Find hotels in Summerland Key, FL from ฿7,058

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4 Jan - 5 Jan
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5 Jan - 6 Jan
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9 Jan - 11 Jan
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16 Jan - 18 Jan

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Our top choices for Summerland Key hotels

Restaurant
Sugar Loaf Lodge

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very good, (1007)
"It was so nice experience to stay there."
United States
Tapas
The price is ฿6,273
฿7,058 total
includes taxes & fees
5 Jan - 6 Jan
Sugar Loaf Lodge
Suite, 1 Bedroom, Kitchen, Sea Facing | Beach/ocean view
Parmer's Resort

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1013)
"Gorgeous view, convenient location, friendly staff! "
United States
Sandra
The price is ฿6,497
฿8,338 total
includes taxes & fees
11 Jan - 12 Jan
Parmer's Resort
Exterior
Looe Key Reef Resort

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.4 out of 10, Good, (1007)
"Staff very polite and accommodating. "
United States
Gregory Mark
Looe Key Reef Resort
Swim-up bar
Atlantic View Luxury Villa with Pool

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)
Located in Summerland Key, this villa offers multiple swimming options with a children's pool and relaxing hot tub. Enjoy convenient access to Florida Keys Beaches, plus free WiFi and parking. Upper Sugarloaf Key attractions await nearby.
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
The price is ฿17,732
฿32,361 total
includes taxes & fees
16 Jan - 17 Jan
Atlantic View Luxury Villa with Pool
House | 2 bedrooms, Internet
Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
The price is ฿12,290
฿24,359 total
includes taxes & fees
5 Jan - 6 Jan
Starlight Serenity - Hideaway w Stunning Views
4 outdoor pools, pool umbrellas, pool loungers
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort
9.0 out of 10, Wonderful, (1219)
Waterfront paradise featuring easy access to on-site kayaking and 4 pristine pools. The Grove Kitchen and Bar offers poolside dining, while a fitness centre and beach shuttle add convenience. Just minutes from Duval Street and Smathers Beach.
"Excellent location, clean rooms, great staff"
United States
Vikas
The price is ฿6,404
฿9,013 total
includes taxes & fees
11 Jan - 12 Jan
Parrot Key Hotel & Villas
6 outdoor pools, free pool cabanas, pool umbrellas
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
Stock Island
9.0 out of 10, Wonderful, (1773)
Discover a luxurious waterfront retreat featuring 6 sparkling outdoor pools and a full-service marina. After a refreshing swim, enjoy drinks at the poolside bar or explore Key West on complimentary bicycles. Duval Street and Smathers Beach are just minutes away.
"A lovely but expensive resort with an average breakfast"
United Kingdom
Peter
The price is ฿6,948
฿9,739 total
includes taxes & fees
11 Jan - 12 Jan
Oceans Edge Key West Resort, Hotel & Marina
Boating
Ibis Bay Beach Resort

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort
8.0 out of 10, Very good, (2040)
"Clean rooms and nice location .."
United States
Orlando
The price is ฿5,617
฿7,167 total
includes taxes & fees
5 Jan - 6 Jan
Ibis Bay Beach Resort
2 outdoor pools, free pool cabanas, pool umbrellas
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys

Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1005)
Set against the backdrop of Marathon's coast, this resort pampers guests with cabanas, 2 outdoor pools, and rejuvenating spa treatments. The Bistro serves American fare while 2 bars offer refreshing drinks near Sombrero Beach.
"Breakfast was great! "
United States
Huiting
The price is ฿8,291
฿10,568 total
includes taxes & fees
25 Jan - 26 Jan
Courtyard by Marriott Faro Blanco Resort, Marathon Florida Keys
4 outdoor pools, pool umbrellas, pool loungers
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
4.0 star property
Marathon
8.8 out of 10, Excellent, (1263)
Relax in a sun lounger on the beach at this Florida Keys resort. Enjoy 4 outdoor pools, 2 bars, and treatments at the full-service spa. Guests love the helpful staff and dining at El Farito restaurant, all just minutes from Shady Palm Art Gallery.
"Room was spotless, staff was so sweet and helpful when we had questions. Would stay here again !"
United States
Theresa
The price is ฿9,022
฿11,335 total
includes taxes & fees
19 Jan - 20 Jan
Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
View from property
Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway

