Find hotels in Summerland Key, FL from ￥9,874

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Aug 24 - Aug 25
Tomorrow
Aug 25 - Aug 26
Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7

Filter by

Guest rating
Guest rating
Star rating

Compare 608 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Parmer's Resort
Suite, 1 Bedroom, Kitchen, Sea Facing | Beach/ocean view

Parmer's Resort

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Great place all around, will be going back in the future!"
The price is ￥15,737
￥22,499 total
includes taxes & fees
Sep 8 - Sep 9
Parmer's Resort
Sugar Loaf Lodge
Restaurant

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very Good, (1001)
"Great sleep"
The price is ￥14,547
￥16,366 total
includes taxes & fees
Sep 1 - Sep 2
Sugar Loaf Lodge
Looe Key Reef Resort
Exterior

Looe Key Reef Resort

2.5 star property
7.4 out of 10, Good, (1001)
"We only stayed one night but it was nice and we enjoyed ourselves."
The price is ￥45,472
￥51,156 total
includes taxes & fees
Sep 20 - Sep 21
Looe Key Reef Resort
Atlantic View Luxury Villa with Pool
Swim-up bar

Atlantic View Luxury Villa with Pool

3.5 star property
10.0 out of 10, Exceptional, (1)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
The price is ￥74,389
￥135,117 total
includes taxes & fees
Sep 13 - Sep 14
Atlantic View Luxury Villa with Pool
Little Torch Cottages
Exterior

Little Torch Cottages

2.0 star property
9.2 out of 10, Wonderful, (9)
"Felt like home. We'd stay here again!"
Little Torch Cottages
Isla Bella Beach Resort & Spa
Property grounds

Isla Bella Beach Resort & Spa

5.0 star property
9.2 out of 10, Wonderful, (1034)
"Beautiful hotel with fantastic facilities and stunning views. Great spot for some family downtime - the kids loved the pools and the linked fishing charters were awesome "
The price is ￥34,251
￥47,290 total
includes taxes & fees
Aug 25 - Aug 26
Isla Bella Beach Resort & Spa
Parrot Key Hotel & Villas
Waterfront King Guest Room | Exterior

Parrot Key Hotel & Villas

4.0 star property
9.0 out of 10, Wonderful, (1061)
"Great view. Great staff and very clean"
The price is ￥16,112
￥26,557 total
includes taxes & fees
Sep 2 - Sep 3
Parrot Key Hotel & Villas
The Perry Hotel & Marina Key West
2 outdoor pools, open 8:00 AM to 10:00 PM, sun loungers

The Perry Hotel & Marina Key West

4.0 star property
9.4 out of 10, Exceptional, (1073)
"easy access to fishing, shuttle to key west, great rooms"
The price is ￥18,690
￥29,502 total
includes taxes & fees
Sep 7 - Sep 8
The Perry Hotel & Marina Key West
Captain Pips Marina & Hideaway
View from property

Captain Pips Marina & Hideaway

3.0 star property
9.0 out of 10, Wonderful, (1002)
"It was a great place to stay!"
The price is ￥9,874
￥15,241 total
includes taxes & fees
Sep 2 - Sep 3
Captain Pips Marina & Hideaway
Tranquility Bay Beachfront Hotel and Resort
Terrace/patio

Tranquility Bay Beachfront Hotel and Resort

4.0 star property
8.8 out of 10, Excellent, (1004)
"Excellent stay. "
The price is ￥32,951
￥46,533 total
includes taxes & fees
Sep 14 - Sep 15
Tranquility Bay Beachfront Hotel and Resort
DoubleTree Resort by Hilton Grand Key - Key West
Outdoor pool, open 7:00 AM to 11:00 PM, free cabanas, sun loungers

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
8.0 out of 10, Very Good, (1002)
"Great property. "
The price is ￥17,818
￥25,004 total
includes taxes & fees
Aug 27 - Aug 28
DoubleTree Resort by Hilton Grand Key - Key West
Havana Cabana at Key West
Outdoor pool, sun loungers

Havana Cabana at Key West

4.0 star property
8.8 out of 10, Excellent, (1758)
"Best hotel in Key West super affordable and great hotel. The pool and the bar are the best "
The price is ￥18,050
￥29,900 total
includes taxes & fees
Sep 8 - Sep 9
Havana Cabana at Key West
Hyatt Vacation Club at Beach House, Key West
Outdoor pool

Hyatt Vacation Club at Beach House, Key West

3.5 star property
9.4 out of 10, Exceptional, (1007)
"Great place"
The price is ￥29,254
￥39,522 total
includes taxes & fees
Sep 9 - Sep 10
Hyatt Vacation Club at Beach House, Key West
Courtyard by Marriott Faro Blanco Resort
2 outdoor pools, free cabanas, pool umbrellas

