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Search results; Over 1,000 homes in Oldsmar

Guest favourite
Home in Oldsmar
Hot Tub, Heated Pool, 2 Master Suites, Beach
4 bedrooms, 10 beds, 3 private bathrooms
13–18 Sept
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4.84 out of 5 average rating, 149 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
Top guest favourite
Home in Oldsmar
Sunny Oasis: Villa Retreat
2 bedrooms, 3 beds
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
31 Oct – 5 Nov
4.88 out of 5 average rating, 17 reviews
Home in Oldsmar
Florida Fun Villa
2 bedrooms, 2 beds
10–15 Sept
New place to stay
Top guest favourite
Guest suite in Oldsmar
Lemon tree
1 bedroom, 1 queen bed
11–18 Sept
4.95 out of 5 average rating, 78 reviews
Top guest favourite
Home in Safety Harbor
Downtown Safety Harbor • Walk to Main St • Arcade•
2 bedrooms, 3 beds
22–27 Sept
5.0 out of 5 average rating, 48 reviews
Guest favourite
Home in Oldsmar
Tropicoquette|Beach|Pool|Airport|Clearwater|STPete
3 bedrooms, 5 beds
13–18 Sept
5.0 out of 5 average rating, 5 reviews
Home in Oldsmar
Luxury Bayfront Escape
5 bedrooms, 6 beds
10–15 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Room in Palm Harbor
Well Appointed 100% Private Room/Suite/Lake View
1 queen bed
10–15 Sept
4.96 out of 5 average rating, 272 reviews
Top guest favourite
Home in Palm Harbor
Endless Summer: Spacious Family Home Near Beaches
3 bedrooms, 5 beds
11–16 Sept
5.0 out of 5 average rating, 11 reviews
Guest favourite
Townhouse in Tampa
Tampa/Westchase 3BR Townhome I Family-Friendly
3 bedrooms, 6 beds
13–18 Sept
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Clearwater
Designer Home | 10 Min to Dunedin Waterfront
3 bedrooms, 3 beds
10–15 Sept
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Villa in Palm Harbor
Coastal Cottage | Top 1% Airbnb Worldwide
2 bedrooms, 4 beds
14–19 Sept
5.0 out of 5 average rating, 53 reviews
Top guest favourite
Home in Clearwater
Luxury Clearwater Home • Heated Pool + Near Beach
4 bedrooms, 5 beds
26 Sept – 1 Oct
4.99 out of 5 average rating, 96 reviews
Top guest favourite
Guest house in Tampa
Hidden Gem • Stylish & Insta-Ready • Free Decor
1 bedroom, 2 beds
20–25 Sept
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Apartment in Dunedin
Quiet Locale King Beds 1 Mile To Honeymoon Island
2 bedrooms, 2 king beds
21–26 Sept
4.94 out of 5 average rating, 31 reviews
Guest favourite
Home in Dunedin
Coastal Dunedin Suite Near Beaches
2 bedrooms, 3 beds
14–19 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Palm Harbor
Private Pool! Tropical Beaches! Palm Harbor, FL
3 bedrooms, 5 beds
13–18 Sept
4.92 out of 5 average rating, 59 reviews