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Top hotels and accommodation in Summerland Key

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 AU$540
includes taxes & fees
4 Jan - 5 Jan 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 AU$392
includes taxes & fees
23 Dec - 24 Dec
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 AU$358
includes taxes & fees
23 Dec - 24 Dec
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 AU$401
includes taxes & fees
23 Dec - 24 Dec
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 AU$188
includes taxes & fees
4 Jan - 5 Jan 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

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 AU$792
includes taxes & fees
24 Dec - 25 Dec
Barnacle Bed and Breakfast

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

2.0 star property
The price is AU$213
includes taxes & fees
2 Jan - 3 Jan 2025
Cozy 1-bedroom apartment with WiFi, AC in charming Cudjoe Key large outdoor

Endless Summer Hideaway - lot 181

The price is AU$486
includes taxes & fees
3 Jan - 4 Jan 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 AU$529
includes taxes & fees
8 Jan - 9 Jan 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.

Keys 3 Bedroom Corner Home near Beach & Key West

9.6 out of 10, Exceptional, (4)
"Great location, right in the middle keys, easy access to everything. "
The price is AU$1,237
includes taxes & fees
20 Jan - 21 Jan 2025
Keys 3 Bedroom Corner Home near Beach & 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 favourite 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 holiday rentals that Summerland Key has to offer?

Beachside @ Torchview Waterfront Retreat : This highly rated holiday home rental in Summerland Key is located on the beach, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind. Other favourite 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 refundable if you cancel before the hotel’s cancellation deadline, which often is within 24-48 hours of your check-in date. If your reservation is non-refundable, you may still be able to cancel and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Summerland Key.

What's the best accommodation for a couple visiting Summerland Key?

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

What's the best LGBTQ-friendly place to stay 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 stay. See all available hotels listed as LGBTQ-friendly in Summerland Key.

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

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

What's the best place to stay for a beach holiday 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 to stay near the beach. See more stays near the beach in Summerland Key.

What's the best luxury accommodation option 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 travellers looking for an elegant place to stay. Find more luxury hotels in Summerland Key.

What are some accommodation options 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 that feature an on-site 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 centre, 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 staying in Summerland Key like?

Those travelling to Summerland Key will definitely enjoy the sights to see and things to do. In Summerland Key, there are 582 hotels and other accommodation options 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 itinerary are Upper Sugarloaf Key and Coupon Bight Aquatic Preserve. Take a look at what more there is to see and do in Expedia's Summerland Key guide.

What's the seasonal weather in Summerland Key?

The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 23°C. Average annual precipitation for Summerland Key is 895 mm.