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27 Jun - 28 Jun
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28 Jun - 29 Jun
This weekend
27 Jun - 29 Jun
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4 Jul - 6 Jul

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Top hotels and accommodation in Summerland Key

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 NZ$1,684
includes taxes & fees
5 July - 6 July
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
Sugar Loaf Lodge
Restaurant

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very good, (1001)
"Good to stay for a night ! "
The price is NZ$258
includes taxes & fees
29 June - 30 June
Sugar Loaf Lodge
Looe Key Reef Resort
Exterior

Looe Key Reef Resort

2.5 star property
7.4 out of 10, Good, (1001)
"Basic motel room with a fun tiki bar on the property. Catering to divers and snorkeling. "
The price is NZ$286
includes taxes & fees
15 July - 16 July
Looe Key Reef 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, (1007)
"Would stay again "
The price is NZ$434
includes taxes & fees
20 July - 21 July
The Perry Hotel & Marina Key West
Silver Palms Inn
Outdoor pool

Silver Palms Inn

3.5 star property
9.2 out of 10, Wonderful, (1013)
"Nice place to stay in Key West "
The price is NZ$302
includes taxes & fees
30 June - 1 July
Silver Palms Inn
Parrot Key Hotel & Villas
Waterfront King Guest Room | Exterior

Parrot Key Hotel & Villas

4.0 star property
9.0 out of 10, Wonderful, (1017)
"The hotel is very nice, clean and you can see an incredible sunset."
The price is NZ$390
includes taxes & fees
7 July - 8 July
Parrot Key Hotel & Villas
Winslow's Bungalows - Key West Historic Inns
3 outdoor pools, open 7:00 AM to 10:00 PM, pool loungers

Winslow's Bungalows - Key West Historic Inns

4.0 star property
9.2 out of 10, Wonderful, (1002)
"Staff was great & property was beautiful."
The price is NZ$472
includes taxes & fees
1 July - 2 July
Winslow's Bungalows - Key West Historic Inns
Island City House Hotel
Fountain

Island City House Hotel

3.0 star property
9.6 out of 10, Exceptional, (1000)
"Centrally located, very clean, well kept grounds, nice pool. "
Island City House Hotel
Havana Cabana at Key West
Outdoor pool, pool loungers

Havana Cabana at Key West

4.0 star property
8.8 out of 10, Excellent, (1731)
"We loved staying here "
The price is NZ$320
includes taxes & fees
16 July - 17 July
Havana Cabana at Key West
Key West Villas
Front of property

Key West Villas

3.5 star property
9.8 out of 10, Exceptional, (226)
"Loved how private the villas were and how close it was to everything! Great vacation rental!"
Key West 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, (1734)
"A quiet place to stay "
The price is NZ$538
includes taxes & fees
13 July - 14 July
Margaritaville Beach House Key West
Westwinds Inn
Lobby sitting area

Westwinds Inn

3.5 star property
9.2 out of 10, Wonderful, (1003)
"Great location, helpful staff, great stay"
Westwinds Inn
Southwinds Motel
Exterior

Southwinds Motel

2.0 star property
8.8 out of 10, Excellent, (1118)
"Clean, great location, and stay.One of the most affordable options in Key West. "
The price is NZ$293
includes taxes & fees
14 July - 15 July
Southwinds Motel
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 NZ$630
includes taxes & fees
30 June - 1 July
H2O Suites - Adults Only
Ibis Bay Beach Resort
Boating

Ibis Bay Beach Resort

2.5 star property
8.2 out of 10, Very good, (1985)
"We loved our stay, beautiful property and staff was very courteous, I recommend it 100% "
The price is NZ$289
includes taxes & fees
29 June - 30 June
Ibis Bay Beach Resort
Eden House
Beach nearby, beach towels

Eden House

3.5 star property
9.0 out of 10, Wonderful, (1002)
"This was our 2nd stay here. Beautiful property and friendly staff. I highly recommend staying here. Rooms are beautiful. Location is perfect, close enough enough to walk anywhere you need to go and just far enough from Duvall to stay quiet at night. Can’t say enough about this place."
The price is NZ$375
includes taxes & fees
7 July - 8 July
Eden House
Orchid Key Inn - Adults Only
Exterior

Orchid Key Inn - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (1005)
"Great location and environment!"
Orchid Key Inn - Adults Only
Captain Pips Marina & Hideaway
View from property

Captain Pips Marina & Hideaway

3.0 star property
9.0 out of 10, Wonderful, (1002)
"The property was good , the staff was extremely friendly, and is well located, highly recommended "
The price is NZ$214
includes taxes & fees
29 June - 30 June
Captain Pips Marina & Hideaway
Beachside Resort & Residences
Outdoor pool, pool umbrellas, pool loungers

Beachside Resort & Residences

3.5 star property
8.6 out of 10, Excellent, (1256)
"Fantastic stay"
The price is NZ$333
includes taxes & fees
30 June - 1 July
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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Houseboats in Summerland Key you'll enjoy

Key West Luxury Houseboat
Property grounds

Key West Luxury Houseboat

9.6 out of 10, Exceptional, (8)
The price is NZ$1,844
includes taxes & fees
10 July - 11 July
Key West Luxury Houseboat

These apart-hotels in Summerland Key may fit your trip

Marathon Oceanfront | ADA Queen + 5 Pools
Pool

Marathon Oceanfront | ADA Queen + 5 Pools

The price is NZ$610
includes taxes & fees
30 June - 1 July
Marathon Oceanfront | ADA Queen + 5 Pools

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 NZ$310
includes taxes & fees
28 June - 29 June
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.

Our guide on where to stay in Summerland Key

Find the best Summerland Key areas for the activities you enjoy most.
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 Cook Island and Big Pine Key Flea Market.

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 Sugar Loaf Lodge and Looe Key Reef Resort 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?

Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill: This highly rated holiday home rental in Summerland Key is located near the beach, and has a balcony, a pool table and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of Access to hot tub in this rental home to help you unwind. Other favourite homes for rent in Summerland Key are Old Florida Style, wrap around porch, boat basin for dockage, open water and Torchview Lookout- Secluded Waterfront Retreat With 240’ Dock On Niles Channel . 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 600 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.