Find hotels in Summerland Key, FL from CA $99

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Top 10 Summerland Key hotels and places to stay

Parmer's Resort

2.5 star property
8.8 out of 10, Excellent, (1002)
"Enjoyed sitting on the waters edge. Very clean. Looking for a laid back relaxing environment this is the spot."
The price is CA $389
CA $485 total
includes taxes & fees
Jan 4 - Jan 5, 2025
Parmer's Resort

Old Wooden Bridge Resort and Marina

2.5 star property
8.4 out of 10, Very good, (169)
"The check was very smooth; everyone friendly and helpful with local suggestions. Location was great! Nice and quiet"
The price is CA $185
CA $352 total
includes taxes & fees
Jan 5 - Jan 6, 2025
Old Wooden Bridge Resort and Marina

Sugarloaf Key Hotel at KOA Resort

3.0 star property
9.8 out of 10, Exceptional, (274)
"Can't wait to go back..!"
Sugarloaf Key Hotel at KOA Resort

Sugar Loaf Lodge

2.5 star property
8.0 out of 10, Very good, (1001)
"Ambience and the place is cool. The property is well maintained, staff courteous and helpful"
The price is CA $257
CA $289 total
includes taxes & fees
Dec 23 - Dec 24
Sugar Loaf Lodge

Looe Key Reef Resort

2.5 star property
7.4 out of 10, Good, (1000)
"Pleasant, relaxed atmosphere. Decent price. Comfortable and clean. Nice view out the back of my room. Good location."
The price is CA $309
CA $348 total
includes taxes & fees
Dec 23 - Dec 24
Looe Key Reef Resort

Areca Palms Cudjoe Key, Florida RV Concrete Pad only Rental RV’s are PROHIBITED

6.0 out of 10, (2)
"Great RV spot in Cudjoe Key. Private, Secure great pool and great host. "
The price is CA $122
CA $166 total
includes taxes & fees
Jan 4 - Jan 5, 2025
Areca Palms Cudjoe Key, Florida RV Concrete Pad only Rental RV’s are PROHIBITED

Little Palm Island Resort & Spa - A Noble House Resort

5.0 star property
9.8 out of 10, Exceptional, (42)
"fabulous accommodation and staff...service is superb"
Little Palm Island Resort & Spa - A Noble House Resort

Sunshine Key RV Resort & Marina

2.0 star property
8.8 out of 10, Excellent, (141)
"Nice place to relax"
Sunshine Key RV Resort & Marina

Barnacle Bed and Breakfast

3.0 star property
8.2 out of 10, Very good, (16)
"The location of the property was great and we saw the key deer on property and nearby. The room and bathroom were very nicely decorated and clean. The bed was comfortable. The beach front area had some trash that needed to be picked up and the home could use some landscaping. We did not stay for the continental breakfast so can not speak to that. Check in was a little challenging; I did not receive the e-mail day before check-in that I was expecting but did receive a phone call. However,...
The price is CA $592
CA $702 total
includes taxes & fees
Dec 24 - Dec 25
Barnacle Bed and Breakfast

Cozy 1-bedroom apartment with WiFi, AC in charming Cudjoe Key large outdoor

2.0 star property
The price is CA $99
CA $189 total
includes taxes & fees
Jan 6 - Jan 7, 2025
Cozy 1-bedroom apartment with WiFi, AC in charming Cudjoe Key large outdoor

Endless Summer Hideaway - lot 181

The price is CA $244
CA $431 total
includes taxes & fees
Jan 3 - Jan 4, 2025
Endless Summer Hideaway - lot 181

Tropical Caribbean Wonderland

9.2 out of 10, Wonderful, (77)
"The camper was clean and easy to find. There’s a bath/shower house 2campsites away. We enjoyed our stay."
Tropical Caribbean Wonderland

Home with Boat Dock + pickleball, Pool and more!

10.0 out of 10, Exceptional, (2)
"Host was super nice with the pie, and it is excellent. Don't get excited about the bikes, though. Not that we were going to use them, but with flat tires and rusty chains, they were nice decoration. "
Home with Boat Dock + pickleball, Pool and more!

Tropical Getaway in Paradise.

9.4 out of 10, Exceptional, (84)
"Venture Out resort is nice and this cozy trailer is good!"
Tropical Getaway in Paradise.

Little Torch Cottages

2.0 star property
9.0 out of 10, Wonderful, (8)
"Easy walk to Kiki's Sandbar for food drinks and live entertainment "
Little Torch Cottages

ISLE BE BACK To The Sunny Keys

9.6 out of 10, Exceptional, (24)
"Rxcellent"
ISLE BE BACK To The Sunny Keys

Cozy, Perfect Conch Cottage! - VO315

9.4 out of 10, Exceptional, (27)
"Stay was good"
Cozy, Perfect Conch Cottage! - VO315

Endless Ocean Views - RV589

The price is CA $280
CA $470 total
includes taxes & fees
Jan 8 - Jan 9, 2025
Endless Ocean Views - RV589

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

9.0 out of 10, Wonderful, (39)
"The cottage was clean and well appointed. Loved the little porch to sit in late in the evening or drink coffee in early in the morning. Beds were comfy, shower was not as strong as I like (but I'm spoiled by my home one, so . . . ) Only problem we noted was sometimes the toilet would not refill after flushing - simple fix, but kind of annoying. Pool was much smaller than it looked in the picture, though. Really enjoyed our stay and would not hesitate to stay again!"
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.

