Book Hotels in Summerland Key, FL

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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 ...
Great place, never met with staff because we arrived late but they sent text with instructions and all worked out great. The only reason I don’t give 5 stars it’s because floor needed to be mopped. I didn’t noticed it until we looked at our socks and feet were dirty.

Reviewed on Feb 16, 2026

Opens in a new windowSugarloaf 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 FL
This vacation home includes a garden and laundry facilities.
Host was very good with communication. Had a AC issue but that was quickly fixed. House was clean. Close to Key West and Marathon. Nice big yard. Perfect get away from the snow.

Reviewed on Jan 30, 2026

Opens in a new windowOld Florida Style, wrap around porch, boat basin for dockage, open water
Parmer's Resort

Parmer's Resort

2.5 out of 5
565 Barry Avenue Summerland Key FL
Fully refundableReserve now, pay when you stay
$368 nightly
The price is $414 total per night from Mar 2 to Mar 3
$414 total
Mar 2 - Mar 3
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 ...
Ver nice , quiet stay highly recommend

Reviewed on Feb 18, 2026

Opens in a new windowParmer's Resort
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

Cudjoe Key FL
$697 nightly
The price is $773 total per night from Mar 1 to Mar 2
$773 total
Mar 1 - Mar 2
Total with taxes and fees
An outdoor pool is featured at this vacation home, along with laundry facilities and barbecue grills.
Great location but property/house is outdated.I think one of the big issues is in the living room. There are no blinds or curtains so you get constant sunlight which makes the house hot and you can’t even see the television screen because of the glare.Outside pool furniture was broken.

Reviewed on Dec 29, 2025

Opens in a new windowOceanfront home-shared swimming pool, dockage-just 20 miles from Key West
Little Torch Cottages

Little Torch Cottages

2 out of 5
28501 Channel View Drive Summerland Key FL
This hotel's 2 outdoor pools and sauna are among the featured amenities. Free self parking and laundry facilities are also offered on site.
The place is not according to the price

Reviewed on Jan 6, 2026

Opens in a new windowLittle Torch Cottages
Sugar Loaf Lodge

Sugar Loaf Lodge

2.5 out of 5
17001 Overseas Hwy Summerland Key FL
Fully refundableReserve now, pay when you stay
$299 nightly
The price is $336 total per night from Feb 22 to Feb 23
$336 total
Feb 22 - Feb 23
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 ...
Nice big room with friendly front service desk people.

Reviewed on Feb 18, 2026

Opens in a new windowSugar Loaf Lodge
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 FL
$415 nightly
The price is $460 total per night from Mar 9 to Mar 10
$460 total
Mar 9 - Mar 10
Total with taxes and fees
This cottage featured laundry facilities and barbecue grills.
It was like staying at my Grandmom's house--it was clean but bathroom and kitchen cabinet needed some attention. Still, we were very happy with bungalow 12 and would stay there again.We only stayed overnight but the little pool, beach and fire pit would be quite enjoyable had we stayed longer. Great ...

Reviewed on Jan 22, 2026

Opens in a new windowOld Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Private Secluded Ocean View & Pool Near Key West

Private Secluded Ocean View & Pool Near Key West

Summerland Key FL
This vacation home features an outdoor pool and a gym. Enjoy the hot tub and conveniences like a garden and laundry facilities.
Terrible experience! Booked house for group for wife's birthday - months in advance, only to have canceled at 2am the night before check-in! Would not return emails, phone calls or any other communication! Very sketchy! ALSO there are 2 identical bookings on VRBO for this house so be very careful ...

Reviewed on Feb 2, 2026

Opens in a new windowPrivate Secluded Ocean View & Pool Near Key West
Looe Key Reef Resort

Looe Key Reef Resort

2.5 out of 5
27340 Overseas Highway Summerland Key FL
$279 nightly
The price is $314 total per night from Feb 22 to Feb 23
$314 total
Feb 22 - Feb 23
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Relax with a drink at the poolside bar and enjoy perks like free self parking and free WiFi. ...
Room was clean and great location

Reviewed on Feb 19, 2026

Opens in a new windowLooe 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 $314. 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 606 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.

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