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Search results; Over 1,000 homes in South Pasadena

Guest favourite
Home in South Pasadena
Oak Tree House
2 bedrooms, 3 beds, 1 private bathroom
20–25 Sept
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4.93 out of 5 average rating, 119 reviews
Top guest favourite
Home in South Pasadena
ABC Pet Friendly Pool & Hot Tub| 5' St. Pete Beach
4 bedrooms, 8 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in South Pasadena
Heated pool & hot tub oasis, 9'beach & DT Tiki Bar
3 bedrooms, 4 beds, 2 bathrooms
15–20 Sept
4.9 out of 5 average rating, 92 reviews
Guest favourite
Home in South Pasadena
Sandy Shores Oasis
3 bedrooms, 4 beds, 2 bathrooms
15–20 Sept
4.96 out of 5 average rating, 26 reviews
Top guest favourite
Home in St. Petersburg
Mangrove Haven | Pool + Hot Tub + Waterfront Dock
3 bedrooms, 4 beds, 3 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Home in St. Petersburg
Tropical Disco | Pool & Fire Pit | St Pete Beach
4 bedrooms, 5 beds, 2 bathrooms
11–16 Oct
4.94 out of 5 average rating, 188 reviews
Top guest favourite
Home in St. Petersburg
Sunset Waterfront Retreat| Firepit, Dock&Game Room
2 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.98 out of 5 average rating, 62 reviews
Guest favourite
Home in St. Petersburg
Luxury St Pete Pool Home-2.6mi to beach-Jetted Tub
3 bedrooms, 3 beds, 2 bathrooms
21–26 Sept
4.92 out of 5 average rating, 37 reviews
Top guest favourite
Home in St. Petersburg
Babe Ruth’s Build Spanish Style Hacienda! 4BR/5BA!
4 bedrooms, 6 beds, 4.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 72 reviews
Superhost
Apartment in Treasure Island
3BR Penthouse | Panoramic Views | Pool & Tiki Bar
3 bedrooms, 4 beds, 2 bathrooms
19–24 Sept
New place to stay
Home in Seminole
[6BR POOL VILLA] Pickleball+Games+MiniTheater+Golf
6 bedrooms, 8 beds, 3 bathrooms
21–26 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in St. Petersburg
Contemporary Coastal Cottage
2 bedrooms, 5 beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 10 reviews
Guest favourite
Place to stay in St. Petersburg
Spanish Villa:heated pool:near beach:Full Property
6 bedrooms, 6 beds, 4 bathrooms
15–20 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in Treasure Island
Coastal Haven | Pet-Friendly | Palm Beach style
1 bedroom, 2 beds, 1 bathroom
26 Sept – 1 Oct
5.0 out of 5 average rating, 11 reviews
Home in Redington Beach
Coastal Haus|Luxe Waterfront | Dock | Sleeps 10
4 bedrooms, 7 beds, 3 bathrooms
20–25 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Apartment in Madeira Beach
Rincón Divino MB 2 Balconies, Ocean & Marina Views
2 bedrooms, 3 beds, 2 bathrooms
15–20 Sept
4.99 out of 5 average rating, 242 reviews
Top guest favourite
Apartment in Treasure Island
WOW! What a view!
2 bedrooms, 3 beds, 1 bathroom
19–26 Sept
4.95 out of 5 average rating, 99 reviews
Top guest favourite
Flat in Treasure Island
Treasure Island Paradise #3
1 bedroom, 2 queen beds, 1 bathroom
15–21 Sept
4.95 out of 5 average rating, 21 reviews
Top guest favourite
Flat in Treasure Island
Boutique Beach Escape | Heated Salt Pool + Dock
1 bedroom, 3 beds, 1 bathroom
20–25 Sept
4.95 out of 5 average rating, 38 reviews