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Cudjoe Key Vacation Rentals

Find 709 available offers from 11 partners
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Recommended vacation rentals in Cudjoe Key

Find your perfect vacation rental in Cudjoe Key from just $136 per night!

Cottage Cudjoe Key
Mar 15 - Mar 22
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage with Pool | Dogs Allowed

Cudjoe Key, Monroe County, Florida, United States
$200
per night
Excellent(22 ratings)
$200
per night
View deal
Cottage Cudjoe Key
Mar 29 - Apr 5
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage with Patio, Pool & Grill

Cudjoe Key, Monroe County, Florida, United States
$150
per night
Excellent(164 ratings)
$150
per night
View deal
House Cudjoe Key
Apr 26 - May 3
House ∙ 6 guests ∙ 2 bedrooms

Fully Equipped Pleasant Vacation Home with Terrace, Barbecue & Pool

Cudjoe Key, Monroe County, Florida, United States
$204
per night
Excellent(98 ratings)
$204
per night
View deal
House Cudjoe Key
-18%
Nov 22 - Nov 29
House ∙ 6 guests ∙ 3 bedrooms

Fully Equipped House with Heated Pool & Grill

Cudjoe Key, Monroe County, Florida, United States
$526$398
per night
$526$398
per night
View deal
Cottage Cudjoe Key
Jan 11 - Jan 18
Cottage ∙ 6 guests ∙ 3 bedrooms

Family-Friendly Lovely Cottage with Patio, Heated Pool & BBQ | Nature View

Cudjoe Key, Monroe County, Florida, United States
$260
per night
Excellent(104 ratings)
$260
per night
View deal
House Cudjoe Key
Mar 29 - Apr 5
House ∙ 8 guests ∙ 3 bedrooms

Fully Equipped House with Private Pool, Terrace & Barbeque | Pets Are Welcome

Cudjoe Key, Monroe County, Florida, United States
$640
per night
Outstanding(89 ratings)
$640
per night
View deal
House Cudjoe Key
-21%
Nov 22 - Nov 29
House ∙ 4 guests ∙ 2 bedrooms

Child-Friendly Vacation Home with Pool & Grill

Cudjoe Key, Monroe County, Florida, United States
$1,247$446
per night
Outstanding(145 ratings)
$1,247$446
per night
View deal
House Cudjoe Key
-39%
Oct 25 - Nov 1
House ∙ 12 guests ∙ 4 bedrooms

Child-Friendly Beautiful Vacation Home with Private Pool, BBQ & Yard | Pet-Friendly

Cudjoe Key, Monroe County, Florida, United States
$1,932$1,095
per night
Excellent(66 ratings)
$1,932$1,095
per night
View deal
House Cudjoe Key
Feb 17 - Feb 24
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home with BBQ, Garden & Heated Pool

Cudjoe Key, Monroe County, Florida, United States
$455
per night
Excellent(27 ratings)
$455
per night
View deal
House Cudjoe Key
Jun 21 - Jun 28
House ∙ 12 guests ∙ 5 bedrooms

House with Terrace, Grill & Private Pool

Cudjoe Key, Monroe County, Florida, United States
$844
per night
Outstanding(88 ratings)
$844
per night
View deal
Cottage Cudjoe Key
Mar 15 - Mar 22
Cottage ∙ 4 guests ∙ 2 bedrooms

Family-Oriented Charming Cottage with Pool, Yard & Terrace | Pets Are Welcome

Cudjoe Key, Monroe County, Florida, United States
$252
per night
Outstanding(52 ratings)
$252
per night
View deal
House Cudjoe Key
Nov 22 - Nov 29
House ∙ 4 guests ∙ 2 bedrooms

Vacation Home with Heated Pool, Terrace & Barbeque | Nature View

Cudjoe Key, Monroe County, Florida, United States
$417
per night
Excellent(221 ratings)
$417
per night
View deal
House Cudjoe Key
-21%
Nov 22 - Nov 29
House ∙ 4 guests ∙ 2 bedrooms

Child-Friendly Beautiful House with Heated Pool, Barbecue & Patio | Nature View | Dogs Allowed

Cudjoe Key, Monroe County, Florida, United States
$334$213
per night
Outstanding(4 ratings)
$334$213
per night
View deal
House Cudjoe Key
Oct 25 - Nov 1
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home with Private Pool, BBQ & Patio

Cudjoe Key, Monroe County, Florida, United States
$967
per night
Outstanding(38 ratings)
$967
per night
View deal
Cottage Cudjoe Key
-36%
Apr 8 - Apr 15
Cottage ∙ 4 guests ∙ 2 bedrooms

Fully Equipped Nice Cottage with BBQ, Patio & Heated Pool

Cudjoe Key, Monroe County, Florida, United States
$330$215
per night
Excellent(96 ratings)
$330$215
per night
View deal

Apartments With Balconies or Patios

House  Cudjoe Key
Apr 12 - Apr 19
-18%
$265
$218
per night
House ∙ 6 guests ∙ 2 bedrooms

