Find hotels in Summerland Key, FL from ¥156

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Compare 565 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Pool
Oceanfront RV Lot with 40' Seawall
10.0 out of 10, Exceptional, (1)
"Location was PERFECT!! Just as described & we can’t wait to visit Venture Out again in summer 2024!!"
Oceanfront RV Lot with 40' Seawall
Aerial view
SPACIOUS RV IN THE KEYS
10.0 out of 10, Exceptional, (2)
"We started our trip by spending two nights in key west but also wanted to spend in a less populated are to experience the more nature oriented part of the keys. The RV was clean and convenient to the overseas highway and the National Key Deer Refuge. There were no problems with our stay."
The price is ¥156
per night
May 27 - May 28
SPACIOUS RV IN THE KEYS
Pool
Bungalows at Sugarloaf Beach - The Hemingway
10.0 out of 10, Exceptional, (3)
"Great place to sit back and relax! Lots of peaceful places to hangout with the family. Awesome to walk out right onto the beach (aside from all the seaweed that floated in). Loved the clear kayak and paddle board! So much sea life. Lagoon pool was the best! Wish we had more days."
The price is ¥155,001
per night
May 30 - May 31
Bungalows at Sugarloaf Beach - The Hemingway
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Exterior
Little Palm Island Resort & Spa - A Noble House Resort
4.5 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
Beach
WATERFRONT fresh & cozy 2 bedroom 35 sea wall New UV light air purification
9.8 out of 10, Exceptional, (167)
"We kept our boat there and it was perfect it was blowing and the canal stayed protected from waves and they had everything you needed on site would definitely stay again."
WATERFRONT fresh & cozy 2 bedroom 35 sea wall New UV light air purification
Fridge, microwave, oven, stovetop
ISLAND PARADISE
9.8 out of 10, Exceptional, (27)
"Island Paradise is one of the best equiped vrbo locations we have stayed at. We would rank it one of our top 3. The kitchen is well stocked with spices and cooking implements. The owner provided plenty of beach equipment to take in a day at the beach and also provided bikes to take out and explore the resort area. Joan was very attentive to our needs, an excellent host. I would highly recommend staying here if you are looking for a quiet location away from the hustle and bustle of Key West....
ISLAND PARADISE
A heated pool
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
9.8 out of 10, Exceptional, (182)
"Very nice"
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
Outdoor pool, a heated pool
Waterfront Venture Out Home
9.6 out of 10, Exceptional, (9)
"What a wonderful place to stay in while visiting Florida Keys. Love the location and was very homey. Thank you"
Waterfront Venture Out Home
Pool
Bungalows at Sugarloaf Beach - The Lighthouse
9.6 out of 10, Exceptional, (7)
"Stop thinking about it and BOOK this stay!! Absolutely the best place I stayed out all round, the bungalow was adorable, clean and stocked. The communication was quick and friendly. The little resort was perfect, beautiful and breathtaking! My boyfriend and I stayed for a 3 day romantic getaway and I am already excited to go back again and rent a bigger unit to take the kids. Not one bad thing everything was perfect! I'll say it again stop looking and comparing and just BOOK IT!!"
Bungalows at Sugarloaf Beach - The Lighthouse
Sun loungers, beach towels
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4
9.6 out of 10, Exceptional, (38)
"Relaxed property away from the hub of key west. Access to everything the keys has to offer with your own little slice of heaven at the end of day. Excellent host and communication. Already planning next years trip!!"
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4
Sun loungers, beach towels
Comfortable Waterfront Vacation Rental
9.4 out of 10, Exceptional, (137)
"Excellent stay. Very comfortable."
Comfortable Waterfront Vacation Rental
Property grounds
Cheerful Tiny House on 30 min from Key
9.4 out of 10, Exceptional, (18)
"Very clean property. 40 min. travel to Key West, so that was perfect. Very friendly owner which gave a quick respons. Friendly neighbours on the RV-park."
The price is ¥25,548
per night
Jun 3 - Jun 4
Cheerful Tiny House on 30 min from Key
Aerial view
Open Water Views 35' Dockage with Kayak & Bikes - Venture Out Unit 335
9.4 out of 10, Exceptional, (13)
"Good stay but security very strict couldnt even have a drink pool side not even a glass bottle it was plastic cup"
Open Water Views 35' Dockage with Kayak & Bikes - Venture Out Unit 335
Pool
Cozy, Perfect Conch Cottage!
9.2 out of 10, Wonderful, (29)
"Our stay was great! The description is accurate. We enjoyed our 6 Mid-March days at "Cozy Perfect Conch Cottage." Yes, it's technically camping, but it's very NICE camping...in a campground...but a very NICE campground. The bed we used (there were only 2 of us) was super comfortable. The WiFi worked great. It was awesome having a full kitchen and washer/dryer. The towels were plentiful, soft and luxurious. Linens were also very soft and comfortable. Everything needed for basic cooking was...
Cozy, Perfect Conch Cottage!
Beach
SEA SHELL COTTAGE UNIT #2
9.2 out of 10, Wonderful, (7)
"Nice, quiet, relaxing, reasonably priced with a lovely pool outside our door!"
SEA SHELL COTTAGE UNIT #2
Fridge, microwave, dishwasher, coffee/tea maker
Blue Lobster Lodge - Venture Out #543
9.0 out of 10, Wonderful, (6)
"Great amenities and location."
Blue Lobster Lodge - Venture Out #543
View from property
Parmer's Resort
2.5 star property
8.8 out of 10, Excellent, (1001)
"Clean and tidy, good facilities, lovely beach area and views."
The price is ¥22,308
per night
May 27 - May 28
Parmer's Resort
Sundeck
Sunshine Key RV Resort & Marina
2.0 star property
8.8 out of 10, Excellent, (128)
"Family oriented, quite and safe. "
Sunshine Key RV Resort & Marina
Beach
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.6 out of 10, Excellent, (34)
"This property is super cute. Convenient for being close to Key West without the price of Key West. We VERY much enjoyed our 3 night stay. Our property (#15) had a little grill outside so we were able to cookout one night of our stay. Make sure you stop at Publix or Winn Dixie before getting there it is a litle trek to get to grocery store. I would also suggest bringing a few extra bath towels, our cottage only had 3 and 4 adults. Most things you would need, pots, pans, silverware, cups, coffee...
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV
Old Wooden Bridge Resort and Marina
2.5 star property
8.4 out of 10, Very Good, (120)
"Loved the view. House was ok. But the soap!!! Ugh. Understand that it is necessary for water boats but just never felt clean. Personal thing. Won't stop us from coming back tho :-)"
The price is ¥21,091
per night
May 15 - May 16
Old Wooden Bridge Resort and Marina
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See all available properties in Summerland Key
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.

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?

Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes: Visitors like this Summerland Key vacation home rental. It is located on the beach and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a garden and a selection of games. Other favorite homes for rent in Summerland Key are Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West and Old Florida Style, wrap around porch, boat basin for dockage, open water. 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. 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 are some accommodations with pools in Summerland Key?

ISLAND PARADISE is a top resort with a communal pool, free WiFi, and an in-room kitchen. A couple of other options that offer an onsite pool include RV resort site/rvsite/spot/lot Cudjoe Florida mm23 Key West MONTHLY DISCOUNT 25% and Luxury Rv lot with access to all the Resorts amenities! . 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 563 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.