Florida Keys Vacation Rentals

(360 rentals)
Ma1000 235 Sombrero Beach Road Marathon, Fl 33050

$434

avg/night

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Key Amenities

  • Air Conditioning
  • Full 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"
Reviewed January 15, 2021

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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Chillax. "Chillax" Private Pool and Dock, Canal Front, Beach!

$446

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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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Kens Conch Key Cottage - Optional motor boat rental - Pay direct to owner site

2 BR | 2 BA | Sleeps 5 | Quick View

1

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

$286

avg/night

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Key Amenities

  • Air Conditioning

About this property

*****Booking on Pay Direct to Owner sites save you the most money!*******Kens Conch Key Cottage is 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 ...

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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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The Blue Turtle Villa. Direct Ocean & Gulf, Bayfront! Brand New! Private

$715

avg/night

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Key Amenities

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

About this property

The Blue Turtle Villa on Vaca Cut at The Tides (unit #4) is a brand new 5 bedroom 4 bath home with a private pool, boat slip, all the toys for the perfect vacation ~ paddle boards, kayak, giant Jenga, ping pong and more! Perfectly situated on the water with stunning views, sunrise and sunset colors and ...

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Property Type

Marathon House

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Breathtaking Ocean Front- Pristine Beaches- Luxurious Condo!

$319

avg/night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full 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!"
Reviewed October 19, 2020

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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Antigua Place - Charming vacation home located in Port Antigua.

$187

avg/night

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Key Amenities

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

About this property

MINIMUM RENTAL 1 MONTH: Charming vacation home located in the beautiful neighborhood of Port Antigua. You will love this home! There is a wonderful open concept floor plan with 3 nicely proportioned bedrooms. Sliding doors open from the dining area into the sunroom overlooking the canal. You’ll ...

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Property Type

Islamorada House

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Coastal Key. Flexible Cancellation on Future Bookings! Private Pool - Dock

$390

avg/night

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Key Amenities

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

About this property

Beautifully decorated brand new home, located down the street from oceanfront Sombrero Beach, has a private pool, private dock, fish cleaning station, bait freezer, outdoor TV in covered patio, gas grill, 4 bikes, 2 kayaks, 1 paddle board! With 3 bedrooms, 2 bathrooms, a pull out couch, a pack n play ...

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Property Type

Marathon House

"Best Vacation Ever."
Reviewed November 6, 2020

We decided last minute to cancel our Disney trip & head to the keys. With thousands of options i was overwhelmed to say the least. After weeks of researching reading reviews really digging deep i came across ...

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Waterfront Paradise on Canal W/New Pool

$355

avg/night

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Key Amenities

  • Air Conditioning
  • Full 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"
Reviewed July 26, 2020

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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Bayside: 1st Floor Apartment in Native Hammock on Florida Bay

1 BR | 2 BA | Sleeps 4 | Quick View

Distance to beach: 4 miles to Founders Park

$214

avg/night

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Key Amenities

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

About this property

Bayside is a first floor apartment overlooking the water. Bayside is located on a small resort property nestled in a native hammock on Florida Bay. An easy 90 minute drive from Miami International Airport, this property is located in the heart of Islamorada, directly on Florida Bay. Bayside is fully air ...

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Property Type

Islamorada Condo

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Sanctuary in Paradise Featured on H G T V

$571

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Oceanfront

About this property

Sanctuary in paradise. Unique property featuring: ~1BR 1BA main house ~2BR 2BA downstairs apt. ~1BR 1BA cottage ~3 Full KitchensWheather you are planning your very first visit to the Florida Keys or are a returning guest, we'd like to welcome you to our paradise. Islamorada, meaning purple isle, ...

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Property Type

Plantation Key House

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Casa Lorelane

7 BR | 5.5 BA | Sleeps 20 | Quick View

1

$667

avg/night

View Details

Key Amenities

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

About this property

Large, very spacious, beautifully appointed 7 BR home with breathtaking ocean views, large dock, pool, 2 jacuzzis, BBQ grill, 4 kayaks, large tiki, two fully equipped kitchens, all new appliances and major upgrades since Irma. Comfortably accommodates multiple families. Very private and secure with security ...

