A coastal road with a beach on one side and a marina with boats on the other.

Search Summerland Key Cottage Accommodations

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Summerland Key cottages

Outdoor dining

1. Canal Front home with easy Ocean access

Canal Front home with easy Ocean access
Cudjoe Key
8.6 out of 10, Excellent, (188 reviews)
"Very nice property, as advertised. Great location for boating and fishing. "
United States
Lawrence L.
The price is AU$516
includes taxes & fees
9 Sept - 10 Sept
Canal Front home with easy Ocean access
Exterior

2. Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (367 reviews)
"Love being on the water in the houseboat. The dark skies were nice for stargazing"
United States
Lisa
The price is AU$338
includes taxes & fees
27 Sept - 28 Sept
Old Wooden Bridge Resort and Marina
Exterior

3. Find your zen at HIDDEN TREASURE

Find your zen at HIDDEN TREASURE
Old Town Key West
9.2 out of 10, Wonderful, (22 reviews)
"Great location, clean and well equipped."
United States
Richard M.
The price is AU$851
includes taxes & fees
14 Sept - 15 Sept
Find your zen at HIDDEN TREASURE
Exterior

4. NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
Old Town Key West
10.0 out of 10, Exceptional, (34 reviews)
"Jolly Rooster cottage was a prefect and great location. Cottage was very clean. We had a great girls trip!We will definitely be back."
United States
Phyllis B.
The price is AU$807
includes taxes & fees
23 Sept - 24 Sept
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
Outdoor dining

5. HIDDEN OASIS 3 blocks from Duval

HIDDEN OASIS 3 blocks from Duval
Old Town Key West
9.6 out of 10, Exceptional, (102 reviews)
"All around amazing place! Location was perfect! "
United States
Daniel M.
The price is AU$822
includes taxes & fees
30 Sept - 1 Oct
HIDDEN OASIS 3 blocks from Duval
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Summerland Key Hotel Reviews

Parmer's Resort

Parmer's Resort

8/10 Good
"Hotel acogedor y especial."
FELIX DAVID 1-night trip
Posted 1 day ago
Parmer's Resort

Find out more about Summerland Key

Summerland Key Cottages information

Number of reviews
691
Accommodation
51 Cottages
Lowest Price
AU$338
Highest Price
AU$851

Frequently asked questions

How much do cottages in Summerland Key cost?
You can expect to pay between AU$338 and AU$851 per night for cottages in Summerland Key. Whatever your budget, an awesome stay is just clicks away on Expedia. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Summerland Key?
Surround yourself with nature in one of the 51 cottages available in Summerland Key. To help you reserve a place that's right for you, take advantage of our filters to search for amenities or perks you need.
What is there to do in Summerland Key near my cottage?
You'll find plenty of superb things to do in Summerland Key. Discover well-known attractions like Florida Keys Beaches, Sugarloaf Beach and Big Pine Key Flea Market. Blue Hole, Cook Island and Upper Sugarloaf Sound are other must-see's.