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Vacation Rentals in Cudjoe Key, Florida

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about Cudjoe Key

Cudjoe Key, Florida Vacation Rentals and Tourism

What's the big deal about Cudjoe Key, FL Vacation Rentals?

Taking a Florida Keys vacation means facing an overwhelming situation – and that’s true in the best way possible. Snorkeling, scuba diving, boating, tennis, and exploring the other nearby keys could keep you busy for weeks, so be sure to take advantage of Cudjoe Key vacation rentals for as long as your schedule will allow.

Cudjoe Key Florida rentals have a way of making you feel at home even if you’re hardly used to amenities like beach views, hot tubs and horseshoe pits. A kitchen, a grill and a living room all decked out in festive colors will also make it easy to switch gears, so pick the Cudjoe Key FL house rental that looks the most appealing and don’t stop until you’re sipping a drink on your very own patio.

The possibilities are endless here in Florida’s fun southern region, and that applies to Keys accommodations as well. Vacation rentals in Cudjoe Key meet a variety of needs and definitely have the potential to surprise thanks to their abundance of comforts, so don’t let the chance to enjoy a fully-realized Florida vacation pass you by.

Cudjoe Key Vacation Rental Deals

A great reason to stay at Cudjoe Key is that you can save money by staying in a low-cost Cudjoe Key vacation rental. Cheap Cudjoe Key vacation rentals are available for any size group or budget, so don't hesitate inviting the friends and family. Choose from a wide variety of spacious and money-saving Cudjoe Key beach rentals and luxurious yet affordable villas. And after you explore the whole coast, you'll definitely want a nice place to sleep, so why don't you make it a cheap but nice place to sleep and go with a Cudjoe Key discounted vacation rental?

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Check out more areas which feature homes, villas, cabins, cottages, or condos.

Cudjoe Key things to do

 

Stand Up Paddleboard Key West

My husband, mom, and I went on a SUP morning tour with tour guide Kristin. We own paddle boards and are avid SUP-ers, but have never gone on a guided tour...read more

 

Skydive Key West

my husband and i did this after a particularly rough six months.. and boy did that restore some self esteem & confidence! :P i am afraid of heights, and i...read more

 

Boondocks Grille & Draft House

On a recent drive down to Key West my wife and I spied the sign for Boondocks and decided to give them a shot. As others have said this place is basically...read more

 

Florida Keys Kayak Tours and Rentals

Captain Markus is awesome! He went out if his way to make our trip perfect and the price was competitive. Dropped us off to avoid the windy day. Will...read more

 

Cowboy Cowgirl Yacht Charters

Fishing on the Cowgirl" 5 of 5 stars Reviewed July 23, 2014 NEW We were in Key West Florida over the week of July 4th and went on two fishing trips...read more

 

Strike Zone Charters Inc

During our week in the keys, we went on two snorkeling trips: One with the outfit at the Bahia Honda State Park, and one at Strike Zone Charters. Our...read more

 

Dinghy Docks LLC

This review refers to the grocery portion of the store, as I have no boat and no need for boating equipment. Being vegetarian/vegan on the island is...read more

 

Bat Tower

Supposedly it's a historical landmark... really? Supposedly it was supposed to solve our mosquito problem... seriously? Supposedly it's a must see icon...read more

 

Innerspace Dive Center

An HONEST and nice guy , good prices for the area and type of store. Stopped by there a few days ago and bought fins and a diver down flag . the owner...read more

 

Looe Key Reef Resort & Dive Center

Came to the keys with 8 young adults just graduating high school. We all went snorkeling, but there were divers on the boat as well. The experience with the...read more

 

Big Pine Key Boat Rentals

Best. We used two different boat rentals while in big pine area and this was the best. Awesome friendly down to earth people.read more

 

Living The Dream Watersports

I was in the keys all last week and rented a boat from this company. I immediately noticed how awesome and friendly the staff was. The boat ran great and...read more

 

