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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
2–7 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, 2 bathrooms
3–8 Aug
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, 92 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
Home in Oldsmar
Luxury Bayfront Escape
5 bedrooms, 6 beds, 4 bathrooms
1–6 Aug
New place to stay
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, 8 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
Apartment in Dunedin
Tranquil Locale 2 King Beds Dunedin Causeway
2 bedrooms, 2 king beds, 1 bathroom
18–23 Aug
4.95 out of 5 average rating, 60 reviews
Top guest favourite
Apartment in Dunedin
Nautical Landings West-Honeymoon Island.
2 bedrooms, 2 beds, 1 bathroom
14–19 Aug
4.87 out of 5 average rating, 62 reviews
Top guest favourite
Home in Clearwater
Retro Coastal Gem Near Clearwater Beach
2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Clearwater
Game Room + Fire Pit Fun! • 2BR • 7 mi to Beach
2 bedrooms, 3 beds, 1 bathroom
8–13 Aug
5.0 out of 5 average rating, 36 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
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
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
Elegant home with heated pool 10 mins to the beach
3 bedrooms, 5 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Home in Dunedin
Serenity Charmer - Walk to Downtown & Marina
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Aug
4.93 out of 5 average rating, 15 reviews
Top guest favourite
Home in Palm Harbor
Eat, Drink, Beach · Steps to Downtown
2 bedrooms, 2 queen beds, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 18 reviews