Florida Keys Vacation Rentals

(301 rentals)
Everything you want! Outdoor TV, Kayaks, Paddle Boards, Bikes, Beach/Pool Toys!

$450

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Oceanfront

About this property

This gorgeous canal front home has everything you need for your keys vacation! Bikes, paddle boards, kayaks, beach chairs, beach toys, TV at the downstairs patio, plenty of patio furniture to enjoy the outside and pool toys, too! The oceanfront beach is just down the street! A spacious home with a huge ...

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Property Type

Marathon House

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Peaceful 2 BR Condo with All Amenities

2 BR | 2 BA | Sleeps 6 | Quick View

1

Distance to beach: 1 miles to Smathers Beach

$171

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Pool

About this property

Enjoy the comforts of home in the midst of paradise.Comfortable, reasonably priced 2-bedroom condominium in Sunrise Suites Resort. The Resort offers concierge service, heated swimming pool, outdoor spa, gym facilities, tennis court and Internet service. The unit is on the 3rd floor, accessible by ...

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Property Type

Key West Condo

"Key west vaca"
Reviewed March 8, 2019

We enjoyed our stay. The condo was very comfortable and met our needs. Thanks Lordes for all your help locating an available unit.

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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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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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Waterfront Hideaway. Cute waterfront home with a Bohemian Island feel!

2 BR | 1 BA | Sleeps 4 | Quick View

Distance to beach: 3 miles to Sombrero Beach

$97

per night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly

About this property

This house is a 2 bedroom, 1 bathroom newly renovated waterfront half duplex. There's a screened in porch, so you can relax in comfort on the water and is 24' of dock space. There's a BBQ grill, 2 kayaks, Cable TV, WIFI, dishwasher, washer/dryer, and all the amenities of home. The house was undamaged ...

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Property Type

Marathon House

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3 BR, 2 BA Margaritavilla Beach Cottage in Old Town - Ask About Our Specials!

3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 0.2 miles to Fort Zachary Taylor Park & Beach

$633

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly

About this property

IMPORTANT: A Phone Number Is Required for service. By providing your phone number, we can offer you a weekly stay at a rate equivalent to 5 nights rent. Inquiries without a phone number will not qualify for any discounts.Located just 2 blocks off Duval Street and just 5 tiny tropical island sized ...

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Property Type

Key West Villa

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2 BR, 2 BA Oceanfront Oasis On The Beach in Key West

$714

per night

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Key Amenities

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

About this property

IMPORTANT: A Phone Number Is Required for service. By providing your phone number, we can offer you a weekly stay at a rate equivalent to 5 nights rent. Inquiries without a phone number will not qualify for any discounts.Spectacular 2 BR Luxury Villa On The Beach with Spectacular Open Water View of ...

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Property Type

Key West Villa

"great vacation spot"
Reviewed February 24, 2018

This condo was wonderful. It was clean, very well equipped, the complex had great amenities and the agent was very attentive. the location was convenient to beaches and town via bike path. The pool and ...

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Upscale Home in Truman Annex!

1 BR | 1 BA | Sleeps 3 | Quick View

1

Distance to beach: 0.3 miles to Ft. Zachary Taylor

$178

per night

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Key Amenities

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

About this property

Beautifully Remodeled -1BR/1BA End Unit Shipyard Condo in Truman Annex Location, Beauty and Comfort! Southard Breezes has what you are looking for! This gorgeous home has been meticulously renovated with our guests' complete comfort in mind. Located in the gated community of Truman Annex: a popular and ...

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Property Type

Key West Condo

"Destination Wedding/Honeymoon"
Reviewed January 11, 2020

This was our first experience staying in a condo instead of hotel and we could not have made a better choice! We got married on Smathers Beach December 5th and stayed 6th-12th. This condo is lovely and ...

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Hidden gem 2/2 villa, stunning waterfront views, boat ramp & free dockage!

2 BR | 2 BA | Sleeps 4 | Quick View

10

Distance to beach: 5 miles to Anne's Beach

$214

per night

View Details

Key Amenities

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

About this property

2 Queen Beds, sleeps 4 + (1 Bedroom / 1 Murphy Bed)/ 2 BathroomsDock your boat up to 26 ft.The "Nest" is located bay-side at Mile Marker 82.3 in beautiful Islamorada. The Villa is a privately owned condo residence (one of only 7 units) which is wonderfully maintained and a true hidden ...

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Property Type

Islamorada Condo

"More than a gem"
Reviewed January 2, 2020

The home was exactly as described but better. Every detail was attended to including instructions on how to use everything right down to the remote controls. Exceptional use of space with comfortable ...

