Florida Keys Vacation Rentals

(405 rentals)
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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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6 BR | 4 BA | Sleeps 12 | Quick View

3

Distance to beach: 0.5 miles to Port Antigua Private Beach

$412

avg/night

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Key Amenities

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

About this property

This recently renovated property enjoys 6 bedrooms, 4 bathrooms and separate kitchens, living rooms and laundry facilities. It shares an ocean facing veranda with 2 dual gas grills and multiple seating and lounging areas. It has ample offstreet parking for vehicles and trailers. The Admiral on the Cove ...

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Property Type

Islamorada Townhome

"A Spectacular Spot"

We enjoyed our stay at this beautifully furnished and well stocked house. George and Bonnie responded quickly to any questions that we had. The separate living areas allowed us to enjoy family and friends ...

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3 BR | 3 BA | Sleeps 6 | Quick View

2

$450

avg/night

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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

"Beautiful!"

Home is beautiful…pool and spa were enjoyed by all. Rooms were spacious, location was great. Barbara was fantastic to work with….look forward to staying there again!

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3 BR | 2.5 BA | Sleeps 6 | Quick View

8

$454

avg/night

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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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6 BR | 5 BA | Sleeps 14 | Quick View

1

Distance to beach: 0.1 miles to Sombrero Beach

$1435

avg/night

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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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4 BR | 3 BA | Sleeps 10 | Quick View

1

$455

avg/night

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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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5 BR | 5 BA | Sleeps 14 | Quick View

$652

avg/night

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Key Amenities

  • Air conditioning
  • Beachfront
  • 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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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 an 80 ft 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 5 houses ...

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Property Type

Marathon House

"Excellent location"

Excellent location. 5 minutes and your fishing. No issues getting in or out even at the lowest tides. So easy and quick to get in and out went on sunrise and sunset cruises several days. Saw manatees ...

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly

About this property

Relax with the whole family at this peaceful place to stay. Our home is on our favorite Key right on a canal only 3 houses away from the open water. This is one of the best fishing, lobstering and crabbing areas in the world. Our spacious home has all of the amenities that you would hope for and is in ...

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Property Type

Little Torch Key House

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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

"Wonderful Week at The Tipsy Turtle"

I can’t say enough about The Tipsy Turtle. Great location close to stores, beach, and restaurants. Beautiful swimming pool, outdoor seating, boat dock, grill and very roomy house. They thought of everything. ...

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4 BR | 2 BA | Sleeps 10 | Quick View

8

Distance to beach: 3 miles to Sombrero

$327

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

"This has it all!"

If you want to be in range if all the things that the Florida Keys has to offer, you need to rent this home! Great location! This beautiful oasis has all the amenities you could ask for! The private ...

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Key Amenities

  • Kid friendly
  • Kitchen
  • 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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$731

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Brand new 5 bedroom, 4 bath single family home with 30′ of assigned dockage, 11 X 22 private pool that goes from 3.5′ to 5′ in depth. 2293 square feet of living area. Stunning views, with balconies to capture the breezes and the views. Lots of parking for your vehicles and boat trailer. ...

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Property Type

Marathon House

"Amazing view and beautiful accommodations!"

We enjoyed every moment of our stay and we loved the beautiful water view and sunsets! We spent a lot of time in the outside living space and enjoyed many meals on the porch. The place is extremely clean ...

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2 BR | 2 BA | Sleeps 4 | Quick View

3

$293

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

This Condo is located on Lower Matecumbe Key, close to restaurants, shopping and Tiki bars. With pool, tennis courts and a protected marina, Bay Harbour is a preferred residence for repeat visitors to the Keys. Elevators for easy access and a second floor location make it easy to enjoy your stunning view ...

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Property Type

Islamorada Condo

"Wonderful week"

This condo was everything as advertised. The 2 bedroom 2-1/2 bath was perfect for our family. The dockage was great for our 26ft boat. The convenience of the fuel dock and bait store near by was a plus. ...

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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

"This rental home has everything!"

We loved our stay at Dockside Retreat! The house was decorated perfectly for a tropical vacation. We used the pool every day. There were pool noodles, kayaks, cruiser bikes etc. We used all of the fun toys. ...

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Studio | 2.5 BA | Sleeps 6 | Quick View

2

Distance to beach: 5 miles to Sombrero

$314

avg/night

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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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3 BR | 2 BA | Sleeps 8 | Quick View

2

Distance to beach: 1 miles to Cabana Club

$367

avg/night

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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

"This house has it all. Perfect for a family vacation."

