Florida Keys Vacation Rentals

(288 rentals)
Keys Cottage; Remodeled Villa in Native Hammock on Florida Bay

$214

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Rentals by Owner

About this property

The Cottage is a free-standing 2 bedroom/2 bath villa located on a small resort property nestled in a native hammock on Florida Bay. The Cottage is a “conch-style” cottage which was just completely remodeled and renovated and is completely new, from the tile floors to the new tongue-and-groove ...

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Property Type

Islamorada Cottage

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Parrot Dice --"MONTHLY," 2 bedroom (+den), 3 bath, Pool & Hot Tub, Private Drive

2 BR | 3 BA | Sleeps 6 | Quick View

Distance to beach: 0.5 miles to Higgs Beach

$150

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool
  • Rentals by Owner

About this property

"MONTHLY" RENTAL ONLY: Old Town Tropical Oasis, Private Pool, Hot Tub, Private Driveway. Meticulously restored and maintained home featuring: 2 bedrooms + den with sleep sofa (can be a 3rd bedroom) and 3 full en suite bathrooms. Our favorite part of this property is the lush & extremely ...

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Property Type

Key West House

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Casa Atlantica One Bedroom

1 BR | 1 BA | Sleeps 2 | Quick View

$201

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

Located just steps from the White Street Pier and Higgs Beach, Casa Atlantica truly lives up to its name: a home perched on the very edge of the turquoise waters of the Atlantic. Located on the quiet end of a waterfront townhome community, this property features simply the best views you will find in ...

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Property Type

Key West Condo

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Waterfront Get Hooked

4 BR | 3 BA | Sleeps 10 | Quick View

3

$364

per night

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Key Amenities

  • Air Conditioning

About this property

Waterfront Home in the heart of the Florida Keyes. Come relax and enjoy the beautiful waters of Sombrero and Bahia Honda Beaches. Both nearby. There is plenty of room and comfort in our 4 bedroom, 3 bath home. Two King Master Suites with attached baths. Satellite Flat Screen TV's in each bedroom. Fully ...

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Property Type

Marathon House

"Great value - perfect for 4 people"
Reviewed April 29, 2019

4 Guys looking for a great location near Colony Beach for fishing. The unit was exactly as described and then some. I would recommend this for anyone looking to visit the Keys. Close to all shopping ...

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Islamorada Luxurious Private Sandy Beach Access Tiki Huts Hammocks & more

3 BR | 2 BA | Sleeps 6 | Quick View

6
Owner special: September and October 20% discount . It's a great vacation house.

Distance to beach: 0.5 miles to White Marlin Beach

$457

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Rentals by Owner

About this property

House, 3 Bedrooms, 2 Baths, Sleeps 6Villa Marlin , 122 Nautilus Drive, Islamorada, Florida Keys mile marker 74.5 bay side, White Marlin Beach located 75 miles south of Miami and 75 miles North of Key West. It has three bedrooms, two bath, private home totally renovated and remodeled, new furniture ...

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Property Type

Islamorada House

"Best vacation ever!"
Reviewed July 3, 2019

We stayed at Villa Marlin for 2 weeks this June and it was wonderful! The house is equipped with everything you could possibly need for the perfect vacation. The ice machine and bait freezer were a real ...

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sea oats beach

5 BR | 5 BA | Sleeps 14 | Quick View

$180

per night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Oceanfront
  • Private Pool
  • Rentals by Owner

About this property

One of the only white sandy beaches in the Fl Keys and 1 mile whole of it!Newly built,state of the art,beautifully done 5 bedroom home, 4 master suites w/ king beds and facing open water! Magnificent indoors and out! Each bathroom is exquisite,very large stone,glass and hand picked tiles. The ...

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Property Type

Islamorada House

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Tree House

3 BR | 2 BA | Sleeps 6 | Quick View

$429

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly

About this property

Welcome to the Tree House on Ramrod Key. This home is a delightful Florida Keys get-a-way. This home is roomy and spacious to please the whole family. The combination kitchen, dining and living room is just perfect for everyone to gather around and make super cocktails and snacks while planning the adventures ...

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Property Type

Ramrod Key House

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Pete's East Cottage

2 BR | 1 BA | Sleeps 4 | Quick View

$233

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

These twin homes have the charming original style of the Key West "shot gun" cottages and have been restored with a beautiful natural cypress exterior. Each cottage opens to it's own semi-private deck and lounge area with access to a large free-form pool with waterfall.Inside, the comfortable ...

