Cudjoe Key vacation rentals

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Find out more about Cudjoe Key

Why visit Cudjoe Key

  • Outdoor Adventures: Enjoy a variety of family-friendly outdoor activities, from beach relaxation to exploring marine parks.
  • Scenic Beauty: Take in the stunning landscapes of the Florida Keys, perfect for photography and nature walks.
  • Nearby Attractions: Visit the vibrant nightlife and rich history of nearby Key West for a fun day trip.
  • Welcoming Atmosphere: Experience the warm hospitality of Monroe County and friendly locals during your stay.
  • Diverse Accommodations: Choose from cozy cottages, private homes, or comfortable condos for a perfect getaway.

Popular types of accommodation around Cudjoe Key

Planning a getaway to Cudjoe Key? You've made an excellent choice. Discover a range of popular accommodations, including houses, cozy cottages, and comfortable condos. Enjoy a relaxing stay with plenty of seating options for your group, and don’t forget the convenience of golf cart rentals to explore this beautiful area. Whether you're seeking a serene escape or a vibrant adventure, Cudjoe Key has the perfect vacation rental waiting for you.

  • Houses: The top choice for visitors in Cudjoe Key, these spacious homes provide a comfortable and private retreat for families or groups.
  • Condos: A popular option, condos offer convenient amenities and stunning views, perfect for those seeking a more communal experience.
  • Cottages: Quaint and charming, cottages provide a cozy atmosphere, ideal for a romantic getaway or solo retreat.
  • Apartments: A flexible choice, apartments offer a home-like feel with essential amenities for a relaxed stay.
  • Villas: Luxurious and spacious, villas are perfect for travelers seeking upscale accommodations and added privacy.**

Top attractions near Cudjoe Key

Cudjoe Key is a perfect destination for outdoor and family beach vacations, offering a variety of attractions such as islands, beaches, and marine parks. Visitors can enjoy the scenic beauty of the Florida Keys while engaging in family-friendly activities. Whether you're looking to relax on the beach or explore the local marine life, Cudjoe Key provides a memorable experience for all types of travelers.

  • Florida Keys Beaches: A beautiful beach just 5 miles from Cudjoe Key, offering a relaxed atmosphere perfect for sunbathing, swimming, and enjoying the stunning ocean views.
  • Upper Sugarloaf Key: Located 2 miles away, this charming town features a friendly community vibe, with local shops and eateries that reflect the laid-back lifestyle of the Keys.
  • Upper Sugarloaf Sound: An island 4 miles from Cudjoe Key, ideal for outdoor enthusiasts, featuring picturesque beaches and opportunities for kayaking and wildlife spotting.

Things to do recommended for couples

Cudjoe Key offers a perfect romantic getaway for couples. Enjoy a sunset kayak tour through the mangroves, share a candlelit dinner at a waterfront restaurant, and unwind on serene beaches. Don't miss a chance to explore the vibrant marine life while snorkeling together in the crystal-clear waters.

Things to do recommended for families

Families visiting Cudjoe Key can explore the beautiful waters with a snorkeling adventure at Looe Key Reef and enjoy a day of fun at the nearby Bahia Honda State Park, where kids can play on the beach and explore nature trails.

Things to do recommended for groups

Groups visiting Cudjoe Key can enjoy a round of golf at the Key West Golf Club, browse unique finds at the Big Pine Key Flea Market, and experience culture and entertainment at the Tennessee Williams Fine Art Center, all within a short drive from their accommodations.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Cudjoe Key

If you're traveling with a group, your family, or pets, or if you're planning an extended stay, it's important to apply the right filters to meet your needs. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Cudjoe Key with a group: Think about how many bedrooms you require, as well as additional features like a full kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Cudjoe Key with young kids: Traveling with little ones can be a bit tricky. It's important to prioritize their comfort and safety, along with suitable amenities, like a private swimming pool. Additionally, thinking about how close you are to family-friendly attractions is a wise choice.
  • Taking your pets with you to Cudjoe Key: For many families, a trip just wouldn’t feel right without their furry companions by their side. If that resonates with you, consider exploring Vrbo listings that welcome pets. Most of these pet-friendly accommodations come equipped with food bowls and cozy beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Cudjoe Key: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Cudjoe Key

Exploring Cudjoe Key, Florida, offers an unforgettable vacation filled with outdoor adventures and beach relaxation. Nestled in the Florida Keys archipelago, this charming village is perfect for family-friendly excursions. Nearby, Key West boasts vibrant nightlife and rich history, while the serene Lower Florida Keys provide a peaceful retreat. Experience the warm hospitality of Monroe County and discover the ideal blend of tropical vibes and friendly locals during your stay.

