Summerland Key Hotels

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30 Jun - 1 Jul
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1 Jul - 2 Jul
This weekend
4 Jul - 6 Jul
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11 Jul - 13 Jul

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Top 10 trending Summerland Key hotels

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 €870
includes taxes & fees
5 Jul - 6 Jul
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
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)
"Beautiful place and not far from Key West. Very quiet & clean. Loved the Kayaking there also."
The price is €145
includes taxes & fees
1 Jul - 2 Jul
Parmer's Resort
Sugar Loaf Lodge
Restaurant

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very good, (1002)
"Good to stay for a night ! "
The price is €133
includes taxes & fees
1 Jul - 2 Jul
Sugar Loaf Lodge
Looe Key Reef Resort
Exterior

Looe Key Reef Resort

2.5 star property
7.4 out of 10, Good, (1003)
"Basic motel room with a fun tiki bar on the property. Catering to divers and snorkeling. "
The price is €148
includes taxes & fees
15 Jul - 16 Jul
Looe Key Reef Resort
Hyatt Vacation Club at Windward Pointe, Key West
Outdoor pool

Hyatt Vacation Club at Windward Pointe, Key West

3.5 star property
9.6 out of 10, Exceptional, (1017)
"Amazing property, very well maintained resort with great pool and close proximity to the airport. Would highly recommend!"
The price is €318
includes taxes & fees
20 Jul - 21 Jul
Hyatt Vacation Club at Windward Pointe, Key West
Almond Tree Inn Hotel - Adults Only
Queen Deluxe ADA

Almond Tree Inn Hotel - Adults Only

3.5 star property
10.0 out of 10, Exceptional, (1005)
"The hotel was within walking distance to all the local tourist sites. Very safe and easy to park."
The price is €212
includes taxes & fees
2 Jul - 3 Jul
Almond Tree Inn Hotel - Adults Only
Simonton Court Historic Inn & Cottages
King Room D | Balcony

Simonton Court Historic Inn & Cottages

2.5 star property
9.8 out of 10, Exceptional, (769)
"I loved how it was so close to the night life but still felt secluded. "
The price is €210
includes taxes & fees
3 Jul - 4 Jul
Simonton Court Historic Inn & Cottages
Havana Cabana at Key West
Outdoor pool, pool loungers

Havana Cabana at Key West

4.0 star property
8.8 out of 10, Excellent, (1742)
"We loved staying here "
The price is €166
includes taxes & fees
16 Jul - 17 Jul
Havana Cabana at Key West
Southwinds Motel
Exterior

Southwinds Motel

2.0 star property
8.8 out of 10, Excellent, (1123)
"Clean, great location, and stay.One of the most affordable options in Key West. "
The price is €172
includes taxes & fees
1 Jul - 2 Jul
Southwinds Motel
Parrot Key Hotel & Villas
Waterfront King Guest Room | Exterior

Parrot Key Hotel & Villas

4.0 star property
9.0 out of 10, Wonderful, (1020)
"The hotel is very nice, clean and you can see an incredible sunset."
The price is €186
includes taxes & fees
22 Jul - 23 Jul
Parrot Key Hotel & Villas
Margaritaville Beach House Key West
Beach nearby, white sand

Margaritaville Beach House Key West

4.0 star property
8.8 out of 10, Excellent, (1736)
"A quiet place to stay "
The price is €277
includes taxes & fees
13 Jul - 14 Jul
Margaritaville Beach House Key West
Paradise Inn Key West - Adults Only
Cottage, 2 Bedrooms (Royal Poinciana) | Terrace/patio

Paradise Inn Key West - Adults Only

3.5 star property
9.2 out of 10, Wonderful, (1012)
"Nice rooms, decent pool."
The price is €229
includes taxes & fees
1 Jul - 2 Jul
Paradise Inn Key West - Adults Only
Ibis Bay Beach Resort
Boating

Ibis Bay Beach Resort

2.5 star property
8.2 out of 10, Very good, (1988)
"Property was very clean and you can see maintenance works very hard. Restaurant was amazing and staff was very friendly. Would definitely stay there again."
The price is €149
includes taxes & fees
1 Jul - 2 Jul
Ibis Bay Beach Resort
The Perry Hotel & Marina Key West
2 outdoor pools, open 8:00 AM to 10:00 PM, pool loungers