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$1480 wk. AVAILABLE - NO DAMAGE FROM HURRICANE IRMA

2 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 2 miles to Smathers Beach

$214

per night

View Details

Key Amenities

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

About this property

'TEE BY THE SEA' vacation rental(we include 7 bikes free for our guests!!!)MY VAC. RENTAL SUSTAINED NO DAMAGE FROM HURRICANE IRMA. ITS DOING FINE AND READY TO ACCOMMODATE GUESTS. OUR CONDO COMPLEX IS FINE TOO AND WE ARE READY TO RECEIVE GUESTS. PLEASE MAKE YOUR RESERVATION.We're less then ...

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Property Type

Key West Condo

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Waterfront/Open Gulf Access/Dock/Pool/Spa/Wraparound Deck View of Sunset,Sunrise

3 BR | 2 BA | Sleeps 8 | Quick View

1
Owner special: May 2020 Discount. May 16-30, weekly rate is only $1904.

$251

per night

View Details

Key Amenities

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

About this property

With quick, easy access to the Gulf and Atlantic Ocean, this home is perfect for fishing, snorkeling and boating. This three-bedroom, two-bath home, which sleeps eight, has a 60-foot dock with ample room for your boat. It is only one house away from the mouth of a deep-water canal that leads directly ...

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Property Type

Marathon House

"Great location"
Reviewed October 14, 2019

Our visit was a two week stay in a really great location. Now first the bad, ok now that that's out of the way let's get on to the great! First off the location to the open water and dock are perfect, ...

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Twice the Charm - Canal Home with Pool, Dock and Fish Cleaning Station

$183

per night

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Key Amenities

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

About this property

Minimum Rental: 28 Days "Twice the Charm" is a gorgeous newly remodeled single family home. You’ll love the convenient location in the Ocean Shores area of Key Largo. There’s easy ocean access from the dock which accommodates a boat up to 30' and includes davits, water, electricity, ...

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Property Type

Key Largo House

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1 BR Margaritavilla Beach Cottage at Fort Zachary Taylor - Discounts Available!

1 BR | 1 BA | Sleeps 2 | Quick View

Distance to beach: 0.1 miles to Fort Zachary Taylor Park & Beach

$236

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

IMPORTANT: A Phone Number Is Required for service. By providing your phone number, we can offer you a weekly stay at a rate equivalent to 5 nights rent. Inquiries without a phone number will not qualify for any discounts. Located just 2 blocks off Duval Street and just 5 tiny tropical island sized ...

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Property Type

Key West Cottage

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Chillax

4 BR | 3 BA | Sleeps 10 | Quick View

$321

per night

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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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West Plaza del Lago - Gorgeous Waterfront Home with Boat Lift and Beach Access!

2 BR | 2 BA | Sleeps 5 | Quick View

Distance to beach: 0.3 miles to Port Antigua Neighborhood Beach

$133

per night

View Details

Key Amenities

  • Air Conditioning
  • Kid Friendly

About this property

Minimum Rental: 28 Days"West Plaza Del Lago" promises to be a favorite. Beautifully remodeled roomy single family stilt home with vaulted ceilings and located in prestigious Port Antigua on a deep and wide canal. You will love the interior of this home as much as the exterior! As you enter ...

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Property Type

Islamorada House

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Beautiful Key West Golf Club -- Paradise Found

$180

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Relax with family and friends in your own tropical paradise at this spacious townhome in Key West's beautifully landscaped & maintained Golf Club. Located in a private gated community with resort style amenities, it is just minutes away from the beaches, world class restaurants, water sports and ...

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Property Type

Key West Townhome

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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

View Details

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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PARADISE FOUND! BRING YOUR BOAT! HOME WITH BEACH AND BOAT RAMP!

3 BR | 2 BA | Sleeps 6 | Quick View

1

Distance to beach: 40 feet to Across the street

$214

per night

View Details

Key Amenities

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

About this property

FLORIDA RESIDENT SPECIALS! FAMILY FRIENDLY GORGEOUS HOME WITH DIRECT VIEW OF LARGO SOUND! WATCH THE SUN RISE FROM THE COMFORT OF YOUR LIVING ROOM! 3 BEDROOMS 2 BATHROOMS BEACH AND BOAT LAUNCH INCLUDED IN RATE! THIS IS THE OPPORTUNITY OF A LIFETIME! KING SIZE BED IN MASTER BEDROOM, 2 TWIN BEDS ...

