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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
17–22 Aug
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5.0 out of 5 average rating, 169 reviews
Guest favourite
Apartment in Oldsmar
Heated Pool Oasis • Near Clearwater Beach
2 bedrooms, 3 beds
14–19 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Oldsmar
Sunny Oasis: Villa Retreat
2 bedrooms, 3 beds
23–28 Aug
4.96 out of 5 average rating, 95 reviews
Top guest favourite
Home in Oldsmar
Sunny Florida Pool Escape
3 bedrooms, 5 beds
31 Oct – 5 Nov
5.0 out of 5 average rating, 14 reviews
Guest favourite
Home in Oldsmar
Oldsmar Oasis
2 bedrooms, 3 beds
27 Sept – 2 Oct
4.92 out of 5 average rating, 12 reviews
Guest favourite
Home in Oldsmar
Tropicoquette|Beach|Pool|Airport|Clearwater|STPete
3 bedrooms, 5 beds
14–19 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Guest suite in Oldsmar
Lemon tree
1 bedroom, 1 queen bed
25 Aug – 1 Sept
4.95 out of 5 average rating, 78 reviews
Home in Oldsmar
Luxury Bayfront Escape
5 bedrooms, 6 beds
14–19 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Safety Harbor
Quiet Safety Harbor Retreat Near Clearwater Beach
2 bedrooms, 2 beds
16–21 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Tampa
Executive Home | Work + Play Made Easy in Tampa
3 bedrooms, 3 beds
17–22 Aug
4.96 out of 5 average rating, 54 reviews
Top guest favourite
Villa in Palm Harbor
Coastal Cottage | Top 1% Airbnb Worldwide
2 bedrooms, 4 beds
31 Aug – 5 Sept
5.0 out of 5 average rating, 51 reviews
Top guest favourite
Home in Tampa
Cozy Home Near Airport, Beach & City Attraction
2 bedrooms, 3 beds
17–22 Aug
4.97 out of 5 average rating, 72 reviews
Top guest favourite
Home in Clearwater
Game Room + Fire Pit Fun! • 2BR • 7 mi to Beach
2 bedrooms, 3 beds
15–20 Aug
5.0 out of 5 average rating, 36 reviews
Home in Dunedin
Coastal Dunedin Suite Near Beaches
2 bedrooms, 3 beds
18–23 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Cottage in Safety Harbor
Safety Harbor Cottage
2 bedrooms, 3 beds
1–6 Sept
5.0 out of 5 average rating, 66 reviews
Guest favourite
Guest house in Safety Harbor
Cozy Main Street Hideaway 4 guests, queen bed
2 bedrooms, 5 beds
15–20 Aug
4.74 out of 5 average rating, 219 reviews
Top guest favourite
Home in Clearwater
Vacation At Lantana
2 bedrooms, 3 beds
23–28 Aug
5.0 out of 5 average rating, 52 reviews
Top guest favourite
Home in Tampa
Charming House 2B/2B Centrally Located Tampa Bay
2 bedrooms, 3 beds
15–20 Aug
4.97 out of 5 average rating, 151 reviews
Top guest favourite
Home in Palm Harbor
Eat, Drink, Beach · Steps to Downtown
2 bedrooms, 2 queen beds
16–21 Aug
5.0 out of 5 average rating, 19 reviews