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Cudjoe Key Vacation Rentals

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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.

Best Vacation Home Deals in Cudjoe Key

Save up to 53%

Aug 24 - Aug 31

-16%

~~$205~~

$171 per night

House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in Cudjoe Key with Overnight Parking

4.9

Outstanding (249 ratings)

Cudjoe Key, Monroe County, Florida, United States

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Oct 2 - Oct 9

-53%

~~$340~~

$161 per night

Cottage ∙ 4 guests ∙ 2 bedrooms

Comfortable Cottage in Cudjoe Key with Yard, Grill & Pool

4.6

Excellent (121 ratings)

Cudjoe Key, Monroe County, Florida, United States

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Jun 8 - Jun 15

-35%

~~$201~~

$131 per night

Mobile home ∙ 6 guests ∙ 1 bedroom

Mobile Home in Cudjoe Key with Pool + Ocean Views

5.0

Outstanding (4 ratings)

Cudjoe Key, Monroe County, Florida, United States

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Find a vacation home that fits your needs among the 414 beautiful options from more than 7 providers in Cudjoe Key. Using HomeToGo you can instantly compare the prices of each listed property to find the best deal and save up to 42%.

Top-Rated Rentals and Accommodations in Cudjoe Key

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Nov 11 - Nov 18

$300 per night

House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in Cudjoe Key with Grill & Pool + Beautiful Views

4.6

Excellent (200 ratings)

Cudjoe Key, Monroe County, Florida, United States

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Dec 2 - Dec 9

$375 per night

House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Cudjoe Key with Pool & Grill + Sunrise View

4.5

Excellent (86 ratings)

Cudjoe Key, Monroe County, Florida, United States

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Oct 14 - Oct 21

$505 per night

House ∙ 10 guests ∙ 3 bedrooms

Vacation Home in Sugarloaf Shores with Grill & Pool + Water Views

4.9

Outstanding (62 ratings)

Cudjoe Key, Monroe County, Florida, United States

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Recommended Vacation Rentals in Cudjoe Key

Find your perfect vacation rental in Cudjoe Key: from $115 per night

Nov 11 - Nov 18

$200 per night

Cottage ∙ 6 guests ∙ 3 bedrooms

Nice Cottage in Cudjoe Key with Grill & Pool + Ocean Views

4.4

Very good (113 ratings)

Cudjoe Key, Monroe County, Florida, United States

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Jun 1 - Jun 8

$275 per night

House ∙ 6 guests ∙ 2 bedrooms

House in Cudjoe Key with Large Pool

4.9

Outstanding (242 ratings)

Cudjoe Key, Monroe County, Florida, United States

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Oct 1 - Oct 8

$211 per night

Cottage ∙ 6 guests ∙ 2 bedrooms

Cottage in Cudjoe Key with Pool & Grill + Ocean Views

4.7

Excellent (111 ratings)

Cudjoe Key, Monroe County, Florida, United States

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Oct 2 - Oct 9

-42%

~~$173~~

$100 per night

House ∙ 4 guests ∙ 1 bedroom

House in Cudjoe Key with Pool & Grill

4.6

Excellent (37 ratings)

Cudjoe Key, Monroe County, Florida, United States

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Nov 4 - Nov 11

-33%

~~$226~~

$151 per night

Cottage ∙ 2 guests ∙ 1 bedroom

Comfortable Cottage in Cudjoe Key with Botanical Garden

4.3

Very good (150 ratings)

Cudjoe Key, Monroe County, Florida, United States

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May 18 - May 25

-50%

~~$360~~

$181 per night

Cottage ∙ 6 guests ∙ 2 bedrooms

Cottage in Cudjoe Key with Grill & Pool

Cudjoe Key, Monroe County, Florida, United States

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Oct 2 - Oct 9

-40%

~~$290~~

$175 per night

Cottage ∙ 4 guests ∙ 2 bedrooms

Spacious Cottage in Cudjoe Key with Grill & Pool

4.6

Excellent (78 ratings)