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Property Type

Key Largo Estate

"Great trip"
Reviewed December 2, 2020

House was awesome. Very clean and great area. Family had an amazing week in the sun and the house made our stay extra special.

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PALMS #317 - 1 Bedroom Condo in Oceanfront Complex in Islamorada

1 BR | 1 BA | Sleeps 4 | Quick View

1

Distance to beach: 7 miles to Founders

$91

avg/night

View Details

Key Amenities

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

About this property

MINIMUM RENTAL: 1 Month The Palms of Islamorada is a condo complex consisting of 84 units and is located directly on the Atlantic Ocean. The complex features separate his and hers mini-gyms, heated pool, hot tub, tiki for gatherings and lots of lounge chairs so soaking up the wonderful sunshine. ...

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Property Type

Islamorada Condo

"Great condo!"
Reviewed October 19, 2020

This was a great location to watch beautiful sunrises. The facilities were as described. The condo was super clean and up to date.

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Family Gatherings

5 BR | 4 BA | Sleeps 14 | Quick View

Distance to beach: 1 miles to Cabana Club

$576

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Lovely full duplex that sleeps 14! Upstairs there are 3 bedrooms, 2 and a half bath’s with a wide open concept. The half bath is off the living room area. Four flat screen TV’s, hi speed wireless internet, gas grill and a lovely pool (heat is $200/wk optional). Pool is 10 X 20 and 4′ ...

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Property Type

Key Colony Beach House

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Palms #407 - Beautiful condo with panoramic views of the Atlantic Ocean.

$128

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Oceanfront

About this property

Minimum Rental: 28 Days"The Palms #407" is a charming 2 bedroom, 2 bath condo with updated kitchen and baths. Walk out onto your balcony and enjoy the sea breezes and ever changing ocean views. The comfortable furnishings and convenient floor plan provide an inviting place to call home. ...

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Property Type

Islamorada Condo

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Tropical Pool Home with Tiki Hut & 60' Dock

2 BR | 2 BA | Sleeps 6 | Quick View

5

Distance to beach: 2 miles to Sombrero Beach

$261

avg/night

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Key Amenities

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

About this property

A beautiful waterfront half duplex home in a tropical setting with views of the Gulf of Mexico and incredible sunsets. Recently renovated octagonal shaped home with wide open water views from every window. Newly furnished comfortable interior with all the amenities you'd expect. Brick pavers surround ...

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Property Type

Marathon House

"Pool home on the ocean"
Reviewed June 7, 2020

Pictures don’t do it it justice! Very nice getaway in the middle keys. Owner was very gracious and we had a great time!

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Beacon Reef #222 - Gorgeous condo with panoramic views of the Atlantic Ocean.

$172

avg/night

View Details

Key Amenities

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

About this property

Minimum Rental: 28 Days"Beacon Reef 222" is an extraordinary ocean front condo with panoramic views of the Atlantic Ocean. Relax on your own balcony or use the spiral stairs to access the sandy beach below. This condo is located in one of the most prestigious condo complexes in Islamorada. ...

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Property Type

Islamorada Condo

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Moon Bay A206 - Totally Remodeled Condo with Pool in Key Largo

$189

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Minimum Rental: 7 Nights"Moon Bay A206" is calling all fishermen and divers... Whether you plan to fish or dive on your next visit to the Keys, you will find these exceptional accommodations first class and affordable. World famous dive sites are minutes away and phenomenal fishing is ...

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Property Type

Key Largo Condo

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Tropical Seclusion On Old Town Lane With Pool And Detached Bungalow.

