Compare Summerland Key Cottage Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Summerland Key Cottages

Don't see what you're looking for?
See all available properties in Summerland Key
View all properties
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.

Hotel Options in Summerland Key

    Parmer's Resort

    Parmer's Resort

    565 Barry Avenue, Summerland Key, FL
    The price is $234 per night from May 13 to May 14
    $234
    includes taxes & fees
    $208 per night
    May 13 - May 14
    8.8/10 Excellent! (1,000 reviews)
    Looe Key Reef Resort

    Looe Key Reef Resort

    27340 Overseas Highway, Summerland Key, FL
    The price is $168 per night from Jun 1 to Jun 2
    $168
    includes taxes & fees
    $149 per night
    Jun 1 - Jun 2
    7.4/10 Good! (1,000 reviews)
    Sugar Loaf Lodge

    Sugar Loaf Lodge

    17001 Overseas Hwy, Summerland Key, FL
    The price is $179 per night from May 4 to May 5
    $179
    includes taxes & fees
    $159 per night
    May 4 - May 5
    8/10 Very Good! (998 reviews)

Cottages

Book a cottage in Summerland Key
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Summerland Key. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Summerland Key better.

Cottage apartments in Summerland Key range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Summerland Key
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Summerland Key and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Summerland Key cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Summerland Key. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Summerland Key Cottages essential information

Accommodation
55 Cottages
Lowest Price
$168
Highest Price
$368
Popular accommodation
Cottage with Pool and Boat Dockage just minutes to Key West!, Private Oceanfront Cottage with dockage, pool just minutes to Key West!, Cottage with Pool and Dockage, just minutes to Key West, Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West, SEA SHELL COTTAGE UNIT #2 Sleeps 2, Direct Oceanfront Cottage-Sunrise View- #2,, Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West, Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West, Charming cottages, dockage, pool, just minutes to Key West