Captain Pips Marina & Hideaway
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1007)
Situated in Marathon, this waterfront hotel offers an outdoor pool and marina access. Guests can savour seafood at Porkys Bayside, explore using complimentary bicycles, or unwind at the bar. Comfortable rooms include refrigerators and microwaves.
"Staff was great, room was super clean AND location was perfect. "
United States
Grace
The price is ฿4,227
฿5,642 total
includes taxes & fees
11 Jan - 12 Jan
Captain Pips Marina & Hideaway
Premium bedding, soundproofing, iron/ironing board, free WiFi
Knight's Key Suites

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1163)
Enjoy the Florida Keys lifestyle at this Marathon escape with an outdoor pool and picnic area. Located within a 15-minute drive of Sombrero Beach, these apartments offer premium bedding and flat-screen TVs, plus free WiFi and parking.
"Nice shower and great location room was clean and comfortable"
United States
Bruce
The price is ฿3,531
฿4,650 total
includes taxes & fees
13 Jan - 14 Jan
Knight's Key Suites
Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas
The Laureate Key West

The Laureate Key West

The Laureate Key West
3.5 star property
New Town
9.0 out of 10, Wonderful, (1005)
Waterfront elegance meets Key West charm at this coastal retreat. Just minutes from Duval Street and Smathers Beach, the hotel offers a refreshing indoor pool and 24-hour service. Nearby adventures include kayaking and snorkelling, with Hemingway's home a short drive away.
"It was great hotel. "
United States
Prateek
The price is ฿7,512
฿9,337 total
includes taxes & fees
6 Jan - 7 Jan
The Laureate Key West
2 outdoor pools, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town
8.0 out of 10, Very good, (1821)
Dive into paradise at this Key West resort featuring 2 outdoor pools with poolside bars. Enjoy American cuisine at the Toasted Coconut restaurant after a workout in the 24-hour fitness centre. Just a short drive from Duval Street and Smathers Beach with free WiFi.
"the staff was so welcoming and nice, it was a perfect place to stay in Key West!"
United Kingdom
Alicia
The price is ฿7,632
฿10,359 total
includes taxes & fees
5 Jan - 6 Jan
Blue Flamingo Resort Key West
2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV
Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (284)
Immerse yourself in the Florida Keys at this cottage resort with a full-service marina. Enjoy kayaking, outdoor pool, and nearby Bahia Honda State Park. Each accommodation includes a microwave, refrigerator, flat-screen TV and free WiFi.
"Enjoyed the duplex, instead of a standard hotel room. Full kitchen, nice bathroom, and bedroom. "
United States
Alejandra
Old Wooden Bridge Resort and Marina
Outdoor pool, pool umbrellas, pool loungers
Hampton Inn Key West FL

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
Key West
9.0 out of 10, Wonderful, (1299)
Located just 5 minutes from Smathers Beach, this hotel offers a refreshing outdoor pool with a poolside bar. Guests enjoy a complimentary breakfast, rooms with refrigerators, and a 24-hour fitness centre. The quiet atmosphere and stunning sunset views create a relaxing island experience.
"Everything about the place was awesome "
United States
Tammy
The price is ฿11,002
฿12,377 total
includes taxes & fees
6 Jan - 7 Jan
Hampton Inn Key West FL
Property grounds
Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa
5.0 star property
Marathon
9.2 out of 10, Wonderful, (1072)
Escape to this Florida Keys luxury hotel with 5 outdoor pools and full-service spa offering massages and facials. The beachfront location allows for umbrella-shaded relaxation near Sombrero Beach and Vaca Key, just 8 minutes from Marathon Airport.
"Beautiful property, staff are very friendly "
United States
Leann
The price is ฿9,200
฿12,328 total
includes taxes & fees
6 Jan - 7 Jan
Isla Bella Beach Resort & Spa
Outdoor spa tub
NYAH Key West - Adults Only