Pirate Wellness Center Llc

It's no East Bank Club, Equinox or David Barton Gym, but it's no Bally's or Cardinal Fitness either. Pirate Wellness Center in Cudjoe Key is a small, but...read more

 

Out of the Blue Gallery & Gifts

Best gift shop in the Florida Keys! Gorgeous jewelry by local artisans, wonderful books, and of course, good company. My favorite birthday gift offered by...read more

 

Bay Point Park Playground

It's a park; not an overly impressive park, but a park nonetheless At first glance all is okay here with amenities like: Tennis courts, bocce ball courts,...read more

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DEAL!! Bo's Tropical Get-A-Way in the Florida Keys
Cudjoe Key House Rental Picture
  • House Rental Deals and Discounts 15% off = $191 per night
  • House Rental Deals and Specials 3 kayaks, 1 paddle oar ($100)
  • bedrooms 2
  • community Venture Out Resort
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $225 /nt
    $1,500 /wk
 
 
 
 
 

5 reviews write a review

DEAL!! Tropical Blue Adventure Waterfront at Venture Out
Cudjoe Key House Rental Picture
  • House Rental Deals and Specials Free internet ($50)
  • bedrooms 2
  • community Venture Out Resort
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $157 - $172 /nt
    $1,100 - $1,200 /wk
    $3,960 - $4,320 /mth
 
 
 
 
 

16 reviews write a review

DEAL!! VO# 586 2/2 OCEAN Front Venture Out with 68' Dock
Cudjoe Key House Rental Picture
  • House Rental Deals and Discounts 25% off = $200 per night
  • House Rental Deals and Specials FREE USE OF 2 BIKES ($115)
  • bedrooms 2
  • community Venture Out Resort
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $200 - $267 /nt
    $1,400 - $1,800 /wk
    $5,600 - $7,200 /mth
 
 
 
 
 

8 reviews write a review

DEAL!! Canal Front, Spa/Pool, Kayak, 3 Bed, 2 Bath, Oceanside
Cudjoe Key House Rental Picture
  • House Rental Deals and Specials Kayak/2Bikes ($250)
  • bedrooms 3
  • community
  • rental type House
  • owner badgeowner badge
  • sleeps 5
  • baths 2
  • rates (USD) $165 - $200 /nt
    $3,450 - $3,950 /mth
 
 
 
 
 

18 reviews write a review

DEAL!! 2/2 with Ocean View, Venture out #135
Cudjoe Key House Rental Picture
  • House Rental Deals and Discounts 25% off = $200 per night
  • House Rental Deals and Specials Free use of 2 bikes ($115)
  • bedrooms 2
  • community Venture Out Resort
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $200 - $267 /nt
    $1,400 - $1,600 /wk
    $5,600 - $6,400 /mth
 
 
 
 
 

3 reviews write a review

DEAL!! 2/2 IN A 5 STAR Resort w/ deep Water Canal front lot 461
Cudjoe Key House Rental Picture
  • House Rental Deals and Discounts 20% off = $152 per night
  • House Rental Deals and Specials FREE USE OF 2 BIKES AND USE OF A 2... ($115)
  • bedrooms 2
  • community Venture Out Resort
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $150 - $190 /nt
    $1,050 - $1,350 /wk
    $3,750 - $4,200 /mth
 
 
 
 
 

6 reviews write a review

DEAL!! Paradise Palms
Cudjoe Key House Rental Picture
  • House Rental Deals and Discounts $1,100 off = $2,850 per month
  • bedrooms 3
  • community
  • rental type House
  • sleeps 6
  • baths 2
  • rates (USD) $3,950 - $4,950 /mth
 
 
 
 
 

1 reviews write a review

Oceanview Acreage - White Ibis Inn
Cudjoe Key House Rental Picture
  • bedrooms 6
  • community
  • rental type House
  • sleeps 14
  • baths 3
  • rates (USD) $450 - $570 /nt
    $3,200 - $3,900 /wk
 
 
 
 
 

