Cudjoe Key

Travel Guide

Venture Out in Cudjoe Key, Florida Keys.
Looking out over tropical  ocean from balcony of vacation rental over private beach with grill and TV satellite - Horizon is thin line
Cudjoe Key
Cudjoe key island green road, traffic, information sign by ocean, sea water in Florida keys, along overseas highway, US1, barrier, blue sky
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Where to stay in Cudjoe 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 Venture Key.

Cutthroat Harbor Estates
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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 Florida Keys Beaches.

Cudjoe Gardens
Cottage with Pool  and Boat Dockage just minutes to Key West!

Cottage with Pool and Boat Dockage just minutes to Key West!

Cudjoe Key FL
Stay at this cottage in Summerland Key. Enjoy a garden, laundry facilities and patios. Popular attractions Florida Keys Beaches and Upper Sugarloaf Key are located ...
8.6/10 Excellent! (162 reviews)
Great house, so clean Nicole was so pleasant and responsive

Reviewed on 18 Feb 2026

Cottage with Pool and Boat Dockage just minutes to Key West!
Modern Canal-Front Home with 35' Seawall, Bikes, Grill & Community Amenities

Modern Canal-Front Home with 35' Seawall, Bikes, Grill & Community Amenities

Cudjoe Key FL
Stay at this holiday home in Summerland Key. Enjoy free Wi-Fi, tennis courts and a pool table. Popular attractions Florida Keys Beaches and Venture Key are located ...
10/10 Exceptional! (2 reviews)
We had a great time. The place was very clean and had everything we needed.

Reviewed on 17 Feb 2026

Modern Canal-Front Home with 35' Seawall, Bikes, Grill & Community Amenities
Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Cudjoe Key FL
Stay at this cottage in Summerland Key. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Florida Keys Beaches and Upper Sugarloaf Key are ...
8.6/10 Excellent! (166 reviews)
Yes you are on the ocean, yes there are docks, and yes you are centrally located for activities. Cottage was clean but very dated and not well kept. It is not private, we had people walking and driving in and around us throughout the day. We did bring a dog, which is why we liked the private description, ...

Reviewed on 18 Mar 2026

Private Oceanfront Cottage with dockage, pool just minutes to Key West!
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.
Cottage with Pool  and Boat Dockage just minutes to Key West!

Cottage with Pool and Boat Dockage just minutes to Key West!

Cudjoe Key FL
Stay at this cottage in Summerland Key. Enjoy a garden, laundry facilities and patios. Popular attractions Florida Keys Beaches and Upper Sugarloaf Key are located ...
8.6/10 Excellent! (162 reviews)
Great house, so clean Nicole was so pleasant and responsive

Reviewed on 18 Feb 2026

Cottage with Pool and Boat Dockage just minutes to Key West!
Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Cudjoe Key FL
Stay at this cottage in Summerland Key. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Florida Keys Beaches and Upper Sugarloaf Key are ...
8.6/10 Excellent! (166 reviews)
Yes you are on the ocean, yes there are docks, and yes you are centrally located for activities. Cottage was clean but very dated and not well kept. It is not private, we had people walking and driving in and around us throughout the day. We did bring a dog, which is why we liked the private description, ...

Reviewed on 18 Mar 2026

Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Modern Canal-Front Home with 35' Seawall, Bikes, Grill & Community Amenities

Modern Canal-Front Home with 35' Seawall, Bikes, Grill & Community Amenities

Cudjoe Key FL
Stay at this holiday home in Summerland Key. Enjoy free Wi-Fi, tennis courts and a pool table. Popular attractions Florida Keys Beaches and Venture Key are located ...
10/10 Exceptional! (2 reviews)
We had a great time. The place was very clean and had everything we needed.

Reviewed on 17 Feb 2026

Modern Canal-Front Home with 35' Seawall, Bikes, Grill & Community Amenities
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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