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Cudjoe Key Vacation Rentals & House Rentals - 27 Rentals Available

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1 / 24

Cudjoe Key Home
3 BR / 3 BA / Sleeps 8 3 8 7 night min stayHome / 3 Bedrooms / Sleeps 8
3 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
3 Bedrooms, 3 Bathrooms, Sleeps 8 L'Anquesa - The Angel's Key Luxury Amenities Include: Total renovation completed January 2014 2 master bedrooms suites with king beds, ensuite baths, flatscreen TVs an...

from

$533

/ night

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Atlantic Ocean View White Ibis Inn
1 / 17

Cudjoe Key Home
6 BR / 3 BA / Sleeps 14 6 14 Min stay variesHome / 6 Bedrooms / Sleeps 14
6 bedrooms 3 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
This 2 acre gated property is great for large groups wanting space and privacy. Private and peaceful Oceanview Estate - Away From All But Close to Key West. Architecturally Designed: A private Caribbean- style acco...
(1)“ Excellent ”(1 review)

from

$414

/ night

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Located on a 60' wide canal with a beautiful view off the deck
1 / 23

Cudjoe Key Home
2 BR / 2 BA / Sleeps 6 2 6 2 night min stayHome / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
Comfortable and charming, this newer stilt home has everything you could want for a vacation for just the two of you, a few friends, or the whole family! Fantastic waterfront open canal views. Located on a ...
(1)“ Excellent ”(1 review)

from

$150

/ night

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Summerland Key Florida Vacation Rentals - Home
1 / 12

Summerland Key Home - 1.3 mi away
3 BR / 2 BA / Sleeps 6 3 6 1 night min stayHome / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Washer/Dryer • Air Conditioning
This is a spacious, open floor plan, Three bedrooms, Two Bathrooms, 6 people accomodation, brightly painted colors, beautifully furnished. Relax in the upper covered porch or down below to the open and spacious pat...

from

$165

/ night

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Summerland Key Florida Vacation Rentals - Home
1 / 23

Summerland Key Home - 3.0 mi away
4 BR / 3 BA / Sleeps 8 4 8 7 night min stayHome / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Welcome Tropical Villa which is a large home on a clear, flow through swimming canal. With 65 feet of seawall, and 4. 5 feet of control depth, even large sailboats can be accommodated here! We only three minutes to ...
(1)“ Excellent ”(1 review)

from

$217

/ night

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Summerland Key Florida Vacation Rentals - Villa
1 / 20

Summerland Key Villa - 3.4 mi away
3 BR / 3 BA / Sleeps 6 3 6 4 night min stayVilla / 3 Bedrooms / Sleeps 6
3 bedrooms 3 bathrooms Sleeps 6
High Speed Internet • Microwave • TV (Antenna)
Step away from the norm and into the most peaceful and quiet blue waters you will ever see, within the Private Island of Serenity, located just 25 miles from Key West and a short boat trip from Summerland Key. This thr...

from

$2,500

/ night

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Sugarloaf Key Florida Vacation Rentals - Home
1 / 8

Sugarloaf Key Home - 5.1 mi away
5 BR / 3 BA / Sleeps 10 5 10 30 night min stayHome / 5 Bedrooms / Sleeps 10
5 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
Two homes on a 5 acre gated estate with private beach. Very private secure and very tropical. Heated pool. Dock with water and electric with a depth of 4 feet at low tide. Kayaks and bicycles included in rental.

from

$500

/ night

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Lower Keys Florida Vacation Rentals - Home
1 / 20

Lower Keys Home - 5.3 mi away
3 BR / 2 BA / Sleeps 6 3 6 30 night min stayHome / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
KEY WEST only a 25 minutes drive. Bahia Honda (Beach) National Park 10 minutes... local - Looe Key National Marine Santuary for the Best Diving/Snorkling - 5 mile of reef Near Content Key Reef (Gulf side) - Best Lo...
(9)“ Excellent ”(9 reviews)

from

$133

/ night

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Ramrod Key Florida Vacation Rentals - Home
1 / 13

Ramrod Key Home - 5.8 mi away
3 BR / 2 BA / Sleeps 6 3 6 30 night min stayHome / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
3bd/2ba home w/ sliding glass doors off entire back of house provides never ending views of the Atlantic Ocean Fully equipped home just 25 min from Key West, 10 minutes from beautiful Bahia Honda State Park. Deep water...
(7)“ Excellent ”(7 reviews)

from

$127

/ night

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Ramrod Key Florida Vacation Rentals - Home
1 / 18

