Book Hotels in Summerland Key, FL

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility

Top Summerland Key hotels

Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

3 out of 5
251 Co Rd 939, Summerland Key, FL
The private beach and marina are among the highlights at this hotel. Enjoy the outdoor pool and perks like free self parking and free WiFi. You'll appreciate ...
"Staff was very nice and friendly. The resort itself if clean and spacious. There’s a lot of good spots to eat at within a 15 minute drive. The beach was nice and clean"

Reviewed on Aug 14, 2025

Get rates
Sugarloaf Key Hotel at KOA Resort
Old Florida Style, wrap around porch, boat basin for dockage, open water

Old Florida Style, wrap around porch, boat basin for dockage, open water

Little Torch Key
This vacation home includes a garden and laundry facilities.
Cool dock
"The secluded dock is a nice feature. The driveway is tricky to exit."

Reviewed on Jun 20, 2025

Get rates
Old Florida Style, wrap around porch, boat basin for dockage, open water
Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes

Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes

Cudjoe Key
$737 nightly
The price is $818 total per night from Aug 24 to Aug 25
$818 total
Aug 24 - Aug 25
Total with taxes and fees
An outdoor pool is featured at this vacation home, along with laundry facilities and barbecue grills.
"Clean, convenient, and excellent host!"

Reviewed on Aug 2, 2025

Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes
Parmer's Resort

Parmer's Resort

2.5 out of 5
565 Barry Avenue, Summerland Key, FL
Fully refundableReserve now, pay when you stay
$148 nightly
The price is $167 total per night from Sep 8 to Sep 9
$167 total
Sep 8 - Sep 9
Total with taxes and fees
The private beach and marina are among the highlights at this motel. Spend a day at the beach kayaking, or relax with sun loungers and beach umbrellas. Enjoy ...
"Great place all around, will be going back in the future!"

Reviewed on Aug 16, 2025

Parmer's Resort
Direct Oceanfront Cottage-Sunrise View- #2,

Direct Oceanfront Cottage-Sunrise View- #2,

Little Torch Key
This cottage features a garden, laundry facilities, and barbecue grills.
Keys getaway
"Great little place to be home base while exploring the Keys. Cabin is no frills, but clean. Loved having a little access to the water as well. Boat ramp is super close. Will visit again!"

Reviewed on Aug 3, 2025

Get rates
Direct Oceanfront Cottage-Sunrise View- #2,
One of the very few beach houses with a daily, rental license in the Keys.

One of the very few beach houses with a daily, rental license in the Keys.

Summerland Key
$1,186 nightly
The price is $1,316 total per night from Aug 25 to Aug 26
$1,316 total
Aug 25 - Aug 26
Total with taxes and fees
An outdoor pool is featured at this vacation home, along with a living plant wall and laundry facilities. Barbecue grills are provided for your convenience.
"My family and I had an incredible stay. We utilized every available component of the home including the dock. Property manager provided us with 2 available free ramps to drop off our jet-skis. We settled on the ramp located on Blimp Road, which was a 10 minute drive and 15-20 minute ride on the skis. ..."

Reviewed on Jun 30, 2025

One of the very few beach houses with a daily, rental license in the Keys.
Cottage with Pool and Boat Dockage just minutes to Key West!

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

Cudjoe Key
$229 nightly
The price is $254 total per night from Aug 27 to Aug 28
$254 total
Aug 27 - Aug 28
Total with taxes and fees
This cottage features a garden, laundry facilities, and barbecue grills.
"This cottage served our purpose well, very close to our family’s home and was very clean and comfortable for a short stay."

Reviewed on Jul 20, 2025

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

Sugar Loaf Lodge

2.5 out of 5
17001 Overseas Hwy, Summerland Key, FL
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $111 total per night from Aug 24 to Aug 25
$111 total
Aug 24 - Aug 25
Total with taxes and fees
This hotel features a marina, 2 outdoor tennis courts, and a restaurant. Enjoy the outdoor pool and perks like free self parking and free WiFi. A bar/lounge ...
"Great sleep"

Reviewed on Aug 20, 2025

Sugar Loaf Lodge
Looe Key Reef Resort

Looe Key Reef Resort

2.5 out of 5
27340 Overseas Highway, Summerland Key, FL
Fully refundableReserve now, pay when you stay
$113 nightly
The price is $127 total per night from Sep 1 to Sep 2
$127 total
Sep 1 - Sep 2
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic ...
Nice place by Bahia Honda and very close to Keys
"Overall the stay was nice. Good space. Clean. Manager was nice. Pool was clean. Very good rock band that plays at night also country. Bar is standard and the food offered was ok but that’s because they were still fixing something’s and the pizza was good. The only issue I had was the front desk who ..."

