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Search results; Over 1,000 homes in Oldsmar

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, 202 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, 97 reviews
Guest favourite
Home in Oldsmar
Sunny Florida Pool Escape
3 bedrooms, 5 beds, 2 bathrooms
31 Oct – 5 Nov
4.88 out of 5 average rating, 17 reviews
Home in Oldsmar
Florida Fun Villa
2 bedrooms, 2 beds, 2 bathrooms
6–11 Sept
New place to stay
Top guest favourite
Guest suite in Oldsmar
Lemon tree
1 bedroom, 1 queen bed, 1 bathroom
7–14 Sept
4.95 out of 5 average rating, 78 reviews
Guest favourite
Home in Oldsmar
Tropicoquette|Beach|Pool|Airport|Clearwater|STPete
3 bedrooms, 5 beds, 3 bathrooms
8–13 Sept
5.0 out of 5 average rating, 5 reviews
Home in Oldsmar
Luxury Bayfront Escape
5 bedrooms, 6 beds, 4 bathrooms
6–11 Sept
5.0 out of 5 average rating, 4 reviews
Home in Oldsmar
Friendly Farmhouse Style Home
2 bedrooms, 3 beds, 2 bathrooms
24–29 Mar
Home in Safety Harbor
Poolside Paradise
3 bedrooms, 4 beds, 2 bathrooms
11–18 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Palm Harbor
Palm Harbor Escape •Near Beaches •Boating •Parking
2 bedrooms, 2 queen beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 10 reviews
Home in Tampa
Serenity| 14PPL| Private Pool| BBQ| Workspace|
4 bedrooms, 5 beds, 2.5 bathrooms
7–12 Sept
New place to stay
Superhost
Home in Tampa
Private Pool Oasis | 5BR Tampa Vacation Home
5 bedrooms, 7 beds, 5 bathrooms
6–11 Oct
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
6–11 Sept
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Cottage in Safety Harbor
Safety Harbor Cottage
2 bedrooms, 3 beds, 1.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 66 reviews
Top guest favourite
Home in Palm Harbor
*New Pool, Game Room, Arcades, Huge Lanai, Firepit
3 bedrooms, 5 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 9 reviews
Home in Seminole
[6BR POOL VILLA] Pickleball+Games+MiniTheater+Golf
6 bedrooms, 8 beds, 3 bathrooms
7–12 Sept
New place to stay
Flat in Tampa
A special place in Tampa Florida!
1 bedroom, 1 queen bed, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 3 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