhouse in Tampa
Tampa/Westchase 3BR Townhome I Family-Friendly
3 bedrooms, 3 beds, 2.5 bathrooms
13–18 Oct
5.0 out of 5 average rating, 9 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, 397 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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Guest favourite
Home in Safety Harbor
Walk downtown/water, sleeps 4, Cottage dream
1 bedroom, 1 queen bed, 1 bathroom
29 Oct – 3 Nov
4.86 out of 5 average rating, 7 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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Home in Palm Harbor
Hot Tub Sleeps 10 | BBQ • Game Room • Private Pool
4 bedrooms, 4 beds, 2 bathrooms
11–16 Oct
New place to stay
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Home in Tampa
“Tampa Getaway | Private Pool | 3BR”
3 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
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Top guest favourite
Home in Safety Harbor
Rare Spanish Retreat - Steps to Water & Downtown!
4 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 35 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