Reviewed on Jul 17, 2025

Looe Key Reef Resort
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.

Summerland Key Hotel & Travel Guide

Looking for a place in Florida Keys, especially in Summerland Key? Within an easy driving distance from central Summerland Key, travelers will find 5 suitable long and short-stay accommodation options.

If you and your family plan to stay a short distance from the heart of downtown Summerland Key, the Looe Key Reef Resort is a great Travelocity-listed hotel.

The Little Palm Island Resort & Spa - A Noble House Resort is 4 miles (6 kilometers) from downtown Summerland Key. Another accommodation option is the Sunshine Key RV Resort & Marina, which is approximately 13 miles (20 kilometers) away. Two more accommodation options in the area include the Parmer's Resort as well as the Sugar Loaf Lodge.

During your time in Summerland Key, be sure to see some of South Florida's other attractions. If you're a nature lover, be sure to explore South Florida's beaches and everglades. On top of that, spend time at a few of its lighthouses. Modern visitors in this corner of United States of America often love hiking.

Islamorada is 55 miles (86 kilometers) east of Summerland Key and is home to Founders Park and History of Diving Museum. The The Moorings Village and Spa and The Caribbean Resort are a few of the comfortable lodging alternatives in Islamorada. 25 miles (43 kilometers) to the east of Summerland Key, you can find Marathon, which is home to the Coral Lagoon Resort Villas & Marina by Keys Caribbean and Indigo Reef Resort Villas & Marina. The Sombrero Beach and Curry Hammock State Park are some of the more frequented attractions to visit for those visiting Marathon.

Key West International Airport is a primary gateway for flying into and leaving Summerland Key. You can find it 20 miles (33 kilometers) away. For modern travelers who have plans to find Travelocity-listed accommodation nearby, book a room at La Mer Hotel & Dewey House or Santa Maria Suites.

Frequently asked questions

What are the top kid-friendly hotels in Summerland Key?
Take some of the challenges out of traveling with kids by choosing a family-friendly hotel in Summerland Key. From entertaining amenities to extra services, these stays feature perks that'll help make your visit run like a dream: Unpack your bags at Lake It Easy - Beautifully Updated 3BR Canal Front Home On Summerland Key, Dockage & Dog Friendly!. It comes with pet-friendly facilities, a barbecue grill and a commitment to making families feel welcome. Also consider staying at Large 5 Bedroom Pool Home in Summerland Key- Deep Canal - Easy Ocean Access. It comes with a swimming pool, animal viewing activities and plenty of opportunities to spend time together.
Where can I find cheap hotels in Summerland Key?
At Travelocity you'll find really nice hotels in Summerland Key at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Summerland Key rather than in Summerland Key. We may find you even better rates, too.
How do I find the best Summerland Key hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Summerland Key then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Summerland Key?
The cheapest hotel in Summerland Key is $111. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Summerland Key?
There are 608 hotels in Summerland Key on Travelocity.
What are the best hotels in Summerland Key?
Summerland Key has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Summerland Key for you!
When is the best time to visit Summerland Key?
If you want the joy of a fun-filled trip in peak season, visit Summerland Key during January, February and March. If you'd prefer the peace of off-season, book a stay during quieter months, such as August, September and October.
When is the cheapest time to stay in Summerland Key?
Based on historic data is usually the cheapest month to visit Summerland Key. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Summerland Key?
There are multiple hotels in Summerland Key that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Summerland Key. We have plenty of kid-friendly hotels in Summerland Key to choose from on Travelocity!
Why book a hotel in Summerland Key through Travelocity?
Because we have the top hotels in Summerland Key! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Summerland Key on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Summerland Key hotel reviews by fellow wanderers

Sugar Loaf Lodge

Sugar Loaf Lodge

5 out of 5
Posted 3 days ago
Travelocity Verified Review
"Great sleep"
A verified traveler stayed at Sugar Loaf Lodge
Sugar Loaf Lodge
Explore More Ways to Travel with Travelocity

Explore More Ways to Travel with Travelocity