Best Summerland Key Hotels in 2026 from HK$1,489 - Fully Refundable Options

Our top choices for Summerland Key hotels

Sugar Loaf Lodge

Summerland Key

Robert

HK$1,489 total

includes taxes & fees

5 May - 6 May

Parmer's Resort

Summerland Key

Peter

HK$1,834 total

includes taxes & fees

12 Apr - 13 Apr

Looe Key Reef Resort

Summerland Key

KHANDAKER MOINUR

HK$1,862 total

includes taxes & fees

5 May - 6 May

Atlantic View Luxury Villa with Pool

Summerland Key

Preetam

HK$8,040 total

includes taxes & fees

12 Apr - 13 Apr

Starlight Serenity - Hideaway w Stunning Views

Summerland Key

HK$5,603 total

includes taxes & fees

14 Apr - 15 Apr

Margaritaville Beach House Key West

Key West

jeronimo

HK$2,656 total

includes taxes & fees

6 May - 7 May

Captain Pips Marina & Hideaway

Marathon

Jennifer

HK$1,413 total

includes taxes & fees

3 May - 4 May

The Cabana Inn Key West - Adults Only

Old Town Key West

PATRICIA

HK$1,776 total

includes taxes & fees

4 May - 5 May

On the beach, sun-loungers, beach umbrellas, beach towels

Isla Bella Beach Resort & Spa

Marathon

Wanda

HK$2,826 total

includes taxes & fees

3 May - 4 May

Old Wooden Bridge Resort and Marina

Punta Brisa

Amado

HK$2,299 total

includes taxes & fees

10 May - 11 May

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Marathon

Brooke

HK$2,216 total

includes taxes & fees

3 May - 4 May

Premium bedding, soundproofing, iron/ironing board, free WiFi

Knight's Key Suites

Marathon

Cheryl

HK$1,162 total

includes taxes & fees

10 May - 11 May

On the beach, beach cabanas, sun-loungers

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Marathon

laurie

HK$2,273 total

includes taxes & fees

6 May - 7 May

4 outdoor pools, pool umbrellas, pool loungers

Parrot Key Hotel & Villas

Northside Resort

Christina

HK$2,389 total

includes taxes & fees

6 May - 7 May

Beachside Resort & Residences

Key West

igor

HK$2,490 total

includes taxes & fees

20 Apr - 21 Apr

Ibis Bay Beach Resort

Northside Resort

Lydia

HK$2,200 total

includes taxes & fees

5 May - 6 May

NYAH Key West - Adults Only

Key West Historic District

James

HK$1,581 total

includes taxes & fees

10 May - 11 May

Southernmost House - Adult Exclusive

Old Town Key West

Dan

HK$3,099 total

includes taxes & fees

23 Apr - 24 Apr

Tranquility Bay Beachfront Hotel and Resort

Marathon

Joy

HK$2,805 total

includes taxes & fees

3 May - 4 May

Aqua Lodges at Hurricane Hole Marina

Stock Island

Jordan

HK$2,737 total

includes taxes & fees

21 Apr - 22 Apr

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Where to stay in Summerland Key

Find the best Summerland Key areas for the activities you enjoy most.

Bay Point

While Bay Point may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lower Sugarloaf Sound and Sugarloaf Beach.

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Bird refuge wildlife background panorama banner of nature landscape ocean birds in Key West, Florida. Animals of the USA.

Cutthroat Harbor Estates

Cutthroat Harbour Estates offers a tranquil slice of Florida Keys living with private boat docks and crystal-clear waters. This residential waterfront area provides an authentic escape from tourist crowds. Homes on stilts with weathered wood docks create a classic Keys atmosphere. The neighborhood's canals connect directly to the Gulf, making it perfect for fishing and boating enthusiasts. Gentle waves lap against private docks while tropical birds call at dawn. Nearby Venture Out Keys and Summerland Key provide dining options and additional sights.

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Sugarloaf Shores

Sugarloaf Shores offers a tranquil escape on the Florida Keys waterfront. Private homes line peaceful canals where turquoise waters invite fishing, kayaking, and boating adventures. This residential haven sits away from tourist crowds yet provides easy access to stunning ocean views. The neighborhood's charm lies in its authentic Keys lifestyle with homes on stilts and tropical landscaping. Nearby Sugarloaf Beach and Lower Sugarloaf Sound provide perfect spots for swimming and snorkelling. Visitors appreciate the quiet streets for evening strolls and stargazing.

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Cudjoe Gardens

Cudjoe Gardens offers a peaceful waterfront retreat in the Florida Keys. This quiet residential haven features canal-front properties with private docks for easy boat access. Travellers can enjoy fishing, wildlife watching, and stargazing from their holiday rentals. The neighborhood's tropical charm comes alive with pastel homes on stilts surrounded by palm trees and native plants. A hire car is essential for exploring nearby Summerland Key attractions and dining options. Water enthusiasts will appreciate direct canal access to open waters and nearby beaches.

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Bahia Honda State Park - Calusa Beach, Florida Keys - tropical beach - USA.

Breezeswept Beach Estates

Escape to the peaceful shores of Breezeswept Beach Estates on Summerland Key. This residential haven offers private waterfront properties with boat docks and direct access to crystal-clear Florida waters. The neighborhood's charm lies in its quiet streets lined with pastel homes and tropical landscaping. Outdoor enthusiasts will love exploring nearby Newfound Harbour Keys by kayak or boat. Fish in the shallow waters, spot native birds, or simply relax under swaying palms. With minimal commercialization and abundant natural beauty, this peaceful retreat captures authentic Keys living without the tourist crowds.

