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Search results; Over 1,000 homes in Oldsmar

Guest favourite
Home in Oldsmar
Private Pool Home Near Clearwater & Tampa
3 bedrooms, 5 beds, 2 private bathrooms
21–26 Aug
,
4.72 out of 5 average rating, 116 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
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
24–29 Aug
4.96 out of 5 average rating, 95 reviews
Guest favourite
Apartment in Oldsmar
Heated Pool Oasis • Near Clearwater Beach
2 bedrooms, 3 beds
12–17 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Oldsmar
Sunny Florida Pool Escape
3 bedrooms, 5 beds
25–30 Oct
5.0 out of 5 average rating, 14 reviews
Superhost
Home in Oldsmar
Tropicoquette|Beach|Pool|Airport|Clearwater|STPete
3 bedrooms, 5 beds
10–15 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in Oldsmar
Resort-Style Heated Pool Retreat
2 bedrooms, 3 beds
14–19 Aug
5.0 out of 5 average rating, 9 reviews
Home in Oldsmar
Luxury Bayfront Escape
5 bedrooms, 6 beds
10–15 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Safety Harbor
2/1 Modern City Stay | Best Downtown Location
2 bedrooms, 3 beds
11–16 Aug
5.0 out of 5 average rating, 8 reviews
Flat in Tampa
Private Suite with Separate Entrance
1 bedroom, 1 queen bed
4–9 Sept
New place to stay
Top guest favourite
Guest house in Tampa
Hidden Gem • Stylish & Insta-Ready • Free Decor
1 bedroom, 2 beds
23–28 Aug
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Room in Dunedin
Locklie Lodge, Near DT/Water/Blue Jays/Tai Chi
1 queen bed
13–18 Aug
4.98 out of 5 average rating, 330 reviews
Superhost
Home in Tampa
Tropical Oasis in Seminole Heights
3 bedrooms, 3 beds
28 Aug – 2 Sept
5.0 out of 5 average rating, 3 reviews
Home in Tarpon Springs
Walk to Sponge Docks | Sponge Docks Suite
1 bedroom, 2 beds
18–23 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Clearwater
CacheLoft: Upstairs 1BR loft w/ Kitchen + W/D
1 bedroom, 2 beds
23–28 Aug
5.0 out of 5 average rating, 25 reviews
Guest house in Tarpon Springs
Studio 45 | Minutes to Beaches & Sponge Docks
1 king bed
15–20 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in Dunedin
Quiet Locale King Beds 1 Mile To Honeymoon Island
2 bedrooms, 2 king beds
15–20 Aug
4.94 out of 5 average rating, 31 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