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Property Type

Key West House

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Beach Club #204

2 BR | 2 BA | Sleeps 4 | Quick View

$275

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

Unique oceanfront living only 65 feet from the Atlantic!The Key West Beach Club is a quiet, peaceful residential building that sits directly on the water. The breathtaking view can be seen as soon as you enter the unit.This is one of the most elegant and colorful 2 bedroom units in the Key ...

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Property Type

Key West Condo

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Florida Keys Splendor at Hammer Point, Tavernier

$99

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Rentals by Owner

About this property

The Florida Keys awaits you! Come down and visit us. Newly painted inside and out. New wood flooring. Impeccably clean and well maintained home. If you want peace and quiet and disconnect from the daily stresses of life, this is the place to be! Come enjoy all that the Florida Keys has to offer in this ...

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Property Type

Tavernier Mobile Home

"Great home on the water in Tavernier and wonderful and attentive owners."
Reviewed October 23, 2018

We had a wonderful month in Tavernier at this home. It has all the amenities needed for a wonderful vacation. The water in the back is clear and beautiful. Right from the back door we were able to kayak ...

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Bali Hideaway

Studio | 1 BA | Sleeps 2 | Quick View

$203

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

Perfect for two, this Bali-style studio cottage has it all: comfort, privacy and location.The quiet compound is located just one block from Duval Street combining the best of both worlds for relaxing and taking advantage of all that Key West has to offer. Within 2 blocks you'll find Key West classics ...

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Property Type

Key West Studio

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Key Colony Vacation Rental by Owner

$114

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool

About this property

Tads Place has everything you need for your Keys Vacation. 30ft of boat dockage,ample parking for your boat trailer and vehicles.Full kitchen all towels and linens provided.Great out door sitting area and grill. Walk in freezer. Washer and Dryer and Cabana Club membership for pool.

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Property Type

Key Colony Beach Condo

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Salty Retreat

3 BR | 3 BA | Sleeps 8 | Quick View

$317

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

Come live the Salt Life at Salty Retreat! Stay at this luxury top of the Line tropical style home on Summerland Key. Located in a very popular subdivision on Lagoon Drive with deep boating access.This home is 'five stars' the moment you pull into the paver circular driveway. Sitting on two lots with ...

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Property Type

Summerland Key House

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Shipyard Palms

2 BR | 1.5 BA | Sleeps 4 | Quick View

$203

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

In the heart of old town Key West, nestled within the secluded and lush community of private homes and condominiums of Truman Annex, this Shipyard Condominium has convenient access to both the gorgeous Fort Zachary State Park Beach and historic old town Key West.This colorful and whimsically decorated ...

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Property Type

Key West Condo

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Havana Lane

2 BR | 2 BA | Sleeps 4 | Quick View

1

$352

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Private Pool

About this property

Havana Lane recalls a time in Key West's colorful history when cigar makers populated the neighborhood, gathering on their porch stoops to cool off and socialize with friends. Very close to the colorful Key West Cemetery, this classic Conch cottage embodies the essence of rustic charm while offering modern ...

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Property Type

Key West House

"Best hidden treasure in Key West!"
Reviewed July 11, 2019

We absolutely LOVED it! One Havana Lane will be forever in our best memories of our time spent in the Keys! The pool was perfect and we enjoyed the few entertaining iguanas. The house was laid out so that ...

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The Hamilton House

5 BR | 4.5 BA | Sleeps 9 | Quick View

$200

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool
  • Rentals by Owner

About this property

Monthly rentals only. 28 day minimum. This single family home is perfectly located in old town two blocks away from the southernmost point and one block away from Duval street. It has 4 bedrooms in the main house and a separate guest cottage with a bedroom and a full bathroom. It has two off street ...

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Property Type

Key West House

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Lobster Lounge II

5 BR | 4 BA | Sleeps 12 | Quick View

2

Distance to beach: 4 miles to Sombrero

$457

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool

About this property

Stunning waterfront single family, ground level with brand new private pool. Fish cleaning table, bait freezer, 75' of dockage, 60' wide canal. Completely remodeled inside and out July of 2018. All new and custom, inside and out. All new tile floors, kitchen w/stainless appliances, quartz counter tops ...

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Property Type

Marathon House

"Nice house and dock, convenient to ocean."
Reviewed June 13, 2019

Really enjoyed our stay , house was perfect for our ten guest. Easy access to ocean, grocery and restaurants.

