Find hotels in Summerland Key, FL from ￥14,809

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Oct 27 - Oct 28
Tomorrow
Oct 28 - Oct 29
This weekend
Oct 31 - Nov 2
Next weekend
Nov 7 - Nov 9

Filter by

Guest rating
Guest rating
Star rating

Compare 623 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Suite, 1 Bedroom, Kitchen, Sea Facing | Beach/ocean view
Parmer's Resort
Parmer's Resort
2.5 star property
9.0 out of 10, Wonderful, (1005)
"Excellent laid back property. Close to a good restaurant "
United States
Jane
The price is ￥17,060
￥24,180 total
includes taxes & fees
Oct 28 - Oct 29
Parmer's Resort
Restaurant
Sugar Loaf Lodge
Sugar Loaf Lodge
2.5 star property
8.2 out of 10, Very Good, (1001)
"Nice family owned spot. "
United States
Terry
The price is ￥18,190
￥20,465 total
includes taxes & fees
Oct 28 - Oct 29
Sugar Loaf Lodge
Exterior
Looe Key Reef Resort
Looe Key Reef Resort
2.5 star property
7.4 out of 10, Good, (1001)
"We enjoyed our three night stay. We dived Looe Key reef every day through their dive shop. Safe shallow diving with excellent storage, easy access and excellent staff. Left the afternoon/evening open to relax or go into town. About 50 minutes from Key West. Recommend car rental for your stay"
United States
Timothy
Looe Key Reef Resort
Exterior
Little Torch Cottages
Little Torch Cottages
2.0 star property
9.2 out of 10, Wonderful, (9)
"Felt like home. We'd stay here again!"
United States
William
Little Torch Cottages
Waterfront King Guest Room | Exterior
Parrot Key Hotel & Villas
Parrot Key Hotel & Villas
4.0 star property
9.0 out of 10, Wonderful, (1139)
"Loved the room and the shuttle service. It was super nice to book excursions from the hotel. "
United States
Heather
The price is ￥20,667
￥32,022 total
includes taxes & fees
Nov 20 - Nov 21
Parrot Key Hotel & Villas
Property grounds
Isla Bella Beach Resort & Spa
Isla Bella Beach Resort & Spa
5.0 star property
9.2 out of 10, Wonderful, (1055)
"Isla Bella Beach Resort was wonderful and perfect in every way in celebration of our 45th Anniversary. "
United States
Rex
The price is ￥41,134
￥55,110 total
includes taxes & fees
Nov 2 - Nov 3
Isla Bella Beach Resort & Spa
View from property
Captain Pips Marina & Hideaway
Captain Pips Marina & Hideaway
3.0 star property
9.0 out of 10, Wonderful, (1010)
"Clean room, comfortable bed, good amenities, perfect parking, very good experience for the price"
United Kingdom
Dritan
The price is ￥9,341
￥14,809 total
includes taxes & fees
Oct 28 - Oct 29
Captain Pips Marina & Hideaway
2 outdoor pools, open 8:00 AM to 10:00 PM, sun loungers
The Perry Hotel & Marina Key West
The Perry Hotel & Marina Key West
4.0 star property
9.4 out of 10, Exceptional, (1134)
"Nice stay. "
United States
SHAMBRE
The price is ￥21,890
￥33,225 total
includes taxes & fees
Nov 12 - Nov 13
The Perry Hotel & Marina Key West
Outdoor pool, open 7:00 AM to 11:00 PM, cabanas (surcharge)
DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
8.0 out of 10, Very Good, (1007)
"Amazing stay, friendly staff 10/10 vacation"
United States
Fabian
The price is ￥19,973
￥27,629 total
includes taxes & fees
Oct 30 - Oct 31
DoubleTree Resort by Hilton Grand Key - Key West
Outdoor pool, sun loungers
Havana Cabana at Key West
Havana Cabana at Key West
4.0 star property
8.8 out of 10, Excellent, (1748)
"Great resort "
United States
Shaw Rostin
The price is ￥29,693
￥43,196 total
includes taxes & fees
Nov 10 - Nov 11
Havana Cabana at Key West
Front of property - evening/night
Opal Key Resort & Marina, Key West
Opal Key Resort & Marina, Key West
4.0 star property
9.2 out of 10, Wonderful, (1004)
"Great place"
United States
Jeff
The price is ￥40,355
￥51,419 total
includes taxes & fees
Oct 29 - Oct 30
Opal Key Resort & Marina, Key West
3 outdoor pools, sun loungers
Tranquility Bay Beachfront Hotel and Resort
Tranquility Bay Beachfront Hotel and Resort
4.0 star property
8.8 out of 10, Excellent, (1004)
"We enjoyed our stay"
United States
Kathleen
The price is ￥36,571
￥51,012 total
includes taxes & fees
Nov 18 - Nov 19
Tranquility Bay Beachfront Hotel and Resort
Outdoor pool, open 6:00 AM to 10:00 PM, cabanas (surcharge)
Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys Collection
3.5 star property
7.8 out of 10, Good, (1104)
"Great location "
United States
Johann
The price is ￥15,462
￥21,695 total
includes taxes & fees
Nov 18 - Nov 19
Hilton Garden Inn Key West / The Keys Collection
Outdoor pool
Hyatt Vacation Club at Beach House, Key West
Hyatt Vacation Club at Beach House, Key West
3.5 star property
9.4 out of 10, Exceptional, (1027)
"It was peaceful and great location"
United States
Kevin
The price is ￥34,692
￥45,907 total
includes taxes & fees
Nov 19 - Nov 20
Hyatt Vacation Club at Beach House, Key West
2 outdoor pools, free cabanas, pool umbrellas
Courtyard by Marriott Faro Blanco Resort
Courtyard by Marriott Faro Blanco Resort
3.0 star property
9.0 out of 10, Wonderful, (1005)
"Nice hotel"
United States
Ivonne
The price is ￥25,833
￥35,081 total
includes taxes & fees
Oct 28 - Oct 29
Courtyard by Marriott Faro Blanco Resort
Outdoor spa tub
NYAH Key West - Adults Only
NYAH Key West - Adults Only
3.0 star property
7.8 out of 10, Good, (1012)
"Clean facility, nice pool area, very convenient location. "
United States
Arthur
NYAH Key West - Adults Only
Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas
The Laureate Key West
The Laureate Key West
3.5 star property
9.0 out of 10, Wonderful, (1002)
"This is our second time staying there. We love the hotel. It close to everything and have a great view "
United States
Nini
The price is ￥24,305
￥31,644 total
includes taxes & fees
Oct 29 - Oct 30
The Laureate Key West
Daily cooked-to-order breakfast for a fee
Oceans Edge Key West Resort, Hotel & Marina
Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
9.0 out of 10, Wonderful, (1727)
"Superb place and nice staff."
Canada
Nehal
The price is ￥24,121
￥36,006 total
includes taxes & fees
Oct 28 - Oct 29
Oceans Edge Key West Resort, Hotel & Marina
Beach nearby, white sand
Margaritaville Beach House Key West
Margaritaville Beach House Key West
4.0 star property
8.8 out of 10, Excellent, (1776)
"Great place to stay"
United States
Tracey
The price is ￥27,362
￥40,375 total
includes taxes & fees
Nov 18 - Nov 19
Margaritaville Beach House Key West
Boating
Ibis Bay Beach Resort
Ibis Bay Beach Resort
2.5 star property
8.2 out of 10, Very Good, (1984)
"Great little resort!"
United States
Carlos
The price is ￥18,692
￥25,137 total
includes taxes & fees
Nov 2 - Nov 3
Ibis Bay Beach Resort
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Where to stay in Summerland Key

