Florida Keys Vacation Rentals

(429 rentals)
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Sailfish Villa. Direct Water Front!Gulf & Ocean Access! Pool, Dock, Paddleboards

$697

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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 and an assigned boat slip for a boat up to 35' including motors. There is no additional ...

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Property Type

Marathon Villa

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Searenity Vacation Rental! Pool, Tiki Hut, Dockage

2 BR | 2 BA | Sleeps 8 | Quick View

2

Distance to beach: 5 miles to Coco Plum Beach

$329

avg/night

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Key Amenities

  • Air Conditioning
  • Full 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

"Loved this house!"
Reviewed April 26, 2021

Beautiful house, very nicely decorated. Spacious. Immaculate, clean, fully equipped great kitchen and bathrooms. Lovely back patio, pool and tiki hut. BBQ grill. Even a refrigerator and freezer by ...

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Sombrero Beach Rentals, House with Pool~Spa~Boat Dock~ walk to Sombrero Beach!!!

$1297

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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!"
Reviewed April 3, 2021

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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240 MahiMahi

3 BR | 4 BA | Sleeps 8 | Quick View

$482

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Wake up in your own sunrise paradise! Have coffee while sitting under your gazebo by the pool. This custom built, fully air conditioned, vacation home has all the amenities to make this the most memorable vacation you will ever experience. Very stylish, newly built, modern home of 2700 square feet, ...

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Property Type

Marathon House

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Way to Go (MA1011)

4 BR | 3 BA | Sleeps 10 | Quick View

Distance to beach: 4 miles to Sombrero

$505

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Nautical bedroom 2 full size beds King in master Palm Tree bedroom 2 Queens Green Bunk Room two bunks with twin, full and full trundle Casa Paisan You’ll Never Want To Leave! This Mediterranean-inspired waterfront estate nestled on Sombrero Lagoon offers an open interior, phenomenal outdoor space, ...

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Property Type

Marathon House

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Playa del Awesome (MA910)

3 BR | 2 BA | Sleeps 6 | Quick View

$436

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Oceanfront
  • Private Pool

About this property

Playa del Awesome!!! Amazing Sunset Views! Lovely three bedroom, two bath home on the open clear aquamarine waters of the beautiful Gulf of Mexico. Tile floors, updated kitchen, lots of parking. The views from the master suite and guest bedroom are phenomenal. Screened veranda, covered patio, deep water ...

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Property Type

Marathon House

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

$221

avg/night

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Key Amenities

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

About this property

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

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Property Type

Key West House

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End unit with stop-in-your-tracks view!

$157

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

VRE 19-99 One bedroom, TWO bath, panoramic Ocean View! Spend your time in the living room to soak in the rapture of the fantastic, panoramic ocean view out over the wetlands!  Large, flat screen TV and queen sleeper in the sectional plush sofa only steps from the private balcony.  This charming ...

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Property Type

Tavernier Condo

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

$453

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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Waterfront Hideaway: Quiet Locals Experience with Dockage!

2 BR | 1 BA | Sleeps 6 | Quick View

1

Distance to beach: 3 miles to Sombrero Beach

$144

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly

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"
Reviewed April 5, 2021

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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LUXURY HOME WITH DOCK, POOL, HOT TUB, AND ELEVATOR

3 BR | 3 BA | Sleeps 8 | Quick View

7

Distance to beach: 1 miles to Coco Plum & Sombrero Beach

$434

avg/night

View Details

Key Amenities

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

About this property

This new gated Marathon home is 2 levels with an elevator. 3 Bedroom / 3 Bathroom , Sleeps 8 people, with all the comforts of home. This home offers nothing but the best in home furnishings and security. Panoramic water views from private decks off the living room and master bedroom. Master / King bed; ...

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Property Type

Marathon House

"Great Vacation"
Reviewed January 23, 2021

We stayed for a week, the location and views were spectacular. We rented a boat for the week and docked it there. It was so nice to just walk out back and into the boat.The home was perfect for what ...

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Budget Friendly in an upscale resort!

$424

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

VRE 19-23 King, Queen, Twins and sleeper sofa Bright, welcoming and freshly updated!  3-story townhouse with marina view and just steps from the clubhouse pool and grotto spa! Free WiFi high-speed internet! 50" flat panel, LED TV in living room AND master bedroom! Beds are king, queen, twins ...

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Property Type

Key Largo Condo

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Ocean Views in Paradise!

2 BR | 2 BA | Sleeps 6 | Quick View

$231

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

VRE 19-21 Upgraded 2 bed, 2 bath oceanfront condo with amazing sunrises and ocean views! All new, fully renovated, pictures are up-to-date!We are excited to present to you this pristine and upgraded 2 bedroom, 2 bath condo in Ocean Pointe Suites Resort!  Enjoy an ocean view and an easy ...