Children-Friendly Nice House with Terrace, Heated Pool & Barbecue | Water View

Cudjoe Key, Monroe County, Florida, United States
Balcony/Patio
View deal
House  Cudjoe Key
Jan 11 - Jan 18
$658
per night
House ∙ 14 guests ∙ 6 bedrooms

Vacation Home with Private Pool | Sea View

Cudjoe Key, Monroe County, Florida, United States
Balcony/Patio
View deal
Cottage  Cudjoe Key
Jan 11 - Jan 18
$300
per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Children-Friendly Lovely Cottage with Patio, Barbecue & Heated Pool | Pets Allowed

4.3
Very good(184 ratings)
Cudjoe Key, Monroe County, Florida, United States
Balcony/Patio
View deal
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Best vacation rentals with a balcony

House  Cudjoe Key
Nov 22 - Nov 29
-42%
$1,077
$421
per night
House ∙ 6 guests ∙ 2 bedrooms

Fully Equipped Pleasant House with Barbecue & Pool | Perfect for Remote Work

5.0
Outstanding(78 ratings)
Cudjoe Key, Monroe County, Florida, United States
Balcony
View deal
House  Cudjoe Key
Nov 22 - Nov 29
$371
per night
House ∙ 6 guests ∙ 3 bedrooms

House with Patio, Heated Pool & Grill

4.4
Very good(25 ratings)
Cudjoe Key, Monroe County, Florida, United States
Balcony
View deal
House  Cudjoe Key
Apr 8 - Apr 15
$357
per night
House ∙ 6 guests ∙ 3 bedrooms

Family-Friendly Pleasant House with Heated Pool, Grill & Patio

4.9
Outstanding(18 ratings)
Cudjoe Key, Monroe County, Florida, United States
Balcony
View deal
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Best Vacation Home Deals in Cudjoe Key

Save up to 40%

House Cudjoe Key
Jan 7 - Jan 14
-21%
$350
$275
per night
House ∙ 6 guests ∙ 3 bedrooms

Fully Equipped Wonderful House with Pool, Patio & Yard | Nature View | Pets Allowed

4.4
Very good(164 ratings)
Cudjoe Key, Monroe County, Florida, United States
View deal
House Cudjoe Key
May 3 - May 10
-40%
$300
$179
per night
House ∙ 6 guests ∙ 2 bedrooms

Vacation Home with Barbeque, Heated Pool & Patio

4.7
Excellent(99 ratings)
Cudjoe Key, Monroe County, Florida, United States
View deal
Cottage Cudjoe Key
Apr 5 - Apr 12
-36%
$275
$175
per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with Patio, Heated Pool & Grill

4.0
Very good(49 ratings)
Cudjoe Key, Monroe County, Florida, United States
View deal

Compare and find a dreamlike vacation rental from $136 per night by exploring the 709 properties available in Cudjoe Key. Each of the vacation rentals from the different providers are immediately compared on our website , allowing you to save up to 66%.

Budget-friendly Vacation Rentals in Cudjoe Key

Find Fantastic yet Inexpensive Offers

Cottage Cudjoe Key
Nov 22 - Nov 29
$216
per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Wonderful Cottage with Terrace, BBQ & Heated Pool

4.9
Outstanding(34 ratings)
Cudjoe Key, Monroe County, Florida, United States
View deal
House Cudjoe Key
Nov 22 - Nov 29
$222
per night
House ∙ 6 guests ∙ 3 bedrooms

Children-Friendly Charming Vacation Home with Pool, Terrace & Barbeque | Nature View

4.7
Excellent(152 ratings)
Cudjoe Key, Monroe County, Florida, United States
View deal
Cottage Cudjoe Key
Apr 8 - Apr 15
-36%
$329
$215
per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Fully Equipped Cottage with Garden, Terrace & Pool

4.6
Excellent(61 ratings)
Cudjoe Key, Monroe County, Florida, United States
View deal

Top-Rated Rentals and Accommodations in Cudjoe Key

Book Vacation Rental Offers with the Highest User Rating

Cottage Cudjoe Key
Apr 5 - Apr 12
$241
per night
Cottage ∙ 4 guests ∙ 1 bedroom

Cottage with Patio, Pool & Barbecue

4.9
Outstanding(56 ratings)
Cudjoe Key, Monroe County, Florida, United States
View deal
House Cudjoe Key
Jun 21 - Jun 28
$495
per night
House ∙ 6 guests ∙ 3 bedrooms

House with Pool & Barbecue

4.5
Excellent(93 ratings)
Cudjoe Key, Monroe County, Florida, United States
View deal
House Cudjoe Key
Jun 21 - Jun 28
$844
per night
House ∙ 14 guests ∙ 5 bedrooms

House with Garden & Private Pool

4.7
Excellent(92 ratings)
Cudjoe Key, Monroe County, Florida, United States
View deal

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Popular Rental Amenities in Cudjoe Key

  • Pet-friendly (300)
  • Pool (454)
  • Fishing (358)
  • Air conditioning (651)
  • WiFi (650)
  • Kitchen (657)
  • Grill (392)
  • Balcony/patio (283)
  • Parking (18)
  • TV (621)
  • Washing machine (435)
  • Dishwasher (416)

Many travelers spend more time comparing accommodations including pools. Many of the rentals offer access to a pool. Cabin with pools in Cudjoe Key are a excellent choice for groups of 5 and cost, on average, $523 a night. If you would also like to be close to the water, one-third of the properties including a pool are within 2 miles of the waterfront.