$334

avg/night

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Key Amenities

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

About this property

2/2 Main House, 1/1 Bunglow, Large Pool And Hot Tub On Beautiful Old Town LaneHidden at the end of one of the most beautiful lanes in Old Town, Casa Escondida awaits you with its tropical seclusion and quiet serenity. Nestled amongst mature tropical landscaping, the main 2/2 house features an indoor/outdoor ...

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Property Type

Key West House

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Oasis in the Keys. Oasis in the Keys! 3 BR 2.5 BA Direct Ocean Front!

$456

avg/night

View Details

Key Amenities

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

About this property

Boasting stunning floor-to-ceiling ocean views in every room, this newly remodeled 3BR/2.5BA home promises a delightful oceanfront stay in the Florida Keys. Use the four provided kayaks, two paddle boards for fun-filled explorations, or hop on the bikes to cruise the surrounding area. Enjoy a game of ...

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Property Type

Marathon House

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

$177

avg/night

View Details

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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Beautiful 3BD 3BA Villa in the Exclusive Flamingo Island

3 BR | 3 BA | Sleeps 8 | Quick View

1

Distance to beach: 3 miles to Sombrero Beach

$486

avg/night

View Details

Key Amenities

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

About this property

Welcome to Villa Nena!Stay in a beautiful villa in the exclusive Flamingo Island in Marathon, FL, located on a lagoon close to the famous Sombrero Beach and many well-known local restaurants. With the home just 10 min from the ocean by boat, you can enjoy the Florida Key's world class fishing, snorkeling, ...

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Property Type

Marathon House

"Fabulous private retreat with amazing water and wildlife views"
Reviewed January 3, 2021

We booked Villa Nena for the week in between Christmas and New Years - it was a week in paradise. Not only was the house spotlessly clean, comfortable and spacious, the location is divine - every room ...

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Open Water & Boating Canal

3 BR | 2 BA | Sleeps 8 | Quick View

$125

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Oceanfront
  • Pet Friendly

About this property

Available starting May 7, 2021.. 28 day minimum rental, prefer long term lease. $3500 per month includes wifi and utilities. NEW 100 FT SEAWALL. Seven eight five. Four six two. Three six six zero. Call or text. . Sink in a back bedroom offer a guest hideaway with a view! Directly on OPEN WATER with ...

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Property Type

Big Pine Key House

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Bougainvillea Villa Key West MONTHLY RENTALS ONLY

4 BR | 2 BA | Sleeps 8 | Quick View

1

Distance to beach: 4 miles to Smathers

$514

avg/night

View Details

Key Amenities

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

About this property

COVID-19 UPDATE: Key West restaurants and bars are open. Masks are required at all times unless you are seated at a table in a bar or restaurant.MONTHLY RENTALS ONLY We purchased Bougainvillea Villa as our future retirement home. Since we are unable to visit as often as we’d like, we are ...

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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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Waterfront Keys Home - Spectacular View, 37' Dock

2 BR | 2 BA | Sleeps 6 | Quick View

2

Distance to beach: 2 miles to Sombrero Beach

Key Amenities

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

About this property

Gorgeous crystal clear, open water views of the Gulf of Mexico, incredible sunsets. Deep Water Dockage for your boat, snorkel, fish or dive right from the dock.This is not your typical canal home that are rented throughout Marathon. This one has open water, privacy and an un-obstructed view. This ...

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Property Type

Marathon House

"Lobster season"
Reviewed August 11, 2020

This is the second time I have rented from Joe, absolutely fabulous experience, the house was great the view was spectacular the home was clean and well kept and well-equipped look forward to staying in ...

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Keys Spectacular Gulf of Mexico Views

3 BR | 3 BA | Sleeps 8 | Quick View

3

Distance to beach: 2 miles to Sombrero Beach

$318

avg/night

View Details

Key Amenities

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

About this property

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 open ...

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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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Oceanfront Luxury "Mar Azul"

3 BR | 2.5 BA | Sleeps 6 | Quick View

5

$459

avg/night

View Details

Key Amenities

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

About this property

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

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Property Type

Marathon Estate

"Great house and location"
Reviewed January 18, 2021

My husband, daughter, son-in-law and 2 grandsons recently stayed for one week. The location of the house was great, close to everything. The boys loved fishing off the dock and swimming in the pool. The ...