NYAH Key West - Adults Only

NYAH Key West - Adults Only
3.0 star property
Key West Historic District
8.0 out of 10, Very good, (1013)
This adults-only guesthouse offers free breakfast and a rooftop terrace just a short walk from Duval Street. After exploring nearby Ernest Hemingway Home, unwind in the hot tub or grab a drink at the bar. Guests love the 3 outdoor pools and attentive staff.
"Great stay"
United States
Venkata Durga Phanindra Reddy
NYAH Key West - Adults Only
Outdoor pool, open 7:00 AM to 10:00 PM, free pool cabanas, pool loungers
Fairfield Inn and Suites by Marriott 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, (1196)
Unwind in this tranquil Key West retreat with a refreshing outdoor pool and poolside bar. Just a 5-minute drive from Duval Street and Florida Keys beaches, guests love the quiet atmosphere, convenient shuttle service, and complimentary breakfast.
"Good rooms and nice breakfast "
United States
Arun
The price is ฿7,629
฿9,469 total
includes taxes & fees
11 Jan - 12 Jan
Fairfield Inn and Suites by Marriott Key West
Outdoor pool, pool umbrellas, pool loungers
Beachside Resort & Residences

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
Key West
8.6 out of 10, Excellent, (1867)
Retreat to this peaceful Key West escape with a private beach and outdoor pool, just minutes from Smathers Beach. Relax in sun loungers, enjoy 2 restaurants and bars, or use the free shuttle to explore popular spots like Duval Street.
"Great location"
United States
Lisa
The price is ฿7,840
฿10,416 total
includes taxes & fees
19 Jan - 20 Jan
Beachside Resort & Residences
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 for the activities you enjoy most. Learn more about Summerland Key
Learn more about Summerland Key

Cutthroat Harbor Estates

While there might not be top attractions in Cutthroat Harbor Estates, you can explore the larger area and discover places like Venture Key and Venture Out Keys.

Sugarloaf Shores

Though Sugarloaf Shores may not have many top sights, you can venture to the surrounding area to see attractions like Upper Sugarloaf Sound and Florida Keys Beaches.

Cudjoe Gardens

While Cudjoe Gardens may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Upper Sugarloaf Key and Upper Sugarloaf Sound.

Bay Point

While Bay Point may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lower Sugarloaf Sound and Sugarloaf Beach.

Breezeswept Beach Estates

While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Cook Island and Newfound Harbor Keys.

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 Sound

4.3/5 (6 reviews)
Commune with nature and explore the great outdoors at Upper Sugarloaf Sound 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 favourite seafood shacks serving fresh-caught Keys lobster.

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

Top Summerland Key Hotel Reviews

Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

10/10 Excellent
"Appartement très propre (voir neuf) et super bien équipé. Environnement très beau et magnifique piscine et jacuzzi. Personnel sympathique et souriant. "
Olivier 2-night trip
Posted 7 days ago
Sugarloaf Key Hotel at KOA Resort
Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool

10/10 Excellent
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
Preetam 1-night trip
Posted 1 year ago
Atlantic View Luxury Villa with Pool

More cheap stays in Summerland Key

Sugar Loaf Lodge

Sugar Loaf Lodge

17001 Overseas Hwy Summerland Key FL
The price is ฿6,273 per night from 5 Jan to 6 Jan
฿6,273
฿7,058 total
5 Jan - 6 Jan
includes taxes & fees
8/10 Very Good! (1,004 reviews)

Frequently asked questions

What's the best place to stay in Summerland Key?
Sugar Loaf Lodge is a favourite with Expedia customers. This hotel offers a marina and a restaurant. Reviews from our site also recommend Parmer's Resort and Looe Key Reef Resort 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 refundable if you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If your reservation is non-refundable, you may still be able to cancel and receive 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 place to stay 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 dog-friendly accommodation option 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. Two other good options for you and 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 accommodation options 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 Sugar Loaf Lodge are two additional hotels that feature an on-site pool. View all hotels with pools in Summerland Key.
What is staying in Summerland Key like?
Those travelling to Summerland Key will definitely enjoy the sights to see and things to do. In Summerland Key, there are 616 hotels and other accommodation options 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 itinerary are Upper Sugarloaf Key and Coupon Bight Aquatic Preserve. Take a look at what more there is to see and do in Expedia's Summerland Key guide.
What's the seasonal weather in Summerland Key?
The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 23°C. Average annual precipitation for Summerland Key is 895 mm.