Summerland Key Vacation Rentals

1-24 of 86 rentals
Skyway Living

Skyway Living

House in Summerland Key, FL

Rating5.00
Persons
6Persons
Bedrooms
2Bedrooms
Bathrooms
4Bathrooms
$306/night
Summerland Canal

Summerland Canal

House in Summerland Key, FL

Rating3.88
Persons
5Persons
Bedrooms
2Bedrooms
Bathrooms
1Bathrooms
$254/night
Endless Summerland

Endless Summerland

House in Summerland Key, FL

Persons
6Persons
Bedrooms
3Bedrooms
Bathrooms
2Bathrooms
$447/night
The Mermaid Manor

The Mermaid Manor

House in Cudjoe Key, FL

Rating4.00
Persons
10Persons
Bedrooms
4Bedrooms
Bathrooms
4Bathrooms
$588/night
Parrotfish Point

Parrotfish Point

House in Cudjoe Key, FL

Rating4.67
Persons
6Persons
Bedrooms
3Bedrooms
Bathrooms
3Bathrooms
$474/night
Hawkins Lookout

Hawkins Lookout

House in Cudjoe Key, FL

Rating4.33
Persons
6Persons
Bedrooms
3Bedrooms
Bathrooms
3Bathrooms
$286/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
$3,030/night
Tobago Stars

Tobago Stars

House in Ramrod Key, FL

Persons
5Persons
Bedrooms
3Bedrooms
Bathrooms
2Bathrooms
$364/night
Salty Air Retreat

Salty Air Retreat

House in Little Torch Key, FL

Rating5.00
Persons
8Persons
Bedrooms
3Bedrooms
Bathrooms
2Bathrooms
$265/night
Sunset Villa

Sunset Villa

House in Big Pine Key, FL

Rating4.40
Persons
6Persons
Bedrooms
3Bedrooms
Bathrooms
2Bathrooms
$248/night
Octopus Palms

Octopus Palms

House in Big Pine Key, FL

Rating4.00
Persons
6Persons
Bedrooms
3Bedrooms
Bathrooms
1Bathrooms
$265/night
Tradewinds Treat

Tradewinds Treat

House in Big Pine Key, FL

Persons
6Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$358/night
Big Pine Key Dreams

Big Pine Key Dreams

House in Big Pine Key, FL

Rating4.89
Persons
6Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$227/night
Big Pine Bungalow

Big Pine Bungalow

House in Big Pine Key, FL

Persons
7Persons
Bedrooms
3Bedrooms
Bathrooms
2Bathrooms
$216/night
Sunrise Suites - Paradise Escape 407

Sunrise Suites - Paradise Escape 407

Condo in Key West, FL

Rating4.13
Persons
6Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$525/night
Sunrise Suites - Panama Suite 310

Sunrise Suites - Panama Suite 310

Condo in Key West, FL

Rating4.48
Persons
4Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$591/night
Sunrise Suites - Big Kahuna Suite 202

Sunrise Suites - Big Kahuna Suite 202

Condo in Key West, FL

Rating4.53
Persons
4Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$670/night
Sunrise Suites - Saint Croix Suite 212

Sunrise Suites - Saint Croix Suite 212

Condo in Key West, FL

Rating4.04
Persons
6Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$518/night
Oceana Suite

Oceana Suite

Condo in Key West, FL

Rating4.78
Persons
2Persons
Bedrooms
1Bedrooms
Bathrooms
1Bathrooms
$592/night
Sunrise Suites - Saint Lucia Suite 201

Sunrise Suites - Saint Lucia Suite 201

Condo in Key West, FL

Rating4.53
Persons
6Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$579/night
Leeward Isle

Leeward Isle

Cabin in Key West, FL

Rating4.45
Persons
6Persons
Bedrooms
2Bedrooms
Bathrooms
1Bathrooms
$623/night
Mermaid's Retreat

Mermaid's Retreat

Apartment in Key West, FL

Rating4.48
Persons
2Persons
Bedrooms
1Bedrooms
Bathrooms
2Bathrooms
$521/night
Sunrise Suites - Bonaire Suite 210

Sunrise Suites - Bonaire Suite 210

Condo in Key West, FL

Rating4.39
Persons
6Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$461/night
Sunrise Suites - Martinique Suite 108

Sunrise Suites - Martinique Suite 108

Condo in Key West, FL

Rating4.60
Persons
6Persons
Bedrooms
2Bedrooms
Bathrooms
2Bathrooms
$529/night

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