We have rented a number of places in KCB and this place is the best. Home is very well appointed and provisioned, down to baggies and foil if you forget to bring your own. Beds are comfy, the outdoor ...

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2 BR | 2 BA | Sleeps 4 | Quick View

1

$184

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

"Loved everything about it."

The house was amazing. The neighbors were great. Everyone there was so friendly. The area was clean and of course the weather was great. Can't wait to go back next year but we will stay longer. The toilet ...

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5 BR | 4 BA | Sleeps 10 | Quick View

Distance to beach: 1 miles to In the Key Colony Beach walking distance

$1139

avg/night

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Key Amenities

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

About this property

Waterfront 5 Beds 4 Bath Heated Private Pool, Dock, Spa, Outdoor Kitchen, Bar,Waterfront Florida Keys Home in Key Colony Beach. Heated Pool & Jacuzzi 5 Bedrooms 4 Baths. HIGHLY sought after near the beach. Great for fishermen - 100 ft. Deep Water Dock. BBQ, Pool Table.We rent Friday to Friday ...

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Property Type

Key Colony Beach Villa

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • 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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Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Pool

About this property

3 Bedroom 3 bath Partial Ocean Viewhis is the only 3 bedroom 3 bath unit in the complex. The unit is about 2000 sq feet. It will accommodate 8. 2 Master suites each with a king bed, The 3rd bedroom has 2 twin beds and there is a queen sleeper sofa in the living room. Large private balcony opens off ...

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Property Type

Key West Condo

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4 BR | 4 BA | Sleeps 8 | Quick View

2

Distance to beach: 2 miles to Founders Park

$447

avg/night

View Details

Key Amenities

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

About this property

This tropical waterfront beauty has it all...heated pool, spa, dock and custom elevator. Beautifully appointed and fully equipped for your ultimate holiday rental. Located on a deep water canal with direct access to the Bay or Ocean. Enjoy unforgettable sunsets while relaxing on one of several patios ...

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Property Type

Islamorada House

"Islamorada Paradise"

My wife and I have stayed at Irish Ayes the month of February the last three years. We love it there. This three story home has it all, pool, spa, boat dock even an elevator. The third floor master suite ...

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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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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

"Perfect for 3 couples"

This place is absolutely perfect for 3 couples to come together and have the time of their life while all of us still having our own private space. We rented a 27' offshore boat that was perfectly fine ...

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$402

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Three bedroom, two bath attractive concrete stilt home home with an additonal den for extra sleeping. Nice patio facing the canal with 50' of dockage with fish cleaning station and boat water.Very quick ocean access. Decorated throughout by an interior designer, the master bedroom has a king size bed, ...

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Property Type

Marathon House

"Lovely stay! The home is gorgeous; well appointed and beautifully decorated. Perfect for docking your"

Lovely stay! The home is gorgeous; well appointed and beautifully decorated. Perfect for docking your boat and enjoying a nice warm pool. Would definitely rent again. We look forward to coming back to the ...

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2 BR | 1 BA | Sleeps 6 | Quick View

1

Distance to beach: 3 miles to Sombrero Beach

$204

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

Peace and Quiet in the heart of Marathon!This house is a 2 bedroom, 1 bathroom waterfront half duplex. There's a screened in porch, so you can relax in comfort on the water. The house has 24' of dock space that you can leave your boat parked at and room for a trailer in the driveway. There's a BBQ ...

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Property Type

Marathon House

"Faro Blanco Condo"

We absolutely loved our condo. It was spacious, beautifully decorated and very comfortable, as well as very well stocked. Our large lanai, which overlooked the lovely grounds, the marina, and the Gulf, ...

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Key Amenities

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

About this property

ALERT: BRAND NEW POOL JUST COMPLETED AND INSTALLED....DOWNSTAIRS IS AVAILABLE TO RENT BUT IS NOT INCLUDED IN THE PRICE feel free to ask about downstairs pricing and availability. Downstairs is an additional 3br and 2ba so the upstairs and downstairs would be a total of 7br & 4ba....THIS LISTING ...

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Property Type

Islamorada House

"Our stay"

There are so many words to describe my visit to Islamorada, Florida, and this beautiful property met every imaginable need or want! Comfort, convenience, and location could not have been any better. We ...

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kitchen
  • Pet friendly
  • Pool
  • Private pool

About this property

A new, private community of 8 upscale homes called Coral Cove is located equidistant between Lorelei's and Chef Michael for easy walking to everything in downtown Islamorada, hence the name.....Heart of Morada!Enjoy your private dunk pool or sit around it having drinks and snacks while listening to ...