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Privacy On Sombrero Beach With Heated Pool, Deep Water Dock, Ocean View

$633

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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"
Reviewed September 22, 2020

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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Waterfront 6 Bedroom 5 Bath 65' Deep Water Dock, Pool, Tiki Hut, Outdoor Kitchen

6 BR | 5 BA | Sleeps 14 | Quick View

1

Distance to beach: 0.1 miles to Sombrero Beach

$1286

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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!!!"
Reviewed October 9, 2019

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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Casa de Playa

4 BR | 2 BA | Sleeps 8 | Quick View

$350

avg/night

View Details

Key Amenities

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

About this property

Vacation in our spacious 4 bedroom 2 bath home located in a quiet neighborhood in Marathon on the Oceanside of the island. With direct access to the water is ideal for fishing, trips to the sandbar, and even great for evening boat rides to several local restaurants that are available to you where you ...

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Property Type

Marathon House

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Villa Riolo - Updated home and perfect for your next holiday in Islamorada

$155

avg/night

View Details

Key Amenities

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

About this property

Minimum Rental: 28 Days"Villa Riolo" is an updated single family stilt home and perfect for your next holiday in Islamorada! It comfortably sleeps 6 in two bedrooms. This home has been meticulously cared for over the years and for the first time the owners are offering you an opportunity ...

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Property Type

Islamorada House

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Manatee Cove-4BR/2BA, Pool, Spa, Tiki, Quick Atlantic access!

4 BR | 2 BA | Sleeps 10 | Quick View

4

Distance to beach: 3 miles to Sombrero

$427

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full 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

"Manatee Cove House"
Reviewed November 16, 2020

I booked this house for a surprise 60th birthday week for my stepfather. Despite having to travel through a tropical storm the first day, we thoroughly enjoyed the house and the location.We brought ...

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Beautiful Townhouse Awaiting Your Tropical Escape

2 BR | 2.5 BA | Sleeps 6 | Quick View

1

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

$451

avg/night

View Details

Key Amenities

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

About this property

Now more than ever it is important it is important to choose a home that is thoroughly cleaned and well maintained. We inspect our homes multiple times each month and follow the AHLA Stay Safe Guidelines to ensure your stay is safe and comfortable. You will also find an initial supply of cleaning and ...

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Property Type

Key West House

"Great place to stay near everything."
Reviewed October 31, 2019

Beautiful condo in a great part of town. It was exactly as advertised. Wonderful. We visited the fort, beaches, pool, and numerous restaurants, bars, and shops. It was Fantasy Fest week. We ate at Bagtell’s, ...

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Turtle Cove - 3BR/2BA, Pool, Spa, Quick Atlantic access!

$322

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full 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

"Beautiful home"
Reviewed September 7, 2020

We had a wonderful time at turtle cove. The house had everything we needed. Loved having the pool, tanning deck and the hot tub. The neighbors are very friendly. We saw manatees in the canal 3 separate ...

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Deep wide canal, ocean view, unlimited dockage.

$149

avg/night

View Details

Key Amenities

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

About this property

Sea horse 1: Deep wide unlimited dockage with 50 amp power by the dock, flow through canal, View of Vaca Cut & Atlantic Ocean. Swimming , snorkeling, fishing all right from the dock and swim with beautiful Tropical fishes and manatees! Tastefully decorated & furnished, cute & clean, ...

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Property Type

Marathon House

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Truman Annex - ' Island Queen' End Unit Villa is One-of-a-Kind!

$393

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full 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

"AMAZING!!"
Reviewed November 21, 2020

This is a one of a kind rental. Beautiful home, spotless, perfect location, the most comfortable beds, etc. The owners were wonderful and easy to deal with but the icing on the cake is Connie! The woman ...

