Find vacation rentals that suit your style
Our top choices for Cudjoe Key cottages
1. Canal front, dockage, 2 bedroom, 2 bath
Canal front, dockage, 2 bedroom, 2 bathCudjoe Key
8.8 out of 10, Excellent, (110 reviews)
8.8/10
Excellent
(110 reviews)
"The place was better than listed. Extremely well taken care. Highly recommend"
"The place was better than listed. Extremely well taken care. Highly recommend"
Joseph L.
$473 nightly
The price is $526
$526 total
Nov 14 - Nov 15
Total with taxes and fees
2. Old Wooden Bridge Resort and Marina
Old Wooden Bridge Resort and Marina2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (383 reviews)
8.6/10
Excellent
(383 reviews)
"Very clean for Florida keys room - no complaints easy check in and out"
"Very clean for Florida keys room - no complaints easy check in and out"Anthony
$201 nightly
The price is $226
$226 total
Dec 4 - Dec 5
Total with taxes and fees
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.
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.
Learn more about Cudjoe Key
Venture to Florida Keys Beaches—just one of the popular sights around Cudjoe Key, a city also known for biking trails and boating.
Top reviews in Cudjoe Key
Sugar Loaf Lodge
Sugar Loaf LodgeSummerland Key
10/10 Excellent
Upon our arrival, the sight of 2 iguanas on the lounging on the bridge by the pristine water at the back of the property had my entire family out of the minivan at lightning speed. They followed one, which lead them to trees full of these beautiful lizards. The front desk personnel, a very amiable gentleman, was very friendly and welcoming. Our room was in the middle of the 2nd floor, and had a fantastic view of the bay. And yes, there were more iguanas looking at us from the first floor, some...
Upon our arrival, the sight of 2 iguanas on the lounging on the bridge by the pristine water at the back of the property had my entire family out of the minivan at lightning speed. They followed one, which lead them to trees full of these beautiful lizards. The front desk personnel, a very amiable gentleman, was very friendly and welcoming. Our room was in the middle of the 2nd floor, and had a fantastic view of the bay. And yes, there were more iguanas looking at us from the first floor, some...
Momi
Parmer's Resort
Parmer's ResortSummerland Key
10/10 Excellent
Rooms were right on the water with great views, property had some nice amenities and the boat ramp and slips were exactly what I needed. Annette at the front desk was super friendly and knows the true meaning of Customer Service. Because of her, we will be back for sure and tell all our friends, this is the place to stay!
Rooms were right on the water with great views, property had some nice amenities and the boat ramp and slips were exactly what I needed. Annette at the front desk was super friendly and knows the true meaning of Customer Service. Because of her, we will be back for sure and tell all our friends, this is the place to stay!
Michael
Old Wooden Bridge Resort and Marina
Old Wooden Bridge Resort and MarinaPunta Brisa
10/10 Excellent
Our stay in cabin 9 (turquoise one) was great. This cabin was perfect for our needs and we brought two dogs with us, no issues with that. We loved our stay but to be transparent this is really no frills. There is no sink sponge, no aluminum foil no nothing extra in the kitchen so bring your own!! The mattresses are VERY firm. There were a few small cosmetic issues that could be addressed in this cabin that would make a huge difference, example, crooked drawer front in kitchen, pinned drapes...
Our stay in cabin 9 (turquoise one) was great. This cabin was perfect for our needs and we brought two dogs with us, no issues with that. We loved our stay but to be transparent this is really no frills. There is no sink sponge, no aluminum foil no nothing extra in the kitchen so bring your own!! The mattresses are VERY firm. There were a few small cosmetic issues that could be addressed in this cabin that would make a huge difference, example, crooked drawer front in kitchen, pinned drapes...
Nancy
Hilton Key West Resort & Marina
Hilton Key West Resort & MarinaStock Island
10/10 Excellent
It was very tranquil and comfortable
It was very tranquil and comfortable
Jesse
Havana Cabana at Key West
Havana Cabana at Key WestNew Town
10/10 Excellent
The food was very good only one restaurant - however very nice staff. Very helpful
The food was very good only one restaurant - however very nice staff. Very helpful
Eliana
Looe Key Reef Resort
Looe Key Reef ResortSummerland Key
10/10 Excellent
Nice place
Nice place
William
Hyatt Vacation Club at Beach House, Key West
Hyatt Vacation Club at Beach House, Key WestKey West
10/10 Excellent
I loved the apartment, it was very comfortable. The pool area was amazing. I would definitely stay again.
I loved the apartment, it was very comfortable. The pool area was amazing. I would definitely stay again.
Sonia
Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Windward Pointe, Key WestKey West
10/10 Excellent
This was perfect for our family. We brought nanny, and got the two bedroom. Our young girls slept on the pull out couch. Pool is beautiful, cute bar. No beach… the pictures on the website trick you into thinking beach is right there. They also don’t clean your room everyday.
This was perfect for our family. We brought nanny, and got the two bedroom. Our young girls slept on the pull out couch. Pool is beautiful, cute bar. No beach… the pictures on the website trick you into thinking beach is right there. They also don’t clean your room everyday.