Price and Availability Index in Cudjoe Key

Click on any bar to see price and availability information

Vacation Rental Price Information in Cudjoe Key

In the above graph, you will find information on average prices of the vacation homes & apartments in Cudjoe Key. Prices reach their highest point in February, when the average nightly rate for renting a vacation home is $505 (2/15 – 2/22). Vacation rental prices go down to $293 per night in September (9/13 – 9/20).

Rental availability information in Cudjoe Key

Check out the graph above to learn about the percentage rental homes are available in Cudjoe Key throughout the year. The most challenging week to find a rental in the next twelve months is in September (9/13 – 9/20). On the contrary, you will find the highest number of available rentals in a week of April (4/19 – 4/26).

Sun, beaches, fun, and more at vacation rentals in Cudjoe Key

Cudjoe Key, in the lower Florida Keys, is an unincorporated island of Monroe County. Renowned for the attractive vacation home rentals that line its shores, Cudjoe Key is a popular beach holiday destination. Stay at waterfront cottages, apartments, or condos for an unforgettable vacation. Cudjoe Key is the place to go for sunbathing, sunset strolls, water-based activities, and fresh seafood.

What are the best activities for families in Cudjoe Key?

Cudjoe Key promises beach fun, gardens, and an aquarium for the little ones

No child can resist Cudjoe Key's shoreline, which offers plenty of opportunities to swim, build sandcastles, or just frolic in the water. For something special, charter a boat to introduce your children to inshore saltwater fishing. If you can manage to get them away from the sea, there are also several kid-friendly attractions elsewhere on the island. Bring them to Nancy Forrester’s Secret Garden to be greeted by chatty macaws and parrots. Nancy, an environmental artist, gives lectures on these intelligent birds.

At the Florida Keys Aquarium in Marathon, guests can snorkel in the tropical lagoon. Interactive animal encounters, such as touching shallow-water marine species, are also possible. On land, the National Key Deer Refuge on Big Pine Key offers more wildlife. Take photos of these adorable creatures or simply watch them move about. Children will also love the Key West Butterfly & Nature Conservatory's impressive collection. Let your kids stroll in this tropical paradise filled with colorful winged creatures, cascading waterfalls, and flowers.

Where are the unique attractions in Cudjoe Key?

Stretches of sand and nature parks are Cudjoe Key's main attractions

In Cudjoe Key, famous for its quiet beaches and water-based activities, visitors usually hang out at the seaside, swim, kayak, or paddleboard. There are also plenty of places to explore around the Florida Keys, such as Bahia Honda State Park in Big Pine Key, Looe Key, and Bahia Honda Key. The park boasts natural stretches of sand, considered among the best in the Keys. Walk along the old Bahia Honda Rail Bridge and take in the spectacular views of the surrounding islands. On the southern tip of Key West lies Fort Zachary Taylor Historic State Park. It has beautiful beaches, watersport equipment rentals, nature trails, and a pre-civil war fortress.

You'll also want to visit Key Largo's John Pennekamp Coral Reef State Park, the first underwater park in the United States. Follow the Mangrove Trail and spot the species of submerged trees before stopping at the visitor’s center to learn what the park is all about. For a close-up encounter, join a glass-bottomed boat tour to see amazing coral, hordes of colorful fish, and sea turtles. You can also join diving expeditions and view the Christ of the Abyss, an 8.5-foot bronze statue of Jesus similar to that found off the coast of Genoa, Italy.

Information about vacation rentals in Cudjoe Key

🏡 Vacation rentals available 709 rentals
💳 Possible discounts up to 66%
🌙 Nightly prices starting at $136
⭐ Popular amenities Pets allowed, Pool and Fishing
🐾 Pet friendly homes 304 homes
🏊 Vacation rentals with pools 459 homes
11,443 reviews
Cudjoe Key vacation rentals have an average rating of 4.7/5 on 11,443 reviews left by travelers.

Frequently Asked Questions

What is the price per night for a vacation home in Cudjoe Key?

The average accommodation in Cudjoe Key is priced at $136 per night. Nightly prices for house rentals are $499 on average. Cottages in Cudjoe Key cost on average $394 per night.

How many vacation homes are available for booking in Cudjoe Key?

Currently there are 709 vacation rentals available for booking for your upcoming vacation.

What are the most popular amenities for vacation homes in Cudjoe Key?

Travelers search for Pets allowed, Pool, and Fishing when booking a vacation rental in Cudjoe Key.

How many vacation rentals with a pool are in Cudjoe Key?

There are 459 rentals across 11 providers in Cudjoe Key.

Are dogs allowed in vacation homes in Cudjoe Key?

Absolutely, currently there are 304 rentals in Cudjoe Key that allow pets and the average cost is $425 per night.

What's the best time to travel to Cudjoe Key?

If looking for a vacation home in Cudjoe Key, consider that rainy season is typically in July or August, with February often being the driest.

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