Search Resorts in Summerland Key

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

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, (3)
"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)
"Very cute little house. We had everything we needed for the 2 of us."
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

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, (137)
"Perfect location for us 23 miles to key west. Restaurants near by, pool, fishing pier. Can't wait to come back and do it all over again!"
Cottage with Pool and Boat Dockage just minutes to Key West!
Direct Oceanfront Cottage-Sunrise View- #2,
On the beach

Direct Oceanfront Cottage-Sunrise View- #2,

8.6 out of 10, Excellent, (175)
"The location and views are great. It was a comfortable stay. There were some deferred maintenance items which were shared with the property manager. Completion of these items will greatly enhance the experience at the property and make it a '10' rating."
Direct Oceanfront Cottage-Sunrise View- #2,
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, (146)
"Good location "
The price is AED 1,102
AED 2,327 total
includes taxes & fees
20 May - 21 May
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. Canal front lot with quick access to Atlantic Ocean or Gulf. Just bring your RV. - Enjoy the outdoor pool and hot tub. Escape to an oceanfront Home with Boat Dock + pickleball, Pool and more! - Family-friendly resort. Amenities include beach sun loungers and a hot tub. Tropical Island Getaway - Access to 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.