Summerland Key Travel Guide

Tourist Guide

A coastal road with a beach on one side and a marina with boats on the other.
A coastal pier extending into the sea, surrounded by rocky shores and greenery.
An aerial view of a long bridge over turquoise waters with clear visibility of the bridge's structure and vehicles.
An aerial view of a long bridge over turquoise waters with clear visibility of the bridge's structure and surrounding landscape.
A long bridge over turquoise waters with clear skies.

Our guide on where to stay in Summerland Key

Find the best Summerland Key areas for the activities you enjoy most.
A calm lake with several white birds, including herons and pelicans, on the water's edge.

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 Key and Venture Out Keys.

A waterfront property with a pool, palm trees, and a building with a white roof.

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.

An aerial view of a long bridge over turquoise waters with a few vehicles on it.

Bay Point

While Bay Point may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lower Sugarloaf Sound and Florida Keys Beaches.

An aerial view of a bridge over turquoise water.

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.

An aerial view of a coastal area with a long bridge connecting two landmasses, clear turquoise waters, and a clear blue sky with scattered clouds.

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.

Parmer's Resort

Parmer's Resort

2.5 out of 5
565 Barry Avenue Summerland Key FL
The price is NZ$339 per night from 4 Oct to 5 Oct
NZ$339
4 Oct - 5 Oct
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 ...
Parmer's Resort
Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

3 out of 5
251 Co Rd 939 Summerland Key FL
Stay at this hotel in Summerland Key. Enjoy free Wi-Fi, free parking and a private beach. Our guests praise the helpful staff and the clean rooms in their reviews. ...
9.8/10 Exceptional! (635 reviews)
"Extraordinarily clean and well maintained. We stayed in the hotel which was well thought out"

Reviewed on 19 Sept 2026

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Sugarloaf Key Hotel at KOA Resort
Sugarloaf Key RV Resort & Cottages

Sugarloaf Key RV Resort & Cottages

3 out of 5
311 Johnson Rd Summerland Key FL
Stay at this holiday home in Summerland Key. Enjoy free Wi-Fi, free parking and laundry facilities. Popular attractions Florida Keys Beaches and Upper Sugarloaf ...
9.2/10 Wonderful! (33 reviews)
"Nice for a chill weekend in the lower keys and for people with family accompanying them"

Reviewed on 23 Sept 2026

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Sugarloaf Key RV Resort & Cottages
See all 631 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.
Sugarloaf Key RV Resort & Cottages

Sugarloaf Key RV Resort & Cottages

3 out of 5
311 Johnson Rd Summerland Key FL
Stay at this holiday home in Summerland Key. Enjoy free Wi-Fi, free parking and laundry facilities. Popular attractions Florida Keys Beaches and Upper Sugarloaf ...
9.2/10 Wonderful! (33 reviews)
"Nice for a chill weekend in the lower keys and for people with family accompanying them"

Reviewed on 23 Sept 2026

Sugarloaf Key RV Resort & Cottages
Direct Oceanfront Cottage-Sunrise View- #2,

Direct Oceanfront Cottage-Sunrise View- #2,

Little Torch Key FL
Stay at this cottage in Summerland Key. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Boondocks Grille & Draft House and Big Pine Key ...
8.6/10 Excellent! (208 reviews)
"Air in the master bedroom not working properly, kitchen feels like oven hot"

Reviewed on 27 Aug 2026

Direct Oceanfront Cottage-Sunrise View- #2,
Oceanside Paradise Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball

Oceanside Paradise Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball

Cudjoe FL
Stay at this holiday home in Summerland Key. Enjoy free Wi-Fi, laundry facilities and tennis courts. Our guests praise the helpful staff in their reviews. Popular ...
9.8/10 Exceptional! (259 reviews)
"The house was clean with plenty of room for everyone."

Reviewed on 7 Sept 2026

Oceanside Paradise Free Kayaks Bikes Pool & Hot Tub Tennis & Pickle ball
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.

Stay near popular Summerland Key attractions

Sugarloaf Beach

8.4/10 (38 reviews)
Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?
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Activities

12 hours Day at Key West With Boat Tour and Snorkeling

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

NZ$82
per adult
82% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
Aboard the trolley in Key West

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

NZ$93
per adult
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Kayak the mangrove tidal creeks

Key West Mangrove Kayak Eco Tour

NZ$134
per adult
100% of travellers recommend
Key West Mangrove Kayak Eco Tour
Family navigating the sea on the glass bottom boat in Key West

Key West Sunset Cruise & Glass Bottom Eco Tour

NZ$117
per adult
76% of travellers recommend
Key West Sunset Cruise & Glass Bottom Eco Tour
Key West Haunted Tour : Ghosts & Gravestones

Key West Haunted Tour : Ghosts & Gravestones

NZ$65
per adult
88% of travellers recommend
Key West Haunted Tour : Ghosts & Gravestones
12-Hours Day Trip in Key West from Miami

Full Day Trip in Key West from Miami

NZ$82
per adult
Full Day Trip in Key West from Miami
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Cities near Summerland Key

A beach with palm trees, people sunbathing, and a resort in the background.

Key West

A calm river with boats, lush greenery, and a clear blue sky.

Big Pine Key