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Summerland Key Rentals

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Price range

Per night

$10 - $500

Rental types

Summerland Key Rentals

167 Houses

Island Living

Summerland Key house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$162

1 / 15

Living in Paradise

Summerland Key house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$100

1 / 19

Paradise n Summerland Key Cove

Summerland Key house

3 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$136

1 / 20

Blue vacation rental, great view over the Bay out to the Atlantic

Summerland Key house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$330

1 / 21

Spacious, canal front villa w/ private pool and hot tub - 3 dogs are welcome!

Summerland Key house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$158

1 / 29

Gone Fishing

Summerland Key house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$212

1 / 19

Casa Turquesa

Summerland Key house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$208

1 / 13

Villa Cayo

Summerland Key house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$268

1 / 24

Oceanfront House

Summerland Key house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 43 minutes

Price per night from

$334

1 / 50

Caribbean House

Summerland Key house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$83

1 / 12

Gulf Shores

Summerland Key house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$100

1 / 13

Direct Atlantic Ocean front private boat ramp dock

Summerland Key house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 41 minutes

Price per night from

$141

1 / 14

Big Torch Retreat

Summerland Key house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$101

1 / 18

Family Friendly House In Paradise

Summerland Key house

5 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$184

1 / 13

Key West--20 min, Stunning Views, Private, Ocean Access, Spacious, Resort-like

Summerland Key house

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$668

1 / 27

Cruikshank

Summerland Key house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$166

1 / 18

Caribbean Dream

Summerland Key house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$200

1 / 22

Cove Isles

Summerland Key house

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$110

1 / 14

Blue Lagoon

Summerland Key house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$201

1 / 12

Paradise Palms

Summerland Key house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$142

1 / 17
Viewing 38 of 167
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