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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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* Nightly rates and average rates per bedroom are based on actual rates in this area. Learn More .

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
 
 
 
 
 

2 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!! 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!! 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!! Night Jasmine Oceanfront Vacation House
Cudjoe Key House Rental Picture
  • House Rental Deals and Discounts $500 off = $3,000 per month
  • House Rental Deals and Specials Free use of 4 kayaks , 5 bikes, welcome... ($600)
  • bedrooms 2
  • community gated private home
  • rental type House
  • owner badgeowner badge
  • sleeps 4
  • baths 1
  • rates (USD) $3,000 - $3,500 /mth
 
 
 
 
 

12 reviews write a review

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
 
 
 
 
 

17 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

Tropical Blue Adventure Waterfront at Venture Out
Cudjoe Key House Rental Picture
  • 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

Bo's Tropical Get-A-Way in the Florida Keys
Cudjoe Key House Rental Picture
  • bedrooms 2
  • community Venture Out Resort
  • rental type House
  • owner badgeowner badge
  • sleeps 6
  • baths 2
  • rates (USD) $225 /nt
    $1,500 /wk
 
 
 
 
 

4 reviews write a review

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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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) $115 - $120 /nt
    $800 /wk
 
 
 
 
 

2 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

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

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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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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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

Cozy & affordable vacation home
Cudjoe Key House Rental Picture
  • bedrooms 1
  • community Venture Out Resort
  • rental type House
  • sleeps 6
  • baths 1
  • rates (USD) $90 - $120 /nt
    $600 - $850 /wk
    $1,800 - $2,600 /mth
 
 
 
 
 

6 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) $1,700 - $2,625 /wk
    $3,000 - $3,500 /mth
 
 
 
 
 

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Paradise Palms
Cudjoe Key House Rental Picture
  • bedrooms 3
  • community
  • rental type House
  • sleeps 6
  • baths 2
  • rates (USD) $3,950 - $4,950 /mth
 
 
 
 
 

1 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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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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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

Water Front, Private Boat Dockage, Heated Private Pool, Minutes From Key West.
Cudjoe Key House Rental Picture
  • bedrooms 4
  • rental type House
  • sleeps 8
  • baths 2
  • rates (USD) $2,400 - $3,100 /wk
 
 
 
 
 

4 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) $4,200 /mth
 
 
 
 
 

2 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) $260 - $322 /nt
    $1,560 - $1,935 /wk
    $6,017 - $7,464 /mth
 
 
 
 
 

25 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
 
 
 
 
 

4 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

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

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
 
 
 
 
 

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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) $4,200 /mth
 
 
 
 
 

3 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) $107 - $125 /nt
    $2,987 - $3,267 /mth
 
 
 
 
 

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