Summerland Key Vacation Rentals
1-24 of 77 rentals
SMK11FLR - Endless Summerland
House in Summerland Key, FL
6Persons
3Bedrooms
2Bathrooms
$283/night
SMK01FLR - Summerland Canal
House in Summerland Key, FL
5Persons
2Bedrooms
1Bathrooms
$279/night
SMK07FLR - Skyway Living
House in Summerland Key, FL
6Persons
2Bedrooms
4Bathrooms
$277/night
CJ295FLR - Hawkins Lookout
House in Cudjoe Key, FL
6Persons
3Bedrooms
3Bathrooms
$266/night
CJ314FLR - The Mermaid Manor
House in Cudjoe Key, FL
10Persons
4Bedrooms
4Bathrooms
$522/night
CJ286FLR-LUX - Parrotfish Point
House in Cudjoe Key, FL
6Persons
3Bedrooms
3Bathrooms
$571/night
RRK02FLR - Tobago Stars
House in Ramrod Key, FL
5Persons
3Bedrooms
2Bathrooms
$384/night
LT07FLR - Salty Air Retreat
House in Little Torch Key, FL
8Persons
3Bedrooms
2Bathrooms
$239/night
BP05FLR - Tradewinds Treat
House in Big Pine Key, FL
6Persons
2Bedrooms
2Bathrooms
$321/night
BP13FLR - Octopus Palms
House in Big Pine Key, FL
6Persons
3Bedrooms
1Bathrooms
$209/night
BP04FLR - Sunset Villa
House in Big Pine Key, FL
6Persons
3Bedrooms
2Bathrooms
$193/night
BP07FLR - Big Pine Key Dreams
House in Big Pine Key, FL
6Persons
2Bedrooms
2Bathrooms
$236/night
BP10FLR - Big Pine Bungalow
House in Big Pine Key, FL
7Persons
3Bedrooms
2Bathrooms
$228/night
KWSS308 Sunrise Suites 308
Condo in Key West, FL
4Persons
2Bedrooms
2Bathrooms
$644/night
KW369FLR - The Conch-Out Cottage
House in Key West, FL
5Persons
1Bedrooms
2Bathrooms
$196/night
Jasmine Suite
Condo in Key West, FL
4Persons
1Bedrooms
1Bathrooms
$392/night
KWSS201 - Sunrise Suites - Saint Lucia Suite 201
Condo in Key West, FL
6Persons
2Bedrooms
2Bathrooms
$636/night
KW48 - Hemingway's View
House in Key West, FL
6Persons
3Bedrooms
2Bathrooms
$1,108/night
KW302FLR - Key Rest
House in Key West, FL
8Persons
3Bedrooms
2Bathrooms
$144/night
KWSS108 - Sunrise Suites - Martinique Suite 108
Condo in Key West, FL
6Persons
2Bedrooms
2Bathrooms
$590/night
KWSS403 - Sunrise Suites - Tierra Bomba Suite 403
Condo in Key West, FL
6Persons
2Bedrooms
2Bathrooms
$562/night
KWSS210 - Sunrise Suites - Bonaire Suite 210
Condo in Key West, FL
6Persons
2Bedrooms
2Bathrooms
$394/night
KW23 - Atlantic Ocean View
Condo in Key West, FL
6Persons
2Bedrooms
2Bathrooms
$761/night
KW41 - Amelia House
House in Key West, FL
6Persons
3Bedrooms
2Bathrooms
$989/night