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Property Type

Tavernier Condo

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Embrace Your Tropical Spirit!

3 BR | 2.5 BA | Sleeps 8 | Quick View

$443

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

VRE 19-24 Exceptional Mariners Club villa on a white sandy sunning beach Sleeps 8 ~ From the moment you enter this luxury villa, the sea draws you like a magnet to your private, covered lanai to admire the unsurpassed blue water view. And just steps away… you will find the pearl in your oyster…a ...

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Property Type

Key Largo Condo

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3/2 Waterfront Home / Private Dock / Cabana Club Access (Pool and Beach)

$265

avg/night

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Key Amenities

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

About this property

The Starfish House is walking distance to several local restaurants as well as Sunset Park located at the south end of Key Colony. Enjoy the tropical landscaping that surrounds the area while you watch the sun set over the open ocean. Children will love the playground and basketball court located just ...

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Property Type

Key Colony Beach House

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Blue Heaven Coastal Cottage

3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 2 miles to Anne's Beach

$217

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly

About this property

House, 3 Bedrooms, 2 Baths, (Sleeps 4-6)Spacious ground level home that will be easy on your legs--NO stairs to climb! The home is fully equipped with linens for the queen, queen, and 2 double beds. The master bedroom has its own bath. A separate media room with a flat screen TV as well as a large ...

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Property Type

Islamorada House

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Family Gatherings

5 BR | 4 BA | Sleeps 14 | Quick View

Distance to beach: 1 miles to Cabana Club

$562

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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W09 - 2394 Coco Plum Dr Unit 3

6 BR | 6 BA | Sleeps 14 | Quick View

$944

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

Brand new construction built in 2019. Be one of the first to stay in this luxury home.6 Bedrooms 6.5 BathroomsWelcome to paradise! Escape to this luxurious six bedroom home designed for VIP guests. Across the street from open water, with beautiful views! Each bedroom includes an en suite bathroom. ...

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Property Type

Marathon House

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Historic Caroline Street Condo!1 Bedroom 2 Bath, Pool, Amazing Old Town Location

$250

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

Quintesential Keys Hideway in Historic Old Town, Key West! Close to Everything!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 ...

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Property Type

Key West Condo

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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

$292

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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Ma977 205 13th Street Key Colony Beach, Fl 33051

3 BR | 2 BA | Sleeps 8 | Quick View

1

Distance to beach: 1 miles to Cabana Club

$371

avg/night

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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

"Great Location"
Reviewed May 15, 2021

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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Elegant ~ Stylish ~ Well-Designed

2 BR | 2.5 BA | Sleeps 6 | Quick View

2

$390

avg/night

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Key Amenities

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

About this property

VRE 19-28 FREE Internet! Open water view! Ahh...you are here!  Villa 124 at Mariners Club is a two bedroom, two and one-half bath luxury villa with stunning harbor and ocean view!  A smart floor plan features a spacious open living space. A split bedroom plan each with king beds affords ...

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Property Type

Key Largo Condo

"The best!"
Reviewed June 7, 2021

This condo was everything we expected and more. Very clean and open, well furnished and stunning views of the marina and ocean. If you are looking for a great property then look no more. The sprawling pool ...

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Palm Breezes

5 BR | 3 BA | Sleeps 12 | Quick View

1

$598

avg/night

View Details

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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Marathon Key Beach Club

2 BR | 2 BA | Sleeps 6 | Quick View

$229

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

A Beautiful Resort in the Middle Florida KeysMarathon Key Beach Club is a beautiful resort found in the middle of the Florida Keys. Midway between Key Largo and Key West, the location is ideal for enjoying activities up and down the keys. The resort is an interval ownership resort, also known as ...

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Property Type

Marathon Condo

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Ocean Harbor M31

3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 2 miles to Founder's Park

$283

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

This Condo is located on Plantation Key, close to restaurants, shopping and Tiki bars. With pool, tennis courts and a protected marina, Ocean Harbour is a preferred residence for repeat visitors to the Keys. Elevators for easy access and a fourth floor end unit location make it easy to access your stunning ...

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Property Type

Islamorada Condo

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Village well located in Key West

Inquire for rates

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

4 bedrooms with 3 full bathrooms, huge master bedroom and bathroom,, on cul de sac for privacy, lagoon style pool available only monthly.

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Property Type

Key West Villa

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Bay Harbor 116D

3 BR | 2.5 BA | Sleeps 6 | Quick View

$414

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

This Condo comes with a 30' Boat slip, Tennis courts, pool, club house, undercover parking and elevators for easy access. Located on quiet Lower Matecumbe Key Bay Harbour is just 7 miles from Islamorada's center with nearby beaches and parks.