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Stay near popular Summerland Key attractions

Sugarloaf Beach

4.2/5 (38 reviews)

This secluded private beach on Sugarloaf Key offers a tranquil escape from the busier Florida Keys shorelines. Guests enjoy pristine views and peaceful sunbathing in a natural, amenity-light setting.

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Upper Sugarloaf Key

4.3/5 (54 reviews)

Upper Sugarloaf Key serves as a gateway to the Great White Heron National Wildlife Refuge with pristine waters. Kayak through mangroves at dawn to spot diverse bird species in this tranquil Florida Keys ecosystem.

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Learn more about Summerland Key

Snorkel the vibrant coral reefs at Looe Key, where rangers can direct you to spots with fewer boats. Rent kayaks to explore the mangrove trails, then ask locals about their favourite seafood shacks serving fresh-caught Keys lobster.

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Aerial view of road to Key West with turquoise water and small island, Summerland Key, Florida, United States.

Top Summerland Key Hotel Reviews

Sugarloaf Key Hotel at KOA Resort

10/10 Excellent

"Fantastic place! We stayed in the hotel part of the resort - our apartment was big (even though it was the standard size) and it was spotless. The kitchen had all the plates, cups, and utensils etc you could need, and there was a washer and dryer with detergent. We loved the many USB ports all over the apartment to charge phones etc. Bathroom had a fantastic shower and was also spotless. The only minor issue we had was that there isn't a lot of hanging space for longer clothes. If you have any longer dresses, I'd recommend bringing your own coat hangers and use the hooks rather than the rail, but as I said.. minor issue. The staff are lovely, the pool is nice, the pub was popular (cooled with fans which was great) and the food was good. We will happily book this again next time we're in the keys!"

Old Florida Style, wrap around porch, boat basin for dockage, open water

8/10 Good

"Convenient location, great property. Seems to be they are renovating little at a time. The place is aged but was clean and worked great for what we needed. Would happily stay here again! Was great for kids and location was great! Thank you"

Waterfront Home

2/10 Terrible

"Disappointing. We love Venture Out, arrived on Friday to trench on the right side of the unit. Saturday and Sunday was nice, enjoyed the porch overlooking canal. Monday workers showed up worked on trench, filled it in and starting digging on left side. Using an excavator, saws etc we could not sit outside. Hard to even have a conversation inside. This went on all week. They finished the trenching and paved on Thursday. Terrible!I notified host on Tuesday and she came over to apologize, very nice lady. I did list discrepancies for her; master bath toilet was not safe to use, one bolt to floor was missing and floor is rotting giving way when you sit down. The hall bathroom toilet had floor issues as well. Master bath sink faucet sprayed water sideways. The porch roof leaks severely during rain leaving puddles on porch. I had to continuously use mop. We could not enjoy rear patio area due to construction. I did report that the large concrete picnic table was crumbling and dangerous. Grill was filthy so we didn’t use it. I would think VRBO has a list of standards for owners to follow. We had to use a casserole dish to mix pancake batter, no bowl larger than a small cereal bowl. The unit needs upkeep and repairs, bathroom floor repairs and living room window replacement, could not see due to seal being broken, glass fogged. Host returned 10% for our trouble, said manager was going to stop by and return our park user fee 125 or so, guy never showed. Feel like I threw 2000 away!"

More cheap stays in Summerland Key

Sugar Loaf Lodge

17001 Overseas Hwy Summerland Key FL

HK$1,324

HK$1,489 total

5 May - 6 May

includes taxes & fees

8.2/10 Very Good! (1,006 reviews)

Hotels in Summerland Key with star-rating

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?

Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West: This highly rated holiday home rental in Summerland Key is located by the ocean, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and an oven, so that you can cook with friends or family. Other favourite homes for rent in Summerland Key are Private Secluded Ocean View & Pool Near 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 LGBTQ-friendly place to stay in Summerland Key?

Parmer's Resort is one of the top choices for those in the LGBT community. 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 Parmer's Resort and Looe Key Reef Resort. See more pet-friendly hotel accommodations in Summerland Key.

What are some accommodation options with pools in Summerland Key?

Looe Key Reef Resort is a top hotel with an outdoor pool, free WiFi and free self-parking. A couple of other options that offer an on-site pool include Luxury Pull Thru Rv lot with access to all the Resorts amenities! and Canal front lot only. No house or RV. You need to bring your RV.. View all hotels with pools 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 593 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 Upper Sugarloaf Key, Florida Keys Beaches and Sugarloaf Beach. A couple of additional sights to add to your itinerary are Venture Out Keys 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.

Summerland Key hotels from HK$1,489

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Our top choices for Summerland Key hotels

Sugar Loaf Lodge

Parmer's Resort

Looe Key Reef Resort

Atlantic View Luxury Villa with Pool

Starlight Serenity - Hideaway w Stunning Views

Margaritaville Beach House Key West

Captain Pips Marina & Hideaway

The Cabana Inn Key West - Adults Only

Isla Bella Beach Resort & Spa

Old Wooden Bridge Resort and Marina

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Knight's Key Suites

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Parrot Key Hotel & Villas

Beachside Resort & Residences

Ibis Bay Beach Resort

NYAH Key West - Adults Only

Southernmost House - Adult Exclusive

Tranquility Bay Beachfront Hotel and Resort

Aqua Lodges at Hurricane Hole Marina

Where to stay in Summerland Key

Bay Point

Cutthroat Harbor Estates

Sugarloaf Shores

Cudjoe Gardens

Breezeswept Beach Estates

Stay near popular Summerland Key attractions

Sugarloaf Beach

Upper Sugarloaf Key

Learn more about Summerland Key

Top Summerland Key Hotel Reviews

Sugarloaf Key Hotel at KOA Resort

More cheap stays in Summerland Key

Sugar Loaf Lodge

Hotels in Summerland Key with star-rating

Frequently asked questions

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