33 reviews write a review

Steve & Sylvie's Florida Keys Home
Cudjoe Key Condo Rental Picture
  • bedrooms 1
  • community Venture Out Resort
  • rental type Condo
  • owner badgeowner badge
  • sleeps 6
  • baths 1
  • rates (USD) $65 - $92 /nt
    $450 - $750 /wk
    $1,500 - $1,950 /mth
 
 
 
 
 

4 reviews write a review

Keys Vacation Getaway
Cudjoe Key House Rental Picture
  • bedrooms 2
  • community Venture Out Resort
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths
  • rates (USD) $117 - $125 /nt
    $825 - $875 /wk
 
 
 
 
 

2 reviews write a review

Night Jasmine Oceanfront Vacation House
Cudjoe Key House Rental Picture
  • bedrooms 2
  • community gated private home
  • rental type House
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $3,000 - $3,500 /mth
 
 
 
 
 

14 reviews write a review

Charming Artist Home
Cudjoe Key House Rental Picture
  • bedrooms 2
  • community Cutthroat Estates
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $3,000 /mth
 
 
 
 
 

6 reviews write a review

Venture Out #382 Open Water with Dawn/Sunrise
Cudjoe Key House Rental Picture
  • bedrooms 2
  • community Venture Out Resort
  • rental type House
  • owner badgeowner badge
  • sleeps 4
  • baths 2
  • rates (USD) $250 - $300 /nt
    $1,400 - $1,600 /wk
    $5,040 - $7,000 /mth
 
 
 
 
 

2 reviews write a review

Beautiful Home In the Sunny Florida Keys
Cudjoe Key House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • sleeps 6
  • baths 2
  • rates (USD) $1,750 - $2,625 /wk
    $3,000 - $3,500 /mth
 
 
 
 
 

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Tropical Paradise
Cudjoe Key House Rental Picture
  • bedrooms 2
  • community Venture Out Resort
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $110 - $140 /nt
    $770 - $1,000 /wk
    $2,000 - $3,000 /mth
 
 
 
 
 

19 reviews write a review

Cudjoe on the water
Cudjoe Key House Rental Picture
  • bedrooms 3
  • community Cudjoe Key
  • rental type House
  • sleeps 6
  • baths 2
  • rates (USD) $3,500 - $4,400 /mth
 
 
 
 
 

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Canal front
Cudjoe Key House Rental Picture
  • bedrooms 1
  • community
  • rental type House
  • sleeps 4
  • baths 1
  • rates (USD) $1,900 /mth
 
 
 
 
 

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Cudjoe Escape
Cudjoe Key House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • sleeps 8
  • baths
  • rates (USD) $3,000 - $3,500 /mth
 
 
 
 
 

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Bittner's Landing Waterfront Paradise
Cudjoe Key House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • sleeps 6
  • baths 2
  • rates (USD) $3,500 - $4,500 /mth
 
 
 
 
 

4 reviews write a review

Venture Out Resort #469, a Waterfront Paradise!
Cudjoe Key House Rental Picture
  • bedrooms 2
  • community Venture Out Resort
  • rental type House
  • sleeps 6
  • baths 2
  • rates (USD) $100 - $250 /nt
    $1,000 - $1,600 /wk
    $2,800 - $4,000 /mth
 
 
 
 
 

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Atlantic Beachfront Home 19mile from Key West with 22' boat
Cudjoe Key House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $12,000 - $14,500 /mth
 
 
 
 
 

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Egret's Landing
Cudjoe Key House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • sleeps 6
  • baths 2
  • rates (USD) $2,950 - $3,500 /mth
 
 
 
 
 

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Dolphin House
Cudjoe Key House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $4,000 - $4,800 /mth
 
 
 
 
 

1 reviews write a review

Tropical Breeze Conch Cottage on Ocean Front Property
Cudjoe Key Cottage Rental Picture
  • bedrooms 2
  • community
  • rental type Cottage
  • owner badgeowner badge
  • sleeps 6
  • baths 1
  • rates (USD) $1,100 - $1,800 /wk
 
