Cudjoe Key, FL
Travel Guide
Visit Cudjoe Key
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$175 nightly
The price is $197 total per night from Jun 28 to Jun 29
$197 total
Jun 28 - Jun 29
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 ...
8.4/10 Very Good! (2,423 reviews)
"Great"
Reviewed on Jun 21, 2026
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
$140 nightly
The price is $158 total per night from Jun 28 to Jun 29
$158 total
Jun 28 - Jun 29
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 ...
8/10 Very Good! (1,244 reviews)
"I have always stayed at Hilton and that Hilton did not have complementary continental breakfast. We had to pay $19 and it was not worth $19 at all, and we were not informed when we checked in. This was the first time that there was a fee for the breakfast at Hilton."
Reviewed on Jun 19, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
$252 nightly
The price is $284 total per night from Jun 29 to Jun 30
$284 total
Jun 29 - Jun 30
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.8/10 Excellent! (1,812 reviews)
"The beach shuttle was great. Due to the location of the hotel and the sargassum, it smelled horrible and you couldn’t use the beach. At the pool, there was a bees nest near the pool so the bees were everywhere. They were told by several people, but never handled during our stay. The bed was also ..."
Reviewed on Jun 19, 2026
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 Community Pool & Hot Tub
Cudjoe FL
Stay at this vacation home in Summerland Key. Enjoy free WiFi, laundry facilities, and tennis courts. Our guests praise the helpful staff in our reviews. Popular ...
9.8/10 Exceptional! (253 reviews)
"Great place to stay. The whole family loved it."
Reviewed on Jun 14, 2026
Cottage with swimming pool and dockage, just minutes to Key West!
Cudjoe Key FL
Stay at this cottage in Summerland Key. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Florida Keys Beaches and Upper Sugarloaf Key are ...
9/10 Wonderful! (170 reviews)
"We had a nice stay at this property, which was clean and nicely presented. It is in a calm area by the water and has some good food options close by as well. We did use the pool on 2 days and it felt like a private pool just when we used it."
Reviewed on May 29, 2026
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Cudjoe Key FL
Stay at this cottage in Summerland Key. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Florida Keys Beaches and Upper Sugarloaf Key are ...
8.6/10 Excellent! (174 reviews)
"We enjoyed the location away from the congestion of Key West. The property is a bit tired, but everything was clean and we had what we needed. The grounds had some broken picnic tables and lounge chairs; items the maintenance crew should have removed for safety reasons months ago. This cottage is ..."
Reviewed on May 31, 2026
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
Sugarloaf Beach
Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?
Upper Sugarloaf Key
Commune with nature and explore the great outdoors at Upper Sugarloaf Key during your travels in Summerland Key.
Upper Sugarloaf Sound
Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key.
Pye Key
Commune with nature and explore the great outdoors at Pye Key during your travels in Summerland Key.
Crab Key
Commune with nature and explore the great outdoors at Crab Key during your travels in Summerland Key.
Venture Key
Commune with nature and explore the great outdoors at Venture Key during your travels in Summerland Key.
Things to do
Key West Dolphin & Snorkeling Tour - Small Group
$135
per adult
100% of travellers recommend
Key West's Island Eco Tour: Sandbar Adventure with Kayaking Tour
$120
per adult
98% of travellers recommend
Guided Night Kayak Adventure Tour in Luminous Lagoon
$90
per adult
80% of travellers recommend
Key West Back-Country Tour with Snorkel - Drive Your Own Boat
$170
per adult
100% of travellers recommend
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- Smathers Beach
- Stock Island Yacht Club & Marina
- Key West Visitors Center
- Boca Chica Nude Beach
- Key West Golf Club
- Upper Sugarloaf Key
- Key West Tropical Forest and Botanical Garden
- National Key Deer Refuge Visitor Center
- Sugarloaf Beach
- Robbie's
- Calusa Beach
- Big Pine Key Flea Market
- Sandspur Beach
- Cook Island
- Boca Chica Beach
- Fort East Martello Museum and Gallery
- Blue Hole
- Upper Sugarloaf Sound
- Looe Key National Marine Sanctuary
- Coupon Bight Aquatic Preserve
- Key West Art and Historical Society
- Veterans Memorial Park & Beach