  • Summerland Key: Located a stone's throw from Cudjoe Key, Summerland Key is a charming island city known for its picturesque beaches and outdoor activities. Visitors flock here for a family-friendly atmosphere, where you can spend your days soaking up the sun on family beaches or exploring the local recreational areas. The vibrant shopping mall center offers a variety of shops, perfect for picking up souvenirs or enjoying local cuisine. Summerland Key also boasts stunning natural landmarks, making it an ideal destination for those looking to relax or engage in water sports amidst breathtaking ocean views.
  • Cutthroat Harbor Estates: Nestled in the vicinity of Cudjoe Key, Cutthroat Harbor Estates is a serene neighborhood that embodies the relaxed Florida Keys lifestyle. Known for its outdoor spaces and beautiful beaches, this area is perfect for families seeking adventure and relaxation alike. Enjoy local shopping areas and recreational facilities that provide plenty of options for outdoor fun. With its proximity to scenic family beaches and the tranquil island atmosphere, Cutthroat Harbor Estates is a great spot to unwind or embark on water-based activities like fishing and kayaking.
  • Cudjoe Gardens: A delightful neighborhood close to Cudjoe Key, Cudjoe Gardens is characterized by its lush surroundings and inviting community vibe. This area is a haven for outdoor enthusiasts and families, offering easy access to various recreational areas and shopping options. Visitors can enjoy the nearby beaches and experience the charm of a well-integrated town neighborhood. With its beautiful landscapes and friendly atmosphere, Cudjoe Gardens is an excellent choice for those looking to immerse themselves in the local culture while enjoying the natural beauty of the Florida Keys.

Best time to go to Cudjoe Key

If you're planning a trip to Cudjoe Key, Summerland Key, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from July to September, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January71.1°F (21.7°C)No Rain (Dry)Mostly SunnyAverageAverage
February72.1°F (22.3°C)No Rain (Dry)Mostly SunnyAverageAverage
March73.2°F (22.9°C)No Rain (Dry)Mostly SunnyAverageSlightly High
April76.8°F (24.9°C)No Rain (Dry)Mostly SunnyAverageSlightly High
May79.3°F (26.3°C)Light RainMostly SunnyAverageAverage
June82.6°F (28.1°C)Light RainMostly SunnyAverageAverage
July84.0°F (28.9°C)Light RainMostly SunnyHighAverage
August84.4°F (29.1°C)Light RainMostly SunnyHighSlightly Low
September83.7°F (28.7°C)Light RainMostly SunnyHighSlightly Low
October80.8°F (27.1°C)Light RainMostly SunnyLowSlightly Low
November76.6°F (24.8°C)Light RainMostly SunnyLowAverage
December73.8°F (23.2°C)No Rain (Dry)Mostly SunnyLowSlightly High

Booking with Vrbo is simple

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that aligns with your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect option for your travel needs.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your reservation. It truly benefits you to take on the planning role. By becoming a part of our travel rewards program, One Key, you can immediately access member discounts and earn and spend OneKeyCash on eligible bookings. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board is designed to help you plan your travel effortlessly. Whether you're starting a new trip, revisiting your plans, or managing your existing bookings, you'll find everything you need in one convenient place. Your saved or booked properties are organized into categories: Potential, Upcoming, and Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Your key to a perfect beach vacation

Almost at the end of scenic Highway 1 that meanders through the paradise that is the Florida Keys, you'll find tranquil Cudjoe Key. Less well known than neighboring Sugarloaf Key and Big Pine Key, the island is home to beautiful stretches of pristine sands along shallow blue waters. Just 19 miles from hopping Key West, you'll have the best of both worlds _ world-class nightlife when you venture out and perfect serenity when you come home. The warm sea air and soothing surf make a Cudjoe Key vacation rental the picture-perfect beach vacation you've been dreaming of.

Blimps, bands, and blue holes

There's no shortage of quirky sights near Cudjoe Key. Looe Key National Marine Preserve, popular for diving and snorkeling, hosts a one-of-a-kind underwater music festival each year. Cudjoe Key is also home to Fat Albert, the landmark grounded white blimp that patrols boat traffic and broadcasts U.S. TV to Cuba. The Blue Hole, the only freshwater lake in the Keys, lets you get up close and personal with turtles, alligators, and exotic birds. In half an hour you can be at the Southernmost Point in the U.S. and enjoying the sunset festival at Key West's Mallory Square.

Beach, beach, and more beach

The beach is the heart of Cudjoe Key life, and it's easy to see why. The sands are the perfect spot to work on your tan or catch the breathtaking sunset (the clothing-optional set should check out Geiger Key Abandoned Beach). The water is equally enticing, whether you're in it or on it. Rent a boat, kayak, or canoe and explore the wildlife of the surrounding channels. Charter fishing trips will help you catch your dinner, while snorkeling and diving trips are on hand if you just want to play. For an adrenaline rush and killer views, you can't top skydiving.

