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Search results; Over 1,000 homes in South Pasadena

Guest favourite
Flat in South Pasadena
Stylish & Eclectic Modern 2/1 Apt – WeAreAuthentic
2 bedrooms, 2 beds, 1 private bathroom
25–30 Sept
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4.94 out of 5 average rating, 192 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, 13 reviews
Top guest favourite
Home in South Pasadena
Heated pool & hot tub oasis, 9'beach & DT Tiki Bar
3 bedrooms, 4 beds, 2 bathrooms
12–17 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
12–17 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
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
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 Treasure Island
Beach getaway/Game room/Rooftop HotTub/Family fun
5 bedrooms, 8 beds, 4 bathrooms
12–17 Sept
New place to stay
Guest favourite
Home in St. Petersburg
Contemporary Coastal Cottage
2 bedrooms, 5 beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Treasure Island
Bayfront 4BR with Dock, Steps to Beach & Sunsets
4 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Treasure Island
Coastal Haven | Pet-Friendly | Palm Beach style
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in St. Petersburg
Babe Ruth’s Build Spanish Style Hacienda! 4BR/5BA!
4 bedrooms, 6 beds, 4.5 bathrooms
12–17 Sept
5.0 out of 5 average rating, 72 reviews
Superhost
Home in St. Petersburg
Pickleball, Hot Tub, Pool, MiniGolf, Arcades&More!
4 bedrooms, 7 beds, 3 bathrooms
19–24 Sept
New place to stay
Top guest favourite
Home in St. Petersburg
The Olivia
3 bedrooms, 5 beds, 2 bathrooms
14–19 Nov
5.0 out of 5 average rating, 37 reviews
Home in Redington Beach
Coastal Haus|Luxe Waterfront | Dock | Sleeps 10
4 bedrooms, 7 beds, 3 bathrooms
13–18 Sept
New place to stay
Guest favourite
Home in St. Petersburg
Luxury St Pete Pool Home-2.6mi to beach-Jetted Tub
3 bedrooms, 3 beds, 2 bathrooms
12–17 Sept
4.92 out of 5 average rating, 37 reviews
Home in Gulfport
Blush by the Bay
3 bedrooms, 5 beds, 4 bathrooms
15–20 Oct
Top guest favourite
Apartment in Madeira Beach
Rincón Divino MB 2 Balconies, Ocean & Marina Views
2 bedrooms, 3 beds, 2 bathrooms
13–18 Sept
4.99 out of 5 average rating, 242 reviews
Top guest favourite
Apartment in St. Pete Beach
A Perfect Condo Near The Beach
1 bedroom, 1 queen bed, 1 bathroom
12–17 Sept
4.97 out of 5 average rating, 140 reviews