Book Hotels in Summerland Key, FL

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Top 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 ...
"Loved it"

Reviewed on Jun 1, 2025

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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.
The awesome house
"Absolutely awesome"

Reviewed on May 22, 2025

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Old Florida Style, wrap around porch, boat basin for dockage, open water
STAR FISH COTTAGE, Sleeps 4 - Summer Vacation, Lobster & Fishing Season is Here!

STAR FISH COTTAGE, Sleeps 4 - Summer Vacation, Lobster & Fishing Season is Here!

Summerland Key
An outdoor pool is featured at this cottage, along with a garden and a picnic area. Laundry facilities and barbecue grills are also provided.
Quite and relaxing
"Thank you for a wonderful stay Glen and Hope! We loved the location it was convenient to travel to the Key West, yet far enough from the noise and party. Summerland Key itself is gorgeous! Few great spots for breakfast and lunch/dinner. Also every place around had fresh seafood and live music in ..."

Reviewed on Apr 21, 2025

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STAR FISH COTTAGE, Sleeps 4 - Summer Vacation, Lobster & Fishing Season is Here!
SEA SHELL COTTAGE, Sleeps 2 - Summer Vacation, Fishing & Lobster Season is Here!

SEA SHELL COTTAGE, Sleeps 2 - Summer Vacation, Fishing & Lobster Season is Here!

Summerland Key
This cottage features laundry facilities.
Perfect little oasis spot
"Very cute spot we had pretty much to ourselves. Had 2 rooms which were connected so we could all be together. Host stopped by and opened the pool table house for us to use which was really nice. Definitely a cute spot where we would stay again."

Reviewed on May 26, 2025

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SEA SHELL COTTAGE, Sleeps 2 - Summer Vacation, Fishing & Lobster Season is Here!
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

Cudjoe Key
An outdoor pool is featured at this cottage, along with laundry facilities and barbecue grills.
Celebrating 30 year wedding anniversary
"Old Florida charm with modern amenities. Very quiet and peaceful location near the water."

Reviewed on May 26, 2025

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Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Parmer's Resort

Parmer's Resort

2.5 out of 5
565 Barry Avenue, Summerland Key, FL
Fully refundableReserve now, pay when you stay
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 ...
"Our stay was wonderful. The room was very clean. The pool was amazing as well. The staff is super friendly. Matt and Sarah made sure we had everything we needed, and were so nice. They are also pet friendly. We will definitely be back. Can't wait for our next stay!"

Reviewed on Jun 6, 2025

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Parmer's Resort
Private Secluded Ocean View & Pool Near Key West

Private Secluded Ocean View & Pool Near Key West

Summerland Key
This vacation home features an outdoor pool and a hot tub. A garden, laundry facilities, and barbecue grills are also on offer.
As advertised, very satisfied
"Everything was exactly as described, the host was gracious and communicative, the house is great for a large group and a quiet location"

Reviewed on May 4, 2025

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Private Secluded Ocean View & Pool Near 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
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 ...
"There is an adjacent restaurant that is top of line."

Reviewed on Jun 11, 2025

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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
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 ...
Older property but comfortable
"Basic accommodations, nothing fancy, the property is showing its age. The toilet paper holder had fallen off the wall and the paper was on the back of the toilet. However, the room was clean, the a/c worked fine, the bed was comfortable, and the property is a lower-priced alternative to the high-priced ..."

Reviewed on May 13, 2025

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Looe Key Reef Resort
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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 . 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 600 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 4 days ago
Travelocity Verified Review
"Great"
A verified traveler stayed at Sugar Loaf Lodge
Sugar Loaf Lodge
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