Lindsay
Parrot Key Hotel & Villas
Parrot Key Hotel & VillasNorthside Resort
10/10 Excellent
Great for a relaxing weekend, quiet hotel not too far from the main tourist center. We love the shuttle service provided by the hotel and his driver Gerry who guided us in every short trips. The only advice to the hotel is to provide the housekeeping service everyday without being requested by the guest, we expected this service to be included since the hotel charged an extra 51.00 usd per night!
Great for a relaxing weekend, quiet hotel not too far from the main tourist center. We love the shuttle service provided by the hotel and his driver Gerry who guided us in every short trips. The only advice to the hotel is to provide the housekeeping service everyday without being requested by the guest, we expected this service to be included since the hotel charged an extra 51.00 usd per night!
CARLOS
The Laureate Key West
The Laureate Key WestNew Town
10/10 Excellent
We stayed two nights in the 3-bedroom suite. Everything, from the moment of arrival, was top rate. The front desk attendant was in contact with me via text to ensure a smooth and efficient check in before arrival and was a great help with local recommendations at check in. Departure took 30 seconds yet the desk attendant took the time to ask how everything was, if I needed anything, wished me well, etc. The suite was beautiful appointed and the furniture very functional and comfortable. Our...
We stayed two nights in the 3-bedroom suite. Everything, from the moment of arrival, was top rate. The front desk attendant was in contact with me via text to ensure a smooth and efficient check in before arrival and was a great help with local recommendations at check in. Departure took 30 seconds yet the desk attendant took the time to ask how everything was, if I needed anything, wished me well, etc. The suite was beautiful appointed and the furniture very functional and comfortable. Our...
Shannon
DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key WestKey West
10/10 Excellent
Nice and clean, very curtious staff. Free Shuttle service was great. Food in restaurant was great.
Nice and clean, very curtious staff. Free Shuttle service was great. Food in restaurant was great.
Hector
Hampton Inn Key West FL
Hampton Inn Key West FLKey West
10/10 Excellent
Loved the place. Beautiful and large pool. Free Shuttle service to downtown . Trolly stops right at door. Tiki bar on site is great. Room is awesome. Easy parking views are amazing. 2 free drinks at bar per each nights stay. Concierge sevice booked my dive trip.
Loved the place. Beautiful and large pool. Free Shuttle service to downtown . Trolly stops right at door. Tiki bar on site is great. Room is awesome. Easy parking views are amazing. 2 free drinks at bar per each nights stay. Concierge sevice booked my dive trip.
Karen
Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys CollectionNew Town
10/10 Excellent
Perfect location
Perfect location
Charity
Blue Flamingo Resort Key West
Blue Flamingo Resort Key WestNew Town
10/10 Excellent
Definitely staying here again!
Definitely staying here again!
Malena
Courtyard by Marriott Key West Waterfront
Courtyard by Marriott Key West WaterfrontNorthside Resort
10/10 Excellent
State was good
State was good
Ased
Margaritaville Beach House Key West
Margaritaville Beach House Key WestKey West
10/10 Excellent
We traveled as a family with 3 small children, so we liked having a hotel away from Duval street. It was convenient being a 5 min shuttle drive from the airport to the hotel. The grounds are beautiful and the pool was a good size. We liked that the pool was heated too. We ate breakfast at the hotel most days, and the food was pretty good with attentive service. The shuttle to the downtown area was about 10-15 mins away and dropped off/picked up at a good location around a lot of good...
We traveled as a family with 3 small children, so we liked having a hotel away from Duval street. It was convenient being a 5 min shuttle drive from the airport to the hotel. The grounds are beautiful and the pool was a good size. We liked that the pool was heated too. We ate breakfast at the hotel most days, and the food was pretty good with attentive service. The shuttle to the downtown area was about 10-15 mins away and dropped off/picked up at a good location around a lot of good...
Kristen
Aqua Lodges at Hurricane Hole Marina
Aqua Lodges at Hurricane Hole MarinaStock Island
10/10 Excellent
First time staying on a houseboat but will definitely not be the last. We loved sitting on the back porch watching the marine life.
First time staying on a houseboat but will definitely not be the last. We loved sitting on the back porch watching the marine life.
Abigail
Ibis Bay Beach Resort
Ibis Bay Beach ResortNorthside Resort
10/10 Excellent
I read some bad reviews.... and I think those people are probably just snobs lol. This is a quirky, unique hotel that feels very "Key West"y. It isn't a 5 star hotel, it's old and cute but clean, funky, and an experience you won't get anywhere else. The vibe of the place is very islandy and different than any chain you'll find. I would definitely stay there again if I was looking for an experience and not just a room. Loved the tortoises, the hammocks everywhere, the natural beach, the trees,...
I read some bad reviews.... and I think those people are probably just snobs lol. This is a quirky, unique hotel that feels very "Key West"y. It isn't a 5 star hotel, it's old and cute but clean, funky, and an experience you won't get anywhere else. The vibe of the place is very islandy and different than any chain you'll find. I would definitely stay there again if I was looking for an experience and not just a room. Loved the tortoises, the hammocks everywhere, the natural beach, the trees,...
Amy
Frequently Asked Questions
How much do cottages in Cudjoe Key cost?
Rates for cottages in Cudjoe Key range between $226 and $525 per night. Whatever your budget, you're sure to find an ideal place to get in touch with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Cudjoe Key?
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