Find hotels in Summerland Key, FL from ¥34,287

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Our top choices for Summerland Key hotels

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 review)
  • cleanliness
    Unwind in the Florida Keys with a choice of 10 outdoor pools and a hot tub.
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
Atlantic View Luxury Villa with Pool

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very Good, (1,001 reviews)
"It was so nice experience to stay there."
United States
Tapas
The price is ¥30,477
¥34,287 total
includes taxes & fees
Feb 1 - Feb 2
Sugar Loaf Lodge

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1,001 reviews)
"Staff and amenities are great"
United States
Selen
The price is ¥40,523
¥50,585 total
includes taxes & fees
Feb 1 - Feb 2
Parmer's Resort

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.6 out of 10, Good, (1,001 reviews)
"very nice place "
United States
Daniel
Looe Key Reef Resort

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
The price is ¥54,853
¥115,720 total
includes taxes & fees
Feb 1 - Feb 2
Starlight Serenity - Hideaway w Stunning Views

The Laureate Key West

The Laureate Key West
3.5 star property
New Town
9.0 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Enjoy serene poolside mornings at a coastal hideaway near Hemingway's estate.
"Great hotel "
United States
David Zion
The price is ¥50,579
¥61,209 total
includes taxes & fees
Feb 3 - Feb 4
The Laureate Key West

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

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
3.5 star property
New Town
8.6 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Peaceful Key West retreat with poolside bar and easy beach access.
"Staff was wonderful, good variety of breakfast foods, shuttle to Old Town was so helpful! Loved the amenities, pool area was beautiful, kept very clean and comfortable. "
United States
Julie
The price is ¥60,494
¥72,363 total
includes taxes & fees
Mar 2 - Mar 3
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1,307 reviews)
  • cleanliness
    Stay near Smathers Beach with poolside drinks and free breakfast in Key West.
"Definitely a place i will be staying going back to "
United States
Mary
The price is ¥68,764
¥77,359 total
includes taxes & fees
Feb 1 - Feb 2
Hampton Inn Key West FL

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, (1,197 reviews)
  • cleanliness
    Experience the best of Key West with a pool, hot tub, and quick drive to beaches.
"Great place to stay!"
United States
Nicole
The price is ¥35,071
¥43,763 total
includes taxes & fees
Jan 31 - Feb 1
Hilton Garden Inn Key West / The Keys Collection

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
Key West
8.2 out of 10, Very Good, (1,000 reviews)
"Nice place to stay. "
United States
David
The price is ¥59,877
¥72,531 total
includes taxes & fees
Feb 1 - Feb 2
DoubleTree Resort by Hilton Grand Key - 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, (1,028 reviews)
  • cleanliness
    Serene oceanfront retreat in Key West with poolside lounge and tropical relaxation.
"Great place to stay!"
United States
Brenton
The price is ¥75,368
¥91,680 total
includes taxes & fees
Feb 25 - Feb 26
Hyatt Vacation Club at Beach House, Key West

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.0 out of 10, Very Good, (2,058 reviews)
"Clean room, great staff, good restaurant in premises "
United States
Ralph
The price is ¥56,667
¥67,868 total
includes taxes & fees
Feb 1 - Feb 2
Ibis Bay Beach Resort

Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
3.0 star property
Northside Resort
8.8 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Poolside paradise near Smathers Beach, with inviting hot tub and full-service bar.
"Great hotel"
United States
Sang
The price is ¥63,710
¥71,674 total
includes taxes & fees
Feb 23 - Feb 24
Courtyard by Marriott Key West Waterfront

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.2 out of 10, Very Good, (1,907 reviews)
  • cleanliness
    Experience island-style relaxation at a resort with 2 pools near Duval Street.
"Clean rooms, friendly staff. Great place to stay. "
United States
Marie
The price is ¥59,131
¥75,136 total
includes taxes & fees
Feb 1 - Feb 2
Blue Flamingo Resort Key West

Barnacle Resort

Barnacle Resort
3.0 star property
Long Beach Estates
8.2 out of 10, Very Good, (43 reviews)
  • cleanliness
    Wake up to serene beach views at this Key West B&B with a relaxing rooftop terrace.
"Perfect place for a quiet getaway."
United States
David
Barnacle Resort

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
Key West
8.8 out of 10, Excellent, (1,775 reviews)
  • cleanliness
    Coastal haven with pool retreat, steps from Smathers Beach in Key West.
"Beautiful resort, wonderful staff, clean rooms!"
United States
Laura
The price is ¥67,228
¥85,691 total
includes taxes & fees
Feb 3 - Feb 4
Margaritaville Beach House Key West

Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West
3.0 star property
New Town
7.8 out of 10, Good, (1,188 reviews)
  • cleanliness
    Serene escape just minutes from Duval Street with a peaceful pool oasis.
"Friendly Staff, clean hotel, great breakfast"
United States
Akiem
The price is ¥55,842
¥67,130 total
includes taxes & fees
Feb 8 - Feb 9
Fairfield Inn and Suites by Marriott Key West

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
Key West
9.4 out of 10, Exceptional, (1,015 reviews)
  • cleanliness
    Unwind at this oceanfront Key West getaway with a pool and sunset views.
"Great staff, beautiful rooms, very clean, great property "
United States
Uma
The price is ¥70,326
¥86,009 total
includes taxes & fees
Mar 2 - Mar 3
Hyatt Vacation Club at Windward Pointe, Key West

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (294 reviews)
  • cleanliness
    Waterfront escape on Big Pine Key with a pool, marina, and scenic hiking trails.
"Loved our stay here!!! Clean room, friendly people and very comfortable. "
United States
Sylvia
Old Wooden Bridge Resort and Marina

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1,257 reviews)
  • cleanliness
    Soak in Key West's charm with four outdoor pools and kayaking adventures.
"Friendly staff, great pools"
United States
Kevin
The price is ¥50,635
¥65,752 total
includes taxes & fees
Jan 31 - Feb 1
Parrot Key Hotel & Villas
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 and neighborhoods for the activities you enjoy most.

Cutthroat Harbor Estates

Cutthroat Harbor Estates offers a tranquil slice of Florida Keys living with private boat docks and crystal-clear waters. This residential waterfront neighborhood 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.

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 snorkeling. Visitors appreciate the quiet streets for evening strolls and stargazing.

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. Travelers can enjoy fishing, wildlife watching, and stargazing from their vacation rentals. The neighborhood's tropical charm comes alive with pastel homes on stilts surrounded by palm trees and native plants. A rental 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.

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 Harbor 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.

Bay Point

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

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.

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

Top Summerland Key Hotel Reviews

More cheap stays in Summerland Key

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?
Private Secluded Ocean View & Pool Near Key West: Visitors like this Summerland Key vacation home rental. It is located near the beach and has an outdoor pool, a balcony, and a barbecue grill 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 you can cook with friends or family. It offers a private yard, a hot tub, and foosball so you can immerse yourself in your vacation. Other favorite homes for rent in Summerland Key are Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West and Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security. 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?
Looe Key Reef Resort is a top dog-friendly hotel, and offers a restaurant and an outdoor pool for its human guests. Other good choices to stay with 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 accommodations with pools in Summerland Key?
Looe Key Reef Resort: Hotel located near Florida Keys Beaches. Features free self parking, an outdoor pool, and complimentary wireless internet access. Parmer's Resort 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 610 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 Saddlebunch Keys. A couple of additional sights to add to your agenda are Venture Out Keys and Upper Sugarloaf Key. 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.

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