Cudjoe Key, Monroe County, Florida, United States

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Nov 28 - Dec 5

$150 per night

Cottage ∙ 4 guests ∙ 1 bedroom

Cottage in Summerland Key with Outdoor Pool

4.9

Outstanding (46 ratings)

Cudjoe Key, Monroe County, Florida, United States

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May 18 - May 25

-22%

~~$642~~

$500 per night

House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Cudjoe Key with Botanical Garden + Ocean View

4.2

Very good (114 ratings)

Cudjoe Key, Monroe County, Florida, United States

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Budget-friendly Vacation Rentals in Cudjoe Key

Find Fantastic yet Inexpensive Offers

Nov 11 - Nov 18

-21%

~~$507~~

$400 per night

House ∙ 9 guests ∙ 3 bedrooms

House in Cudjoe Key with Private Pool + Amazing Views

4.9

Outstanding (159 ratings)

Cudjoe Key, Monroe County, Florida, United States

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Oct 6 - Oct 13

-32%

~~$444~~

$300 per night

House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in Cudjoe Key with Grill, Yard & Pool

4.9

Outstanding (238 ratings)

Cudjoe Key, Monroe County, Florida, United States

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Oct 24 - Oct 31

-25%

~~$313~~

$234 per night

Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage in Cudjoe Key with Pool & Grill + Water Views

4.6

Excellent (85 ratings)

Cudjoe Key, Monroe County, Florida, United States

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Vacation rentals with Wi-Fi

Stay connected while traveling and book a Cudjoe Key accommodation with high-speed internet.

Nov 2 - Nov 9

-20%

~~$375~~

$300 per night

House ∙ 6 guests ∙ 3 bedrooms

House in Cudjoe Key with Pool, Yard & Grill + Sunrise View

4.5

Excellent (168 ratings)

Cudjoe Key, Monroe County, Florida, United States

Internet

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May 3 - May 10

-19%

~~$232~~

$187 per night

House ∙ 6 guests ∙ 2 bedrooms

Charming House in Cudjoe Key with Grill & Pool

4.6

Excellent (84 ratings)

Cudjoe Key, Monroe County, Florida, United States

Internet

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Oct 2 - Oct 9

-42%

~~$379~~

$220 per night

House ∙ 5 guests ∙ 2 bedrooms

Vacation Home in Cudjoe Key with Pool & Grill

4.9

Outstanding (206 ratings)

Cudjoe Key, Monroe County, Florida, United States

Internet

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Apartments With Balconies or Patios

Looking for a home with a balcony? Check out these vacation homes in Cudjoe Key with their own private patios and balconies.

Oct 6 - Oct 13

-25%

~~$400~~

$300 per night

House ∙ 4 guests ∙ 2 bedrooms

Vacation Home in Cudjoe Key with Pool & Grill + Ocean Views

5.0

Outstanding (3 ratings)

Cudjoe Key, Monroe County, Florida, United States

Balcony/Patio

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Oct 6 - Oct 13

-42%

~~$304~~

$176 per night

Cottage ∙ 4 guests ∙ 2 bedrooms

Spacious Cottage in Cudjoe Key with Botanical Garden

4.3

Very good (73 ratings)

Cudjoe Key, Monroe County, Florida, United States

Balcony/Patio

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Nov 3 - Nov 10

-22%

~~$643~~

$501 per night

House ∙ 12 guests ∙ 5 bedrooms

Vacation Home in Cudjoe Key with Private Pool + Spectacular Views

4.9

Outstanding (86 ratings)

Cudjoe Key, Monroe County, Florida, United States

Balcony/Patio

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Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Cudjoe Key rental with full kitchen.

