Summerland Key hotels from HK$867

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15 Dec - 16 Dec
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16 Dec - 17 Dec
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19 Dec - 21 Dec
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Our top choices for Summerland Key hotels

Restaurant
Sugar Loaf Lodge

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very good, (1003)
"Great place to stary. Staff was very nice."
United States
norka
The price is HK$771
HK$867 total
includes taxes & fees
19 Dec - 20 Dec
Sugar Loaf Lodge
Exterior
Looe Key Reef Resort

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.4 out of 10, Good, (1003)
"Was nice roo.s and close to my charter boat captain "
United States
Nicholas
Looe Key Reef Resort
Beach/ocean view
Parmer's Resort

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1001)
"Room was clean and comfortable."
United States
Barbara K
The price is HK$1,044
HK$1,428 total
includes taxes & fees
16 Dec - 17 Dec
Parmer's Resort
Swim-up bar
Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (1)
Located in Summerland Key, this villa offers multiple swimming options with a children's pool and relaxing hot tub. Enjoy convenient access to Florida Keys Beaches, plus free WiFi and parking. Upper Sugarloaf Key attractions await nearby.
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
The price is HK$3,941
HK$7,158 total
includes taxes & fees
11 Jan - 12 Jan 2026
Atlantic View Luxury Villa with Pool
2 bedrooms, Internet
Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
The price is HK$2,060
HK$4,918 total
includes taxes & fees
16 Dec - 17 Dec
Starlight Serenity - Hideaway w Stunning Views
Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas
The Laureate Key West

The Laureate Key West

The Laureate Key West
3.5 star property
New Town
9.0 out of 10, Wonderful, (1006)
Waterfront elegance meets Key West charm at this coastal retreat. Just minutes from Duval Street and Smathers Beach, the hotel offers a refreshing indoor pool and 24-hour service. Nearby adventures include kayaking and snorkelling, with Hemingway's home a short drive away.
"Nice place to stay!"
Canada
Baohua
The price is HK$1,471
HK$1,874 total
includes taxes & fees
16 Dec - 17 Dec
The Laureate Key West
2 outdoor pools, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.0 out of 10, Very good, (1768)
Dive into paradise at this Key West resort featuring 2 outdoor pools with poolside bars. Enjoy American cuisine at the Toasted Coconut restaurant after a workout in the 24-hour fitness centre. Just a short drive from Duval Street and Smathers Beach with free WiFi.
"Loved staying here and would again next time we are in Key West!!"
Canada
David
The price is HK$974
HK$1,534 total
includes taxes & fees
17 Dec - 18 Dec
Blue Flamingo Resort Key West
2 outdoor pools, open 8:00 AM to 10:00 PM, pool loungers
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1173)
This waterfront haven boasts 2 seafood restaurants, 2 poolside bars, and a 24-hour fitness centre. Just a short drive from Smathers Beach and Duval Street, the hotel's marina setting offers a peaceful atmosphere with easy access to Key West's popular attractions.
"great place to stay "
United States
michael
The price is HK$2,019
HK$2,749 total
includes taxes & fees
11 Jan - 12 Jan 2026
The Perry Hotel & Marina Key West
Premium bedding, soundproofing, iron/ironing board, free WiFi
Knight's Key Suites

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1157)
Enjoy the Florida Keys lifestyle at this Marathon escape with an outdoor pool and picnic area. Located within a 15-minute drive of Sombrero Beach, these apartments offer premium bedding and flat-screen TVs, plus free WiFi and parking.
"Very good location.. Clean room."
United States
Leonor
The price is HK$652
HK$901 total
includes taxes & fees
17 Dec - 18 Dec
Knight's Key Suites
View from property
Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1005)
Situated in Marathon, this waterfront hotel offers an outdoor pool and marina access. Guests can savour seafood at Porkys Bayside, explore using complimentary bicycles, or unwind at the bar. Comfortable rooms include refrigerators and microwaves.
"Staff was great, room was super clean AND location was perfect. "
United States
Grace
The price is HK$644
HK$944 total
includes taxes & fees
17 Dec - 18 Dec
Captain Pips Marina & Hideaway
2 outdoor pools, free pool cabanas, pool umbrellas
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1007)
Set against the backdrop of Marathon's coast, this resort pampers guests with cabanas, 2 outdoor pools, and rejuvenating spa treatments. The Bistro serves American fare while 2 bars offer refreshing drinks near Sombrero Beach.
"Nice hotel"
United States
Ivonne
The price is HK$1,471
HK$1,962 total
includes taxes & fees
16 Dec - 17 Dec
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys
Living area
Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (278)
Immerse yourself in the Florida Keys at this cottage resort with a full-service marina. Enjoy kayaking, outdoor pool, and nearby Bahia Honda State Park. Each accommodation includes a microwave, refrigerator, flat-screen TV and free WiFi.
"We loved it here. So beautiful and quiet."
United Kingdom
Mark
Old Wooden Bridge Resort and Marina
4 outdoor pools, pool umbrellas, pool loungers
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
4.0 star property
Marathon
8.8 out of 10, Excellent, (1276)
Relax in a sun lounger on the beach at this Florida Keys resort. Enjoy 4 outdoor pools, 2 bars, and treatments at the full-service spa. Guests love the helpful staff and dining at El Farito restaurant, all just minutes from Shady Palm Art Gallery.
"Very nice resort. All the staff was friendly and helpful. The pool bar was great and the bartender was friendly. Our favorite place to stay in Marathon."
United States
William
The price is HK$1,425
HK$1,896 total
includes taxes & fees
18 Dec - 19 Dec
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
Kayaking
Sunshine Key RV Resort & Marina