See you later, alligator

Palm trees and blue skies will greet you at every turn when you book a Cudjoe Key vacation rental. If you can tear yourself away from the perfect beaches, there's plenty of other nature to explore. You'll find exotic plant and animal species that you won't see anywhere else in the U.S., including the namesake deer at the Key Deer Refuge (also home to turtles, gators, and colorful birds). The Florida Keys are also the only place in the country you can find the American crocodile. Coconuts and key limes are everywhere, making for some killer pie options.

How to get to and around Cudjoe Key

The nearest airport is in Key West Intl. Airport (EYW), located 18.1 mi (29.1 km) from the city center. If you can't find a flight that's convenient for your trip, you can also fly into Marathon, FL (MTH-Florida Keys Marathon), which is 28.3 mi (45.5 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Cudjoe Key?
Cottages are the most popular style of vacation rental in Cudjoe Key, according to our data. Even if you've got something different in mind, Vrbo has properties in all shapes and sizes. Browse our many options to find your perfect Cudjoe Key pad.
How much does it cost to rent a vacation rental in Cudjoe Key?
The average price for a vacation rental in Cudjoe Key is based on a number of factors, such as season, property type and length of stay. Whether you'd like a sprawling villa with space for extended family or a cozy condo ideal for just you and the kids, just add your travel dates to view stays with amazing value.
How much does it cost to rent a beach house in Cudjoe Key?
When you travel and the size and style of the property will influence how much you'll pay for your beachside stay. Enter your Cudjoe Key travel dates to view your available options on Vrbo. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use our filters to select the amenities and features you want in your beach house.
Are there pet-friendly vacation rentals in Cudjoe Key?
Yes. You can choose from 222 stays that allow pets in Cudjoe Key on Vrbo. Our furry companions deserve a getaway too, so simply use our search function for pet-friendly vacation rentals to book a property where your pooch can share in the good times.
Can I rent a house with a pool in Cudjoe Key?
Grab your swimsuit and inflatable swan, because there are 178 houses with a private pool in Cudjoe Key. Book a stay at one of these popular vacation homes and you'll enjoy pool days every day. Simply enter your travel dates into Vrbo, then use the "pool" filter to find the perfect place to make a splash!
What are popular rental amenities in Cudjoe Key?
Some of the most popular rental amenities people search for in Cudjoe Key are a beach view, a fireplace and a nearby waterfront. Whether you're traveling with your besties, family or even pets, Vrbo vacation properties have the best amenities for starting a new adventure with the people you love.
Are there large group vacation rentals in Cudjoe Key?
You can choose from 15 vacation properties in Cudjoe Key that can accommodate 10 or more people. Whether you're planning a vacation with extended family or an event like a birthday party, there's plenty of space to get your group together under the same roof.
Are there vacation rentals in Cudjoe Key that welcome kids?
Gather your entire family for an adventure in Cudjoe Key at one of our 218 family-friendly vacation properties. These stays offer amenities that are just perfect for trips with the kids, such as laundry facilities, multiple bedrooms and swimming pools. Just check the "Properties good for families" filter box and pick out your favorite.
Are there one-bedroom vacation rentals in Cudjoe Key?
Yes, you can take your pick from 18 one-bedroom rentals in Cudjoe Key. Whether you're on the lookout for a secluded cottage or a cabin, our one-bedroom rentals are great if you don't need a lot of space. One of the best things about having your own pad? You won't ever have to share your getaway with strangers.
Can I find two-bedroom vacation rentals in Cudjoe Key?
Cudjoe Key has 127 two-bedroom properties for you to pick from. Go for a vacation home with all the space and comfort you're looking for at a price that's hard to resist on Vrbo.
Are there vacation rentals with WiFi in Cudjoe Key?
You can choose from 90 vacation rentals with WiFi in Cudjoe Key. If you want to disconnect from daily life on your vacation, but still want to be connected to the web, these properties have just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Cudjoe Key?
Cudjoe Key has 216 vacation rentals where you can wind down in air-conditioned comfort. To find a stay on Vrbo that comes with this perk, choose your travel dates and use the handy filter tool to select the "air conditioning" box.
How old do you have to be to rent a vacation rental in Cudjoe Key?
We recommend checking with the Cudjoe Key vacation rental you'd like on Vrbo as the age limit differs. However, typically it's 16, 18 or 21.
How long can I rent a vacation rental in Cudjoe Key for?
It's really down to the Cudjoe Key property. To see all available options offering extended stays, simply enter your travel dates and guest number into the Vrbo search page. You can look forward to having the property to yourself, along with home comforts like a fully-equipped kitchen and an outdoor space where the little ones can play. Keep an eye out for long-term stays that offer discounted weekly or monthly prices.
Does Vrbo offer discounts for vacation homes in Cudjoe Key?
Whether you're after one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you're sure to score some great deals and discounts on Vrbo. From weekend trips to extended getaways, we've got you covered for your next Cudjoe Key escape.

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