Oct 20 - Oct 27

-38%

~~$451~~

$278 per night

House ∙ 6 guests ∙ 2 bedrooms

Vacation Home in Cudjoe Key with Pool & Grill

5.0

Outstanding (2 ratings)

Cudjoe Key, Monroe County, Florida, United States

Kitchen

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Oct 6 - Oct 13

-26%

~~$196~~

$146 per night

House ∙ 4 guests ∙ 1 bedroom

Nice Vacation Home in Cudjoe Key with Pool

3.2

(14 ratings)

Cudjoe Key, Monroe County, Florida, United States

Kitchen

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Oct 6 - Oct 13

-25%

~~$326~~

$246 per night

House ∙ 6 guests ∙ 2 bedrooms

House in Cudjoe Key with Grill & Pool

4.8

Outstanding (42 ratings)

Cudjoe Key, Monroe County, Florida, United States

Kitchen

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Popular Rental Amenities in Cudjoe Key

Pet-friendly (133)
Pool (314)
Fishing (221)
Air conditioning (390)
WiFi (398)
Kitchen (402)
Grill (330)
Balcony/patio (41)
Parking (19)
TV (385)
Washing machine (337)
Dishwasher (335)

Accommodations can be selected based on your personal preferences. Above, you can see the number of properties that offer a specific amenity in Cudjoe Key. In Cudjoe Key, 136 rentals provide "Pets allowed". So, if you bring your pet everywhere, select the Pets allowed filter to compare these properties. It is also possible to search for a vacation rental in Cudjoe Key if you want a rental providing a crib as 3 of the rentals there include "Crib."

Price and Availability Index in Cudjoe Key

Click on any bar to see price and availability information

Vacation Rental Price Information in Cudjoe Key

We rendered price information data on the above graph to give you more insights on prices in Cudjoe Key. The most expensive week of the next 12 months is in February (2/17 - 2/24), where prices hit an average of $595 a night. Prices decrease in a week of November (11/4 - 11/11), where average prices are $361.

Rental availability information in Cudjoe Key

Check out the graph above to find out how many accommodations are available in Cudjoe Key(in %). So far, the week with the least available rentals in Cudjoe Key is in February (2/10 - 2/17). It is easier to find a rental in a week of June (6/1 - 6/8), as only 24% of the accommodations are booked.

The Weather in Cudjoe Key

max. Min. 77° 66° 9 days 9	max. Min. 77° 68° 6 days 6	max. Min. 79° 70° 6 days 6	max. Min. 82° 73° 6 days 6	max. Min. 86° 77° 8 days 8	max. Min. 88° 79° 13 days 13	max. Min. 90° 81° 14 days 14	max. Min. 91° 75° 14 days 14	max. Min. 90° 79° 14 days 14	max. Min. 86° 77° 12 days 12	max. Min. 79° 72° 7 days 7	max. Min. 79° 72° 7 days 7
Jan.	Feb.	Mar.	Apr.	May	June	July	Aug.	Sep.	Oct.	Nov.	Dec.

- Rainy days

You can see our climate diagram above. The highest average temperatures are in the month of August. Conversely, January is the coolest month in Cudjoe Key, with temperatures going under 66° The rainiest month is July while the driest month is February.

7-Day Weather Forecast in Cudjoe Key

Thu, 28 Sep

84°

82°

Fri, 29 Sep

84°

Sat, 30 Sep

86°

84°

Sun, 1 Oct

86°

82°

Mon, 2 Oct

86°

80°

Tue, 3 Oct

82°

80°

Wed, 4 Oct

82°

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Accommodations for your vacation in Cudjoe Key

In Cudjoe Key, most of the 414 vacation accommodations are house rental, which represent 80% of its available accommodations. Additionally, these accommodations have a median size of 145 m² and an average price of $510 a night. Moreover, these accommodations are ideal for large groups, as most can welcome 7 vacationers. You can also search and compare other accommodation types in Cudjoe Key. Cabin are, for example, another popular type of accommodation there with 43 offers to compare. The average size of cabin in Cudjoe Key is 70 m², and the average price is $404 per night.

Where to find the best food in Cudjoe Key?

