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Gulfside Condos

Monthly Vacation Condos on the Gulf of Mexico Side of Siesta Key

Traveling to Siesta Key, where the sand is white and the ocean is blue? Click  HERE   for a guide on planning a month’s vacation on the island of Siesta Key.  We are south of Tampa and north of Fort Myers and can provide you with the downtime you’ve been craving.

Explore these 60+ Gulfside condos of the Peppertree Bay resort. We’re sure you’ll find one that speaks to your heart. Go ahead… take a look around! Our Gulfside condos are the most popular rentals we have on Siesta Key.

All three varieties of our monthly rentals are available on the Gulfside: Garden Villa Condos, Townhouses, and Mid-Rise Units.

Beachfront Gulfside Bayfront Bayside Poolside Groundfloor
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Gulfside Small Garden Unit
Unit 1130 PL
Gulfside Small Garden Unit
Bed/Bath: 2/2.0 Sleeps: 4
View: Pond Fountain  
Gulfside Highrise Unit 703
Unit 1055-703
Gulfside Highrise Unit 703
Bed/Bath: 2/2.0 Sleeps: 4
View: Beach View  
Gulfside Highrise Unit 702
Unit 1125-702
Gulfside Highrise Unit 702
Bed/Bath: 2/2.0 Sleeps: 6
View: Yes  
Gulfside Highrise Unit 206
Unit 1080-206
Gulfside Highrise Unit 206
Bed/Bath: 2/2.0 Sleeps: 6
View: Pond View  
Gulfside Highrise Unit 807
Unit 1080-807
Gulfside Highrise Unit 807
Bed/Bath: 2/2.0 Sleeps: 6
View: Beachview  
Gulfside Large Garden Unit
Unit 1077 PD
Gulfside Large Garden Unit
Bed/Bath: 2/2.0 Sleeps: 4
View: Pond View  
Gulfside Highrise Unit 206
Unit 1125-206
Gulfside Highrise Unit 206
Bed/Bath: 2/2.0 Sleeps: 6
View: Pond View  
Gulfside Large Garden Unit
Unit 1081 PD
Gulfside Large Garden Unit
Bed/Bath: 2/2.0 Sleeps: 6
View: Pond  
Gulfside Small Garden Unit
Unit 1128 PL
Gulfside Small Garden Unit
Bed/Bath: 2/1.1 Sleeps: 4
View: Pond View  
Gulfside Small Garden Unit
Unit 1042 PL
Gulfside Small Garden Unit
Bed/Bath: 2/2.0 Sleeps: 4
View: Pond  
Gulfside Highrise Unit 303
Unit 1080-303
Gulfside Highrise Unit 303
Bed/Bath: 2/2.0 Sleeps: 4
View: Landscape View  
Gulfside Highrise Unit 702
Unit 1080-702
Gulfside Highrise Unit 702
Bed/Bath: 2/2.0 Sleeps: 6
View: Yes  
Gulfside Highrise Unit 605
Unit 1125-605
Gulfside Highrise Unit 605
Bed/Bath: 2/2.0 Sleeps: 6
View: Greenbelt  
Gulfside Townhouse 6015
Unit 6015WPW
Gulfside Townhouse 6015
Bed/Bath: 2/2.5 Sleeps: 4
   
Gulfside Small Garden Unit
Unit 1154 PD
Gulfside Small Garden Unit
Bed/Bath: 2/1.1 Sleeps: 4
View: Greenbelt  
Gulfside Highrise Unit 706
Unit 1125-706
Gulfside Highrise Unit 706
Bed/Bath: 2/2.0 Sleeps: 4
View: Greenbelt View  
Gulfside Highrise Unit 501
Unit 1125-501
Gulfside Highrise Unit 501
Bed/Bath: 2/2.0 Sleeps: 6
View: Beach and Pond View  
Gulfside Townhouse
Unit 6023 WPW
Gulfside Townhouse
Bed/Bath: 2/2.1 Sleeps: 6
View: Pond View  
Gulfside Highrise Unit 705
Unit 1080-705
Gulfside Highrise Unit 705
Bed/Bath: 2/2.0 Sleeps: 6
View: Beach View  
Gulfside Large Garden Unit
Unit 1089 PD
Gulfside Large Garden Unit
Bed/Bath: 2/2.0 Sleeps: 6
View: Pond  
Poolside Large Garden Unit
Unit 6042 WPW
Poolside Large Garden Unit
Bed/Bath: 2/2.0 Sleeps: 4
   