Courtyard by Marriott Faro Blanco Resort

3.0 star property
9.0 out of 10, Wonderful, (1004)
"Infinity pool and bar area were lovely. Breakfast options were very good and bar menu had many excellent choices. "
The price is ￥19,837
￥28,102 total
includes taxes & fees
Aug 28 - Aug 29
Courtyard by Marriott Faro Blanco Resort
Opal Key Resort & Marina, Key West
Front of property - evening/night

Opal Key Resort & Marina, Key West

4.0 star property
9.2 out of 10, Wonderful, (1008)
"Great stay! "
The price is ￥38,057
￥48,601 total
includes taxes & fees
Aug 25 - Aug 26
Opal Key Resort & Marina, Key West
Margaritaville Beach House Key West
Beach nearby, white sand

Margaritaville Beach House Key West

4.0 star property
8.8 out of 10, Excellent, (1777)
"The best place to stay"
The price is ￥26,302
￥38,815 total
includes taxes & fees
Sep 7 - Sep 8
Margaritaville Beach House Key West
Hilton Garden Inn Key West / The Keys Collection
Outdoor pool, open 6:00 AM to 10:00 PM, cabanas (surcharge)

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
7.8 out of 10, Good, (1072)
"Great property and excellent staff. Very clean and enjoyable stay."
The price is ￥14,863
￥20,853 total
includes taxes & fees
Sep 1 - Sep 2
Hilton Garden Inn Key West / The Keys Collection
Ibis Bay Beach Resort
Boating

Ibis Bay Beach Resort

2.5 star property
8.2 out of 10, Very Good, (1992)
"Great Hotel. "
The price is ￥16,415
￥22,418 total
includes taxes & fees
Sep 17 - Sep 18
Ibis Bay Beach Resort
NYAH Key West - Adults Only
Outdoor spa tub

NYAH Key West - Adults Only

3.0 star property
7.8 out of 10, Good, (1003)
"Great place "
NYAH Key West - Adults Only
Oceans Edge Key West Resort, Hotel & Marina
Daily cooked-to-order breakfast for a fee

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
9.0 out of 10, Wonderful, (1726)
"Beautiful property with amazing and attentive staff."
The price is ￥24,643
￥36,267 total
includes taxes & fees
Sep 2 - Sep 3
Oceans Edge Key West Resort, Hotel & Marina
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Check out resorts in Summerland Key

Canal front lot only. No house or RV. You need to bring your RV.
Marina

Canal front lot only. No house or RV. You need to bring your RV.

The price is ￥21,894
￥27,570 total
includes taxes & fees
Aug 25 - Aug 26
Canal front lot only. No house or RV. You need to bring your RV.

Family-friendly hotels in Summerland Key you'll enjoy

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Fridge, microwave, oven, stovetop

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

9.0 out of 10, Wonderful, (85)
The price is ￥23,510
￥51,337 total
includes taxes & fees
Aug 25 - Aug 26
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Hotels with an ocean view in Summerland Key may fit your trip

Parmer's Resort
Suite, 1 Bedroom, Kitchen, Sea Facing | Beach/ocean view

Parmer's Resort

2.5 star property
9.0 out of 10, Wonderful, (1001)
The price is ￥15,737
￥22,499 total
includes taxes & fees
Sep 8 - Sep 9
Parmer's 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.

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.

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.

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
Sugarloaf Shores showing a house, a sunset and a bay or harbor

Top Summerland Key Hotel Reviews

Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes

Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes

10/10 Excellent
"The house is absolutely beautiful! You cannot beat the location. We met the owner while we were at the gated community and he was very accommodating. You can kayak right out back, there are great views from the pool which was kept nice and cool during the summer. We highly recommend this place. Just be sure to secure a place to park your trailer before you arrive if you’re bringing a boat. We did have some issues with the initial property manager, but the owner took over with communication and made our vacation one of the most wonderful experiences we’ve ever had. We plan on going back! It was also a great place for our children! Very kid friendly with lots of stuff to do."
SUSAN B. 6-night trip
Posted 3 days ago
Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes

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?

Old Florida Style, wrap around porch, boat basin for dockage, open water: Visitors like this Summerland Key vacation home rental. It is located by the ocean and offers a garden, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and an oven, so you can cook with friends or family. Other favorite homes for rent in Summerland Key are Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West and Direct Ocean View! 5 Bed/3 Bath with room for everyone. Large pool and Dock!. 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 608 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.