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Property Type

Key Largo House

"This is a perfect home away from home! Loved everything about it!!"
Reviewed April 23, 2019

Nancy's home is AMAZING!! It is located across the street from a private well kept beach. Every morning the beach is cleared of seaweed and has large comfortable chairs for sun bathing or sitting in the ...

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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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Unique Layout! Truman Annex Shipyard Condo-1BR/1BA w/Loft

$185

per night

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Key Amenities

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

About this property

Contact us for last minute discount in August 2019!1BR/1BA w/ Loft in Truman Annex close to Ft Zachary Taylor beachThis condo easily accommodates both couples and small families with its unique layout. It features a private bedroom, loft area and sleeper sofa for flexible sleeping accommodations. ...

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Property Type

Key West Condo

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Bougainvillea Villa Key West-monthly rental on water with private pool & dock

3 BR | 2 BA | Sleeps 6 | Quick View

1

Distance to beach: 4 miles to Smathers

$233

per night

View Details

Key Amenities

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

About this property

MONTHLY RENTALS ONLY We purchased Bougainvillea Villa in late 2014 as our future retirement home. The villa was built in the early 1960’s and our neighbors tell us that at one time Jimmy Buffett’s manager owned and lived in the home. It has always been a private home, and was renovated and ...

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Property Type

Key West House

"Beautiful Bougainvillea Villa"
Reviewed February 27, 2018

Nothing is missing from this very clean and very well organized beautiful home situated on a wide lagoon. For us, the highlight is the superb view of the wide lagoon from the window wall across the entire ...

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Palm Harbor - Fabulous Home with Privacy Gate, Pool, Dock and Outdoor Enter

$333

per night

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Key Amenities

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

About this property

Minimum Rental: 28 Days "Palm Harbor" is a spacious elegant home with pool and dock. Gently swaying palm trees greet you at the gated entrance to this wonderful home. The ground level entry features a billiard/game room, bedroom and full bath. An open curved staircase leads to the 2nd ...

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Property Type

Plantation Key House

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4Bed/3bath, Tiki Hut, Canal,Cabana Club &INCH BEACH

4 BR | 3 BA | Sleeps 8 | Quick View

2

Distance to beach: 0.9 miles to Cabana Club

$250

per night

View Details

Key Amenities

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

About this property

ENJOY OUR HOME with 5 STAR REVIEWS & TIKI HUT, Open Water Access 5 minutes NEW WHITE kitchen with QUARTZ COUNTERTOPS, NEW STAINLESS STEEL APPLIANCES (photos coming soon),TOTALLY REDONE AFTER HURRICANE IRMAPerfect home for a Family Gathering, or Extended Family Get Together, or Families ...

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Property Type

Key Colony Beach House

"Great and comfortable stay!"
Reviewed December 30, 2019

The home was well equipped and comfortable! Homeowner very easy to work with and eager to help in any way possible to make stay perfect!

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PALMS #313

2 BR | 2 BA | Sleeps 4 | Quick View

$73

per night

View Details

Key Amenities

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

About this property

Spectacular oceanfront views are yours from both the master bedroom and the balcony of this beautifully appointed condo. Alligator Reef Lighthouse is easily visible from your master suite or the balcony and you'll be able to watch cruise ships as they pass by the reef and adventure seekers as they ...

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Property Type

Islamorada Condo

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A Touch Of Cuba In Key West

2 BR | 1 BA | Sleeps 4 | Quick View

Distance to beach: 0.5 miles to Ft. Zachary Taylor State Park

$250

per night

View Details

Key Amenities

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

About this property

Welcome to Key West and the Shipyard section of the Truman Annex. You have many choices of accommodations and since I am not a real estate salesman or property manager, allow me let the photos and description speak for themselves. My over sized two bedroom, one bathroom condominium is located on picturesque ...

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Property Type

Key West Condo

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Casa de Cuba

3 BR | 2 BA | Sleeps 6 | Quick View

$501

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Location! Style! Elegance! This beautiful home is the fabulous combination of everything a great vacation property should be. One half block to Duval Street in the historic district, the location can't be beat. The home's history is rich; neighboring the historic Gato Cigar factory which is now restored ...

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Property Type

Key West House

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Pearl of Key West

3 BR | 2 BA | Sleeps 6 | Quick View

$145

per night

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Key Amenities

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

About this property

This home is meticulously cared for and will not disappoint! One story living with an open airy feel in all living and entertaining areas while bathrooms are easily accessible and bedrooms are tucked away for privacy and serenity. Indoor entertaining will not be an issue for the kitchen is newly and beautifully ...

