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Search results; Over 1,000 homes in Oldsmar

Top guest favourite
Home in Oldsmar
Bayside Retreat your tropical oasis
1 bedroom, 1 bed, 1 private bathroom
1–6 Aug
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5.0 out of 5 average rating, 169 reviews
Top guest favourite
Home in Oldsmar
Sunny Florida Pool Escape
3 bedrooms, 5 beds
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
12–17 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Oldsmar
Sunny Oasis: Villa Retreat
2 bedrooms, 3 beds
17–22 Aug
4.96 out of 5 average rating, 93 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
Superhost
Home in Oldsmar
Tropicoquette|Beach|Pool|Airport|Clearwater|STPete
3 bedrooms, 5 beds
3–8 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in Oldsmar
Relaxing 2 Bedroom Condo | Heated Pool
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
3–8 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Villa in Palm Harbor
Coastal Cottage | Top 1% Airbnb Worldwide
2 bedrooms, 4 beds
9–14 Aug
5.0 out of 5 average rating, 51 reviews
Guest favourite
Home in Palm Harbor
Checkmate Cottage | Fire Pit + Putting Green
2 bedrooms, 3 beds
5–10 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Safety Harbor
2/1 Modern City Stay | Best Downtown Location
2 bedrooms, 3 beds
3–8 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Guest suite in Palm Harbor
Private Suite, 1 bedroom, 1 bathroom, pool, patio
1 bedroom, 1 king bed
20–25 Aug
4.97 out of 5 average rating, 388 reviews
Guest favourite
Home in Palm Harbor
Home of Love
2 bedrooms, 3 beds
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
10–15 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Palm Harbor
Hatties Hill Florida
2 bedrooms, 2 king beds
3–8 Aug
4.98 out of 5 average rating, 51 reviews
Top guest favourite
Home in Palm Harbor
Eat, Drink, Beach · Steps to Downtown
2 bedrooms, 2 queen beds
2–7 Aug
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Home in Clearwater
Retro Coastal Gem Near Clearwater Beach
2 bedrooms, 2 beds
2–7 Aug
5.0 out of 5 average rating, 7 reviews
Superhost
Home in Clearwater
Providence Cove | Heated Salt Pool • Sleeps 12
3 bedrooms, 7 beds
16–21 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Palm Harbor
Pool Home Near Innisbrook Golf & Beaches
3 bedrooms, 4 beds
17–22 Aug
5.0 out of 5 average rating, 16 reviews