Gulfside Highrise Unit 805
Unit 1055-805
Gulfside Highrise Unit 805
Bed/Bath: 2/2.0 Sleeps: 4
View: Pond View  
Gulfside Highrise Unit 302
Unit 1055-302
Gulfside Highrise Unit 302
Bed/Bath: 2/2.0 Sleeps: 4
View: Property View  
Gulfside Highrise Unit 607
Unit 1055-607
Gulfside Highrise Unit 607
Bed/Bath: 2/2.0 Sleeps: 6
View: Pond View  
Gulfside Small Garden Unit
Unit 1046 PL
Gulfside Small Garden Unit
Bed/Bath: 2/2.0 Sleeps: 4
View: Pond  
Poolside Large Garden Unit
Unit 6052 WPW
Poolside Large Garden Unit
Bed/Bath: 2/2.0 Sleeps: 6
View: Partial Pool View  
Gulfside Highrise Unit 707
Unit 1125-707
Gulfside Highrise Unit 707
Bed/Bath: 2/2.0 Sleeps: 4
View: Yes  
Gulfside Small Garden Unit
Unit 1156 PD
Gulfside Small Garden Unit
Bed/Bath: 2/2.0 Sleeps: 6
   
Poolside Large Garden Unit
Unit 6044 WPW
Poolside Large Garden Unit
Bed/Bath: 2/2.0 Sleeps: 4
View: Partial Beach View  
Gulfside Large Garden Unit
Unit 1106 PC
Gulfside Large Garden Unit
Bed/Bath: 2/2.0 Sleeps: 6
View: Pond Area  
Gulfside Highrise Unit 701
Unit 1125-701
Gulfside Highrise Unit 701
Bed/Bath: 2/2.0 Sleeps: 4
View: Beach View  
Poolside Large Garden Unit
Unit 6010 WPW
Poolside Large Garden Unit
Bed/Bath: 2/2.0 Sleeps: 6
View: Gulf View  
Gulfside Highrise Unit 701
Unit 1080-701
Gulfside Highrise Unit 701
Bed/Bath: 2/2.0 Sleeps: 6
View: Yes  
Gulfside Small Garden Unit
Unit 1134 PL
Gulfside Small Garden Unit
Bed/Bath: 2/2.0 Sleeps: 4
View: Pond  
Gulfside Highrise Unit 607
Unit 1080-607
Gulfside Highrise Unit 607
Bed/Bath: 2/2.0 Sleeps: 4
View: Yes  
Gulfside Highrise Unit 206
Unit 1055-206
Gulfside Highrise Unit 206
Bed/Bath: 2/2.0 Sleeps: 6
View: Pond View  
Gulfside Highrise Unit 202
Unit 1080-202
Gulfside Highrise Unit 202
Bed/Bath: 2/2.0 Sleeps: 6
View: Landscape View  
Gulfside Highrise Unit 106
Unit 1055-106
Gulfside Highrise Unit 106
Bed/Bath: 2/2.0 Sleeps: 6
View: Pond View  
Gulfside Highrise Unit 106
Unit 1125-106
Gulfside Highrise Unit 106
Bed/Bath: 2/2.0 Sleeps: 6
View: Greenbelt View  
Gulfside Small Garden Unit
Unit 1032 PL
Gulfside Small Garden Unit
Bed/Bath: 2/1.1 Sleeps: 6
View: Pond View  
Gulfside Highrise Unit 705
Unit 1125-705
Gulfside Highrise Unit 705
Bed/Bath: 2/2.0 Sleeps: 4
View: Landscape View  
Gulfside Small Garden Unit
Unit 1132 PL
Gulfside Small Garden Unit
Bed/Bath: 2/1.5 Sleeps: 6
View: Pond  
Gulfside Small Garden Unit
Unit 1141 PD
Gulfside Small Garden Unit
Bed/Bath: 2/2.0 Sleeps: 4
   
