Florida Keys Vacation Rentals

(399 rentals)
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$432

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool
  • Rentals by owner

About this property

We would love for you to come visit our newly renovated ground level Florida Keys home! We decided to call our home "TIGHT LINES", because my wife loves to fish. Our conch home consists of 3 bedrooms with king size beds with ensuite bathrooms. A half bath for guests. We have a 60 foot dock ...

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Property Type

Marathon House

"Fall Vacation"

We absolutely loved this home! It was beautifully decorated and the location as great! Lynn and his family were great and fast to respond to anything at needed! Would highly recommend. Can't wait to go ...

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6 BR | 5 BA | Sleeps 14 | Quick View

1

Distance to beach: 0.1 miles to Sombrero Beach

$1672

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

Waterfront 6 Bedrooms , 5 Baths, canal views. On the HIGHLY sought after Sombrero Beach !!!(We rent weekly only, and our Check-in is on a Saturday and Check-out is on a Saturday dates only so we can optimize our months.)Our houses are safe and clean because we disinfect them with the highest ...

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Property Type

Marathon House

"Paradise!!!"

This house wonderful! Even better than the pictures. The layout allows for a large group. The outdoor kitchen is a gathering place. Many hours were spent relaxing at the hot tub and pool. Our 30 ft boat ...

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$712

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Please note that construction is taking place on the empty lot next door. Not all views are blocked but some are. We are working on getting updated pictures. Please reach out with questions!Upscale Modern 4 Bedroom 3 Bath Ocean Front Home, Private Pool, Summer Kitchen! Gorgeous upscale decor with ...

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Property Type

Marathon House

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$540

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

The Tipsy Turtle is a beautiful updated pet friendly home with the perfect coastal feel! Located on a canal, it has a private pool with a dock that can accommodate a boat up to 35'! There are 4 bedrooms and 3 bathrooms. The Master upstairs faces the water as has a king bed and an en suite bathroom with ...

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Property Type

Marathon Villa

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$325

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

Excellent location for a relaxing vacation with easy access to the Gulf and the Atlantic. Spacious 5 bedroom home located on a double lot with plenty of parking and 150 feet of seawall. There is a step down platform for getting in and out of your boat and a heated inground swimming pool for relaxing ...

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Property Type

Big Pine Key House

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Studio | 1 BA | Sleeps 2 | Quick View

1

Distance to beach: 0.5 miles to South Beach

$260

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly
  • Rentals by owner

About this property

This Studio is a lovely charmer nestled in a 6 unit compound in a residential neighborhood in the center of Old Town Key West. * Pet Friendly for flat fee of $90 * King size bed * WiFi included * check-out cleaning included * 2 wall AC units * flat screen TV * Shared gas grill * porch with ...

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Property Type

Key West Condo

"Perfect Place to Stay"

This was our 3rd time staying in Pam's wonderful little cottage. My husband and I really love this place. Pam is awesome to work with, she always answers all my questions quickly. It was great being close ...

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$429

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

Newer and nicer than most. This lovely 4 bedroom, 3 bath will be a very comfortable spot for you to call home away from home. Pleasantly decorated with large covered porches, hi-speed wireless internet, 4 flat screen TVs, fish cleaning table and bait freezer. There are two complimentary kayaks (two-man) ...

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Property Type

Marathon House

"Plush enough for the workaholic"

The house was very well decorated, it gave you a feeling of newness and class. Everything was taken care of down to the last detail of having spices in the cabinet. My family would recommend this place ...

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$537

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Private pool
  • Rentals by owner

About this property

The Sand dollar is a 3 bedroom, 2 bath home built within feet of the Atlantic Ocean with 180 degree ocean views.The property is a 5 acre gated private estate located within the Florida Keys National Wildlife Refuge.Fishing and diving just steps outside your door. Then at night, Key West is just ...

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Property Type

Sugarloaf Key House

"Loved it!!!!"

We thought the accommodations were great, there were some minor things that could have helped but overall we give a glowing review. The pool and outdoor tiki bar were amazing and the owners were wonderful. ...