Sunshine Key RV Resort & Marina

Sunshine Key RV Resort & Marina
2.0 star property
Big Pine Key
8.8 out of 10, Excellent, (159)
"Todo perfect"
Mexico
Rachel
The price is HK$2,374
HK$2,671 total
includes taxes & fees
4 Jan - 5 Jan 2026
Sunshine Key RV Resort & Marina
Outdoor pool, open 6:00 AM to 10:00 PM, pool cabanas (surcharge)
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
3.5 star property
New Town
8.0 out of 10, Very good, (1155)
Enjoy American cuisine at The Garden Grille after a refreshing swim in the outdoor pool. This hotel offers a poolside bar, fitness centre, and free area shuttle to explore nearby attractions. Guests praise the convenient location and helpful staff.
"clean room comfortable bed ,pool jacuzzi with bar make us amazing stay this hotel."
United States
Shanker
The price is HK$924
HK$1,258 total
includes taxes & fees
18 Dec - 19 Dec
Hilton Garden Inn Key West / The Keys Collection
Outdoor spa tub
NYAH Key West - Adults Only

NYAH Key West - Adults Only

NYAH Key West - Adults Only
3.0 star property
Key West Historic District
8.0 out of 10, Very good, (1004)
This adults-only guesthouse offers free breakfast and a rooftop terrace just a short walk from Duval Street. After exploring nearby Ernest Hemingway Home, unwind in the hot tub or grab a drink at the bar. Guests love the 3 outdoor pools and attentive staff.
"Great little hotel in the heart of Old Town."
United States
Robert
NYAH Key West - Adults Only
Beach
Coconut Beach Resort Timeshare

Coconut Beach Resort Timeshare

Coconut Beach Resort Timeshare
2.0 star property
Old Town Key West
The price is HK$1,323
HK$1,489 total
includes taxes & fees
17 Dec - 18 Dec
Coconut Beach Resort Timeshare
Property grounds
Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
5.0 star property
Marathon
9.2 out of 10, Wonderful, (1070)
Escape to this Florida Keys luxury hotel with 5 outdoor pools and full-service spa offering massages and facials. The beachfront location allows for umbrella-shaded relaxation near Sombrero Beach and Vaca Key, just 8 minutes from Marathon Airport.
"The amenities were great. I loved the layout of the resort with plenty of open seating options. There was no overcrowding, which made our stay quiet and relaxing. The only negative is the food is very expensive for the quality. "
United States
ROBERT
The price is HK$2,235
HK$3,001 total
includes taxes & fees
16 Dec - 17 Dec
Isla Bella Beach Resort & Spa
Outdoor pool
Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
3.5 star property
Key West
9.4 out of 10, Exceptional, (1017)
Unwind at this coastal haven minutes from Duval Street, featuring a relaxing hot tub and bar/lounge. Free WiFi and parking enhance your stay near Smathers Beach and Hemingway's home. Clean rooms and helpful staff ensure a memorable Florida Keys escape.
"We enjoyed the beautiful property."
United States
Susan
The price is HK$2,950
HK$3,669 total
includes taxes & fees
20 Dec - 21 Dec
Hyatt Vacation Club at Beach House, Key West
View from property
Duval House

Duval House

Duval House
3.0 star property
Old Town Key West
9.4 out of 10, Exceptional, (1010)
Immerse yourself in Key West's vibrant atmosphere at this B&B with a refreshing pool and lush garden. Just minutes from Duval Street and Hemingway's Museum, enjoy daily housekeeping and a delicious breakfast while adventure awaits with nearby hiking, kayaking, and diving.
"I loved this place the location was absolutely perfect "
United States
Frank
The price is HK$1,160
HK$1,472 total
includes taxes & fees
16 Dec - 17 Dec
Duval House
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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Where to stay in Summerland Key

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

Cutthroat Harbor Estates

While there might not be top attractions in Cutthroat Harbor Estates, you can explore the larger area and discover places like Venture Out Keys and Upper Sugarloaf Key.

Sugarloaf Shores

Though Sugarloaf Shores may not have many top sights, you can venture to the surrounding area to see attractions like Upper Sugarloaf Sound and Florida Keys Beaches.

Cudjoe Gardens

While Cudjoe Gardens may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Upper Sugarloaf Key and Upper Sugarloaf Sound.

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.

Breezeswept Beach Estates

While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Cook Island and Crab Key.

Stay near popular Summerland Key attractions

Sugarloaf Beach

3.6/5 (7 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.
See properties

Upper Sugarloaf Key

4.1/5 (37 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.
See properties

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.

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

Top Summerland Key Hotel Reviews

Parmer's Resort

Parmer's Resort

10/10 Excellent
"Room was clean and comfortable."
Barbara K 1-night trip
Posted 5 days ago
Parmer's Resort

More cheap stays in Summerland Key

Sugar Loaf Lodge

Sugar Loaf Lodge

17001 Overseas Hwy Summerland Key FL
The price is HK$771 per night from 19 Dec to 20 Dec
HK$771
HK$867 total
19 Dec - 20 Dec
includes taxes & fees
8/10 Very Good! (1,001 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?
Private Secluded Ocean View & Pool Near Key West: This highly rated holiday home rental in Summerland Key is located near the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a private garden, 1 hot tub and table football so that you can immerse yourself in your holiday. Other favourite homes for rent in Summerland Key are Relax by Florida Keys Beaches, just a 7-min drive away 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?
Looe Key Reef Resort is a top dog-friendly hotel, and offers a restaurant and an outdoor pool for its human guests. Two other good options for you and your pet include Parmer's Resort and Sugarloaf Key Hotel at KOA Resort. See more pet-friendly hotel accommodations 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. Looe Key Reef 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 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 618 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.

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