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Search results; Over 1,000 homes in Oldsmar

Top guest favourite
Home in Oldsmar
Bayside Retreat your tropical oasis
1 bedroom, 1 bed, 1 private bathroom
2–7 Aug
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5.0 out of 5 average rating, 167 reviews
Top guest favourite
Home in Oldsmar
Sunny Florida Pool Escape
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 5 beds, 2 bathrooms
3–8 Aug
Top guest favourite
Home in Oldsmar
Sunny Oasis: Villa Retreat
4.96 out of 5 average rating, 92 reviews, 2 bedrooms, 3 beds, 2 bathrooms
17–22 Aug
Apartment in Oldsmar
Short drive to Honeymoon Island | Heated Pool
New place to stay, 2 bedrooms, 3 beds, 2 bathrooms
12–17 Aug
Superhost
Home in Oldsmar
Tropicoquette|Beach|Pool|Airport|Clearwater|STPete
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 5 beds, 3 bathrooms
1–6 Aug
Home in Oldsmar
Luxury Bayfront Escape
New place to stay, 5 bedrooms, 6 beds, 4 bathrooms
1–6 Aug
Guest favourite
Home in Oldsmar
Oldsmar Oasis
4.92 out of 5 average rating, 12 reviews, 2 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
Top guest favourite
Apartment in Oldsmar
Short Drive to Clearwater Beach | Heated Pool
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 3 beds, 2 bathrooms
14–21 Aug
Top guest favourite
Guest suite in Oldsmar
Lemon tree
4.95 out of 5 average rating, 77 reviews, 1 bedroom, 1 bed, 1 bathroom
1–8 Aug
Superhost
Home in Tampa
"Off-the-Green Getaway" Hot Tub+Golf Access
New place to stay, 3 bedrooms, 3 beds, 2 bathrooms
1–6 Aug
Guest favourite
Home in Palm Harbor
Home of Love
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
Superhost
Home in Tampa
Spanish-Style Home | Close to everything
New place to stay, 3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Aug
Top guest favourite
Home in Palm Harbor
Pool Home Near Innisbrook Golf & Beaches
5.0 out of 5 average rating, 15 reviews, 3 bedrooms, 4 beds, 2 bathrooms
17–22 Aug
Top guest favourite
Home in Palm Harbor
Casa St.George, Centrally Located, Pool, Game Room
4.98 out of 5 average rating, 65 reviews, 5 bedrooms, 8 beds, 3 bathrooms
1–6 Aug
Top guest favourite
Home in Dunedin
WOW! Dunedin Coastal POOL Home-beaches-eateries
5.0 out of 5 average rating, 19 reviews, 3 bedrooms, 4 beds, 2 bathrooms
7–12 Aug
Top guest favourite
Home in Safety Harbor
Quiet Safety Harbor Retreat Near Clearwater Beach
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 2 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Home in Clearwater
Retro Coastal Gem Near Clearwater Beach
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
Top guest favourite
Home in Safety Harbor
2/1 Modern City Stay | Best Downtown Location
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 3 beds, 1 bathroom
1–6 Aug
Superhost
Home in St. Petersburg
Island pool home min. to DT St. Pete & Beaches
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 3 beds, 2 bathrooms
7–12 Aug