Cudjoe Key, FL

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
Adobe
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 ...
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Cottage with Pool and Boat Dockage just minutes to Key West!
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
The price is ￥21,457 per night from Jun 14 to Jun 15
￥21,457
￥33,140 total
Jun 14 - Jun 15
includes taxes & 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! (2,375 reviews)
"Elevators were both broke. The only thing that was included in the resort price was the 2 pools. Spent over 100 on 2 10 in pizza and a small nacho. You could not reserve the shuttle the night before and it only ran from 9-9 making it hard to make excursions. For a simple breakfast you are looking ..."

Reviewed on Jun 12, 2026

Blue Flamingo Resort Key West
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is ￥20,491 per night from Jun 21 to Jun 22
￥20,491
￥27,560 total
Jun 21 - Jun 22
includes taxes & 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! (1,237 reviews)
"easy check-in good vibe, efficient, clean enjoyed my stay… thank you. Enjoyed the pool. The hot tub wasn’t working so that was a bummer.. overall good experience"

Reviewed on Jun 12, 2026

Hilton Garden Inn Key West / The Keys Collection
See all 1,746 properties in Cudjoe 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.
Waterfront 2BR Home w/ Dock + Golf Cart, Open Water Views in Venture Out

Waterfront 2BR Home w/ Dock + Golf Cart, Open Water Views in Venture Out

Cudjoe Key FL
Book a stay at this family-friendly vacation home in Summerland Key. Enjoy free WiFi, laundry facilities, and tennis courts. Popular attractions Florida Keys ...
10/10 Exceptional! (16 reviews)
"The property is on a beautiful view of water, and the communication by the host was excellent. Distance from Key West was good and allowed you to be a little outside of the fray. Three pieces of constructive feedback. We stay a lot in Vrbo‘s and the general expectation is that there is sufficient ..."

Reviewed on Jun 8, 2026

Waterfront 2BR Home w/ Dock + Golf Cart, Open Water Views in Venture Out
Oceanside Paradise in the FL Keys Free Kayaks Bikes Community Pool & Hot Tub

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! (252 reviews)
"We loved the home and the entire Venture out facility. Biking was so much fun."

Reviewed on Jun 6, 2026

Oceanside Paradise in the FL Keys Free Kayaks Bikes Community Pool & Hot Tub
Cottage with swimming pool and dockage, just minutes to Key West!

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

Cottage with swimming pool and dockage, just minutes to Key West!
See all properties in Cudjoe 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.

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