Book a Summerland Key Resort

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
May 2 - May 4
In two weeks
May 9 - May 11
In one month
May 23 - May 25
In two months
Jun 20 - Jun 22

Compare 6 Resorts in Summerland Key with updated reviews, rates, and availability.

Luxury Pull Thru Rv lot with access to all the Resorts amenities!
Sport court

Luxury Pull Thru Rv lot with access to all the Resorts amenities!

10.0 out of 10, Exceptional, (1)
"Great location near Key West. Clean & Air conditioned bathrooms"
Luxury Pull Thru Rv lot with access to all the Resorts amenities!
Escape to an oceanfront Home with Boat Dock + pickleball, Pool and more!
A heated pool

Escape to an oceanfront Home with Boat Dock + pickleball, Pool and more!

10.0 out of 10, Exceptional, (2)
"Host was super nice with the pie, and it is excellent. Don't get excited about the bikes, though. Not that we were going to use them, but with flat tires and rusty chains, they were nice decoration. "
Escape to an oceanfront Home with Boat Dock + pickleball, Pool and more!
35'x70'WF RV Site on canal for rent for RV owners. Pet friendly gated community.
Outdoor pool, a heated pool

35'x70'WF RV Site on canal for rent for RV owners. Pet friendly gated community.

35'x70'WF RV Site on canal for rent for RV owners. Pet friendly gated community.
RV resort site/rvsite/spot/lot Cudjoe Florida mm23 Key West MONTHLY DISCOUNT
Point of interest

RV resort site/rvsite/spot/lot Cudjoe Florida mm23 Key West MONTHLY DISCOUNT

10.0 out of 10, Exceptional, (2)
"We stayed for a week and then my mother in law stayed for 3 weeks. Loved the convenience of the location. "
RV resort site/rvsite/spot/lot Cudjoe Florida mm23 Key West MONTHLY DISCOUNT
ISLAND PARADISE
Fridge, microwave, oven, stovetop

ISLAND PARADISE

10.0 out of 10, Exceptional, (32)
"The home had everything you could need or want in a vacation home. Venture out is a large park with lots of amenities but surprisingly quiet. It’s in a great location to visit Key West or Marathon. I will definitely consider a stay here when I return to the Keys."
ISLAND PARADISE
Tropical Island Getaway
Exterior

Tropical Island Getaway

Tropical Island Getaway
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.
Don't see what you're looking for?
See all available properties in Summerland Key
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Summerland Key

Direct Oceanfront Cottage-Sunrise View- #2,
On the beach

Direct Oceanfront Cottage-Sunrise View- #2,

8.6 out of 10, Excellent, (173)
"My husband and I enjoyed the peacefulness of the area, the beautiful view, the prime location for great places to eat and things to do, the short drive to Key West and Bahia Honda. The cottage was clean, the bed comfy and all was as described. Susan was quick in responding to any questions we had. We will stay here again, I’m sure. "
Direct Oceanfront Cottage-Sunrise View- #2,
Cottage with Pool and Boat Dockage just minutes to Key West!
Exterior

Cottage with Pool and Boat Dockage just minutes to Key West!

8.6 out of 10, Excellent, (134)
"2nd time and it's a nice relaxing stay.Catch a few fish off the dock or to one of the bridges.And my dogs love it!!"
Cottage with Pool and Boat Dockage just minutes to Key West!
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
Fridge, microwave, oven, stovetop

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

8.8 out of 10, Excellent, (145)
"We have stayed in the Keys often. This place has it all…great water views, kitchen of glass with more great views and an open floor plan full of light. The house is clean and nicely decorated. Dock was perfect for the boat we rented…caught lots of lobster the last several days of the season!"
The price is ￥42,945
￥90,686 total
includes taxes & fees
Apr 25 - Apr 26
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
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.

Frequently asked questions

What can I expect from a resort vacation in Summerland Key?
Dreaming of a relaxing escape? Indulge in the luxuries and comforts of a resort, where you can find everything you want for your trip from convenient dining options to entertainment and shopping. Pick from 8 resorts in Summerland Key and discover the best one for you, whether you see yourself sitting down to fine dining or checking out the on-site boutiques.
What's a top resort in Summerland Key?
Luxury Pull Thru Rv lot with access to all the Resorts amenities! - Has a garden and a hot tub. Tropical Island Getaway - Enjoy the hot tub. Canal front lot with quick access to Atlantic Ocean or Gulf. Just bring your RV. - Amenities include an outdoor pool and a hot tub. Escape to an oceanfront Home with Boat Dock + pickleball, Pool and more! - Family-friendly resort. Access to beach sun loungers and a hot tub.
How many hotel resorts will I find in Summerland Key?
Choose among Expedia’s 8 resorts in Summerland Key where you’ll find top-notch bars, beautiful guest rooms, and more.
What can I do in Summerland Key?
For some time by the water, you can head to Florida Keys Beaches and Sugarloaf Beach. Additional attractions in the area include Venture Out Keys and Upper Sugarloaf Key.
What's the weather like in Summerland Key?
The hottest months are usually August and July with an average temp of 84°F, while the coldest months are January and February with an average of 73°F. Average annual precipitation for Summerland Key is 35 inches.
What's the best way to get to and around Summerland Key?
Fly into Key West Intl. Airport (EYW), which is located 20.9 mi (33.6 km) from the city center. Otherwise, you can search for flights to Marathon, FL (MTH-Florida Keys Marathon), which is 25.1 mi (40.3 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.