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MARGARITA VILLA

3 BR | 2 BA | Sleeps 6 | Quick View

$140

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly

About this property

Welcome to Margarita Villa! Located in Jolly Roger Estates on Little Torch Key, where you’ll find some of the best deep water boating in the Lower Keys!Decorated in fine island-style this private home is definitely a 5-star proprety. Tile floors, open and airy kitchen, living and dining area ...

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Property Type

Summerland Key Villa

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Brand New 6 Bedroom 5 Bath 65 Foot Deep Water Dock, Heated Pool Outdoor Kitchen

6 BR | 5 BA | Sleeps 14 | Quick View

Distance to beach: 0.1 miles to Sombrero Beach

$870

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool
  • Rentals by Owner

About this property

Brand New Construction, 6 Bedroom , 5 Bathroom canal views, On the HIGHLY sought after Sombrero Beach !!! 100 Foot Deep Water Dock (my 23 foot boat sits in a lift so you get 65 foot to use) 10 minute ride through the famed Sisters Creek to the open ocean, 15 minute to the seven mile bridge, six NM to ...

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Property Type

Marathon House

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LOBSTER OPENING WEEK AVAILABLE

$250

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

30 MINUTES TO KEY WEST. BEAUTIFUL LOT WITH COCONUT TREES. BEAUTIFUL BRAND NEW FURNISHINGS. 65" LCD TV IN LIVING ROOM 50" LCD IN MASTER BEDROOM. WORLD FAMOUS LOOE KEY JUST OFF SHORE. TWO QUEEN BEDS AND TWO TWIN BEDS IN THREE BEDROOMS. SONOS MUSIC SYSTEM WITH KLIPSH OUTDOOR SPEAKERS. RELAX IN ...

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Property Type

Big Pine Key House

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Treasure Cove 300' of Dockable Waterfront

$395

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool
  • Rentals by Owner

About this property

Oceanside Home with 300 feet of waterfront. Dock your boat or boats or store a rented one at the house! 2 mins to open Atlantic Waters! Come and enjoy our little piece of paradise with beach cottage appeal & decor. Pool on the water & plenty of outdoor entertaining area & furniture! 2 blocks ...

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Property Type

Marathon House

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Ocean View condo steps to Beach, rates include all tax and fees

$189

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Rentals by Owner

About this property

The Jungle Breeze condo at LaBrisa Condominiums is a 1 bedroom, 1 bath apartment * Rates include all taxes and fees * King size bed in the bedroom * queen size sleeper sofa in the living area *accommodates 2 adults of family of 4 * WiFi inlcuded * Parking included *Central AIr Conditioning * ...

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Property Type

Key West Condo

"AMAZING"
Reviewed January 30, 2019

There truly aren't enough adjectives to describe the level of service Pam provided. At the very beginning, she answered all my questions, in less than an hour. Her customer service was amazing. She provided ...

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Casa Lorelane

7 BR | 5.5 BA | Sleeps 20 | Quick View

Owner special: Book now with up to 20% off Nov 2019 - May 2020 Email us at: info@´╝Ärentals with code "FL2923".

$667

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Oceanfront
  • Private Pool
  • Rentals by Owner

About this property

Large, very spacious, beautifully appointed 7 BR home with breathtaking ocean views, large dock, pool, jacuzzi, BBQ grill, 4 kayaks, large tiki, two fully equipped kitchens, all new appliances and major upgrades since Irma. Comfortably accommodates multiple families. Very private and secure with security ...

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Property Type

Key Largo Estate

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WATERFRONT, 46 DOCK, POOL, WALK TO CABANA BEACH CLUB *ON SALE 9/14-10/12 $1099WK

3 BR | 2 BA | Sleeps 8 | Quick View

5

Distance to beach: 0.3 miles to Exclusive Inch Beach

$157

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool
  • Rentals by Owner

About this property

Welcome to Casa Mar Azul 3, an upscale and Luxurious 3 Bedroom, 2 Bath 1/2 Duplex New Home with a private Heated Pool right located in Key Colony Beach. Key Colony Beach is a tropical island paradise, located in the Heart of the Florida Keys, with swaying palm trees and tranquil blue/green waters that ...

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Property Type

Key Colony Beach House

"Lovely relaxing stay"
Reviewed September 8, 2019

Everything needed in a holiday home, facilities and equipment excellent. Had a great relaxing week, the highlight was seeing a Manatee at the dockside. Plenty of restaurants within walking distance - ...