Gulfside Large Garden Unit
Unit 1114 PC
Gulfside Large Garden Unit
Bed/Bath: 2/2.0 Sleeps: 6
View: Pond View  
Gulfside Highrise Unit 201
Unit 1125-201
Gulfside Highrise Unit 201
Bed/Bath: 2/2.0 Sleeps: 4
View: Pond View  
Gulfside Highrise Unit 606
Unit 1055-606
Gulfside Highrise Unit 606
Bed/Bath: 2/2.0 Sleeps: 6
View: Pond View  
Poolside Large Garden Unit
Unit 6046 WPW
Poolside Large Garden Unit
Bed/Bath: 2/2.0 Sleeps: 6
View: Partial Beach view  
Gulfside Samll Garden Unit
Unit 1036 PL
Gulfside Samll Garden Unit
Bed/Bath: 2/1.1 Sleeps: 4
View: Pond  
Gulfside Highrise Unit 102
Unit 1125-102
Gulfside Highrise Unit 102
Bed/Bath: 2/2.0 Sleeps: 4
View: Pond View  
Gulfside Highrise Unit 405
Unit 1055-405
Gulfside Highrise Unit 405
Bed/Bath: 2/2.0 Sleeps: 4
View: Pond View  
Gulfside Small Garden Unit
Unit 1162 PD
Gulfside Small Garden Unit
Bed/Bath: 2/1.5 Sleeps: 4
   
Gulfside Highrise Unit 602
Unit 1080-602
Gulfside Highrise Unit 602
Bed/Bath: 2/2.0 Sleeps: 6
View: Pond View  
Gulfside Highrise Unit 207
Unit 1055-207
Gulfside Highrise Unit 207
Bed/Bath: 2/2.0 Sleeps: 4
View: Pond View  
Gulfside Highrise Unit 503
Unit 1055-503
Gulfside Highrise Unit 503
Bed/Bath: 2/2.0 Sleeps: 4
View: Beach view  
Gulfside Highrise Unit 603
Unit 1055-603
Gulfside Highrise Unit 603
Bed/Bath: 2/2.0 Sleeps: 6
View: Beach View  
Gulfside Highrise Unit 506
Unit 1055-506
Gulfside Highrise Unit 506
Bed/Bath: 2/2.0 Sleeps: 6
View: Pond View  
Gulfside Highrise Unit 306
Unit 1080-306
Gulfside Highrise Unit 306
Bed/Bath: 2/2.5 Sleeps: 6
View: Partial Beach and Pool View  
Gulfside Highrise Unit 807
Unit 1125-807
Gulfside Highrise Unit 807
Bed/Bath: 2/2.0 Sleeps: 4
View: Greenbelt  
Gulfside Highrise Unit 601
Unit 1080-601
Gulfside Highrise Unit 601
Bed/Bath: 2/2.0 Sleeps: 4
View: Landscape View  
Gulfside Highrise Unit 403
Unit 1080-403
Gulfside Highrise Unit 403
Bed/Bath: 2/2.0 Sleeps: 6
View: Landscape View  
Gulfside Highrise Unit 803
Unit 1055-803
Gulfside Highrise Unit 803
Bed/Bath: 2/2.0 Sleeps: 4
View: Full Gulf View  
Gulfside Small Garden Unit
Unit 1140 PL
Gulfside Small Garden Unit
Bed/Bath: 2/1.1 Sleeps: 4
View: Greenbelt  
Gulfside Small Garden Unit
Unit 1160 PD
Gulfside Small Garden Unit
Bed/Bath: 2/2.0 Sleeps: 4
View: Greenbelt  
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