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Property Type

Islamorada House

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Key Amenities

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

About this property

Charming house on a canal with all amenities like home. Bring your own boat and park it on the dock for the duration of your vacation. Convenient located 25 miles before Key West. Nice restaurants and groceries shopping 10 minutes from the house Marathon is only 30 minutes away. A short boat ride ...

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Property Type

Little Torch Key House

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2 BR | 2 BA | Sleeps 5 | Quick View

2

Distance to beach: 7 miles to Sombrero

$185

avg/night

View Details

Key Amenities

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

About this property

There is currently a 17-foot dock, and people have tied up 25 ft boats to our dock. In full disclosure, Hurricane Irma took out the remaining part of the dock, but we are working to fix that.Our indoor upgrades included getting a Tempur Pedic king-size adjustable bed for the master bedroom (raise ...

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Property Type

Marathon House

"Comfortable 2 bedroom"

we LOVED our time here; perfect spot to boat to the reefs and discover Marathon. Beds are comfortable.

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2 BR | 2 BA | Sleeps 5 | Quick View

$265

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kitchen
  • Oceanfront
  • Pool

About this property

Direct oceanfront condo with stunning views of the Atlantic. Large heated pool, tennis, hi speed wifi. Stroll along the long span of beach or relax at the oceanfront pool. Or just sit on your private balcony and watch the world go by. Large open living area, master bedroom with King size bed, the guest ...

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Property Type

Marathon Condo

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$857

avg/night

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Key Amenities

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

About this property

2 rental homes within 5 private gated acres of scenic beauty in the heart of the Florida Keys and 15 minutes to Key West. Located within the keys wildlife preserve, Sea View Estate is just a 15 minute drive to the shopping and nightlife of Key West and just minutes to some of the finest restaurants ...

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Property Type

Sugarloaf Key House

"Wonderful property wonderful hosts!"

I just got back from taking my family and a friend's family to Troy and Carol's property for a week. The houses were just as described, the location was just what we wanted, quiet and peaceful and away ...

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2 BR | 2 BA | Sleeps 6 | Quick View

5

Distance to beach: 3 miles to Coco Plum Beach

$242

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

Fishing Paradise……Two bedroom, two bath home in a great boating location! Just one canal in from the Gulf and very close to Vaca Cut. Fish cleaning table, bait freezer, 75' of dockage, hi speed internet, washer/dryer.Cute home with a King size bed in the master, 1 Queen and 1 twin in ...

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Property Type

Marathon House

"Perfect simple place"

I call this perfectly simple because I did not need the extravagant type of stay. I needed a clean place to sleep, make food, hang out at night, do some fishing off of a dock and it was just that. It’s ...

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Key Amenities

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

About this property

Minimum 28-day rental.Breathtaking property located on desirable Summerland Key right on the ocean. There are three structures on the property....two cottages (each two-bedroom) and a main house overlooking the ocean. Located between the houses is a breathtaking resort-style pool, diving pool, and ...

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Property Type

Summerland Key House

"Peaceful and beautiful"

The location is fabulous, you can sit under the tiki hut by the water and just take in the gorgeous views. Pool was awesome. It was only a short drive to Key West where you can walk Duval street and take ...

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$450

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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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

This is a Waterfront home with 2 Bedrooms and 2 full baths. We also have a 10,000 lb boat lift so you can bring your boat or rent a boat. We have a hot tub for your enjoyment and have 2 brand new kayaks for you to enjoy exploring the waterways. We have a tiki hut overlooking the most beautiful water ...

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Property Type

Little Torch Key House

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Key Amenities

  • Kitchen
  • Pool

About this property

This spacious updated condo is located in a historic home on William Street that was converted into 5 condo units. Tony's Conch Retreat, unit 5, is on the 2nd floor, at the top of the stairs, and encompasses the rear of the home from end to end. It has a lovely view of the back yard and the pool!The ...

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Property Type

Key West Condo

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Key Amenities

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

About this property

''BEAUTIFUL BAYFRONT PROPERTY!!!!''** 2021 NEW POOL** Fully furnished, 1 story offering 3bd/2ba. The house can sleep up to 8. There is a 1/1 guest suite attached which does have its own separate and private access with full kitchen and bath. Entire house has been remodeled, fully furnished, with a 90 ...

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Property Type

Islamorada House

"Little Piece of Paradise in Islamorada"

We stayed at Paradise during Feb and March 2022. Outstanding house on a canal 1 block from the Bay. House is well appointed and stocked with everything one needs to enjoy the Keys. Owners were wonderful ...

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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

"This is our happy place!"

