Summerland Key Vacation Rentals

1-24 of 86 rentals
Summerland Canal

Summerland Canal

House in Summerland Key, FL

Rating3.88
Persons
5Persons
Bedrooms
2Bedrooms
Bathrooms
1Bathrooms
$235/night
Endless Summerland

Endless Summerland

House in Summerland Key, FL

Persons
6Persons
Bedrooms
3Bedrooms
Bathrooms
2Bathrooms
$423/night
Skyway Living

Skyway Living

House in Summerland Key, FL

Rating5.00
Persons
6Persons
Bedrooms
2Bedrooms
Bathrooms
4Bathrooms
$288/night
Parrotfish Point

Parrotfish Point

House in Cudjoe Key, FL

Rating4.67
Persons
6Persons
Bedrooms
3Bedrooms
Bathrooms
3Bathrooms
$446/night
Hawkins Lookout

Hawkins Lookout

House in Cudjoe Key, FL

Rating4.33
Persons
6Persons
Bedrooms
3Bedrooms
Bathrooms
3Bathrooms
$274/night
The Mermaid Manor

The Mermaid Manor

House in Cudjoe Key, FL

Rating4.00
Persons
10Persons
Bedrooms
4Bedrooms
Bathrooms
4Bathrooms
$608/night
Luxury Villa of the Setting Sun -Near Key West Fl

Luxury Villa of the Setting Sun -Near Key West Fl

House in Sugarloaf Key, FL

Rating4.62
Persons
8Persons
Bedrooms
4Bedrooms
Bathrooms
5Bathrooms
$2,882/night
Tobago Stars

Tobago Stars

House in Ramrod Key, FL

Persons
5Persons
Bedrooms
3Bedrooms
Bathrooms
2Bathrooms
$289/night
Salty Air Retreat

Salty Air Retreat

House in Little Torch Key, FL

Rating5.00
Persons
8Persons
Bedrooms
3Bedrooms
Bathrooms
2Bathrooms
$245/night
Big Pine Bungalow

Big Pine Bungalow

House in Big Pine Key, FL

Persons
7Persons
Bedrooms
3Bedrooms
Bathrooms
2Bathrooms
$215/night
Tradewinds Treat

Tradewinds Treat

House in Big Pine Key, FL

Persons
6Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$330/night
Octopus Palms

Octopus Palms

House in Big Pine Key, FL

Rating4.00
Persons
6Persons
Bedrooms
3Bedrooms
Bathrooms
1Bathrooms
$244/night
Sunset Villa

Sunset Villa

House in Big Pine Key, FL

Rating4.40
Persons
6Persons
Bedrooms
3Bedrooms
Bathrooms
2Bathrooms
$249/night
Big Pine Key Dreams

Big Pine Key Dreams

House in Big Pine Key, FL

Rating4.89
Persons
6Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$222/night
Sunrise Suites - Martinique Suite 108

Sunrise Suites - Martinique Suite 108

Condo in Key West, FL

Rating4.60
Persons
6Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$587/night
Leeward Isle

Leeward Isle

Cabin in Key West, FL

Rating4.45
Persons
6Persons
Bedrooms
2Bedrooms
Bathrooms
1Bathrooms
$618/night
Sunrise Suites - Panama Suite 310

Sunrise Suites - Panama Suite 310

Condo in Key West, FL

Rating4.48
Persons
4Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$494/night
Sunrise Suites - Bonaire Suite 210

Sunrise Suites - Bonaire Suite 210

Condo in Key West, FL

Rating4.39
Persons
6Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$478/night
Sunrise Suites - Dominican Suite 110

Sunrise Suites - Dominican Suite 110

Condo in Key West, FL

Rating4.38
Persons
6Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$521/night
Sunrise Suites - Cozumel Suite 112

Sunrise Suites - Cozumel Suite 112

Condo in Key West, FL

Rating4.30
Persons
6Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$464/night
Three Flowers Guesthouse

Three Flowers Guesthouse

Condo in Key West, FL

Rating4.79
Persons
14Persons
Bedrooms
4Bedrooms
Bathrooms
4Bathrooms
$1,849/night
Happy Hour Haven

Happy Hour Haven

Condo in Key West, FL

Rating4.53
Persons
6Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$244/night
Shipyard Perch

Shipyard Perch

Condo in Key West, FL

Rating4.81
Persons
4Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$157/night
Old Town Garden Villas - Abaco Suite

Old Town Garden Villas - Abaco Suite

Condo in Key West, FL

Rating4.66
Persons
4Persons
Bedrooms
1Bedrooms
Bathrooms
2Bathrooms
$605/night

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