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Paradiso Sul Mare

2 BR | 2 BA | Sleeps 6 | Quick View

$200

per night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Pool
  • Private Pool

About this property

Kawama Yacht Club, a beautifully landscaped gated resort, is set on an unspoiled peninsula between the untouched habit of a bird sanctuary to the south and the beautifully preserved John Pennekamp Marine Coral Reef State Park to the north.Located on the 4th floor of the prestigious oceanfront 5 story ...

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Property Type

Key Largo Condo

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ANOTHER DAY IN PARADISE

3 BR | 2 BA | Sleeps 6 | Quick View

$233

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

It’s more than just another Day in Paradise, it’s an incredibly wonderful and memorable vacation stay in the fabulous Florida Keys!Please come stay with us in this large 3 bed 3 bath heated and chilled pool home on deep water canal in Summerland Key. Entering the home by way of the 2 story ...

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Property Type

Summerland Key House

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Duval Square Courtyard Condo

3 BR | 2 BA | Sleeps 6 | Quick View

1

$400

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

n the heart of Old Town and convenient to just about everything, this condo is set above a quaint brick and tree-lined courtyard that includes shops and restaurants. This three bedroom, two bath unit is in one of the only "stand-alone" buildings in the Duval Square complex. Simply walk down ...

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Property Type

Key West Condo

"Wedding in Key West "
Reviewed April 11, 2019

Loved the location,place was very nice and relaxing. We really enjoyed ourselves. Would stay here again in a heartbeat.

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Canal Front Villa with a Tiki Hut, Kayaks, Bikes, Pool, Neighborhood Beach!

$321

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

"Dockside Retreat" ~ rent one side or both! Warm and inviting coastal decor, this 4/3 villa is the perfect vacation home! This beautifully decorated Villa is truly a relaxing retreat and a vacation home that offers you everything you need for a fun filled Keys vacation, including an oceanfront ...

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Property Type

Islamorada House

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Villa Serena Duval Square

2 BR | 2 BA | Sleeps 4 | Quick View

$275

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

Open the door to Villa Serena and find yourself transported to a peaceful sanctuary. Recently renovated in February 2018, Villa Serena is the perfect space for your relaxing vacation.The downstairs living area is decorated in soothing cobalt and beachy sand tones and provides plenty of space for ...

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Property Type

Key West Condo

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Catherine House

2 BR | 2 BA | Sleeps 4 | Quick View

$309

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Private Pool

About this property

This charming Key West cottage is just a short walk to a selection of great restaurants, art galleries, and shopping.Catherine House is located only ½ block from the quieter end of Duval Street, and better yet, just three blocks to a beach (Duval & South Streets). The house can comfortably ...

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Property Type

Key West House

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Beach Club #304

2 BR | 2 BA | Sleeps 4 | Quick View

$275

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

Unique oceanfront living only 65 feet from the Atlantic! The Key West Beach Club is a quiet, peaceful residential building that sits directly on the water as few do in Key West. The breathtaking view can be seen as soon as you enter this spacious 2 bedroom condo. It has just been purchased and newly refurnished ...

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Property Type

Key West Condo

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Breezy Palms

4 BR | 3 BA | Sleeps 10 | Quick View

$414

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

This spectacular home has everything you will need to enjoy paradise! Situated in a very quiet and desirable neighborhood close to the beach and shopping. This home is a private oasis with mature landscaping on both sides, the golf course on the street side and only mangrove fringe across the canal. private ...

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Property Type

Marathon House

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JUST RENOVATED, WATERFRONT, WALK TO CABANA CLUB , FALL SALE 9/7-12/13$798WK

2 BR | 2 BA | Sleeps 5 | Quick View

5

Distance to beach: 0.0 miles to Inch Beach - Just a 3 minute walk

$114

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Rentals by Owner

About this property

Welcome to Casa Mar Azul Il, JUST COMPLETELY RENOVATED, 2 Bedroom, 2 Bath vacation home that sleeps up to 5 people and located at 12 7th Street in Key Colony Beach. That's right, we Just Renovated this vacation home into a Tropical Piece of Paradise that you will fall in love with once you see how beautiful ...

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Property Type

Key Colony Beach House

"You have to stay here !!!"
Reviewed August 1, 2019

This house was wonderful. The location was perfect. The house was clean and very well maintained. The AC worked and very well! It has a washer and dryer which is great for a family. The dock was great and ...