We have stayed at the Island Queen at least four times now, and it is our favorite “getaway” place. We travel with another couple and the townhome is set up perfectly for us, with two very private ...

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2 BR | 2 BA | Sleeps 8 | Quick View

5

Distance to beach: 5 miles to Coco Plum Beach

$358

avg/night

View Details

Key Amenities

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

About this property

Searenity was just recently renovated and is a brand new ground level vacation rental! A direct shot to the Gulf in about two minutes and nestled in a nice quiet neighborhood on Dolphin Drive in Marathon, this home is in a great central location, not far from Publix Supermarket, all the restaurants and ...

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Property Type

Marathon House

"Wonderful Home"

Just perfect home for 2 of us a few days and 4 of us remainder of trip along with our 4 legged child. Imiya was excellent to work with and the house is great. Back yard is fantastic and easy ride for fishing. ...

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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

"Perfect stay"

This was our second stay at Jerry’s apartment. We already want to go back. The privacy and beauty of the place can not be overstated. Highly recommended!

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3 BR | 2 BA | Sleeps 7 | Quick View

Distance to beach: 8 miles to Bahia Honda Beach

$200

avg/night

View Details

Key Amenities

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

About this property

Upon arrival you will experience the tranquil ambiance of Yellow Butterfly. Each room welcomes you with cozy bed linens, towels, luxury shower provisions and comfort. The open kitchen will make you feel right at home. It is fully equipped with industrial Bertazzoni appliances. Dishes, utensils, ...

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Property Type

Big Pine Key House

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Key Amenities

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

About this property

Enjoy the sunrise from the balcony or from in the condo through 50 ft of glass sliding doors. You can also see the sunset from our walkway on bayside. We have a full kitchen from dishwasher to microwave, washer/dryer, even beach towels. We have wifi, cable TV, and a Master Bath with whirlpool tub, ...

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Property Type

Islamorada Condo

"Wonderful condo by the sea"

My family enjoyed our stay and would definitely come back again. We saw manatees,sharks,rays and enormous fish from our covered patio and bedroom every day. Great central location and several great restaurants ...

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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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$1034

avg/night

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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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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

THIS PROPERTY IS NOT AVAILABLE FOR JAN - MARCH 2023.Welcome to Big Pine Breeze! Charming and tastefully decorated 2/2 home with beautiful sunset views from the large walk-around deck on the upper level with a large screened deck overlooking the canal for a relaxing time for cocktails and space for ...

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Property Type

Big Pine Key House

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3 BR | 3 BA | Sleeps 6 | Quick View

2

Distance to beach: 0.5 miles to Cabana Club

$293

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

DIRECT BOOKINGS, MORE PHOTOS AND AVAILABILITY CALENDAR AVAILABLE ON OUR WEBSITE! MESSAGE US FOR INFO, QUICK RESPONSE! WEBSITE AND FACEBOOK LINK UNDER "OWNER INFO" ON THIS LISTING. 7 DAY MINIMUM, WEEKS ARE SATURDAY TO SATURDAY.New cornhole boards, FOUR KAYAKS included!Manatee Bungalow ...

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Property Type

Key Colony Beach House

"The best"

Great house great location best tiki hut in paradise. Cabana Club a big plus! You will fall in love and rebook

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

** Can be rented as a 2/2 for discounted Rate, Contact owner (Max 6 guests)**Are you needing to get away from it all and breathe? Us too, so look no further! This amazing family friendly home is located on the gorgeous island of Marathon and located on the gulf side with easy access to open water ...

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Property Type

Marathon House

"Amazing"

We had a wonderful time during our stay in Marathon! The house was just a described and looked exactly like the pictures! The pool was a wonderful place to cool off after a day on the boat. The manatees ...

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$300

avg/night

View Details

Key Amenities

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

About this property

Beautiful newer construction single family home with 75 feet of dock with instant ocean access and plenty of vehicle and trailer parking. Enjoy the instant ocean access. Beautiful ocean views right from the balcony. Home is very centralized with several restaurants minutes away, Sombrero Beach just 8 ...

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Property Type

Marathon House

"Amazing House!"

Wow what can I say this house is perfect from the views, to INSTANT Ocean Access to minutes from all the attractions and Sombrero Beach. Will definitely be back soon! Highly recommended.

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1 BR | 1 BA | Sleeps 2 | Quick View

1

Distance to beach: 5 miles to Founders Park

$79

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

"Wonderful stay in the Keys!"

The screened in area and the outdoor space make this rental perfect! We kayaked on the canal, and walked around the neighborhood daily. We watched boats and manatees from the screened in porch. Lee (the ...

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