Search Summerland Key pet friendly vacation rentals
Our top choices for a great stay
Waterfront Beach Houses with Dock & Heated Pool!
Stay at this vacation home in Summerland Key. Enjoy free WiFi, private pools, and a garden. Popular attractions Boondocks Grille & Draft House and Big Pine Key ...
10/10 Exceptional! (81 reviews)
Florida Keys Beach Getaway
Stay at this vacation home in Summerland Key. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Florida Keys Beaches and Sugarloaf Beach ...
9.8/10 Exceptional! (28 reviews)
Tree Top Paradise
Book a stay at this family-friendly vacation home in Summerland Key. Enjoy free WiFi, laundry facilities, and tennis courts. Popular attractions Florida Keys ...
9.8/10 Exceptional! (21 reviews)
The Hemingway - Beach Houses Key West
$1,474 nightly
The price is $1,639 total per night from Jul 14 to Jul 15
$1,639 total
Jul 14 - Jul 15
Total with taxes and fees
Stay at this vacation home in Summerland Key. Enjoy a fitness center, a garden, and laundry facilities. Popular attractions Florida Keys Beaches and Sugarloaf ...
9.6/10 Exceptional! (8 reviews)
Torchview Lookout- Secluded Waterfront Retreat With 240’ Dock On Niles Channel
Stay at this vacation home in Summerland Key. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Boondocks Grille & Draft House and Blue Hole ...
9.6/10 Exceptional! (63 reviews)
Family Retreat Ocean front pool
Stay at this vacation home in Summerland Key. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Florida Keys Beaches and Upper Sugarloaf ...
9.4/10 Exceptional! (93 reviews)
Beach Getaway in the Florida Keys
Stay at this vacation home in Summerland Key. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Florida Keys Beaches and Sugarloaf Beach ...
8.4/10 Very Good! (7 reviews)
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Stay at this vacation home in Summerland Key. Enjoy free WiFi, laundry facilities, and patios. Our guests praise the property condition in our reviews. Popular ...
8.4/10 Very Good! (126 reviews)
**BLUE HORIZON @ SUGARLOAF SHORES** Waterfront Home & Pool + LAST KEY SERVICES…
Stay at this vacation home in Summerland Key. Enjoy free WiFi, private pools, and laundry facilities. Popular attractions Florida Keys Beaches and Upper Sugarloaf ...
The Blue Pearl: Spacious Open Water Retreat, Stunning Sunsets, Boat Bar, Room for Everyone & Fido!
Stay at this vacation home in Summerland Key. Enjoy laundry facilities, patios, and satellite TV channels. Popular attractions Florida Keys Beaches and Venture ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