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Property Type

Key West House

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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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Key Largo Yacht Club #8 - 3 BR Townhouse Oceanside with 30' Dock and Boat Lift

$117

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

Minimum Rental: 28 Days"Key Largo Yacht Club #8" is an exceptional 3 story townhouse located in a quiet oceanfront complex with heated pool and marina. Inspiring ocean views from two balconies and a ground level patio to BBQ. Protected marina and deeded boat slip easily accommodates a ...

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Property Type

Key Largo Townhome

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3/2 Pool home. 22' Pontoon boat available

$300

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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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Keys Spectacular Gulf of Mexico Views

$228

per night

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Key Amenities

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

About this property

Newer waterfront Keys home with wide open view of the Gulf of Mexico. 3 Bedroom 3 bath, half-duplex home with private pool, dock with great amenities - perfect for three couples or a family. Great location that's walk-able to the 7-Mile bridge and some of Marathon's best restaurants and bars. Incredible ...

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Property Type

Marathon House

"Another great family vacation"
Reviewed August 19, 2019

Our family has been going to the Florida Keys since 1977 We have always stayed close to the Seven Mile Bridge This is our third time We have been staying here in Marathon at this Duplex it’s very roomy ...

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Sunshine Place - Ground Level Unit with Ocean Views.

$180

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Pet Friendly

About this property

Minimum Rental: 7 Days"Sunshine Place" is setup perfectly for privacy and convenience. The owners of this wonderful property called Sunshine Place are willing to share a portion of their piece of Paradise with you. The ground level living area of this home is perfect for one or two people ...

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Property Type

Islamorada House

"Wonderful!"
Reviewed April 23, 2019

Beautiful view; lots of privacy; an exceptional experience! The home was immaculate and had a “well-supplied” kitchen. We genuinely enjoyed our stay, We loved getting up in the morning and having ...

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Private House Facing the Ocean with New Heated Swim/Pool/Spa LOC LOC LOC

$357

per night

View Details

Key Amenities

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

About this property

Come enjoy the cool clear blue waters of the Florida Keys. The weather is great, lobster season is open from Aug.6th to April 1st. This is a spacious oceanfront home with breathtaking open water views! It is located on beautiful Ramrod Key 85 ft concrete seawall facing the priceless Atlantic ocean teaming ...

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Property Type

Ramrod Key House

"Unbelievable vacation"
Reviewed January 1, 2020

I wish I could give this property more than just 5 stars. Property owner was amazing and helpful. Owner was available to answer all my questions and more. This property was everything described and more. ...

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Ann Street Tranquility

1 BR | 1 BA | Sleeps 2 | Quick View

1

$236

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

This charming one bedroom cottage is the perfect hideaway.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 like The Bull, Sloppy Joe's, ...

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Property Type

Key West House

"Charming and Cozy Villa"
Reviewed December 16, 2019

We are so glad we chose Ann Street Tranquility to stay in during our week long vacation the first week in December. It was a very peaceful villa with all the amenities one needs, and on top of that, within ...

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Ramrod Key

2 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 8 miles to Bahia Honda State Park in the keys

$110

per night

View Details

Key Amenities

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

About this property

Ocean access waterfront canal with 40’ dock and all the fixins.

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Property Type

Ramrod Key House

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South Creek Crab Shack

4 BR | 3 BA | Sleeps 8 | Quick View

$321

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

It is a 4 bedroom 3 bath property with a private pool and dockage. The complete description will be up soon!

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Property Type

Marathon House

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Sombrero Heaven

4 BR | 3 BA | Sleeps 10 | Quick View

$321

per night

View Details

Key Amenities

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

About this property

"SOMBRERO HEAVEN" ~ Rent one side or both! Brand New, Designer Decorated and Perfectly Appointed 4-Bedroom (1 King, 3 Queens), 3-Bath Private Heated Pool Villa with Neighborhood Ocean Front beach and Second Story Screened Balcony that Over Looks Private Pool and Canal! Everything you need for ...

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Property Type

Marathon Villa

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Snowscape - Clean and Tropical 3/2 Home - you will love to stay in!

$128

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Rentals by Owner

About this property

Clean, Tropical 3/2 on open canal in quiet residential neighborhood on a cul-de-sac. House is on Gulfside with quick access to Miles Channel Bridge towards ocean or bayside. 50’ concrete dock with fish cleaning station and shower.Master Bedroom has a queen size bed, shower and indoor jacuzzi ...

