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Search results; Over 1,000 homes in Oldsmar

Top guest favourite
Cottage in Oldsmar
Louisa's Cottage
Studio, 1 bed, 2 private bathrooms
12–17 Jul
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4.96 out of 5 average rating, 321 reviews
Guest favourite
Home in Oldsmar
Sunny Florida Pool Escape
3 bedrooms, 5 beds, 2 bathrooms
4–9 Jul
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Oldsmar
Tropicoquette|Beach|Pool|Airport|Clearwater|STPete
3 bedrooms, 5 beds, 3 bathrooms
16–21 Jul
5.0 out of 5 average rating, 3 reviews
Home in Oldsmar
Luxury Bayfront Escape
5 bedrooms, 8 beds, 4 bathrooms
9–14 Jul
New place to stay
Guest favourite
Home in Oldsmar
Oldsmar Oasis
2 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
4.92 out of 5 average rating, 12 reviews
Flat in Oldsmar
Acogedor refugio cerca de rampa de botes
1 bedroom, 2 beds, 1 bathroom
3–8 Jul
New place to stay
Top guest favourite
Home in Oldsmar
Sunny Oasis: Villa Retreat
2 bedrooms, 3 beds, 2 bathrooms
6–11 Jul
4.95 out of 5 average rating, 87 reviews
Top guest favourite
Apartment in Oldsmar
Golden Hour Getaway
2 bedrooms, 3 beds, 2 bathrooms
14–19 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Cottage in Safety Harbor
Safety Harbor Cottage
2 bedrooms, 3 beds, 1.5 bathrooms
4–9 Aug
5.0 out of 5 average rating, 65 reviews
Top guest favourite
Guest suite in Palm Harbor
Private Suite, 1 bedroom, 1 bathroom, pool, patio
1 bedroom, 1 king bed, 1 bathroom
12–17 Jul
4.97 out of 5 average rating, 382 reviews
Top guest favourite
Guest suite in Clearwater
Clearwater Studio Getaway
1 bedroom, 1 queen bed, 1 bathroom
19–24 Jul
5.0 out of 5 average rating, 120 reviews
Guest favourite
Home in Safety Harbor
Quiet Safety Harbor Retreat Near Clearwater Beach
2 bedrooms, 2 beds, 2 bathrooms
10–15 Jul
5.0 out of 5 average rating, 5 reviews
Guest favourite
Guest suite in Tampa
The litle nest 2
1 bedroom, 1 bed, 1 bathroom
12–17 Jul
4.98 out of 5 average rating, 226 reviews
Guest favourite
Home in Palm Harbor
Checkmate Cottage | Fire Pit + Putting Green
2 bedrooms, 3 beds, 1 bathroom
7–12 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Clearwater
Sunset Palms Retreat!
3 bedrooms, 3 beds, 2 bathrooms
8–13 Jul
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in Clearwater
Luxury Clearwater Home • Heated Pool + Near Beach
4 bedrooms, 5 beds, 2 bathrooms
12–17 Jul
4.99 out of 5 average rating, 91 reviews
Guest favourite
Home in Palm Harbor
Home of Love
2 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Palm Harbor
Waterfront Gem Near Clearwater • Swim Spa + Nature
3 bedrooms, 5 beds, 2 bathrooms
20–25 Jul
4.98 out of 5 average rating, 44 reviews
Guest favourite
Home in Palm Harbor
Private pool, Golf Cart, Completely Renovated!
3 bedrooms, 4 beds, 2 bathrooms
13–18 Jul
4.95 out of 5 average rating, 110 reviews