The Perry Hotel & Marina Key West

4.0 star property
9.4 out of 10, Exceptional, (1012)
"Would stay again "
The price is €224
includes taxes & fees
20 Jul - 21 Jul
The Perry Hotel & Marina Key West
Silver Palms Inn
Outdoor pool

Silver Palms Inn

3.5 star property
9.2 out of 10, Wonderful, (1017)
"Nice place to stay in Key West "
The price is €160
includes taxes & fees
1 Jul - 2 Jul
Silver Palms Inn
H2O Suites - Adults Only
Deluxe Suite, 1 King Bed, Private Pool | View from room

H2O Suites - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (541)
"The star was very accommodating. "
The price is €325
includes taxes & fees
1 Jul - 2 Jul
H2O Suites - Adults Only
Pier House Resort & Spa
Balcony

Pier House Resort & Spa

4.0 star property
9.0 out of 10, Wonderful, (1008)
"Very well maintained and great staff and service!!!"
Pier House Resort & Spa
Beachside Resort & Residences
Outdoor pool, pool umbrellas, pool loungers

Beachside Resort & Residences

3.5 star property
8.6 out of 10, Excellent, (1272)
"Fantastic stay"
The price is €172
includes taxes & fees
1 Jul - 2 Jul
Beachside Resort & Residences
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, (1005)
"It was a beautiful place to stay with beautiful views and wonderful staff."
The price is €280
includes taxes & fees
1 Jul - 2 Jul
Opal Key Resort & Marina, 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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Apart-hotels in Summerland Key you'll enjoy

Marathon Oceanfront Room | 2Queens + Spa-Like Bath
Pool

Marathon Oceanfront Room | 2Queens + Spa-Like Bath

The price is €393
includes taxes & fees
8 Jul - 9 Jul
Marathon Oceanfront Room | 2Queens + Spa-Like Bath

These houseboats in Summerland Key may fit your trip

Key West Luxury Houseboat
Property grounds

Key West Luxury Houseboat

9.6 out of 10, Exceptional, (8)
The price is €878
includes taxes & fees
2 Jul - 3 Jul
Key West Luxury Houseboat

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 €164
includes taxes & fees
1 Jul - 2 Jul
Canal front lot only. No house or RV. You need to bring your RV.
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 for the activities you enjoy most. Learn more about Summerland Key
Learn more about Summerland Key
Cutthroat Harbor Estates map

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 Out Keys and Upper Sugarloaf Key.

Sugarloaf Shores map

Sugarloaf Shores

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

Cudjoe Gardens map

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 Florida Keys Beaches.

Breezeswept Beach Estates map

Breezeswept Beach Estates

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

Learn more about Summerland Key

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

See all hotels in Summerland Key

Frequently asked questions

What's the best place to stay in Summerland Key?

Sugarloaf Key Hotel at KOA Resort is a favourite 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 holiday rentals that Summerland Key has to offer?

Old Florida Style, wrap around porch, boat basin for dockage, open water: This highly rated holiday home rental in Summerland Key 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 that you can cook with friends or family. Other favourite homes for rent in Summerland Key are Torchview Lookout- Secluded Waterfront Retreat With 240’ Dock On Niles Channel and Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill. 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 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 accommodation for a couple visiting Summerland Key?

Little Palm Island Resort & Spa - A Noble House Resort is a favourite resort for couples, and features jetted baths and a full-service spa. See all romantic hotels 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?

Sugarloaf Key Hotel at KOA Resort is a top hotel for people travelling with their pets, and offers a private beach and in-room kitchenettes for its human guests. Two other good options for you and your pet include Parmer's Resort and Looe Key Reef Resort. See more pet-friendly hotel accommodations in Summerland Key.

What are some accommodation options with pools in Summerland Key?

Parmer's Resort: Features a private beach, an outdoor pool and daily. Sugarloaf Key Hotel at KOA Resort and Looe Key Reef Resort 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 602 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.