Cudjoe Key, FL
Travel Guide





Visit Cudjoe Key
Where to stay in Cudjoe Key

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.

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

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$145 nightly
The price is $164 total per night from Nov 30 to Dec 1
$164 total
Nov 30 - Dec 1
Total with taxes and fees
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
7.8/10 Good! (1,730 reviews)
Everything was beautiful and it was a pleasure to stay there. Will stay again.
Reviewed on Nov 25, 2025

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
$181 nightly
The price is $204 total per night from Dec 1 to Dec 2
$204 total
Dec 1 - Dec 2
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (1,695 reviews)
The facility itself it was very nice. The shuttle to downtown was really nice. As far as our room, it wasnt great. We had ants on the kitchen counter, when we opened the sliding glass door the latch fell out, when you turn the cold water tap on in the master bath the hot water tap leaked like crazy, ...
Reviewed on Nov 20, 2025

Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
$136 nightly
The price is $153 total per night from Dec 4 to Dec 5
$153 total
Dec 4 - Dec 5
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and ...
7.8/10 Good! (1,129 reviews)
Parking was easy
Reviewed on Nov 21, 2025
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 swimming pool and 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 ...
9/10 Wonderful! (158 reviews)
Everything was there that I needed. Very nice area for my dog.
Reviewed on Nov 14, 2025

Private Secluded Ocean View & Pool Near Key West
Summerland Key FL
Stay at this vacation home in Summerland Key. Enjoy free WiFi, private pools, and a fitness center. Our guests praise the helpful staff in our reviews. Popular ...
8.2/10 Very Good! (98 reviews)
A wonderful time was had by all. Host was very responsive and we had no issues. Beautiful home and views!
Reviewed on Nov 18, 2025

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cudjoe Key FL
Stay at this cottage in Summerland Key. Enjoy a garden, laundry facilities, and cable/satellite TV service. Popular attractions Florida Keys Beaches and Upper ...
8.6/10 Excellent! (73 reviews)
Quaint
We loved the charm of the old Florida cottage feel, but unfortunately, this stay missed the mark for us. The house was surface-level clean, but furniture, towels, and linens had a strong stale smell that lingered on clothes. The beds were extremely thin and firm—uncomfortable to the point of pain—and ...
Reviewed on May 4, 2025
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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- Smathers Beach
- Stock Island Yacht Club & Marina
- Boca Chica Nude Beach
- Key West Golf Club
- Key West Tropical Forest and Botanical Garden
- Calusa Beach
- Boca Chica Beach
- Upper Sugarloaf Key
- National Key Deer Refuge Visitor Center
- Robbie's
- Key West Visitors Center
- Sugarloaf Beach
- Cook Island
- Saddlebunch Keys
- Big Pine Key Flea Market
- Upper Sugarloaf Sound
- Key West Art and Historical Society
- Fort East Martello Museum and Gallery
- Looe Key National Marine Sanctuary
- Loggerhead Beach
- Sandspur Beach
- Coupon Bight Aquatic Preserve
