Summerland Key, FL

Travel Guide
Sugarloaf Shores showing a house, a sunset and a bay or harbor

Where to stay in Summerland Key

Sugarloaf Shores featuring a bay or harbor

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.

Sugarloaf Shores
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Cutthroat Harbor Estates

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

Cutthroat Harbor Estates
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Cudjoe Gardens

When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Florida Keys Beaches, some noteworthy sights in the nearby area.

Cudjoe Gardens
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Breezeswept Beach Estates

While Breezeswept Beach Estates isn't home to many top sights, Key West Visitors Center and Cook Island are some notable places to visit nearby.

Breezeswept Beach Estates
Parmer's Resort
Parmer's Resort
2.5 out of 5
565 Barry Avenue, Summerland Key, FL
The price is ￥24,993 per night from Jun 3 to Jun 4
￥24,993
per night
Jun 3 - Jun 4
Book a stay at this beach motel in Summerland Key. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
8.6/10 Excellent! (1,000 reviews)
"Beautiful and we liked the chairs on the porch to relax and enjoy the quiet"

Reviewed on May 24, 2024

Parmer's Resort
Sugarloaf Key Hotel at KOA Resort
Sugarloaf Key Hotel at KOA Resort
2 out of 5
251 Co Rd 939, Summerland Key, FL
Stay at this hotel in Summerland Key. Enjoy free WiFi, free parking, and a private beach. Popular attractions Florida Keys Beaches and Upper Sugarloaf Key are ...
9.6/10 Exceptional! (152 reviews)
"Stayed for a business trip and it was clean, comfortable, the staff is very friendly, a beautiful unit with a big balcony to relax and have a nice breakfast, lunch, or dinner, with comfy chairs and spacious table. The bathroom was updated as well as the whole unit. Very big and clean! We took our ..."

Reviewed on May 24, 2024

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Sugarloaf Key Hotel at KOA Resort
Sugar Loaf Lodge
Sugar Loaf Lodge
2.5 out of 5
17001 Overseas Hwy, Summerland Key, FL
The price is ￥26,531 per night from May 29 to May 30
￥26,531
per night
May 29 - May 30
Stay at this hotel in Summerland Key. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8/10 Very Good! (999 reviews)
"Very nice place to stay, only about 30 minutes from Key West. Nice view from the balcony. And my favorite part? Nearly instant hot water in the shower!"

Reviewed on May 22, 2024

Sugar Loaf Lodge
See all 553 properties in Summerland Key
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.
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Cudjoe Key
Stay at this vacation home in Summerland Key. Enjoy patios, cable/satellite TV service, and an in-room coffeemaker. Our guests praise the property condition ...
8.4/10 Very Good! (89 reviews)
Cute place- checked off all our needs
"Good place. 3 bed rooms all with Queen size beds. It was perfect for us. We sat on the porch mostly when we were there and played games. Not a long ride to Key West. Overall- we were happy and would stay there again."

Reviewed on Mar 17, 2024

Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Old Florida Style, wrap around porch, boat basin for dockage, open water
Old Florida Style, wrap around porch, boat basin for dockage, open water
Little Torch Key
Stay at this vacation home in Summerland Key. Enjoy a garden, cable/satellite TV service, and an in-room coffeemaker. Our guests praise the clean rooms in our ...
9.6/10 Exceptional! (45 reviews)
Powell summer trip
"Great stay! Enjoyed location and property. Just a heads up may have an electrical issue in kitchen and small bedroom with electrical outlets. We had a blast other than that. Would recommend staying."

Reviewed on May 11, 2024

Old Florida Style, wrap around porch, boat basin for dockage, open water
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
Cudjoe
Stay at this vacation home in Summerland Key. Enjoy free WiFi, tennis courts, and a pool table. Our guests praise the pool and the clean rooms in our reviews. ...
9.8/10 Exceptional! (185 reviews)
Relaxing
"Highly recommend"

Reviewed on May 20, 2024

Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
See all properties in Summerland Key
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.

Popular places to visit

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Upper Sugarloaf Sound

Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key.

Upper Sugarloaf Sound
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Sugarloaf Beach

Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?

Sugarloaf Beach
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Upper Sugarloaf Key

4/5(21 reviews)

Commune with nature and explore the great outdoors at Upper Sugarloaf Key during your travels in Summerland Key.

Upper Sugarloaf Key
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Venture Out Keys

Commune with nature and explore the great outdoors at Venture Out Keys during your travels in Summerland Key.

Venture Out Keys
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Squirrel Key

Commune with nature and explore the great outdoors at Squirrel Key during your travels in Summerland Key.

Squirrel Key
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Crab Key

Commune with nature and explore the great outdoors at Crab Key during your travels in Summerland Key.

Crab Key

Things to do

Image for Half Day Charter Sandbar Snorkeling and EcoTour Adventure

Half Day Charter Sandbar Snorkeling and EcoTour Adventure

￥110,483
Per adult
Half Day Charter Sandbar Snorkeling and EcoTour Adventure
Image for Full Day Charter Snorkeling Sandbar and Eco Safari Adventure

Full Day Charter Snorkeling Sandbar and Eco Safari Adventure

￥132,579
Per adult
Full Day Charter Snorkeling Sandbar and Eco Safari Adventure
Image for Guided Clear Kayak Eco-Tour Near Key West

Guided Clear Kayak Eco-Tour Near Key West

￥11,048
Per adult
Guided Clear Kayak Eco-Tour Near Key West
Image for Marathon Backcountry Fishing Charter

Marathon Backcountry Fishing Charter

￥98,256
Per adult
Marathon Backcountry Fishing Charter
Image for Historic Key West Old Town Trolley Hop-On Hop-Off Tour

Historic Key West Old Town Trolley Hop-On Hop-Off Tour

￥8,964
Per adult
86% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Image for Key West Haunted Tour : Ghosts & Gravestones

Key West Haunted Tour : Ghosts & Gravestones

￥5,870
Per adult
86% of travellers recommend
Key West Haunted Tour : Ghosts & Gravestones
See all activities in Summerland Key

Cities near Summerland Key

South Beach featuring tropical scenes, general coastal views and a beach

Key West

Big Pine Key featuring a river or creek, a bay or harbor and general coastal views

Big Pine Key