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Ocean Harbour K31 - 3 Bedroom Oceanfront Condo in Islamorada

$233

avg/night

View Details

Key Amenities

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

About this property

MINIMUM STAY: One Month Gorgeous 3 bedroom ocean front condo with unobstructed ocean views NEW to the rental market and available now! Be the first to rent this unit and establish your annual winter rental getaway. New owners have refurnished and upgraded this spacious end unit in Ocean Harbour. ...

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Property Type

Plantation Key Condo

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Ma977 205 13th Street Key Colony Beach, Fl 33051

3 BR | 2 BA | Sleeps 8 | Quick View

Distance to beach: 1 miles to Cabana Club

$357

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full 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

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

$275

avg/night

View Details

Key Amenities

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

About this property

Now more than ever it is important it is important to choose a home that is thoroughly cleaned and well maintained. We inspect our homes multiple times each month and follow the AHLA Stay Safe Guidelines to ensure your stay is safe and comfortable. You will also find an initial supply of cleaning and ...

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Property Type

Key West Condo

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Charming house on the canal

3 BR | 2 BA | Sleeps 8 | Quick View

$134

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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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Seaglass-20 feet from the Gulf

2 BR | 2.5 BA | Sleeps 6 | Quick View

2

$283

avg/night

View Details

Key Amenities

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

About this property

Seaglass-Paradise on the Gulf is located in 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 for its Caribbean ...

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Property Type

Marathon Condo

"Xmas get away"
Reviewed January 4, 2020

THis condo is beautiful, so many pretty views, very clean an d easy access to restaurants. My husband and I visitied for the first time and we were not disappointed, Ed was so easy to work with. Loved Sea ...

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Tropical Oasis - Exceptional single family home designed for tropical living.

$325

avg/night

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Key Amenities

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

About this property

Minimum Rental: 28 Days "Tropical Oasis" is an exceptional single family home designed for tropical living - charming interior and extraordinary outdoor living areas. Open concept living area on the middle level of the home offers a formal dining with 8 chairs and 3 bar stools at the kitchen ...

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Property Type

Key Largo House

"Beautiful location stunning home."
Reviewed January 11, 2020

Beautifully decorated and fabulous location! I highly recommend this home. We had a great time and wonderful experience here in Key Largo FL.

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Poolside Paradise @ , beach & Duval St.

$374

avg/night

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Key Amenities

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

About this property

Now more than ever it is important it is important to choose a home that is thoroughly cleaned and well maintained. We inspect our homes multiple times each month and follow the AHLA Stay Safe Guidelines to ensure your stay is safe and comfortable. You will also find an initial supply of cleaning and ...

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Property Type

Key West Condo

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Palm Breezes

5 BR | 3 BA | Sleeps 12 | Quick View

1

$618

avg/night

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Key Amenities

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

About this property

This 5 bedroom 3 bath house with pool on Ocean front property on Highway 1. Located just 20 miles away from Key West. This lovely home has its own huge pool area with full lounge chairs all the way around pool area, the pool is heated. Downstairs grill, upstairs grill, Jacuzzi. Full WiFi. TVs in every ...

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Property Type

Cudjoe Key House

"Amazing find!!!"
Reviewed November 24, 2020

Amazing home in Cudjoe Key!! Only 20 minutes from Key West! Prime location, wonderful home with all the amenities. We had 9 of us and loved having the pool, jacuzzi and kayaks to use! Great restaurants ...

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Reel Life. 4/3 Private Pool, Private Dock, Bikes, Kayaks!

$446

avg/night

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Key Amenities

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

About this property

This beautiful 4 bedroom, 3 bath home is less than 2 minutes from Sombrero Beach just down the street (oceanfront) and less than 15 minutes to open water! Private pool with outdoor tv on the patio, private dock, 2 bikes, 2 kayaks, bait freezer, gas grill! The private dock can accommodate up to a 40' boat. ...