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Property Type

Ramrod Key House

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6 BR, 5.5 BA Luxury Key West Beach House in Old Town at Fort Zachary Taylor

6 BR | 5.5 BA | Sleeps 10 | Quick View

Distance to beach: 0.1 miles to Fort Zachary Taylor Park & Beach

$1929

per night

View Details

Key Amenities

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

About this property

This Luxury 6 BR, 5.5 BA Ocean View Private Pool Home is one of the finest rentals to ever become available in Key West and is crawling distance to everything you are coming to Key West for, including just one home away from entering Fort Zachary Taylor Park & Beach. Duval Street is just 3 blocks ...

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Property Type

Key West House

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Dos Casas - 2 Houses 2 blocks from Duval in beautiful Old Town -- Monthly Rental

$193

per night

View Details

Key Amenities

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

About this property

Dos Casas can be the answer to your fabulous Old Town Key West vacation. We've been renting to discriminating travelers for over 10 years. Our guests come back over and over, finding the comfortable spaces, stocked with amenitites and ideal location the perfect spot to enjoy all that Key West has to offer.Why ...

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Property Type

Key West House

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Villa Serena Duval Square

2 BR | 2 BA | Sleeps 4 | Quick View

$275

per night

View Details

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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sea oats beach

5 BR | 5 BA | Sleeps 14 | Quick View

$180

per night

View Details

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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Beacon Reef #522 - Oceanfront 5th floor (top floor) condo at Beacon Reef.

$147

per night

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Key Amenities

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

About this property

Minimum Rental: 28 Days NEW ON THE RENTAL MARKET. PHOTO UPDATES COMING SOON. "Beacon Reef 522" offers magnificent 180 degree oceanfront views. Enjoy the sea breezes as your relax on your private balcony and gaze at the water. Whether staying one month or more you will be more than happy ...

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Property Type

Islamorada Condo

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Paradiso Sul Mare

2 BR | 2 BA | Sleeps 6 | Quick View

$225

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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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

$328

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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Open Water & Boating Canal

3 BR | 2 BA | Sleeps 8 | Quick View

$107

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Oceanfront
  • Pet Friendly

About this property

Call or text for details. Available starting Mar 2. 28 day minimum rental to long term lease. $3500 per month includes wifi and utilities. Furnishing now. Sink in a back bedroom offer a guest hideaway with a view! Directly on OPEN WATER with endless views of islands, tropical sunrises, and boat traffic ...

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Property Type

Big Pine Key House

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Moon Bay A410 - End unit in one of Key Largo's finest bay front condo complexes

$112

per night

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Key Amenities

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

About this property

Minimum Rental: 28 Days"Moon Bay #A410" is a 4th floor end unit in one of Key Largo's finest bay front condominium complexes offers a beautiful view of the Florida Bay and lots of natural light. You'll love the updated kitchen with granite counters, new cabinetry and appliances. New linens ...

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Property Type

Key Largo Condo

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Sea Watch 2 BR Open Water Luxury Penthouse - Ask About Our Specials!

2 BR | 2 BA | Sleeps 6 | Quick View

1

Distance to beach: 0.1 miles to Fort Zachary Taylor Park & Beach

$500

per night

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Key Amenities

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

About this property

IMPORTANT: A Phone Number Is Required for service. By providing your phone number, we can offer you a weekly stay at a rate equivalent to 5 nights rent. Inquiries without a phone number will not qualify for any discounts.These 2 BR and 3 BR Open Water View Villas boast the single Finest Location in ...

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Property Type

Key West Villa

"Sundown Refuge"
Reviewed November 18, 2019

We had a great family vacation. The condo had everything you would need. Just like being at home but with much better weather.

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Islamorada Beachfront Apartment - Great Sunsets! Private Beach!

$171

per night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Oceanfront
  • Rentals by Owner

About this property

The Jetson's House apartment (Located on the prestigious White Marlin Beach - which is considered one of the nicest natural sand beaches in the Florida Keys) features great swimming, snorkeling, and spectacular sunsets right off the beach! Have fun exploring an artificial reef! What makes the beach ...

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Property Type

Islamorada Apartment

"Wonderful!"
Reviewed June 2, 2019

I have stayed here twice and can’t recommend this property enough! I struggled to write this because there are so many wonderful things about this little piece of paradise! The beach in unbelievably ...

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Deluxe Key West Condo - Minimum 28 days Rental

$150

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

Our beautiful deluxe one bedroom condo in Key West Florida on Southard Street is just blocks from the ocean and Duval street. Located in historic old town, the condo is enclosed in a beautiful garden on the ground floor.It is approximately 950 sq ft of air- conditioned luxury. There is a king size ...

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Property Type

Key West Condo

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