Summerland Key Hotels

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Top 10 trending Summerland Key hotels

Parmer's Resort

2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1001)
"Wonderful spot…loved it!!!"
Canada
Christopher
The price is P6,424
P9,154 total
includes taxes & fees
Nov 20 - Nov 21
Parmer's Resort

Sugar Loaf Lodge

2.5 star property
Summerland Key
8.2 out of 10, Very Good, (1001)
"Tiki hit closed, wish I had known Staff very nice, rooms fine"
United States
James
The price is P5,846
P6,578 total
includes taxes & fees
Nov 30 - Dec 1
Sugar Loaf Lodge

Looe Key Reef Resort

2.5 star property
Summerland Key
7.4 out of 10, Good, (1002)
"Room was really clean and receptionist very friendly. Travelling with my son so had a nice big bed each. Balcony was nice and its only 35 mins to Key West which was oerfect"
United Kingdom
Clare
Looe Key Reef Resort

Little Torch Cottages

2.0 star property
Summerland Key
9.2 out of 10, Wonderful, (9)
"Will return "
United States
Vanessa
Little Torch Cottages

Isla Bella Beach Resort & Spa

5.0 star property
Marathon
9.2 out of 10, Wonderful, (1055)
"Everything was excellent!"
United States
Iulian
The price is P13,766
P19,074 total
includes taxes & fees
Nov 30 - Dec 1
Isla Bella Beach Resort & Spa

The Perry Hotel & Marina Key West

4.0 star property
Stock Island
9.4 out of 10, Exceptional, (1153)
"Will be staying here every single time we visit! "
United States
Rebecca
The price is P8,835
P13,361 total
includes taxes & fees
Dec 15 - Dec 16
The Perry Hotel & Marina Key West

Captain Pips Marina & Hideaway

3.0 star property
Marathon
9.0 out of 10, Wonderful, (1007)
"Staff was great, room was super clean AND location was perfect. "
United States
Grace
The price is P4,543
P6,772 total
includes taxes & fees
Nov 17 - Nov 18
Captain Pips Marina & Hideaway

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
Key West
8.0 out of 10, Very Good, (1003)
"Very very nice stay! "
United States
Chloe
The price is P7,984
P10,975 total
includes taxes & fees
Dec 1 - Dec 2
DoubleTree Resort by Hilton Grand Key - Key West

Parrot Key Hotel & Villas

4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1164)
"Great staff, clean rooms"
United States
Andrew
The price is P7,981
P12,368 total
includes taxes & fees
Nov 30 - Dec 1
Parrot Key Hotel & Villas

Havana Cabana at Key West

4.0 star property
New Town
8.8 out of 10, Excellent, (1749)
"Great place to stay!"
United States
Maria
The price is P7,435
P12,224 total
includes taxes & fees
Dec 15 - Dec 16
Havana Cabana at Key West

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
New Town
8.0 out of 10, Very Good, (1126)
"Awesome room, soft bed, hot shower! "
United States
Leia
The price is P5,150
P7,455 total
includes taxes & fees
Dec 1 - Dec 2
Hilton Garden Inn Key West / The Keys Collection

Tranquility Bay Beachfront Hotel and Resort

4.0 star property
Marathon
8.8 out of 10, Excellent, (1003)
"Lives up to its name. Very relaxing and low key. Had a lovely stay with friendly staff."
United States
Elizabeth
The price is P14,126
P19,704 total
includes taxes & fees
Dec 8 - Dec 9
Tranquility Bay Beachfront Hotel and Resort

Opal Key Resort & Marina, Key West

4.0 star property
Old Town Key West
9.0 out of 10, Wonderful, (1002)
"Great view, staff was friendly and helpful "
United States
Meaghan
The price is P14,705
P18,869 total
includes taxes & fees
Nov 30 - Dec 1
Opal Key Resort & Marina, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 star property
Key West
9.4 out of 10, Exceptional, (1002)
"Nice resort, great location. "
United States
Joey Max
The price is P14,504
P18,974 total
includes taxes & fees
Dec 16 - Dec 17
Hyatt Vacation Club at Beach House, Key West

Courtyard by Marriott Faro Blanco Resort

3.0 star property
Marathon
9.2 out of 10, Wonderful, (1002)
"Nice hotel"
United States
Ivonne
The price is P9,390
P12,888 total
includes taxes & fees
Nov 23 - Nov 24
Courtyard by Marriott Faro Blanco Resort

NYAH Key West - Adults Only

3.0 star property
Key West Historic District
7.8 out of 10, Good, (1003)
"Clean great staff and perfect pool!! "
United States
Kristy
NYAH Key West - Adults Only

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
Stock Island
9.0 out of 10, Wonderful, (1738)
"Staff was wonderful, helpful, happy to help!"
United States
Billy Osburn
The price is P7,928
P12,463 total
includes taxes & fees
Dec 7 - Dec 8
Oceans Edge Key West Resort, Hotel & Marina

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

3.5 star property
New Town
8.6 out of 10, Excellent, (1009)
"Very nice. !"
United States
Kerry J
The price is P6,319
P8,766 total
includes taxes & fees
Dec 1 - Dec 2
Fairfield Inn & Suites by Marriott Key West at the Keys Collection

The Laureate Key West

3.5 star property
New Town
9.0 out of 10, Wonderful, (1003)
"Our favorite place to stay in Key West!"
United States
Kevin
The price is P9,390
P12,225 total
includes taxes & fees
Dec 1 - Dec 2
The Laureate Key West

Margaritaville Beach House Key West

4.0 star property
Key West
8.8 out of 10, Excellent, (1779)
"Was a very nice place, room was pretty, and clean, would stay here again "
United States
Sandra
The price is P10,571
P15,599 total
includes taxes & fees
Dec 2 - Dec 3
Margaritaville Beach House Key West
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

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

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.

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.

Breezeswept Beach Estates

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

Stay near popular Summerland Key attractions

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.

View To Old Bahia Honda Bridge, Part Of The Florida Keys Overseas Heritage Trails, From West Summerland Key On A Sunny Autumn Day With A Clear Blue Sky And A Few Clouds

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.
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.
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 Looe Key Reef Resort are two additional hotels with an onsite pool. View all hotels with pools in Summerland Key.
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 626 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.

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