10.0 out of 10, Exceptional, (16)
"We were very happy with our stay at this property! It was perfect for a couple! A lot of the properties I looked at were two bedrooms and much more expensive. I was happy to find this one. The gated community was awesome and friendly. The communication with the manager was prompt and helpful. I read some of the reviews complaining about all the "rules". We had ZERO problems with all the rules in the Venture Out Community. It was so quiet and everyone was friendly. We will definitely...
Wonderful Chalet, with Terrace & Private Patio – 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.
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Frequently asked questions

What's the best place to stay in Summerland Key?

Sugarloaf Key Hotel at KOA Resort is a favorite property for Expedia customers. This hotel offers a marina and a private beach. Reviews from our site also recommend Parmer's Resort and Sugar Loaf Lodge as top options for your visit. See all available top hotels, or vacation rentals in Summerland Key.

What are some of the best vacation rentals in Summerland Key?

Beachside @ Torchview Waterfront Retreat : Visitors like this Summerland Key vacation home rental. It is located on the beach and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the selection of games in this rental home to help you unwind. Other favorite homes for rent in Summerland Key are Old Florida Style, wrap around porch, boat basin for dockage, open water and Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes. See all vacation rentals in Summerland Key.

If I need to cancel my hotel reservation in Summerland Key, will I receive a refund?

Yes! The majority of hotel bookings are fully refundable if cancelled before the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, it might still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Summerland Key.

Where can I learn more about changing or cancelling my trip to Summerland Key?

For additional details about updating your trip to Summerland Key or cancelling it, click here.

What's the best hotel for a romantic getaway to Summerland Key?

Little Palm Island Resort & Spa - A Noble House Resort is a favorite resort for couples, and features jetted bathtubs and a full-service spa. See all romantic hotels in Summerland Key.

What's the best LGBTQ-friendly hotel in Summerland Key?

Little Palm Island Resort & Spa - A Noble House Resort is a top LGBTQ-friendly resort that features a marina and a full-service spa. Parmer's Resort is another good option for your trip. See all available hotels listed as LGBTQ-friendly in Summerland Key.

What's the best pet-friendly accommodation in Summerland Key?

Sugarloaf Key Hotel at KOA Resort is a top hotel for people traveling with their pets, and offers a private beach and in-room kitchenettes for its human guests. Other good choices to stay with your pet include Looe Key Reef Resort and Parmer's Resort. See more pet-friendly hotel accommodations in Summerland Key.

Where is the best hotel to stay with easy access to Reel Deal Fishing Charters?

Looe Key Reef Resort is one of the top choices for your stay based on our traveler data, and this hotel offers a restaurant and an outdoor pool. It's located 2.5 mi (4 km) from Reel Deal Fishing Charters. Other good options within 5 miles include Oceanfront Million $$ View and Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West.

What about the best place to stay close to MiLo Watersports?

One of the top choices for your stay is Looe Key Reef Resort, located 2.4 mi (3.8 km) from MiLo Watersports, and this hotel offers a restaurant and an outdoor pool. Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West and Bo's Tropical Get-away- 3yaks,1 Paddleboard,4bikes, Fastwifi, Hbo, Starz,sho&max are other good choices within a few miles.

What's the best hotel for a beach vacation in Summerland Key?

Little Palm Island Resort & Spa - A Noble House Resort is a top resort located on the beach. Parmer's Resort is another good option for your beach trip. See more stays near the beach in Summerland Key.

What's the best luxury accommodation in Summerland Key?

Little Palm Island Resort & Spa - A Noble House Resort is a luxury resort with a private beach and a beachfront restaurant, and it's a popular choice for Expedia travelers looking for an elegant place to stay. Find more luxury hotels in Summerland Key.

What are some accommodations with pools in Summerland Key?

Parmer's Resort: Features a private beach, an outdoor pool, and daily. Sugarloaf Key Hotel at KOA Resort and Sugar Loaf Lodge are two additional hotels with an onsite pool. View all hotels with pools in Summerland Key.

What is the best spa hotel in Summerland Key?

Little Palm Island Resort & Spa - A Noble House Resort is a top beachfront spa hotel featuring a fitness center, a hair salon, a bar, and an outdoor pool. Spend an afternoon at Spa Terre where you’ll find facials, body scrubs, and Swedish massages and more. See all spa hotels in Summerland Key.

What is the best accommodation for staying close to Miami International Airport (MIA)?

Miami International Airport Hotel is a popular 3-star hotel featuring a restaurant and free WiFi. It's located a short 0.1 mi (0.1 km) from Miami Intl. Airport. Other accommodations within close proximity to the airport include Ramada by Wyndham Miami Springs/Miami International Airport and Comfort Suites Miami Airport North.

What is staying in Summerland Key like?

Those traveling to Summerland Key are sure to enjoy the sights to see and things to do. In Summerland Key, there are 582 hotels and other accommodations to choose from. Find out more about Summerland Key.

What are the top places to visit in Summerland Key?

Natural beauty is on display at Florida Keys Beaches, Sugarloaf Beach, and Venture Out Keys. A couple of additional sights to add to your agenda are Upper Sugarloaf Key and Coupon Bight Aquatic Preserve. Check out what more to see and do in Expedia's Summerland Key guide.

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.