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Search results; Over 1,000 homes in South Pasadena

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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
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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
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Top guest favourite
Home in South Pasadena
Heated pool & hot tub oasis, 9'beach & DT Tiki Bar
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
4.9 out of 5 average rating, 92 reviews
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Guest favourite
Home in South Pasadena
Sandy Shores Oasis
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.96 out of 5 average rating, 26 reviews
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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, 63 reviews
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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, 29 reviews
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Home in Largo
Heated Pool w/ Hot Tub • 10 min to Beaches • NEW
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
New place to stay
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Top guest favourite
Home in St. Petersburg
Retro Disco Pool Home Near St Pete Beach
4 bedrooms, 5 beds, 2 bathrooms
11–16 Oct
4.94 out of 5 average rating, 189 reviews
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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
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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
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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, 38 reviews
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Home in Treasure Island
Beach getaway/Game room/Rooftop HotTub/Family fun
5 bedrooms, 8 beds, 4 bathrooms
20–25 Sept
New place to stay
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Superhost
Apartment in Treasure Island
3BR Penthouse | Panoramic Views | Pool & Tiki Bar
3 bedrooms, 4 beds, 2 bathrooms
25–30 Oct
New place to stay
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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
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Top guest favourite
Home in Gulfport
Peaceful Getaway Close to Amazing Beaches!
1 bedroom, 1 queen bed, 1 bathroom
23–28 Sept
5.0 out of 5 average rating, 144 reviews
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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
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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
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Home in St. Petersburg
The Pearl at St. Pete | Modern Coastal Home
3 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
5.0 out of 5 average rating, 3 reviews
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Flat in Treasure Island
NEW! Waterfront Condo | Walk to Beach + Pool
1 bedroom, 2 beds, 1 bathroom
22–27 Sept
New place to stay