Cudjoe Gardens holiday lettings
We found 57 holiday rentals — enter your dates for availability
Discover a selection of 13 homes and other holiday rentals in Cudjoe Gardens that are perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the best amenities for spending time at your holiday home, such as air conditioning and Wi-Fi. Whatever you're looking for, you're sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
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Find the best place to stay - Cudjoe Gardens
July ‘25 Deal! Cudjoe Cabana: New CanalFront with Pool, Tiki, Open Water Access
Sleeps 8 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
JULY 2025 DISCOUNT!!! - 3 Bedroom/2 Bath Canal Home w/ Private Pool - Cudjoe Key
Sleeps 8 · 3 bedrooms · 2 bathrooms
Cudjoe Key 3bdr,2 bath Pool, 20 min from Key West, Ocean Access, Bikes, Canoe
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
24 reviews(24 reviews)
Casa Cudjoe: Tropical Canal Front Retreat on Cudjoe Key, Dockage, Boater's Paradise & Dog-Friendly!
Sleeps 6 · 3 bedrooms · 2 bathrooms
8.08.0 out of 10
Very goodvery good
3 reviews(3 reviews)
Gorgeous New 4/3 With Heated Pool/Spa And Large Deep Water Boat Dock
Sleeps 8 · 4 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Gorgeous new build on Cudjoe Marina Basin with 80 ft boat dock and private pool
Sleeps 7 · 3 bedrooms · 4 bathrooms
Top rated rentals - Cudjoe Gardens
Fantastic place to stay
1010 out of 10
Exceptionalexceptional
174 reviews(174 reviews)
Paradise
1010 out of 10
Exceptionalexceptional
193 reviews(193 reviews)
Loved it
1010 out of 10
Exceptionalexceptional
155 reviews(155 reviews)
Ideal place for our family trip with everything required for a comfortable stay.
1010 out of 10
Exceptionalexceptional
195 reviews(195 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of holiday rental accommodation in Cudjoe Gardens?
Based on our research, houses are the most in-demand type of holiday rental in Cudjoe Gardens. But of course, everyone's idea of an awesome stay can differ. Vrbo has holiday rentals with every size, shape and budget in mind, and we'll help you to find the perfect match.
How much does it cost to rent a holiday rental in Cudjoe Gardens?
A range of things can affect what you'll pay for a holiday rental in Cudjoe Gardens, such as the season, length of stay and type of property. But, all of our holiday homes have one thing in common — exceptional value. Just enter your travel dates to find your ideal escape.
How much does it cost to rent a beach house in Cudjoe Gardens?
When you travel and the style and size of the property will help determine the cost of your beachside escape. Enter your Cudjoe Gardens travel dates to view your options on Vrbo. Can't live without a private pool? Use our filters to choose the features and amenities you want in your beach house.
Are there pet-friendly holiday rentals in Cudjoe Gardens?
With 11 properties that host four-legged guests, your little buddy can also come along on your Cudjoe Gardens getaway. Use the filter tool to search our pet-friendly holiday rentals and find a holiday home that'll set tails wagging on Vrbo.
Can I rent a house with a pool in Cudjoe Gardens?
Add a whole other level of fun to your holiday by booking your group into one of the five houses with a private pool in Cudjoe Gardens. Use our search filter to find the kind of property you want on Vrbo, and then spend your days splishing and splashing in a swimming pool that's for your use only.
What are popular rental amenities in Cudjoe Gardens?
A garden, a swimming pool and a nearby waterfront are rated the most popular rental amenities in Cudjoe Gardens. Whether you're travelling on your own, with your significant other or a bunch of friends, Vrbo can help you find a holiday home that fits your tastes with all the extras you're looking for.
Are there large group holiday rentals in Cudjoe Gardens?
With eight Cudjoe Gardens holiday rentals that can host five or more people, you can invite a few extra friends or family members along. Whether you're planning an informal gathering or a special event, Vrbo will help you book a comfortable space for the occasion.
Are there holiday rentals in Cudjoe Gardens that welcome kids?
With 11 family-friendly holiday homes to choose from in Cudjoe Gardens, now is the perfect time to introduce the little ones to the pleasures of travel. Check our "Properties good for families" filter to look for stays packed with conveniences ideal for holidaying families, like full kitchens, private pools, entertainment units and bunk beds.
Can I find two-bedroom holiday rentals in Cudjoe Gardens?
Take your pick of four two-bedroom homes in Cudjoe Gardens. Settle the kids into the second room or maybe fill it with a couple of your nearest and dearest friends. There's ample space for whoever's fortunate enough to be coming along for the ride.
Are there holiday rentals with WiFi in Cudjoe Gardens?
Whether you'd like to keep up with the latest headlines, check emails or update your social media, there are four holiday homes with WiFi in Cudjoe Gardens. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.
How can I find holiday rentals with air conditioning in Cudjoe Gardens?
Pick your travel dates and then use the filter tool to locate holiday rentals with air conditioning in Cudjoe Gardens on Vrbo. With 11 air-conditioned properties to choose from here, you can enjoy a comfy and cool stay.
How old do you have to be to rent a holiday rental in Cudjoe Gardens?
The minimum required age is typically 16, 18 or 21. It can differ from one property to another on Vrbo, so look at the rules of your chosen Cudjoe Gardens holiday rental before booking your trip.
How long can I rent a holiday rental in Cudjoe Gardens for?
How long you can book a holiday rental in Cudjoe Gardens is down to the property. Just enter your chosen travel dates to view a list of options offering extended stays. With a range of amenities like air conditioning and full kitchens, as well as some offering weekly or monthly discounted prices, you're sure to find a terrific place to call your home away from home in Cudjoe Gardens.