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Property Type

Marathon House

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Marathon Angler' s Retreat. Flexible Cancellation on Future Bookings! Private

$473

avg/night

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Key Amenities

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

About this property

MARATHON ANGLER'S RETREAT in Marathon is a brand new property with every modern convenience and a warm coastal decor! Located right on a canal (just 15-20 minutes from open water) it has its own private dock (can accommodate up to a 45' boat on a 30' dock), fish cleaning station, private pool, hot tub, ...

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Property Type

Marathon Villa

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'A little Piece of Paradise" Islamorada, Fl. On the water! 3/2, 90 Ft of dock

$216

avg/night

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Key Amenities

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

About this property

''BEAUTIFUL BAYFRONT PROPERTY!!!!'' Fully furnished, 1 story offering 3bd/2ba. The house can sleep up to 10. There is a 1/1 guest suite attached which does have its own seperate and private access with full kitchen and bath. Entire house has been remodeled, fully furnished, with a 90 ft Dock. Bring ...

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Property Type

Islamorada House

"This is an exceptional property"
Reviewed January 5, 2021

We rented this newly renovated waterfront home on Lower Matecumbe Key (Islamorada) with extended family for the holidays. It's the most amazing house and location, very comfortable with lots of space and ...

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Casa del Sol Resort

4 BR | 5.5 BA | Sleeps 12 | Quick View

3

$500

avg/night

View Details

Key Amenities

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

About this property

The best the Keys has to offer is right here at Casa Del Sol... This stunning house has 4 bedrooms, all with incredible views of the bay from your bed. It also has 5 1/2 bathrooms with unlimited hot water to all but one bathroom. The house also is gated out by the road for privacy and has a brand new ...

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Property Type

Tavernier House

"summer"
Reviewed July 23, 2019

Every year we stay at this home it is the most beautiful home we have stayed in since the past 14 years we have been going great location great owner. great areas to fish and lobster by the house close ...

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Waterfront Sgl Family Pool Home:60' Dock: Direct Ocean Access:Kayaks:Ocean

2 BR | 3 BA | Sleeps 6 | Quick View

6

Distance to beach: 1 miles to Sombrerro Beach

$482

avg/night

View Details

Key Amenities

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

About this property

Lemon Key CottageWelcome home…Thanks to Hurricane Irma, we now have a beautiful newly renovated home! We've spent over $150K on a complete restoration and modernization. (check out the new pics) Lemon Key Cottage is absolutely stunning with new: bathrooms, kitchen, appliances, flooring, ...

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Property Type

Marathon House

"Location, Location, Location"
Reviewed December 5, 2020

The Cottage is a wonderful home and a fantastic location. The owners have provided everything you could possibly need. We planned to cook in several nights and I brought along items I knew I would need. ...

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PALMS #313 Spectacular 2 Bedroom Condo with Breathtaking Oceanfront Views

2 BR | 2 BA | Sleeps 4 | Quick View

1

Distance to beach: 7 miles to Founders

$134

avg/night

View Details

Key Amenities

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

About this property

MINIMUM STAY: 1 Month 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 ...

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Property Type

Islamorada Condo

"Stunning"
Reviewed December 12, 2020

My stay at the Palms has been one of my best vacations. The views, the fishing, the pool and great people. The condo was simply gorgeous , fully stocked and the people were oh so nice. I cant wait to ...

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Palms #309 - Exceptional condo with panoramic views of the Atlantic Ocean.

$126

avg/night

View Details

Key Amenities

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

About this property

Minimum Rental: 28 Days "The Palms #309" is an exceptional condo with panoramic views of the Atlantic Ocean. This condo is in one of the most popular condo complexes in Islamorada - The Palms of Islamorada. Comfortably furnished and ready for your arrival this unit offers an updated kitchen ...

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Property Type

Islamorada Condo

"Great place to relax"
Reviewed August 3, 2019

Condo is in great location and in nice condition Everything was as was promised Loved the pool and walking in the ocean Great dining just walking distance Only thing I would ask is better kitchen ...

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Florida Keys Vacation Rentals