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Studio | 2.5 BA | Sleeps 6 | Quick View

2

Distance to beach: 5 miles to Sombrero

$472

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

Indigo Reef #41 is the BEST KEPT SECRET in the Florida Keys!! This home is spectacular in every sense of the word and not one detail has been overlooked. It is every renter's dream.Luxury and tranquility await you in this beautiful 3BR, 2.5 BA home at Indigo Reef Marina, named one of Marathon, Florida ...

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Property Type

Marathon Villa

"Most Amazing Stay"

Indigo Reef #41 quickly became our family’s new favorite place to stay. This was our second trip to the Keys and this house was amazing. The attention to detail cannot be overlooked. The owner (Toni) ...

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1 BR | 1 BA | Sleeps 4 | Quick View

Distance to beach: 6 miles to John Pennekamp State Park

$133

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Oceanfront

About this property

This charming little cabin sits right on its own protected harbor with right on the Atlantic Ocean. The bedroom has a king bed while the living area offers a few choices to sleep two adults and two children. Prepare your meals in the cozy kitchen and then enjoy your meals at the large family table located ...

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Property Type

Key Largo Cottage

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3 BR | 2 BA | Sleeps 8 | Quick View

1

Distance to beach: 1 miles to Cabana Club

$380

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Private pool

About this property

Great 13th St location with 35′ of dockage. Very comfortable, ground level home. The pool is 10 X 26 and 4.5′ in depth 2154 sq ft of living area with mature lush landscaping, garage to store all your toys, bait freezer, fish cleaning table and 4 flat screen TV’s. Hi speed wireless ...

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Property Type

Key Colony Beach House

"Great Location"

Perfect location for what we wanted to do in the Keys. House was excellent ( everything worked) no complaints at all. Only odd thing was a pest control guy come unannounced so we decided to tell them to ...

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$483

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Rent one side or both of this gorgeous, brand new, updated canal front Villa! Each side is a 4 bedroom, 3 bath home (pull-out couches) with its own private pool, private dock, and delegated parking (covered parking for 2 cars with additional parking for cars and/or boat trailer) and gated back yard with ...

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Property Type

Marathon Villa

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1 BR | 1 BA | Sleeps 2 | Quick View

3

Distance to beach: 12 miles to Founders Park

$150

avg/night

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Key Amenities

  • Air conditioning
  • Rentals by owner

About this property

Secluded Waterfront Studio with Tiki hut, dock, King bed, 1 Bath, Sleeps 2.Please contact us for all of our rates for different length of stays! For shorter stays, make sure you have a minimum of 28 days entered in your contact form! We do not use the rate feature or the calendar feature on this listing. ...

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Property Type

Islamorada Apartment

"Little piece of paradise!"

We stayed two weeks in the beautiful apartment and it was the best vacation ever! Chris is a wonderful host, very friendly and a wealth of information about the area! We will be back next year!

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$110

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Welcome to the Florida Keys! Your American Caribbean awaits!!1br/1bath waterfront condosMonthly rental starting @$110/nightMinimum 28 day rental1bedroom/1bath Waterfront, 2nd floor, end unit condo with a lanai that overlooks Boot Key Harbor.... Plus from your front porch you can look out over ...

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Property Type

Marathon Condo

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kitchen
  • Oceanfront
  • Pool

About this property

From the first moment you enter this luxurious condo, you will be speechless at the Panoramic Oceanfront view. This 2 bedroom end unit sits on the top floor of the prestigious Monte Christo and features a spacious open floor plan decorated with high end contemporary furniture, gourmet kitchen, 2 large ...

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Property Type

Key Colony Beach Condo

"Hidden Gem!"

My stay at KCB was amazing. We had our own private beach and pools. This is the perfect place to get away from the virus because there were so few people and all of the facilities were clean. The apartment ...

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$563

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kitchen
  • Oceanfront
  • Pool
  • Private pool

About this property

This wonderful property has just received a major face lift and has been beautifully renovated. King bed in the master bedroom, 2 twins in the 2nd bedroom that can be converted to a King .memory foam luxury queen sleeper in the living room will comfortably accommodate your party. Watch the sunrise from ...

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Property Type

Key West Condo

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3 BR | 2 BA | Sleeps 6 | Quick View

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pool
  • Private pool

About this property

Top floor 3 bedroom 2 bath Condominium at the beautiful La Brisa Complex, Directly across the street from Smathers Beach and a 10 minute bike ride from Downtown Key West. King bed in the master suite with an en-suite bathroom, queen in both guest bedrooms.