Ramrod Key Home - 5.9 mi away
4 BR / 2 BA / Sleeps 8 4 8 7 night min stayHome / 4 Bedrooms / Sleeps 8
4 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
4 Bedrooms, 2 Bathrooms, Sleeps 8 Come enjoy the cool clear blue waters of the Florida Keys. The weather is great, lobster season is open.. This is a spacious oceanfront 4/2 home with a heated pool/spa and breatht...
(2)“ Excellent ”(2 reviews)

from

$250

/ night

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Key West Florida Vacation Rentals - Guesthouse
1 / 3

Key West Guesthouse - 5.9 mi away
2 BR / 2 BA / Sleeps 4 2 4 7 night min stayGuesthouse / 2 Bedrooms / Sleeps 4
2 bedrooms 2 bathrooms Sleeps 4
High Speed Internet • Dishwasher • Microwave
Beachfront home located on privately owned Sugarloaf Beach. This gated estate offers 350 feet of private beach and 4 acres of tropical gardens. The gardens have tropical plants and bananas that have been collected from a...
(3)“ Excellent ”(3 reviews)

from

$250

/ night

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Summerland Key Florida Vacation Rentals - Home
1 / 11

Summerland Key Home - 6.9 mi away
2 BR / 2 BA / Sleeps 6 2 6 7 night min stayHome / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
Seasonal Rates Start at 1190. 00 per week based on 7 night miniimum stay. Extremely private two bedroom two full bathrooms on beautiful Little Torch Key , Oceanside . Deep Water swimming canal . Plenty of room for docki...
(7)“ Excellent ”(7 reviews)

from

$170

/ night

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Big Pine Key Florida Vacation Rentals - Home
1 / 12

Big Pine Key Home - 7.0 mi away
2 BR / 1 BA / Sleeps 6 2 6 30 night min stayHome / 2 Bedrooms / Sleeps 6
2 bedrooms 1 bathroom Sleeps 6
Dishwasher • Microwave • Washer/Dryer
This Island style waterfront cottage is lushly landscaped with unobstructed water views it offers wonderful cham inside and out. 2 bedroom, 1 1/2 bath, outdoor shower, home features vaulted wood ceiling; laundry room...
(1)“ Excellent ”(1 review)

from

$133

/ night

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Big Pine Key Florida Vacation Rentals - Other
1 / 7

Big Pine Key Other - 8.7 mi away
2 BR / 1 BA / Sleeps 12 2 12 No min stayOther / 2 Bedrooms / Sleeps 12
2 bedrooms 1 bathroom Sleeps 12
High Speed Internet • Dishwasher • Microwave
Big Pine Key located at mile marker 31, is an unique island because of its large size and its pine trees. We have a supermarket, two drug store, post office, and restaurants. Sorry, no fast food places. This is a la...

from

$

/ night

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Big Pine Key Florida Vacation Rentals - Home
1 / 10

Big Pine Key Home - 9.7 mi away
3 BR / 2 BA / Sleeps 10 3 10 Min stay variesHome / 3 Bedrooms / Sleeps 10
3 bedrooms 2 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
This house is located in Long Beach Estates, one of the most private neighborhoods in the Keys. It is a private peninsula that is cushioned by a large beautiful wildlife preserve with deep water access within minutes to...
(8)“ Excellent ”(8 reviews)

from

$143

/ night

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Key West Florida Vacation Rentals - Yacht
1 / 13

Key West Yacht - 16.4 mi away
2 BR / 2 BA / Sleeps 4 2 4 3 night min stayYacht / 2 Bedrooms / Sleeps 4
2 bedrooms 2 bathrooms Sleeps 4
Microwave • Washer/Dryer • Air Conditioning
Make your next Key West vacation on the Lion's Paw, a roomy monohull sailboat located in Key West premier marina resort - the Key West Harbour Marina. Three night to seven day vacation packages have options for half da...

from

$325

/ night

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Key West Florida Vacation Rentals - Condo
1 / 42

Key West Condo - 16.8 mi away
2 BR / 2.5 BA / Sleeps 6 2 6 Min stay variesCondo / 2 Bedrooms / Sleeps 6
2 bedrooms 2.5 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"Tee By The Sea" Vacation Rental (we Include 7 Bikes Free For Our Guests! ! ! ) If You Love... Golf, Sport Fishing/boating, Art/theater And Fantastic Live Entertainment... Than You'll Love "tee By The Sea". We're ...
(4)“ Excellent ”(4 reviews)

from

$200

/ night

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Key West Florida Vacation Rentals - Townhouse
1 / 22

