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Search results; Over 1,000 homes in South Pasadena

Guest favorite
Apartment in South Pasadena
Eclectic design minutes from the beach
2 bedrooms, 2 beds, 1 private bath
Aug 12 – 17
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4.95 out of 5 average rating, 189 reviews
Top guest favorite
Home in South Pasadena
Pool, hot tub, and fire pit villa
5.0 out of 5 average rating, 10 reviews, 4 bedrooms, 8 beds, 2 baths
Aug 23 – 28
Top guest favorite
Home in South Pasadena
Mid-century pool home with a hot tub
4.9 out of 5 average rating, 90 reviews, 3 bedrooms, 4 beds, 2 baths
Aug 12 – 17
Top guest favorite
Home in St. Petersburg
Waterfront pool, hot tub, and private dock
5.0 out of 5 average rating, 22 reviews, 3 bedrooms, 4 beds, 3 baths
Aug 20 – 25
Top guest favorite
Bungalow in Gulfport
Garden paradise with a fire pit
5.0 out of 5 average rating, 27 reviews, 2 bedrooms, 2 beds, 1 bath
Aug 12 – 17
Top guest favorite
Cottage in Gulfport
One block from the beach in Gulfport
4.99 out of 5 average rating, 288 reviews, 2 bedrooms, 2 beds, 1 bath
Aug 16 – 21
Top guest favorite
Home in Gulfport
Heated pool, sauna, and a fire pit
4.97 out of 5 average rating, 77 reviews, 1 bedroom, 2 beds, 1 bath
Aug 19 – 24
Guest favorite
Guest suite in Gulfport
Enclosed yard near downtown Gulfport
5.0 out of 5 average rating, 23 reviews, 1 bedroom, 1 bed, 1 bath
Aug 13 – 18
Home in St. Petersburg
Private pool in quiet Shore Acres
New place to stay, 3 bedrooms, 3 beds, 1.5 baths
Aug 23 – 28
Top guest favorite
Condo in Treasure Island
Intracoastal views, 2 blocks from beach
4.97 out of 5 average rating, 231 reviews, 1 bedroom, 2 beds, 1 bath
Oct 15 – 20
Guest favorite
Home in South Pasadena
3 miles from the beach with parking
4.96 out of 5 average rating, 26 reviews, 3 bedrooms, 4 beds, 2 baths
Aug 12 – 17
Top guest favorite
Home in St. Petersburg
Waterfront with a dock and game room
4.98 out of 5 average rating, 57 reviews, 2 bedrooms, 3 beds, 2 baths
Sep 20 – 25
Top guest favorite
Condo in St. Pete Beach
Beach gear included, 2-min walk to shore
5.0 out of 5 average rating, 84 reviews, 1 bedroom, 2 beds, 1 bath
Sep 13 – 18
Top guest favorite
Home in Treasure Island
Beach cottage across from sandy beach
5.0 out of 5 average rating, 63 reviews, 3 bedrooms, 3 beds, 2 baths
Sep 27 – Oct 2
Guest favorite
Home in Treasure Island
Bayfront with a 72-foot private dock
5.0 out of 5 average rating, 5 reviews, 4 bedrooms, 4 beds, 2 baths
Aug 23 – 28
Top guest favorite
Apartment in Treasure Island
Beachfront with Gulf views and a pool
4.96 out of 5 average rating, 46 reviews, 1 bedroom, 2 beds, 1 bath
Aug 20 – 25
Top guest favorite
Apartment in Gulfport
Quiet corner lot with a hammock
5.0 out of 5 average rating, 23 reviews, 2 bedrooms, 1 bath
Aug 12 – 17
Top guest favorite
Condo in St. Pete Beach
Beachfront in historic Pass-A-Grille
4.93 out of 5 average rating, 75 reviews, 1 bedroom, 2 beds, 1 bath
Sep 7 – 12
Guest favorite
Condo in St. Pete Beach
Direct beach access with a pool
5.0 out of 5 average rating, 9 reviews, 1 bed, 1 bath
Aug 23 – 28