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Property Type

Islamorada Condo

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Take in the oceanview from your patios in this oceanfront 3 bedroom townhouse!

$468

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

VRE 19- 48 3-bed, 3-bath tri-level townhouse with pool and oceanview! Sleeps 6 in beds, maximum occupancy 8 ~ Welcome to this spacious, oceanfront 3-bedroom, 3-bath townhouse ideally located overlooking the center of resort’s spectacular oasis pool. Instantly feel relaxed looking at the clear blue ...

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Property Type

Key Largo Condo

"Perfect get away!"
Reviewed February 15, 2021

We had 3 couples, and the property was perfect! Each coupe had their own bedroom and bath; the living area was great for visiting; and the pool area was great! We truly enjoyed our time there!

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Family-size townhouse with private apartment!

$441

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

VRE 19-71 Spacious 3 bed, 3-1/2 bath - Sleeps 8 - Immaculate! This is your perfect start to an unforgettable vacation! 705 Mariners Club is a 3-bedroom, 3-story townhouse reflecting distinctive pride of ownership.The ground floor 1-bedroom, 1-bath guest quarters is so inviting…flooded with ...

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Property Type

Key Largo Condo

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Islamorada Luxurious Private Sandy Beach Access Tiki Huts Hammocks Kayaks

3 BR | 2 BA | Sleeps 6 | Quick View

9

Distance to beach: 0.5 miles to White Marlin Beach

$557

avg/night

View Details

Key Amenities

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

About this property

House, 3 Bedrooms, 2 Baths, Sleeps 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"
Reviewed April 6, 2021

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

$453

avg/night

View Details

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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Key Colony Half or Full Duplex - Dock and Pool Club Included!

$136

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly

About this property

This full duplex is sits on a Wide, Deepwater canal with 3 minute access by Boat to the Atlantic Ocean and 10 minute ride to the Gulf.*Prices shown are for this 3 bedroom, 2 bathroom side of the duplex, not both units*Features Only a 1 block walk to the Cabana Club pool and ocean front beach ...

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Property Type

Key Colony Beach House

"Captain Tad Grubbs"
Reviewed April 15, 2021

Maria's place neat clean and very roomy. I would recommend it. Close to beach and pool and fishing and restaurants

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BEACON REEF 306 - 2 Bedroom Condo with Gorgeous Views of the Ocean and Complex

$112

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly

About this property

Minimum Rental: 1 Month Enjoy a relaxing summer and fall here in the Keys at this immaculate and charming two bedroom and two bath condo with screened balcony overlooking views of the tropical complex and of course the beautiful ocean. While the owners attend to their other property "up north" ...

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Property Type

Islamorada Condo

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Islamorada Beachfront Apartment - Great Sunsets! Private Beach!

$200

avg/night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Oceanfront
  • Rentals by Owner

About this property

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

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Property Type

Islamorada Apartment

"perfect in the keys."
Reviewed May 9, 2021

WE had a wonderful time and so relaxing to sit on the beach and enjoy the sunsets. The apartment fit our needs and Jerry was so informative about the area. It was paradise We would come here again in ...

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Keys only real beach front home in the Keys

$536

avg/night

View Details

Key Amenities

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

About this property

Sea Vista EstateStay in a beautifully appointed villa or cottage located directly on the Atlantic Ocean. Only a 15 minute drive to Key West's history, restaurants and nightlife, this tropical retreat known as Sea Vista, is as serene as a private island.Enjoy full use of direct TV channels, free ...

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Property Type

Key West House

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

$373

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

"Fun time in Tollgate"
Reviewed May 14, 2021

Just got back from spending the month of April at Bill and Tiffany’s Piece of Paradise. It was everything we had hoped it would be.I brought my 28 foot center console and the home was setup perfectly ...

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Luxury Oceanfront Home, New Rental, Views, Pool

$735

avg/night

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Key Amenities

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

About this property

‘The Beach House’ at Tarpon Point in Islamorada‘The Beach House’ is a luxurious oceanfront home in a private gated enclave of only 12 houses. This end home offers privacy and beautiful ocean views including of Indian Key Historic State Park. Enjoy morning coffee and a phenomenal ...

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Property Type

Islamorada House

"The Perfect Escape"
Reviewed April 1, 2021

We could not have been happier at this exquisite home. It was clean, in a great location, and the pool was awesome! The marina across the street is within walking distance and they have food, shopping, ...

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Dockside Retreat. Canal Front, Tiki Hut, Kayaks, Bikes, Pool, Beach!