Cudjoe Key cuisine confers a cornucopia of contentment

Owing to Cudjoe Key’s proximity to the sea, the island has an abundant supply of fish and seafood. Dishes that feature these fresh ingredients are menu mainstays at restaurants in Cudjoe Key. If you love the ocean’s produce, look no further, as the island offers a wide range of delicious fresh seafood. Savor heavenly fish tacos, oysters, crabs, blackened scallops, fried conch, jumbo shrimps, and much more.

Vegans will also find something to suit their taste, from garden salads to cauliflower pasta and artichoke bottoms, and gluten-free meals are available. If you’re longing for good ole American food, grilled burgers and juicy steaks are served, in addition to classic dishes such as ribs and conch chowder. For sweet cravings, chocolate fondue, bread pudding, key lime pie, and cream puffs are sure to please.

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.

What are the best nightlife spots in Cudjoe Key?

Nightlife in the Florida Keys: Balmy nights and all that jazz

The island is small and its nightlife is laidback, with its restaurants and bars offering live music. Enjoy aperitifs at a restaurant bar, go for a meal, and listen to some live jazz while dining. Watch for Happy Hour specials and live acts.

After dinner, head to other bars in the vicinity or to a neighboring town for a different night scene. Clubs and lounges in the Florida Keys are the perfect places to mingle with the locals and hang out with your buddies as you sip drinks and dance the night away. If you need to recharge after all that dancing, several pubs also offer good grub to keep you going until the next day, such as prime rib, peppered bacon, and cheese-stuffed meatballs.

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	414 homes
💳 Possible discounts	up to 42%
🌙 Nightly prices starting at	$115
⭐ Popular amenities	Pets allowed, Pool and Fishing
🐾 Pet friendly homes	134 homes
🏊 Vacation rentals with pools	315 homes

Frequently Asked Questions

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

The nightly price of accommodations in Cudjoe Key starts at $115. If you are looking for a house rental, the nightly price is $510 on average. A cabin Cudjoe Key will cost $404 per night on average.

How many vacation rentals are available to book in Cudjoe Key?

There are 414 vacation rentals from 7 different providers in Cudjoe Key.

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

The most popular amenities for home rentals in Cudjoe Key include accommodations that have: Pets allowed, Pool, and Fishing.

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

There are 315 rentals from 7 providers in Cudjoe Key.

Are dogs allowed in vacation rentals in Cudjoe Key?

Finding a rental in Cudjoe Key that allows dogs is possible, with 134 pet-friendly available.

When is it better to travel to Cudjoe Key?

The warmest months in Cudjoe Key are August and July, with temperatures around 91 °F. The coldest months in Cudjoe Key are January and February, with 66 °F on average.

We list offers from thousands of providers, including

Cudjoe Key Vacation Rentals

Choose the perfect vacation rental

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

Best Vacation Home Deals in Cudjoe Key

Top-Rated Rentals and Accommodations in Cudjoe Key

Recommended Vacation Rentals in Cudjoe Key

Budget-friendly Vacation Rentals in Cudjoe Key

Vacation rentals with Wi-Fi

Apartments With Balconies or Patios

Apartments and vacation rentals with a kitchen

Popular Rental Amenities in Cudjoe Key

Price and Availability Index in Cudjoe Key

Vacation Rental Price Information in Cudjoe Key

Rental availability information in Cudjoe Key

The Weather in Cudjoe Key

7-Day Weather Forecast in Cudjoe Key

Accommodations for your vacation in Cudjoe Key

Cudjoe Key cuisine confers a cornucopia of contentment

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

Nightlife in the Florida Keys: Balmy nights and all that jazz

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

Information about vacation rentals in Cudjoe Key

Frequently Asked Questions

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

How many vacation rentals are available to book in Cudjoe Key?

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

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

Are dogs allowed in vacation rentals in Cudjoe Key?

When is it better to travel to Cudjoe Key?

Vacation Destinations Near Cudjoe Key

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