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
Default Image

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
Default Image

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
Default Image

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
See our Where To Stay guide
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! (165 reviews)
"My family and i stayed at this property during Memorial day weekend. The rooms are amazing!! very clean and spacious. the pool was very nice, and they had live music and drinks. we had an issue during check-in where my card was accidentally charged twice, but the staff was very responsive and were ..."

Reviewed on Jun 6, 2024

Get rates
Sugarloaf Key Hotel at KOA Resort
Parmer's Resort
Parmer's Resort
2.5 out of 5
565 Barry Avenue, Summerland Key, FL
The price is $149 per night from Jun 16 to Jun 17
$149
$201 total
includes taxes & fees
Jun 16 - Jun 17
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! (1,001 reviews)
Family Owned Waterfront Place
"The people are very nice and the view was beautiful. We had a waterfront room. The onky issue is the bathroom is very outdated and the grout/shower shows it. I can look past it because its clean but others may not."

Reviewed on Jun 1, 2024

Parmer's Resort
Sugar Loaf Lodge
Sugar Loaf Lodge
2.5 out of 5
17001 Overseas Hwy, Summerland Key, FL
The price is $169 per night from Jun 9 to Jun 10
$169
$190 total
includes taxes & fees
Jun 9 - Jun 10
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! (1,004 reviews)
"Good 👍"

Reviewed on May 30, 2024

Sugar Loaf Lodge
See all 548 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.
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! (187 reviews)
Best Vacation...will be returning for sure!!!
"Very cute house! I didn't want to leave. Had plenty of everything. I definitely will stay there again. I have recommennded this house to several people after returning from our trip. The house had really nice & big washer & dryer. Was nice to come home with a suitcase of clean clothes rather than ..."

Reviewed on Jun 4, 2024

Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Cudjoe Key
Book a stay at this beach vacation home in Summerland Key. Enjoy free WiFi, a beach locale, and a garden. Our guests praise the clean rooms in our reviews. Popular ...
9.6/10 Exceptional! (197 reviews)
Amazing getaway!
"Beautiful and quiet location. Close to Key West yet just far enough to be away from the crowds. Family thoroughly enjoyed it. Everything is as pictured and immaculately clean, truly a gem. Melanie was friendly, always available and always responsive."

Reviewed on May 27, 2024

Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cudjoe Key
Stay at this cottage in Summerland Key. Enjoy free WiFi, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Florida Keys Beaches and ...
9/10 Wonderful! (54 reviews)
Key West cottage
"It was a nice Key West cottage with beautiful views of Cudjoe Bay."

Reviewed on May 5, 2024

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
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

Image for Upper Sugarloaf Sound

Upper Sugarloaf Sound

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

Upper Sugarloaf Sound
Image for Sugarloaf Beach

Sugarloaf Beach

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

Sugarloaf Beach
Image for Upper Sugarloaf Key

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
Image for Venture Out Keys

Venture Out Keys

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

Venture Out Keys
Image for Squirrel Key

Squirrel Key

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

Squirrel Key
Image for Crab Key

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 Full-Day Trip to Key West from Miami

Full-Day Trip to Key West from Miami

$75
Per adult
76% of travellers recommend
Full-Day Trip to Key West from Miami
Image for Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar

Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar

$42
Per adult
78% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
Image for Full Day Trip in Key West from Miami

Full Day Trip in Key West from Miami

$58
Per adult
Full Day Trip in Key West from Miami
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