Summerland Key Travel Guide

Tourist Guide

Summerland Key
Summerland Key
Summerland Key
Summerland Key
Summerland Key

Where to stay in Summerland Key

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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.

Cutthroat Harbor Estates
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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.

Sugarloaf Shores
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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 Venture Out Keys.

Cudjoe Gardens
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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.

Breezeswept Beach Estates
Parmer's Resort

Parmer's Resort

2.5 out of 5
565 Barry Avenue, Summerland Key, FL
The price is £113 per night from 15 Sept to 16 Sept
£113
15 Sept - 16 Sept
includes taxes & fees
Stay at this beach motel in Summerland Key. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their ...
9/10 Wonderful! (1,005 reviews)
"Clean room , many options for guests to do around property. Close to key west and marathon"

Reviewed on 10 Sep 2025

Parmer's Resort
Sugar Loaf Lodge

Sugar Loaf Lodge

2.5 out of 5
17001 Overseas Hwy, Summerland Key, FL
The price is £82 per night from 15 Sept to 16 Sept
£82
15 Sept - 16 Sept
includes taxes & fees
Stay at this hotel in Summerland Key. Enjoy free Wi-Fi, free parking and a marina. Our guests praise the helpful staff and the clean rooms in their reviews. ...
8/10 Very Good! (999 reviews)
"Nice family owned spot."

Reviewed on 8 Sep 2025

Sugar Loaf Lodge
Looe Key Reef Resort

Looe Key Reef Resort

2.5 out of 5
27340 Overseas Highway, Summerland Key, FL
The price is £264 per night from 20 Sept to 21 Sept
£264
20 Sept - 21 Sept
includes taxes & fees
Stay at this hotel in Summerland Key. Enjoy free Wi-Fi, free parking and daily housekeeping. Our guests praise the bar and the helpful staff in their reviews. ...
7.4/10 Good! (1,002 reviews)
Nice place by Bahia Honda and very close to Keys
"Overall the stay was nice. Good space. Clean. Manager was nice. Pool was clean. Very good rock band that plays at night also country. Bar is standard and the food offered was ok but that’s because they were still fixing something’s and the pizza was good. The only issue I had was the front desk who ..."

Reviewed on 17 Jul 2025

Looe Key Reef Resort
See all 598 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.
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, FL
Stay at this holiday home in Summerland Key. Enjoy a garden, laundry facilities and cable/satellite TV service. Popular attractions Big Pine Key Flea Market ...
9.6/10 Exceptional! (79 reviews)
"We really enjoyed our stay. We took our 23 ft boat and a jetski and there was plenty of room on dock and in the driveway with trailers. My 2 dogs really enjoyed swimming in the canal. My only concern was the big hole in the yard near the retaining wall that someone could fall into and get hurt. Also, ..."

Reviewed on 19 Aug 2025

Old Florida Style, wrap around porch, boat basin for dockage, open water
Canal front, dockage, 2 bedroom, 2 bath

Canal front, dockage, 2 bedroom, 2 bath

Cudjoe Key, FL
Stay at this cottage in Summerland Key. Enjoy laundry facilities, patios and cable/satellite TV service. Popular attractions Florida Keys Beaches and Venture ...
8.8/10 Excellent! (86 reviews)
Cuejoe key waterfront home
"The facility is very nice with lots of amenities. It was clean and located close to everything we wanted to do."

Reviewed on 2 Jun 2025

Canal front, dockage, 2 bedroom, 2 bath
Springs Venture Out Dolphin House (#386) with beautiful open water views

Springs Venture Out Dolphin House (#386) with beautiful open water views

Cudjoe Key, FL
Enjoy free Wi-Fi, parking (surcharge) and laundry facilities. Popular attractions Florida Keys Beaches and Venture Key are located nearby.
9.2/10 Wonderful! (100 reviews)
Lobsters
"Check in was delayed due to computer glitch. Kitchen facilities and supplies were excellent. Location for our boat was perfect,"

Reviewed on 12 Aug 2025

Springs Venture Out Dolphin House (#386) with beautiful open water views
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

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

Sugarloaf Beach

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

Sugarloaf Beach

Upper Sugarloaf Key

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

Upper Sugarloaf Key

Crab Key

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

Crab Key

Squirrel Key

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

Squirrel Key

Pye Key

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

Pye Key

Things to do

A fun-filled adventure for the whole family

Guided Clear Kayak Eco-Tour Near Key West

£59
per adult
Guided Clear Kayak Eco-Tour Near Key West
Marathon Backcountry Permit

Marathon Backcountry Fishing Charter

£494
per traveller
Marathon Backcountry Fishing Charter
12 hours Day at Key West With Boat Tour and Snorkeling

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

£20
per adult
78% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
Photographing a landmark in Miami

Key West Express Day Trip from Miami

£45
per adult
86% of travellers recommend
Key West Express Day Trip from Miami
12-Hours Day Trip in Key West from Miami

Full Day Trip in Key West from Miami

£20
per adult
Full Day Trip in Key West from Miami
Key West Parasailing Downtown

Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides

£47
per traveller
92% of travellers recommend
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
See all activities in Summerland Key

Cities near Summerland Key

Key West

Key West

Big Pine Key showing a bay or harbour, a coastal town and general coastal views

Big Pine Key