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Namaste

1 BR | 2 BA | Sleeps 2 | Quick View

$260

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

Tucked away in an inviting compound you'll find a blissful retreat called Namaste; a tranquil and relaxing one bedroom cottage. The quiet compound is located just one block from Duval Street combining the best of both worlds: relaxing and taking advantage of all that Key West has to offer. Within 2 blocks ...

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Property Type

Key West House

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Coral House

3 BR | 2 BA | Sleeps 6 | Quick View

$145

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly

About this property

NEW swimming pool!The Coral House is a prime destination spot for a great Florida Keys vacation! Conveniently located on Ramrod Key, mile marker 27. Close to all the choice restaurants and services that the Florida Keys have to offer.This home is beautifully decorated in island style with attention ...

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Property Type

Ramrod Key House

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New Listing! Beautiful Townhouse Awaiting Your Tropical Escape

2 BR | 2.5 BA | Sleeps 6 | Quick View

Distance to beach: 0.3 miles to Ft. Zachary Taylor Beach

$275

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Pool
  • Rentals by Owner

About this property

2 Story 2 Bedroom 2 1/2 Bath Townhome in Truman Annex Location, Beauty and Comfort! Kokomo Key has what you are looking for! This upscale home has been meticulously designed with our guests' complete comfort in mind. Located in the gated community of Truman Annex: a popular and beautifully landscaped ...

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Property Type

Key West Townhome

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Simonton Studio, an Old Town get-away for 2

Studio | 1 BA | Sleeps 2 | Quick View

1

Distance to beach: 0.5 miles to South Beach

$138

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Rentals by Owner

About this property

This Simonton Studio is neat, sweet and complete. * Pet friendly for additional flat fee of $45 * WiFi included * King size bed * Check-out cleaning included * Outdoor table and two chairs * spacious shower * excellent loctaion for walking Old Town * Duval Loop bus passes this adress for free ...

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Property Type

Key West Condo

"Excellent location - would definitely stay there again!"
Reviewed April 7, 2018

This little gem had everything we needed and was just perfect for a getaway for two. We appreciated the tips left by the owner, giving recommendations for dining and activities, and it was fun to have ...

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Your Florida Keys Getaway ! Summer Specials

$333

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool

About this property

"Too beautiful to put into words, this Oceanside five bedroom 7.5 bath house is a luxurious, yet comfortable place to get the most out of your Keys experience. Whether you are lounging in the heated pool or relaxing in the hot tub on the pool deck (or in the privacy of your master bedroom!), barbecuing ...

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Property Type

Key Largo House

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Southard Rooster Conch Suite

1 BR | 1 BA | Sleeps 2 | Quick View

$202

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

On a lovely tree-lined residential street in the heart of the historic Old Town district, this quiet, historic compound offers three separate vacation suites sharing a lush, large, sunny pool or combines for a wonderful four bedroom retreat. The two one bedroom suites are located on the second floor, ...

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Property Type

Key West House

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Colony Sunset Suite

1 BR | 1 BA | Sleeps 2 | Quick View

$180

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Pool

About this property

Located in The Colony, a secluded compound just steps from Duval Street, Colony Sunset is a colorful and relaxing retreat. Walk up the flagstone path and enter the home through the vivid and cheerful living space, accented with cerulean blue walls and splashes of tropical art. A vaulted ceiling with ...

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Property Type

Key West Condo

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La Brisa #403E Ocean Vista

2 BR | 2 BA | Sleeps 4 | Quick View

$203

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

La Brisa Beach Condominiums offer a Florida charm that is relaxing, easy and captivating. Named for the ocean breezes that flow around the pretty blue and white buildings, La Brisa is an ideal spot to enjoy your Keys vacation. Located on South Roosevelt Boulevard, this secure gated community is directly ...

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Property Type

Key West Condo

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Waterfront / Pool / Two Tiki Huts!

4 BR | 2 BA | Sleeps 8 | Quick View

1

Distance to beach: 5 miles to Bahia Honda State Park

$167

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool
  • Rentals by Owner

About this property

Sorry NO SMOKING or PETS!Minimum 28 days / Please check availabilityGround level 4 bedroom, 2 bath waterfront home on a double lot with a saltwater pool with hot and cold shower, large pool deck and two Tiki Huts. 180 ft of waterfront and 90 feet of dock space with a double fish cleaning table. ...

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Property Type

Big Pine Key House

"Just Perfect"
Reviewed March 31, 2019

This was a repeat visit for us. We love Big Pine Key and enjoy staying in a quiet neighborhood that's close to fishing, the grocery store and nature trails. The house is very comfortable and the outdoor ...

