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Search results; Over 1,000 places in Oldsmar

Guest favorite
Guest suite in Oldsmar
Don’s place
1 queen bed
May 2 – 7
4.95 out of 5 average rating, 180 reviews
Superhost
Home in Oldsmar
Charming 2-Bedroom Home Central to Tampa and Beach
3 beds
May 3 – 8
4.75 out of 5 average rating, 68 reviews
Guest favorite
Tiny home in Oldsmar
Louisa's Cottage
1 queen bed
May 19 – 24
4.95 out of 5 average rating, 244 reviews
Cottage in Oldsmar
The Butterfly Cottage 🦋
3 beds
May 27 – Jun 1
4.85 out of 5 average rating, 220 reviews
Guest favorite
Home in Oldsmar
Sunny Oasis: Villa Retreat
3 beds
May 12 – 17
4.94 out of 5 average rating, 17 reviews
Guest favorite
Home in Oldsmar
Private In-Law Suite with Beautiful Bay View
2 beds
May 10 – 15
4.85 out of 5 average rating, 67 reviews
Superhost
Home in Oldsmar
Coastal themed home near beach and airport
4 beds
May 5 – 10
4.89 out of 5 average rating, 96 reviews
Guest favorite
Guesthouse in Oldsmar
Vera’s bird house
1 queen bed
Apr 26 – May 1
5.0 out of 5 average rating, 28 reviews
Condo in Oldsmar
Beautiful 2 bed apt w/shared heated pool
3 beds
May 12 – 19
4.77 out of 5 average rating, 35 reviews
Guest favorite
Apartment in Oldsmar
Modern 2nd Floor Two Bedroom Apt with Pool
3 beds
Apr 30 – May 5
4.92 out of 5 average rating, 59 reviews
Home in Oldsmar
Cypress Place | Your Serene Retreat near Tampa!
3 beds
Apr 20 – 27
Guest favorite
Home in Oldsmar
Fountain House On Timberbay Lake
3 beds
Apr 27 – May 2
4.99 out of 5 average rating, 71 reviews
Guest favorite
Home in Oldsmar
Modern & Spacious Retreat with Private Pool!
11 beds
Apr 28 – May 3
4.86 out of 5 average rating, 50 reviews
Superhost
Home in Oldsmar
Cozy 3/2 residential with free parking on premises
7 beds
May 5 – 10
4.78 out of 5 average rating, 51 reviews
Guest favorite
Condo in Oldsmar
NEW- Waterview- 2 bed/2 bath condo w/pool
3 beds
Apr 29 – May 4
4.94 out of 5 average rating, 17 reviews
Guest favorite
Home in Oldsmar
Mobbly House
3 beds
May 11 – 16
5.0 out of 5 average rating, 26 reviews
Guest favorite
Home in Oldsmar
Heated Pool, 2 Master bedroom. Minutes From Beach
9 beds
May 12 – 17
4.85 out of 5 average rating, 109 reviews
Guest favorite
Guest suite in Oldsmar
Bayside Retreat your tropical oasis
1 king bed
May 12 – 17
5.0 out of 5 average rating, 114 reviews