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Property Type

Key West Condo

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$1025

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool
  • Rentals by owner

About this property

Located on the Highly sought after Sombrero Beach area of Marathon, which is the beginning of the lower keys just 50 min from Key West is our Florida Keys Tropical Paradise . Less than a third of a mile to the Sombrero Beach and the Sombrero Beach Park, With a deep water concrete dock with ocean access ...

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Property Type

Marathon House

"Great house and location"

Highly recommend this home. My family of 5 just spent the week there and had a fabulous time. It had everything we needed. It was close to some amazing restaurants. Publix was around the corner. The beach ...

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3 BR | 3 BA | Sleeps 6 | Quick View

1

$464

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool
  • Rentals by owner

About this property

Down a very quite lane the house has one off street parking spot.Enter from gate through lush and colorful walk to front door of main house . Enter into the living room with smart tv ,through to the right into the dinning area. The kitchen is off to the left. There is a large working counter with seating ...

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Property Type

Key West House

"Perfect pet-friendly vacation cottage"

The house is tucked away on a lane in Old Town within walking distance to everywhere. It is very private with lush plantings and a variety of outdoor spaces to sit. The house is well equipped and the owners ...

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4 BR | 2 BA | Sleeps 10 | Quick View

5

Distance to beach: 3 miles to Sombrero

$415

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

Escape to the Florida Keys ~ Gorgeous 4BR/2BA Home on the Atlantic side of the canal in Marathon. Our home offers the best pool in our area; who can say no to a hot tub, pool, and bar stools in one. Swim right up to the Tiki and enjoy the fabulous conversation you will have with friends/family or new ...

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Property Type

Marathon House

"Maniti Cove vacation"

The house was exceptionally clean and well appointed. Furniture and beds were very comfortable. The kitchen layout worked very well and the fridge was spacious. Location was also excellent with Sombrero ...

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$305

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool
  • Rentals by owner

About this property

Looking to ​ Relax Renew Recharge? We got you. Your own Key West Sanctuary awaits! Escape to a classic Conch family home perfectly tucked away for privacy yet, only 5 Blocks from famous Duval Street. The best of both worlds! Morning yoga class on the deck, late night dip in the pool, and sunset ...

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Property Type

Key West House

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$1672

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

Great for Family Reuions, and Large Groups vacationing in the Florida Keys! Fabulous 6500 sq ft. vacation paradise. Includes everything you need for a perfect Family Reunion or large destination vacation.Private Vacation Rental Waterfront Home with 6 Bedroom 5 Baths Private Pool and Spa ~ Private ...

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Property Type

Marathon House

"Look no further!"

Seriously, there is nothing our family wanted for at this property. Liz and Captain Bob were great, providing us with bikes, sand volleyball, bags, an amazing dock...but the highlight was the outdoor kitchen! ...

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$400

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

PLEASE INQUIRE WITHIN FOR ALL STAYS AND SPECIAL DEALS!!!OCEANFRONT Jewel in the Heart of Islamorada and on Tavernier Creek allows for easy access to everything the Upper Keys have to offer and direct Ocean and Bay access. This Open Water home HAS IT ALL. -Brand New (Sept 2017) Huge, heated ...

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Property Type

Islamorada House

"Love this house"

Great location! Sunrises and sunsets were amazing. Easy location to open water, kids loved going out on boat. Fishing right off the dock. Lots of wildlife. Everyone loved the outdoor bathroom! Very convenient. ...

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6 BR | 6 BA | Sleeps 14 | Quick View

3

Distance to beach: 5 miles to Sombrero

$804

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

The Pelican's Nest………New six bedroom, six bath completely remodeled in 2018. This is truly PARADISE. There is 150' of concrete step down dockage, with instant ocean access. The house is one lot in from the ocean, views are outstanding, while affording protected dockage. Fish right ...

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Property Type

Marathon House

"It was paradise"

Very Clean home. The bedrooms were large with a bathroom in it and sliding doors to the terrace, the beds were clean and very comfortable. There is a pool table, poker table for entertainment , the out ...

