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Search results; Over 1,000 homes in Oldsmar

Top guest favourite
Bungalow in Oldsmar
salt living at its best
1 bedroom, 2 beds, 1 private bathroom
14–19 Sept
,
4.96 out of 5 average rating, 204 reviews
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
Top guest favourite
Home in Oldsmar
Sunny Oasis: Villa Retreat
2 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.96 out of 5 average rating, 98 reviews
Guest favourite
Home in Oldsmar
Sunny Florida Pool Escape
3 bedrooms, 5 beds, 2 bathrooms
10–15 Oct
4.88 out of 5 average rating, 17 reviews
Home in Oldsmar
Florida Fun Villa
2 bedrooms, 2 beds, 2 bathrooms
13–18 Sept
New place to stay
Guest favourite
Home in Oldsmar
Tropicoquette|Beach|Pool|Airport|Clearwater|STPete
3 bedrooms, 5 beds, 3 bathrooms
13–18 Sept
5.0 out of 5 average rating, 5 reviews
Home in Oldsmar
Luxury Bayfront Escape
5 bedrooms, 6 beds, 4 bathrooms
13–18 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Palm Harbor
Sandcastle Cottage close to beach and trail.
1 bedroom, 3 beds, 1 bathroom
19–24 Sept
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Home in Safety Harbor
Luxe Harbor Haven: 5 bd Near Beaches, MLB + Golf
4 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Home in Safety Harbor
2/1 Modern City Stay | Best Downtown Location
2 bedrooms, 3 beds, 1 bathroom
16–21 Sept
4.93 out of 5 average rating, 14 reviews
Home in Safety Harbor
Poolside Paradise
3 bedrooms, 4 beds, 2 bathrooms
18–25 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Tampa
Your Ideal Stay Minutes from the Airport
3 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
5.0 out of 5 average rating, 61 reviews
Top guest favourite
Cottage in Safety Harbor
Safety Harbor Cottage
2 bedrooms, 3 beds, 1.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 66 reviews
Top guest favourite
Home in Clearwater
Luxury Clearwater Home • Heated Pool + Near Beach
4 bedrooms, 5 beds, 2 bathrooms
26 Sept – 1 Oct
4.99 out of 5 average rating, 96 reviews
Home in Pinellas Park
Boat friendly prime location, plenty of parking
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Palm Harbor
*New Pool, Game Room, Arcades, Huge Lanai, Firepit
3 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Guest house in Palm Harbor
Guesthouse with Pool in Palm Harbor
1 bedroom, 1 king bed, 1 bathroom
21–26 Sept
4.98 out of 5 average rating, 114 reviews
Top guest favourite
Home in Palm Harbor
Steps to Downtown · Beach, Breweries, Trail
2 bedrooms, 2 queen beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Home in Dunedin
Coastal Dunedin Suite Near Beaches
2 bedrooms, 3 beds, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 7 reviews