Key West Townhouse - 16.8 mi away
2 BR / 2.5 BA / Sleeps 6 2 6 Min stay variesTownhouse / 2 Bedrooms / Sleeps 6
2 bedrooms 2.5 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
CORAL GARDEN: A 2- bedroom 2. 5 bath townhome in the private gated community of Coral Hammock, this home offers the finest accommodations for you and your family. Furnished with comfort in mind with a fully equipped kit...
(4)“ Excellent ”(4 reviews)

from

$150

/ night

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Key West Florida Vacation Rentals - Townhouse
1 / 29

Key West Townhouse - 16.8 mi away
3 BR / 3 BA / Sleeps 6 3 6 3 night min stayTownhouse / 3 Bedrooms / Sleeps 6
3 bedrooms 3 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
Coastal on Coral is located in the beautiful gated community of Coral Hammock on the Quiet end of Key West on Stock Island. This home has all the amenities of a house and a resort combined boasting 3 bedrooms, all with ...
(2)“ Excellent ”(2 reviews)

from

$200

/ night

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Key West Florida Vacation Rentals - Home
1 / 31

Key West Home - 17.3 mi away
2 BR / 2 BA / Sleeps 4 2 4 7 night min stayHome / 2 Bedrooms / Sleeps 4
2 bedrooms 2 bathrooms Sleeps 4
High Speed Internet • Dishwasher • Microwave
We are hosting art workshops and classes! All materials provided. Workshops are 6 days (or more if desired), basic and intermediate levels available. For more information on classes call or email us. All transporta...
(10)“ Excellent ”(10 reviews)

from

$349

/ night

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Key West Florida Vacation Rentals - Condo
1 / 36

Key West Condo - 18.0 mi away
2 BR / 2 BA / Sleeps 6 2 6 2 night min stayCondo / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
Our unit is a 2 bedroom 2 bathroom condominium with a full kitchen. Located in Key West, FL for Nightly, Weekly, vacation rental. The price of a hotel with the comforts of home. Sunrise Suite Key West is an island par...
(53)“ Excellent ”(53 reviews)

from

$199

/ night

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Key West Florida Vacation Rentals - Condo
1 / 24

Key West Condo - 18.0 mi away
2 BR / 2 BA / Sleeps 6 2 6 Min stay variesCondo / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
This is a non- smoking condo (you may smoke on the balcony only) with that "home away from home" comfortable appeal. My condo is reasonably priced and includes 2 bedrooms (1 king in the master suite/1 queen in the guest ...
(55)“ Excellent ”(55 reviews)

from

$171

/ night

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Key West Florida Vacation Rentals - Condo
1 / 1

Key West Condo - 18.0 mi away
2 BR / 2 BA / Sleeps 6 2 6 2 night min stayCondo / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
Decorator furnished two bedroom, two full bath condo in Key West, Florida. Only a five minute drive to Key West's largest beach - Smather's Beach. Full kitchen, three flat screen TV's, outside porch overlooking ...
(1)“ Excellent ”(1 review)

from

$259

/ night

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Key West Florida Vacation Rentals - Home
1 / 23

Key West Home - 18.1 mi away
3 BR / 2 BA / Sleeps 6 3 6 30 night min stayHome / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
OVERVIEW: Monthly Only. Right in Key West - - NOT the upper keys. MONTHLY RENTAL ONLY. Swimming pool, Right on the water. Salt water fishing on location. Sea Kayaks on premises. Salt pond tours on premises. Swim with ...
(1)“ Excellent ”(1 review)

from

$133

/ night

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Key West Florida Vacation Rentals - Condo
1 / 31

Key West Condo - 19.7 mi away
3 BR / 2 BA / Sleeps 8 3 8 30 night min stayCondo / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
I rent starting the first of the month till the end of the month, or longer. We do not rent daily or for one or two weeks due to licencing limitations, but you do have options... Once you pay the monthly rate, you hav...
(1)“ Excellent ”(1 review)

from

$153

/ night

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Key West Florida Vacation Rentals - Condo
1 / 15

Key West Condo - 19.7 mi away
2 BR / 2 BA / Sleeps 6 2 6 3 night min stayCondo / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
Beautiful ocean front condo. Great view, beautiful pool and hot tub. Area for BBQ. Close to to Duval st. Call or email for more details and picture.

from

$133

/ night

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Key West Florida Vacation Rentals - Condo
1 / 20

Key West Condo - 19.7 mi away
2 BR / 2 BA / Sleeps 6 2 6 1 night min stayCondo / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
Discover paradise of Key West in a distinctive setting. Luxury, large two- bedroom, two- bath, (sleeps 6) condominium set in a tropical garden with a large balcony. Your vacation hideaway is decorated in authentic isl...
(6)“ Excellent ”(6 reviews)

from

$183

/ night

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