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Top hotels and accommodation in Summerland Key

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
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 NZ$241
per night
27 May - 28 May
SPACIOUS RV IN THE KEYS
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 NZ$2,894
per night
30 May - 31 May
Bungalows at Sugarloaf Beach - The Hemingway
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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
WATERFRONT fresh & cozy 2 bedroom 35 sea wall New UV light air purification
9.8 out of 10, Exceptional, (167)
"The resort was well kept and the security team was very welcoming and helpful. We stayed right on the water and had a great time."
WATERFRONT fresh & cozy 2 bedroom 35 sea wall New UV light air purification
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
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
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
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
Comfortable Waterfront Vacation Rental
9.4 out of 10, Exceptional, (137)
"Excellent stay. Very comfortable."
Comfortable Waterfront Vacation Rental
Bungalows at Sugarloaf Beach - The Lighthouse
9.4 out of 10, Exceptional, (6)
"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
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
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!
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
Cheerful Tiny House on 30 min from Key
9.2 out of 10, Wonderful, (17)
"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 NZ$553
per night
3 Jun - 4 Jun
Cheerful Tiny House on 30 min from Key
Blue Lobster Lodge - Venture Out #543
9.0 out of 10, Wonderful, (6)
"Great amenities and location."
Blue Lobster Lodge - Venture Out #543
Parmer's Resort
2.5 star property
8.8 out of 10, Excellent, (1001)
"Everything was perfect!! I will recommend to all my friends and family…"
The price is NZ$268
per night
27 May - 28 May
Parmer's Resort
Sunshine Key RV Resort & Marina
2.0 star property
8.8 out of 10, Excellent, (127)
"Family oriented, quite and safe. "
Sunshine Key RV Resort & Marina
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
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 NZ$252
per night
15 May - 16 May
Old Wooden Bridge Resort and Marina
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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.

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?

Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes: This highly rated holiday home rental in Summerland Key is located on the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a garden and a selection of games. Other favourite 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 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. 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 are some accommodation options 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 on-site 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 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 563 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.