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4 BR | 3 BA | Sleeps 10 | Quick View

1

$667

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

The home (also known as Margaux's Hideaway) was built in 1890's, with a farmhouse charm, and porches off of every bedroom. It is light and airy, with gorgeous and comfortable indoor and outdoor living spaces. It's perfect for family gatherings, or just a quiet escape. Each room is sunny and bright, ...

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Property Type

Key West House

"Perfection in every way"

This home is beautifully appointed, spacious, quiet, comfortable and perfectly located. The pool is a haven on hot afternoons, the upper deck is amazing on warm nights for stargazing and the kitchen has ...

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2 BR | 1.5 BA | Sleeps 4 | Quick View

2

Distance to beach: 2 miles to Smathers Beach

$244

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Come stay in a premier development in Key West. This would be a great location to stay with a monthly 29 day rental minimum. Yearly rates available. You would be close to everything Key West has to offer and the peaceful serenity of your temporary home in Paradise. Our house offers many amenities to ...

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Property Type

Key West Townhome

"Three months in Paradise"

The townhouse and grounds are exactly as pictured and described! Staying on Stock Island was a great experience. Close enough to beaches and downtown Key West and the island itself offers a number of terrific ...

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3 BR | 2.5 BA | Sleeps 6 | Quick View

8

$476

avg/night

View Details

Key Amenities

  • Air conditioning
  • 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

"Magnificent"

Let me start by saying that we used to live in the Keys for years so, nothing impressed us much. This property is perfection, Lisa has been so supportive since we booked, I won't go in details but do ...

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$482

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Private pool

About this property

Dockside Retreat! Rent one side or both! This 4 bedroom 3 bath canal front home has a private pool, private dock, fish cleaning station, green light under at the dock, two kayaks, two bikes, and a Tiki Hut for the ultimate Keys vacation! With plenty of parking for vehicles and a boat trailer, a well-stocked ...

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Property Type

Marathon House

"Family Vacation"

This rental has it all for a large group! The beds are very comfortable, the kitchen is stocked with everything you need, and the pool area with the tiki hut offers hours of enjoyment for kids and adults. ...

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2 BR | 2 BA | Sleeps 4 | Quick View

1

Distance to beach: 1 miles to Cabana Club

$245

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

2 bedroom, 2 bath half duplex across from the Par 3 golf course, tennis courts and the park. This is the right side of the duplex with a 42″ Flat Screen TV in the living room and DVD Player, and a 32″ TV in each one of the bedrooms. Newly decorated and fresh paint in good condition. This ...

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Property Type

Key Colony Beach House

"Keys trip"

The duplex we rented was great. I’m was clean and well furnished. Our family truly enjoyed our trip to the keys . Very comfortable unit. Would definitely rent again.

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$591

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

This newly renovated tastefully decorated 3 bedroom, 3 bath home with a pull-out couch has a peek-a-boo view of the ocean and is seconds to open water in your boat! It has an open floor plan and is ground level with plenty of natural light and a fully fenced yard! Available for guest use are 2 bikes, ...

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Property Type

Marathon House

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3 BR | 2 BA | Sleeps 6 | Quick View

9

Distance to beach: 0.5 miles to White Marlin Beach

$595

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Rentals by owner

About this property

House, 3 Bedrooms, 2 Baths, Sleeps 6 Pure High End Luxury with all the Bells and Whistles Boat Friendly Vacation Rental with DockVilla 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. ...

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Property Type

Islamorada House

"Perfect, quiet, and secluded"

This was a spectacular vacation! The house was clean and comfortable, and the location was quiet and the setting perfect. I could write a novel about the host and the house, but in a few words the host ...

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4 BR | 3 BA | Sleeps 10 | Quick View

6

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Private pool
  • Rentals by owner

About this property

This spectacular home is in the heart of Paradise. With Sombrero beach just a few blocks away, Golfing across the street and your boat in our dock.... everything you need to enjoy paradise! Situated in a very quiet and desirable neighborhood close to the beach and shopping. This home is a private oasis. ...

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Property Type

Marathon House

"November Getaway"

A great place to stay! We had a group of six guests with varied interests. Many of us loved to fish and enjoyed spending mornings fishing in the canal and watching the manatees. We all enjoyed the pool ...

