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Top Summerland Key hotels

Oceanside Paradise Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball

Oceanside Paradise Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball

Cudjoe FL
A hot tub is featured at this vacation home, along with laundry facilities and barbecue grills.
"We really enjoyed the privacy and safety of the community. We arrived a little early and were able to gain early access. That was not expected. Then we met Julie, who hand delivered us a delicious key-lime pie! Julie was great throughout our whole stay and accommodated all our needs well beyond our ..."

Reviewed on Aug 11, 2026

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Opens in a new windowOceanside Paradise Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball
Sugarloaf Key RV Resort & Cottages

Sugarloaf Key RV Resort & Cottages

3 out of 5
311 Johnson Rd Summerland Key FL
An outdoor pool, free self parking, and laundry facilities are featured at this vacation home. WiFi in public areas is free. Luggage storage is also ...
"It was close to Key West and the price was fair. The room was clean. Although I would put blinds on the windows, it's too bright in the morning for sleeping in. And although it showed the tiki bar area open at 4pm. It wasn't opened either night we were there which was very disappointing."

Reviewed on Aug 28, 2026

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Opens in a new windowSugarloaf Key RV Resort & Cottages
Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West

Cudjoe Key FL
This cottage features a garden, laundry facilities, and barbecue grills.
"This location is very convenient for me as my family lives 5 miles from this place. Very clean and the host works well with the customer."

Reviewed on Aug 2, 2026

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Opens in a new windowCottage with Pool and Dockage, just minutes to Key West
Springs Venture Out Dolphin House #386 with beautiful open water views

Springs Venture Out Dolphin House #386 with beautiful open water views

Cudjoe Key FL
Enjoy free WiFi, parking (surcharge), and laundry facilities. Popular attractions Florida Keys Beaches and Venture Key are located nearby.
"A/C was ice cold. Anytime we needed anything the hot was easy to get a hold of."

Reviewed on Aug 26, 2026

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Opens in a new windowSprings Venture Out Dolphin House #386 with beautiful open water views
Parmer's Resort

Parmer's Resort

2.5 out of 5
565 Barry Avenue Summerland Key FL
Fully refundableReserve now, pay when you stay
$197 nightly
The price is $221 total per night from Sep 10 to Sep 11
$221 total
Sep 10 - Sep 11
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 ...
"A typical "keys style" resort that had everything we needed with a kitchen, deck seating, a dock for our boat. Enjoyed the Complimentary coffee. Will be back with the family + dog"

Reviewed on Sep 2, 2026

Opens in a new windowParmer's Resort
Cottage with swimming pool and dockage, just minutes to Key West!

Cottage with swimming pool and dockage, just minutes to Key West!

Cudjoe Key FL
This cottage features a garden, laundry facilities, and barbecue grills.
"This location was perfect for what my husband and I needed. We brought our boat and were able to use the dock throughout our stay. We did have an issue with the AC system and Jennifer was great by putting us into another one of their units overnight until our units AC was fixed the next day. This ..."

Reviewed on Jul 24, 2026

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Opens in a new windowCottage with swimming pool and 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
$119 nightly
The price is $134 total per night from Sep 7 to Sep 8
$134 total
Sep 7 - Sep 8
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 ...
"Me gustaría más opciones como un regular desayuno"

Reviewed on Aug 24, 2026

Opens in a new windowSugar Loaf Lodge
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 ...
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Opens in a new windowSugarloaf Key Hotel at KOA Resort
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
$75 nightly
The price is $84 total per night from Sep 7 to Sep 8
$84 total
Sep 7 - Sep 8
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. ...
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 $84. 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 630 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

Parmer's Resort

Parmer's Resort

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"A typical "keys style" resort that had everything we needed with a kitchen, deck seating, a dock for our boat. Enjoyed the Complimentary coffee. Will be back with the family + dog"
A verified traveler stayed at Parmer's Resort
Parmer's Resort

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