Compare Cudjoe Key Vacation Rentals

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Cudjoe Key Rentals

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

0.42 mi from city center
$315 nightly
The price is $349 total per night
$349 total
Oct 7 - Oct 8
Total with taxes and fees
At this cottage, guests have access to an outdoor pool, laundry facilities, and barbecue grills.
Pool
Kitchen
Charming cottages, dockage, pool, just minutes to Key West

Charming cottages, dockage, pool, just minutes to Key West

0.38 mi from city center
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Pool
Kitchen
Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes

Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes

0.43 mi from city center
$737 nightly
The price is $818 total per night
$818 total
Oct 1 - Oct 2
Total with taxes and fees
At this vacation home, guests have access to an outdoor pool, laundry facilities, and barbecue grills.
Pool
Kitchen
Cottage with swimming pool and dockage, just minutes to Key West!

Cottage with swimming pool and dockage, just minutes to Key West!

0.38 mi from city center
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Pool
Kitchen
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill

Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill

1.96 mi from city center
Guests staying at this vacation home enjoy a hot tub, laundry facilities, and barbecue grills.
Pool
Hot Tub
Cottage with Pool and Boat Dockage just minutes to Key West!

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

0.4 mi from city center
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Pool
Kitchen
Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool

3.5 out of 5
125 Colson Dr, Summerland Key, FL
0.56 mi from city center
$789 nightly
The price is $888 total per night
$888 total
Oct 1 - Oct 2
Total with taxes and fees
Guests staying at Atlantic View Luxury Villa with Pool enjoy access to 7 outdoor pools, a children's pool, and free WiFi in public areas. If you drive, take advantage of free parking. Staff members can help with accommodation requests, and provide luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls and an off-leash area. Additional amenities include a computer station, a terrace, and laundry facilities.
Pool
Washer
Waterfront Home

Waterfront Home

1.93 mi from city center
Guests of this cottage enjoy a hot tub, an arcade/game room, and laundry facilities. This smoke-free cottage also has barbecue grills.
Pool
Hot Tub
Old Florida Style, wrap around porch, boat basin for dockage, open water

Old Florida Style, wrap around porch, boat basin for dockage, open water

6.94 mi from city center
At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has a garden.
Kitchen
Washer
Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

2.5 out of 5
1791 Bogie Drive, Big Pine Key, FL
9.59 mi from city center
$205 nightly
The price is $231 total per night
$231 total
Oct 1 - Oct 2
Total with taxes and fees
Guests staying at Old Wooden Bridge Resort and Marina enjoy access to a marina, an outdoor pool, and free WiFi in public areas. If you plan to drive, free parking is available. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. Additional amenities include express check-in, a terrace, and a picnic area.
Pool
Pet friendly
Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina

2 out of 5
5130 Overseas Hwy, Key West, FL
17.08 mi from city center
$256 nightly
The price is $288 total per night
$288 total
Oct 1 - Oct 2
Total with taxes and fees
Guests staying at this houseboat enjoy features like a marina and free WiFi in public areas. You can put free parking to good use if you drive.
Parking included
Free WiFi
Coconut Mallory Resort And Marina By Kees Vacations

Coconut Mallory Resort And Marina By Kees Vacations

3 out of 5
1445 S Roosevelt Blvd, Key West, FL
17.44 mi from city center
2 outdoor pools, free WiFi in public areas, and a hot tub are featured at Coconut Mallory Resort And Marina By Kees Vacations. If you plan to drive, free parking is available. Multilingual staff is on hand to answer questions. Additional amenities include a picnic area and barbecue grills.
Pool
Hot Tub
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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.

Cudjoe Key Large Group Rentals

How to Book Vacation Rentals in Cudjoe Key



🏠 What is the best price for Cudjoe Key vacation rentals?

Cudjoe Key vacation rentals range in price, starting at $231 per night.


🏠 What types of vacation rentals in Cudjoe Key can I rent?

Orbitz offers a wide range of Cudjoe Key rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Cudjoe Key condo rentals.


🏠 Is it free to cancel my Cudjoe Key vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a Cudjoe Key vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Cudjoe Key. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


🏠 What are the advantages of booking a vacation rental in Cudjoe Key?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Cudjoe Key apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Cudjoe Key?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Cudjoe Key package deals will get you even more savings.

More to Explore

More to Explore