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$277

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

This beautiful house is a two bedroom, two bath with a pullout sofa. The house has beautiful vaulted high ceilings. Along with the en-suite there is also another bathroom on the 1st floor and an outdoor shower. The kitchen and living room area is open. Very well air conditioned for those hot days. A nice ...

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Property Type

Key West House

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$292

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool

About this property

The gracious building at 616 Caroline Street, exquisitely renovated into 6 condominiums, claims a long and proud history that befits its esteemed place along one of the most elegant streets in Key West. Unit # 6 is a second floor, 1BR/2BA unit that is entered on the left side of the building. The condo ...

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Property Type

Key West Condo

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$179

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Light and airy feel to this great 1/2 duplex just 1/2 block to the Cabana Club. Large covered sitting area outside, lots of parking King size bed in the master bedroom with a 32″ smart TV, 2nd bedroom has 2 twins. Pull out Queen sleeper in the living room, with a 50″ smart TV. The enclosed ...

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Property Type

Key Colony Beach House

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$308

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

This pet-friendly home completed in 2012 has 5 rooms, 3 king-size beds, and 4 twins plus a twin sofa bed and three full bathrooms. The home has a huge kitchen with custom made wood cabinets and top of the line stainless steel appliances including an indoor gas grill and a standing freezer: to keep the ...

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Property Type

Sugarloaf Key House

"Take Your Vacay from 0 to 60 in 2.5 seconds"

SIX STARS * * * * * *This is a wonderful home with channel access right behind the house. It's perfect for the whole family, very spacious. The owners are very accommodating, making sure everything ...

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$414

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool

About this property

Once you see this historic two storey townhouse, you won’t want to stay anywhere else!Filled with natural light, this end unit is ‘tucked away’ in an exclusive, historic Foundry building next to the ‘Truman Little Whitehouse’. There are only 3 residences in our building!There ...

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Property Type

Key West Townhome

"Another AMAZING stay at Island Queen!"

This was our third stay at Island Queen and I swear each time it gets better and better! The house is so welcoming and truly feels like a home away from home! The location could not be any better. Walking ...

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$70

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

Half Duplex HomeAre you seeking a beautiful hideaway close to all the amenities? This delightful 1 bedroom half duplex vacation home has deep water dockage for your boat in the back yard with the view of a beautiful lagoon. This lagoon has schools of tarpon to test your angling skills, and manatees ...

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Property Type

Islamorada House

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2 BR | 2.5 BA | Sleeps 6 | Quick View

5

$336

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pool
  • Rentals by owner

About this property

Seaglass-Paradise on the Gulf is located in Marathon—the heart of the the beautiful Florida Keys. The Keys are a series of 40 islands connected by 40 bridges , off the southern most tip of Florida. The chain of islands extends 120 miles into the Atlantic Ocean and Gulf of Mexico. The area is famous ...

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Property Type

Marathon Condo

"Great Week!"

Perfect location! Clean and comfortable, fully equipped, amazing view with beautiful sunrises. Fishing from the dock was fantastic, we caught 16 fish in a record 45 minutes, no lie! This was a real stress ...

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3 BR | 3 BA | Sleeps 6 | Quick View

$443

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

Whether you’re vacationing with the family or on a trip with your pals, this ocean oasis is the perfect vacation spot to grab a cocktail and relax at the pool. Or in the pool!!! Walking distance to so many restaurants, just minutes to the grocery store so you can enjoy the fully stocked kitchen ...

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Property Type

Marathon House

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$892

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

Brand new 6 bedroom, 7 1/2 bath with a 45ft. deep water T dock Resort style extra large pool & hot tub overlooking the water. There are multiple outdoor entertaining areas. All 6 bedrooms come with a custom en suite bathroom. 3 king, 2 queen and 2 twin beds. There is a TV in every bedroom. Pull ...

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Property Type

Marathon House

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$733

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Sailfish Villa, unit #6, is a brand new gorgeous, professionally decorated 5 bedroom 4 bath Villa with open water views on Vaca Cut! Enjoy sunrise and sunset colors and direct ocean and Gulf access! It has a private pool (can be heated for a fee of $ 125/7 days) and boat slip for a boat up to 35' including ...