$453

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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"
Reviewed January 11, 2021

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

4 BR | 2 BA | Sleeps 10 | Quick View

5

Distance to beach: 3 miles to Sombrero

$383

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

"Maniti Cove vacation"
Reviewed June 14, 2021

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

$393

avg/night

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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

""Island Queen" is Island Gem"
Reviewed May 21, 2021

We truly enjoyed our stay at Island Queen. The villa is centrally located in walking distance to everything. It is a perfect rental for two couples as the en suite bedrooms are separated upstairs. Furnishings ...

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Unique design! 3-bedroom townhouse includes studio apartment and boat dockage!

$215

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

VRE-19-85 - 3 bedroom townhouse max 8 people, dockage available (fee) for 27` LOA 7-night minimum stay requirement.  Lovely bayside townhouse with 2 bedrooms, 1 1/2 baths on the main floor and a studio apartment ground floor with a kitchenette accessible via an exterior staircase and just ...

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Property Type

Key Largo Condo

"Very Comfortable with lots of amenities"
Reviewed April 23, 2021

We loved staying at this property. Great location with plenty of things to do of all ages. I really liked the privacy of the studio apartment. I would love to stay again! The only issue is getting hot water ...

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Charming 3/ 3-1/2 with private Captain`s quarters! 708 Mariners Club

$361

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

VRE-20-42Designer furnishings and upgrades make this luxury, three-story townhouse with over 2200 sq of living space the perfect home-away-from-home for even the most particular traveler.   Enter via one of the two ground floor entrances.  One entrance takes you directly into the ...

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Property Type

Key Largo Townhome

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Little Casita

1 BR | 1 BA | Sleeps 2 | Quick View

$200

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly

About this property

WELCOME TO LITTLE CASITA! We are complying with the directives listed on the Monroe County website. Please be aware that information may be updated and the details of your reservation may also be required to change, potentially without much notice. If the governor issues a directive, related to Covid-19, ...

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Property Type

Key West Apartment

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Latitude Penthouse Key West B417

$365

avg/night

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Key Amenities

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

About this property

Top floor penthouse ocean-view condominium at 1800 Atlantic in the highly desirable B building. This unit has recently been renovated and features a new kitchen with granite counters, lovely open floor plan with vaulted ceilings. The elegant master bathroom has a spacious walk in shower. The master bedroom ...

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Property Type

Key West Condo

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Beachfront Oasis!

3 BR | 2.5 BA | Sleeps 6 | Quick View

$443

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

VRE 19-125 3 bedroom, oceanfront villa! Mariners Club Key Largo Beachfront OasisEnjoy luxurious oceanfront living with unobstructed panoramic views of the Atlantic Ocean from your private terrace with a 43 slip deep-sea marina at your front doorsteps and a semi-private beach in your backyard.Offering ...

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Property Type

Key Largo Condo

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Hidden Cottage

3 BR | 3 BA | Sleeps 6 | Quick View

1

$378

avg/night

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Key Amenities

  • Air Conditioning
  • Full 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"
Reviewed March 2, 2021

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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Imagine...122 Mariners Club Key Largo

$390

avg/night

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Key Amenities

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

About this property

VRE 20-54 2 bedroom 2.5 bath villa with stunning open water views! 122 Mariners Club Imagine yourself in this luxury, immaculately maintained two-bedroom, two and one-half bath, 2nd-floor villa with a breathtaking view over the harbor out to the deep blue of the Atlantic Ocean! The ...

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Property Type

Key Largo Condo

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Breezy Palms

4 BR | 3 BA | Sleeps 10 | Quick View

5

$399

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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

"Great Vacation Home!! Would go back again!"
Reviewed April 18, 2021

Frank's home is awesome. My family and I had a great vacation in the house. The location was great, across from a golf course so my husband could golf and we had kayaks so a quick ride to the beach and ...

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Conch Cottage Key West's only real beach house

Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

Stay in a beautifully appointed villa or cottage located directly on the Atlantic Ocean. Only a 15 minute drive to Key West's history, restaurants and nightlife, this tropical retreat known as Sea Vista, is as serene as a private island.Enjoy full use of direct TV channels, free current video library ...

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Property Type

Key West House

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Reel'em Inn

2 BR | 2 BA | Sleeps 6 | Quick View

$306

avg/night

View Details

Key Amenities

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

About this property

A Fisherman's Paradise! Immediate Access to the Atlantic, Private 35' Dock to bring your boat or rent one that can be provided upon request if the dates are available. 2 Bedroom, 2 Bath with a Loft. Large Deck space on top and even larger covered area below for relaxing in a hammock, playing cornhole, ...

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Property Type

Little Torch Key House

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