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Search results; Over 1,000 homes in Oldsmar

Guest favourite
Apartment in Oldsmar
Guest Favorite Waterview- 2 bed/2 bath apt w/pool
2 bedrooms, 3 beds, 2 private bathrooms
1–6 Sept
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4.89 out of 5 average rating, 35 reviews
Guest favourite
Apartment in Oldsmar
Tampa Bay Getaway|Oldsmar | Heated Pool Condo
2 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 5 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
1–6 Sept
4.96 out of 5 average rating, 95 reviews
Top guest favourite
Home in Oldsmar
Sunny Florida Pool Escape
3 bedrooms, 5 beds, 2 bathrooms
31 Oct – 5 Nov
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Guest suite in Oldsmar
Lemon tree
1 bedroom, 1 queen bed, 1 bathroom
1–8 Sept
4.95 out of 5 average rating, 78 reviews
Home in Oldsmar
Florida Fun Villa
2 bedrooms, 2 beds, 2 bathrooms
1–6 Sept
New place to stay
Guest favourite
Home in Oldsmar
Tropicoquette|Beach|Pool|Airport|Clearwater|STPete
3 bedrooms, 5 beds, 3 bathrooms
1–6 Sept
5.0 out of 5 average rating, 5 reviews
Home in Oldsmar
Luxury Bayfront Escape
5 bedrooms, 6 beds, 4 bathrooms
1–6 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Palm Harbor
Checkmate Cottage | Fire Pit + Putting Green
2 bedrooms, 3 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 9 reviews
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Guest house in Tampa
Cozy Tampa Stay Near Airport & Citrus Park
1 bedroom, 1 bed, 1 bathroom
14–19 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Safety Harbor
2/1 Modern City Stay | Best Downtown Location
2 bedrooms, 3 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Palm Harbor
Endless Summer: Spacious Family Home Near Beaches
3 bedrooms, 5 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 11 reviews
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Flat in Clearwater
CacheLoft: Upstairs 1BR loft w/ Kitchen + W/D
1 bedroom, 2 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Guest house in Tampa
Hidden Gem • Stylish & Insta-Ready • Free Decor
1 bedroom, 2 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Guest house in Palm Harbor
Guesthouse with Pool in Palm Harbor
1 bedroom, 1 king bed, 1 bathroom
11–16 Sept
4.98 out of 5 average rating, 113 reviews
Loft in Tampa
Blue Haven Studio at Logan Gate
1 bedroom, 1 queen bed, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Guest suite in Safety Harbor
Suite Sunshine - An Artist's Delight
1 bedroom, 1 queen bed, 1 bathroom
2–7 Sept
5.0 out of 5 average rating, 52 reviews
Top guest favourite
Home in Palm Harbor
*New Pool, Game Room, Arcades, Huge Lanai, Firepit
3 bedrooms, 5 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 5 reviews