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

Cutthroat Harbor Estates

While Cutthroat Harbor Estates isn't home to many top sights, Venture Out Keys and Upper Sugarloaf Key are some notable places to visit nearby.

Sugarloaf Shores featuring a bay or harbor

Sugarloaf Shores

While Sugarloaf Shores isn't home to many top sights, Florida Keys Beaches and Sugarloaf Beach are some notable places to visit nearby.

Bay Point

Bay Point might not have many top sights, but Lower Sugarloaf Sound and Sugarloaf Beach are two attractions nearby that you can check out.

Cudjoe Gardens

When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Venture Out Keys, some noteworthy sights in the nearby area.

Breezeswept Beach Estates

While Breezeswept Beach Estates isn't home to many top sights, Newfound Harbor Keys and Cook Island are some notable places to visit nearby.

Stay near popular Summerland Key attractions

Sugarloaf Beach

3.6/5 (7 reviews)
Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?
See properties

Upper Sugarloaf Key

4.1/5 (37 reviews)
Commune with nature and explore the great outdoors at Upper Sugarloaf Key during your travels in Summerland Key.
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 favorite seafood shacks serving fresh-caught Keys lobster.

See all hotels in Summerland Key
A783WA Newspaper Vending Machines unbelievable view infinity endless water road vast waterfront America Americas beach beaches

Top Summerland Key Hotel Reviews

Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

10/10 Excellent
"Great service friendly people and clean rooms thank you!"
Hector 2-night trip
Posted 5 days ago
Sugarloaf Key Hotel at KOA Resort

More cheap stays in Summerland Key

Parmer's Resort

Parmer's Resort

565 Barry Avenue, Summerland Key, FL
The price is ￥17,060 per night from Oct 28 to Oct 29
￥17,060
￥24,180 total
Oct 28 - Oct 29
includes taxes & fees
9/10 Wonderful! (1,003 reviews)

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?
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill: Visitors like this Summerland Key vacation home rental. It is located near the beach and has a balcony, a pool table, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the hot tub in this rental home to help you unwind. Other favorite homes for rent in Summerland Key are Old Florida Style, wrap around porch, boat basin for dockage, open water and Upscale Luxury House on Open Water Gated Community, Dock, 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 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 LGBTQ-friendly hotel 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 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 Parmer's Resort and Looe Key Reef Resort. See more pet-friendly hotel accommodations in Summerland Key.
What are some accommodations with pools in Summerland Key?
Parmer's Resort: Features a private beach, an outdoor pool, and daily. Sugar Loaf Lodge and Sugarloaf Key Hotel at KOA Resort are two additional hotels with an onsite pool. View all hotels with pools 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 623 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.

Explore a world of travel with Expedia