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Property Type

Marathon Villa

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3 BR | 2 BA | Sleeps 8 | Quick View

1

Distance to beach: 10 miles to Bahia Honda, Key West

$157

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly

About this property

Wonderful, pet-friendly and beautifully decorated 3/2 home on the water that's perfect for a vacation or simply relaxation. It's located on beautiful Cudjoe Gardens with direct ocean access. There's a marina within walking or rowing distance. Check out the nearby Marvin Key video.Summary: Internet ...

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Property Type

Cudjoe Key House

"Beautiful, Cozy Home on the Water"

Eight of us went down together, and we all fit comfortably in the house. Whenever we weren't out on the water having a great time, there was plenty of space for everyone to chill/sleep.An otherworldly ...

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$395

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Rentals by owner

About this property

Newly renovated 3/2 Canal front home with brand new pool, deck and front gates for privacy!The house is perfect for those traveling with different age groups, in-laws, teenagers or 2 families. The house is extra clean and has modern furnishings. It has 3 bedrooms, 2 baths. Upstairs there are 2 bedrooms, ...

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Property Type

Islamorada House

"Waterfront Paradise"

This was a terrific location and home. The house and amenities were excellent. The backyard was the standout for our group with the pool, dock and Tiki area....this felt like a true resort get away. The ...

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3 BR | 2 BA | Sleeps 6 | Quick View

3

Distance to beach: 40 feet to Across the street

$153

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Rentals by owner

About this property

FAMILY FRIENDLY GORGEOUS HOME WITH DIRECT WATER 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 IN 2ND BEDROOM, AND QUEEN ...

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Property Type

Key Largo House

"Very cool!"

Very good, comfort condo with all you need for a stress free holiday. The pool is great! location is excellent because is half way to ether north or south of the keys so what ever you you exploring home ...

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$200

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Private pool

About this property

This beautiful, 3-level waterfront Villa in the plush Port Largo area of Key Largo features over 2,500 square feet of living space and includes 3 large bedrooms each with its' own private bathroom providing great privacy for everyone in your group! 1 Bedroom on ground floor is perfect for elderly parents ...

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Property Type

Islamorada Villa

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2 BR | 2 BA | Sleeps 6 | Quick View

$575

avg/night

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pool
  • Private pool

About this property

Moonlight" is a freshly renovated condo that is located at 1800 Atlantic Blvd on the beach, with sunset views right from your own 28-foot balcony. You'll be able to enjoy quiet afternoons with those balmy Key West breezes wafting through the floor-to-ceiling glass doors. "Moonlight" is ...

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Property Type

Key West Condo

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2 BR | 2 BA | Sleeps 4 | Quick View

$259

avg/night

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pool
  • Private pool

About this property

Beautifully renovated 2 bedroom 2 bath condo at the exclusive 1800 Atlantic Condo's. Each bedroom has a king size bed and plenty of closet space. Both have access to the private balcony that faces the nature preserve in a quiet tranquil location at the property. The unit is located across from the Elevator ...

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Property Type

Key West Condo

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$338

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

Our waterfront, single-family home, affectionately named “Turtle Cove”, offers 3 bedrooms, 2 baths, and 100 feet of seawall with quick ocean access! This tastefully furnished Keys home is located on a quiet side street in a residential neighborhood on the Atlantic side of the Island, just ...

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Property Type

Marathon House

"Birthday Vacation"

I booked this house as a surprise for my husband for his birthday and we were very pleased! The house was perfect! Clean! Had everything we needed. The parking is a little tight so definitely put your boat ...

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2 BR | 2 BA | Sleeps 4 | Quick View

10

Distance to beach: 5 miles to Anne's Beach

$283

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pet friendly
  • Rentals by owner

About this property

Two Queen Beds, sleeps 4 + (1 Bedroom / 1 Murphy Bed)/ 2 Bathrooms, Full LaundryDock your boat up to 26 ft. Free boat trailer parking!The "Nest" is located on beautiful Florida Bay (at Mile Marker 82.3) in Islamorada on upper Matecumbe Key . The Villa is a privately owned condo residence ...

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Property Type

Islamorada Condo

"More than a gem"

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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