Summerland Key Hotels

    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
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Summerland Key hotels

Captain Pips Marina & Hideaway

3.0 star property
9.0 out of 10, Wonderful, (1005)
"It was a great place to stay!"
The price is P4,035
P6,161 total
includes taxes & fees
Sep 1 - Sep 2
Captain Pips Marina & Hideaway

NYAH Key West - Adults Only

3.0 star property
7.8 out of 10, Good, (1009)
"Great location "
The price is P4,245
P7,357 total
includes taxes & fees
Aug 12 - Aug 13
NYAH Key West - Adults Only

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very Good, (1000)
"Good to stay for a night ! "
The price is P5,679
P6,389 total
includes taxes & fees
Aug 17 - Aug 18
Sugar Loaf Lodge

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (160)
"The stay was beautiful "
The price is P3,562
P13,624 total
includes taxes & fees
Aug 12 - Aug 13
Aqua Lodges at Hurricane Hole Marina

Parmer's Resort

2.5 star property
9.0 out of 10, Wonderful, (1002)
"Very nice place."
The price is P6,952
P9,703 total
includes taxes & fees
Aug 26 - Aug 27
Parmer's Resort

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 P10,964
P12,334 total
includes taxes & fees
Aug 10 - Aug 11
Looe Key Reef Resort

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 P34,153
P58,500 total
includes taxes & fees
Aug 16 - Aug 17
Atlantic View Luxury Villa with Pool

Knight's Key Suites

3.0 star property
9.0 out of 10, Wonderful, (1135)
"Excellent place "
The price is P4,251
P6,016 total
includes taxes & fees
Aug 11 - Aug 12
Knight's Key Suites

Courtyard by Marriott Faro Blanco Resort

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Very nice resort! Felt very much like a resort:)"
The price is P7,744
P10,971 total
includes taxes & fees
Aug 10 - Aug 11
Courtyard by Marriott Faro Blanco Resort

Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

4.0 star property
8.8 out of 10, Excellent, (1289)
"Great stay "
The price is P8,255
P11,557 total
includes taxes & fees
Sep 1 - Sep 2
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

Tranquility Bay Beachfront Hotel and Resort

4.0 star property
8.8 out of 10, Excellent, (1000)
"Very peaceful, quiet resort close to everything. Staff and service was terrific throughout the resort and responded quickly when needed. Would love to visit again. "
The price is P12,770
P18,059 total
includes taxes & fees
Aug 18 - Aug 19
Tranquility Bay Beachfront Hotel and Resort

Isla Bella Beach Resort & Spa

5.0 star property
9.2 out of 10, Wonderful, (1010)
"Enjoyed our weekend stay at this property!!"
The price is P15,244
P20,647 total
includes taxes & fees
Sep 6 - Sep 7
Isla Bella Beach Resort & Spa

The Laureate Key West

3.5 star property
9.0 out of 10, Wonderful, (1001)
"Great property "
The price is P10,269
P13,166 total
includes taxes & fees
Aug 7 - Aug 8
The Laureate Key West

Ibis Bay Beach Resort

2.5 star property
8.2 out of 10, Very Good, (2009)
"Great place quiet, clean breakfast good have been better but overall great place"
The price is P7,005
P9,423 total
includes taxes & fees
Aug 7 - Aug 8
Ibis Bay Beach Resort

Heron House Court - Adult Only

3.0 star property
9.0 out of 10, Wonderful, (1004)
"The staff were amazing with parking in the road and great breakfast"
The price is P5,831
P8,454 total
includes taxes & fees
Aug 7 - Aug 8
Heron House Court - Adult Only

Fairfield Inn and Suites by Marriott Key West

3.0 star property
7.8 out of 10, Good, (1138)
"Good place to stay"
The price is P6,687
P9,145 total
includes taxes & fees
Aug 24 - Aug 25
Fairfield Inn and Suites by Marriott Key West

Hampton Inn Key West FL

2.5 star property
9.0 out of 10, Wonderful, (1196)
"Great place "
The price is P8,282
P11,263 total
includes taxes & fees
Aug 26 - Aug 27
Hampton Inn Key West FL

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
7.8 out of 10, Good, (1048)
"Always a nice stay. "
The price is P5,920
P8,274 total
includes taxes & fees
Aug 17 - Aug 18
Hilton Garden Inn Key West / The Keys Collection

Authors of Key West Guest House

3.0 star property
9.0 out of 10, Wonderful, (1006)
"It was very peaceful to stay there as well as very clean! "
Authors of Key West Guest House

Fairfield Inn & Suites by Marriott Key West at the Keys Collection

3.5 star property
8.4 out of 10, Very Good, (1000)
"Would stay again for sure"
The price is P5,938
P8,298 total
includes taxes & fees
Aug 25 - Aug 26
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
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

Where to stay in Summerland Key

Find the best Summerland Key areas and neighborhoods for the activities you enjoy most.
Cutthroat Harbor Estates map

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 map

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 map

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 map

Breezeswept Beach Estates

While Breezeswept Beach Estates isn't home to many top sights, Cook Island and Big Pine Key Flea Market are some notable places to visit nearby.

Learn more about Summerland Key

Check out the local area in Summerland Key—home to attractions like Florida Keys Beaches and Sugarloaf Beach.

Top Summerland Key Hotel 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.

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 hotel for a romantic getaway to Summerland Key?

Little Palm Island Resort & Spa - A Noble House Resort is a favorite resort for couples, and features jetted bathtubs and a full-service spa. See all romantic hotels in Summerland Key.

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.

Where is the best hotel to stay with easy access to Reel Deal Fishing Charters?

Looe Key Reef Resort is one of the top choices for your stay based on our traveler data, and this hotel offers a restaurant and an outdoor pool. It's located 2.5 mi (4 km) from Reel Deal Fishing Charters. Other good options within 5 miles include Oceanfront Million $$ View and Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West.

What about the best place to stay close to MiLo Watersports?

One of the top choices for your stay is Looe Key Reef Resort, located 2.4 mi (3.8 km) from MiLo Watersports, and this hotel offers a restaurant and an outdoor pool. Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West and Bo's Tropical Get-away- 3yaks,1 Paddleboard,4bikes, Fastwifi, Hbo, Starz,sho&max are other good choices within a few miles.

What are some accommodations with pools in Summerland Key?

Parmer's Resort: Features a private beach, an outdoor pool, and daily. Sugarloaf Key Hotel at KOA Resort and Sugar Loaf Lodge 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 601 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.