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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
12–17 Aug
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5.0 out of 5 average rating, 169 reviews
Top guest favourite
Home in Oldsmar
Sunny Florida Pool Escape
3 bedrooms, 5 beds, 2 bathrooms
25–30 Oct
5.0 out of 5 average rating, 14 reviews
Guest favourite
Apartment in Oldsmar
Heated Pool Oasis • Near Clearwater Beach
2 bedrooms, 3 beds, 2 bathrooms
12–17 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Oldsmar
Sunny Oasis: Villa Retreat
2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
4.96 out of 5 average rating, 95 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
Apartment in Oldsmar
Resort-Style Heated Pool Retreat
2 bedrooms, 3 beds, 2 bathrooms
14–19 Aug
5.0 out of 5 average rating, 9 reviews
Superhost
Home in Oldsmar
Tropicoquette|Beach|Pool|Airport|Clearwater|STPete
3 bedrooms, 5 beds, 3 bathrooms
11–16 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Guest suite in Oldsmar
Lemon tree
1 bedroom, 1 queen bed, 1 bathroom
25 Aug – 1 Sept
4.95 out of 5 average rating, 78 reviews
Home in Oldsmar
Luxury Bayfront Escape
5 bedrooms, 6 beds, 4 bathrooms
11–16 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Safety Harbor
2/1 Modern City Stay | Best Downtown Location
2 bedrooms, 3 beds, 1 bathroom
14–19 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Villa in Palm Harbor
Coastal Cottage | Top 1% Airbnb Worldwide
2 bedrooms, 4 beds, 1.5 bathrooms
18–23 Aug
5.0 out of 5 average rating, 51 reviews
Home in Dunedin
Coastal Dunedin Suite Near Beaches
2 bedrooms, 3 beds, 1 bathroom
14–19 Aug
5.0 out of 5 average rating, 4 reviews
Home in Tampa
Luxury 2BR Retreat Near Everything
2 bedrooms, 2 beds, 2 bathrooms
16–21 Aug
New place to stay
Guest favourite
Guest house in Safety Harbor
Cozy Main Street Hideaway 4 guests, queen bed
2 bedrooms, 5 beds, 1 bathroom
11–16 Aug
4.74 out of 5 average rating, 219 reviews
Top guest favourite
Home in Clearwater
Vacation At Lantana
2 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 51 reviews
Top guest favourite
Home in Dunedin
WOW! Dunedin Coastal POOL Home-beaches-eateries
3 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Home in Clearwater
Peacock Pool House + Hot Tub I Clearwater
2 bedrooms, 3 beds, 2 bathrooms
6–11 Sept
4.92 out of 5 average rating, 52 reviews
Top guest favourite
Home in Palm Harbor
Endless Summer: Spacious Family Home Near Beaches
3 bedrooms, 5 beds, 2 bathrooms
18–23 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Safety Harbor
Quiet Safety Harbor Retreat Near Clearwater Beach
2 bedrooms, 2 beds, 2 bathrooms
13–18 Aug
5.0 out of 5 average rating, 8 reviews