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Search results; Over 1,000 homes in Oldsmar

Top guest favourite
Cottage in Oldsmar
Louisa's Cottage
Studio, 1 bed, 2 private bathrooms
10–15 Aug
,
4.96 out of 5 average rating, 322 reviews
Top guest favourite
Home in Oldsmar
Sunny Florida Pool Escape
3 bedrooms, 5 beds, 2 bathrooms
30 Sept – 5 Oct
5.0 out of 5 average rating, 12 reviews
Apartment in Oldsmar
Short drive to Honeymoon Island | Heated Pool
2 bedrooms, 3 beds, 2 bathrooms
12–17 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Oldsmar
Sunny Oasis: Villa Retreat
2 bedrooms, 3 beds, 2 bathrooms
17–22 Aug
4.96 out of 5 average rating, 93 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
Superhost
Home in Oldsmar
Tropicoquette|Beach|Pool|Airport|Clearwater|STPete
3 bedrooms, 5 beds, 3 bathrooms
1–6 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Apartment in Oldsmar
Short Drive to Clearwater Beach | Heated Pool
2 bedrooms, 3 beds, 2 bathrooms
14–19 Aug
5.0 out of 5 average rating, 9 reviews
Home in Oldsmar
Luxury Bayfront Escape
5 bedrooms, 6 beds, 4 bathrooms
1–6 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Safety Harbor
2/1 Modern City Stay | Best Downtown Location
2 bedrooms, 3 beds, 1 bathroom
3–8 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Villa in Palm Harbor
Coastal Cottage | Top 1% Airbnb Worldwide
2 bedrooms, 4 beds, 1.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 50 reviews
Top guest favourite
Apartment in Dunedin
Quiet Locale King Beds 1 Mile To Honeymoon Island
2 bedrooms, 2 king beds, 1 bathroom
1–6 Aug
4.93 out of 5 average rating, 30 reviews
Top guest favourite
Home in Palm Harbor
Casa St.George, Centrally Located, Pool, Game Room
5 bedrooms, 8 beds, 3 bathrooms
1–6 Aug
4.98 out of 5 average rating, 65 reviews
Guest favourite
Home in Palm Harbor
Home of Love
2 bedrooms, 3 beds, 2 bathrooms
2–7 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Safety Harbor
Quiet Safety Harbor Retreat Near Clearwater Beach
2 bedrooms, 2 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Palm Harbor
Pool Home Near Innisbrook Golf & Beaches
3 bedrooms, 4 beds, 2 bathrooms
17–22 Aug
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Clearwater
Beautiful Modern 3 Bedroom Home in Clearwater, FL
3 bedrooms, 2 bathrooms
7–12 Aug
4.98 out of 5 average rating, 44 reviews
Guest favourite
Home in Palm Harbor
Checkmate Cottage | Fire Pit + Putting Green
2 bedrooms, 3 beds, 1 bathroom
5–10 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Guest suite in Palm Harbor
Private Suite, 1 bedroom, 1 bathroom, pool, patio
1 bedroom, 1 king bed, 1 bathroom
20–25 Aug
4.97 out of 5 average rating, 387 reviews
Top guest favourite
Home in Clearwater
Luxury Clearwater Home • Heated Pool + Near Beach
4 bedrooms, 5 beds, 2 bathrooms
30 Aug – 4 Sept
4.99 out of 5 average rating, 92 reviews