 
 
 
 

9 reviews write a review

Beachfront Home, Key's only real Beach home,private/gated.
Cudjoe Key House Rental Picture
  • bedrooms 2
  • community
  • rental type House
  • sleeps 4
  • baths 2
  • rates (USD) $2,400 - $3,750 /wk
 
 
 
 
 

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New Home in Gated Community with Oceanview, Pool & Dock! MM21!
Cudjoe Key House Rental Picture
  • bedrooms 2
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 3
  • rates (USD) $250 - $300 /nt
    $1,400 - $1,950 /wk
    $4,000 - $7,500 /mth
 
 
 
 
 

23 reviews write a review

White Ibis Inn - 1.6 Acre Oceanview Estate
Cudjoe Key House Rental Picture
  • bedrooms 5
  • rental type House
  • sleeps 14
  • baths 3
  • rates (USD) $450 - $560 /nt
    $3,200 - $3,700 /wk
    $11,100 /mth
 
 
 
 
 

33 reviews write a review

Bo's Tropical Get-a-Way in the Florida Keys
Cudjoe Key House Rental Picture
  • bedrooms 2
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $225 - $257 /nt
    $1,800 /wk
 
 
 
 
 

8 reviews write a review

Villa de Mer Ocean Front Home With Pool, Hot Tub And Beach
Cudjoe Key House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 16
  • baths 3
  • rates (USD) $3,600 /wk
 
 
 
 
 

1 reviews write a review

Family Retreat Oceanfront Home with Pool
Cudjoe Key House Rental Picture
  • bedrooms 6
  • rental type House
  • owner badgeowner badge
  • sleeps 16
  • baths 4
  • rates (USD) $3,600 /wk
 
 
 
 
 

5 reviews write a review

Fandango, Designed as the Ultimate Vacation Rental
Cudjoe Key House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 3
  • rates (USD) $3,000 /wk
 
 
 
 
 

5 reviews write a review

Tropical Paradise Oceanfront Home with Pool, Beach, Hot Tub.
Cudjoe Key House Rental Picture
  • bedrooms 2
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $2,400 /wk
 
 
 
 
 

16 reviews write a review

Water Front, Private Boat Dockage, Heated Private Pool, Minutes From Key West.
Cudjoe Key House Rental Picture
  • bedrooms 4
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 3
  • rates (USD) $1,900 - $3,100 /wk
 
 
 
 
 

5 reviews write a review

Luxury New Home with Pool/Dock on the Atlantic Near Key West
Cudjoe Key House Rental Picture
  • bedrooms 2
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 3
  • rates (USD) $300 - $390 /nt
    $1,920 - $2,575 /wk
    $6,353 - $7,560 /mth
 
 
 
 
 

28 reviews write a review

Casa Aqua - 16 Acre Spanish Style Open Water Casual Elegance
Cudjoe Key Estate Rental Picture
  • bedrooms 5
  • rental type Estate
  • owner badgeowner badge
  • sleeps 12
  • baths
  • rates (USD) $1,200 /nt
    $8,400 /wk
    $30,000 /mth
 
 
 
 
 

7 reviews write a review

Waterfront - Tropical Gardens - Privacy - 3 Bedroom Home - Exquisite Decor
Cudjoe Key House Rental Picture
  • bedrooms 3
  • rental type House
  • sleeps 6
  • baths 1
  • rates (USD) $117 - $150 /nt
    $3,267 - $4,200 /mth
 
 
 
 
 

2 reviews write a review

Come..Celebrate the Sunsets on Cutthroat Bay
Cudjoe Key House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths 2
  • rates (USD) $4,500 /mth
 
 
 
 
 

3 reviews write a review

5 bedroom Cudjoe Gardens includes private suite ........Wifi
Cudjoe Key House Rental Picture
  • bedrooms 5
  • rental type House
  • owner badgeowner badge
  • sleeps 10
  • baths 3
  • rates (USD) $4,667 /mth
 
 
 
 
 

3 reviews write a review