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Oceanfront Luxury "Mar Azul"

3 BR | 2.5 BA | Sleeps 6 | Quick View

2

$400

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Oceanfront
  • Private Pool
  • Rentals by Owner

About this property

A relaxing executives delight -High-end Estate overlooking tranquil 'Bonefish Flats' in picturesque Marathon. Designer decorated with contemporary colors, loads of fine architectural details, Crema Marfil marble, Granite, Hardwood floors, open air porches and balconies. This is a superb, secluded estate, ...

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Property Type

Marathon Estate

"Nature Paradise. 30 mins to Reef by boat, private mangrove walkway from pool to dock, great team running the place."
Reviewed June 24, 2018

This is both a unique and well-run property. Lisa is very accessible and responsive. I left something very valuable here, and before I even realized it Lisa had told me it was found and wanted to know where ...

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Chillax

4 BR | 3 BA | Sleeps 10 | Quick View

$321

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

"Chillax" Vacation Rental ~ rent one side or both! It is a gorgeous brand new beautifully decorated 4 bedroom 3 bath canal front Villa (pull out couch)! With a private dock that can accommodate a boat up to 40', private pool, plenty of parking for cars and boat trailer and a two minute drive ...

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Property Type

Marathon Villa

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Panoramic Ocean View, Pool, Hot Tub, Tennis & Fishing

2 BR | 2.5 BA | Sleeps 6 | Quick View

Distance to beach: 5 miles to Sombrero Beach

$342

per night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Oceanfront
  • Pool

About this property

Entering our luxurious condo, you will be impressed with expansive ocean views, literally from every room. Corner-sited and on the 1st floor (above parking), the wrap around private balcony, with all-new wicker lounge furniture, is but a stone toss to the ocean. Travertine tile floors and granite counters ...

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Property Type

Key Colony Beach Condo

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Artist's House Duval Square

2 BR | 2 BA | Sleeps 6 | Quick View

$275

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

This 2 bedroom, 2.5 bath rooftop town home is located within the quaint community of Duval Square. Beautifully decorated with bright colors and unique art work, this property will give you a great Key West experience and is perfectly located right in the heart of old town Key West. Park your car in the ...

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Property Type

Key West Condo

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Cockadoodledo

4 BR | 4 BA | Sleeps 10 | Quick View

$300

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool

About this property

Cock-a-doodle-do Vacation Rental, named for Key West's beloved chicken population, is a mid-town oasis! 5 minute drive to Old Town or take Uber for just $ 10!A meticulously updated pool home with beautifully lush landscaped grounds and plenty of space for everyone! The main house is a 3/3 (1 King, ...

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Property Type

Key West House

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Paradise Place Duval Square

2 BR | 2 BA | Sleeps 4 | Quick View

$275

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

Open the door to Paradise Place and find yourself transported to a peaceful sanctuary.The downstairs living area is decorated with warm wood floors, blue and sand accents and provides plenty of space for entertaining. French doors lead out to a large covered and private patio area. The kitchen features ...

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Property Type

Key West Condo

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Kens Cozy Conch Key Cottage-2Br/2Bth Getaway + Optional motor boat rental

2 BR | 2 BA | Sleeps 5 | Quick View

1

Distance to beach: 4 miles to Long Key or Curry Hammock

$286

per night

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Key Amenities

  • Air Conditioning

About this property

We are a small romantic cottage in a quaint OLd Florida Keys style Lobster fishing village, on a tropical island named Conch Key. We are located about 10 miles from Marathon and close to various state parks and beaches.Sorry but we are a NO SMOKING , NO PET, NO PARTY HOUSE OR LARGE GATHERING RENTAL.If ...

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Property Type

Marathon Cottage

"Relaxation vacation"
Reviewed January 27, 2019

Our first visit to the keys was stress free with this cottage rental. From first inquiry to end of vacation, Ken made this so easy. The cottage had everything we needed. After a day of exploring it was ...

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Luxury Home with Dock, Waterfall Pool, HotTub, Wi-Fi deep water dock up to 60 ft

$400

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Private Pool

About this property

Venetian Shores 4-Bed/4-Bath Luxury Pool Home with 100' Dock & Opt. ElevatorMINIMUM STAY: 29 DAYS Dreaming of a Florida Keys vacation where you can boat, fish, dive, snorkel, or stay home and swim in your own private heated pool? This is it. This home offers a professionally-designed living environment ...

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Property Type

Islamorada House

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