Florida Keys Vacation Rentals

(411 rentals)
Boater's Dream Home

4 BR | 4.5 BA | Sleeps 12 | Quick View

Distance to beach: 0.5 miles to White Marlin Beach

$500

avg/night

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Key Amenities

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

About this property

Bring your boat and Jet SkisNestled on a canal less than 2 minutes to the bay and 10 minutes to the ocean with key access to private White Marlin Beach. 80' dock with fish cleaning table, double jet ski lift, and two floors facing the canal and a private sanctuary. 1st floor: 2 bed/2.5 bath, full ...

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Property Type

Islamorada House

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W09 - 2394 Coco Plum Dr Unit 3

6 BR | 6 BA | Sleeps 14 | Quick View

$978

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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Ma870

3 BR | 2 BA | Sleeps 8 | Quick View

1

Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

Have a truly blissful vacation at this charming, Gulf Front home that sits on one acre of pristine property on exclusive Morton St. Enjoy the magnificent open Gulf views from nearly every room. This unique home is reminiscent of the way the Keys used to be…..charming! Perfect area for walking, ...

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Property Type

Marathon House

"Great house!"
Reviewed December 4, 2020

Everything from the location to the layout of bedrooms was perfect! The house is walking distance to a cute little coffee shop, fishing bait, snorkeling, gas station, shops, etc. We fished off the dock ...

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Breezy Palms

4 BR | 3 BA | Sleeps 10 | Quick View

4

$650

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

"AMAZING HOUSE.... AMAZING VACATION"
Reviewed March 14, 2021

Thank u Frank for making our stay so AWESOME!!! My family and I had the best vacation ever in ur beautiful home. The location was amazing. The dock was perfect for our 2 boats. The heated pool was a plus. ...

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Beautiful 3BD 3BA Villa in the Exclusive Flamingo Island

3 BR | 3 BA | Sleeps 8 | Quick View

2

Distance to beach: 3 miles to Sombrero Beach

$478

avg/night

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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

"Excellent home and great vacation"
Reviewed February 16, 2021

The views and location are superb. The home was very well kept and the owner was terrific. We will visit again! Five Stars.

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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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MA976 938 92nd Street 0cean Marathon, FL 33050

3 BR | 3 BA | Sleeps 8 | Quick View

Distance to beach: 4 miles to Sombrero

$439

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Oceanfront

About this property

Single Family Home fully updated with everything you will need for a perfect vacation. The master suite has a king size bed with an ensuite bath. The ensuite bath has his and her sinks, lovely, large shower and bidet. The 1st Guest Bedroom has 2 Queen size beds and it's own ensuite bath. There is also ...

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Property Type

Marathon House

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Poolside Palms

2 BR | 2 BA | Sleeps 5 | Quick View

$268

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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CASA AZZURRA

4 BR | 2 BA | Sleeps 8 | Quick View

$338

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly

About this property

This extraordinary island castle will make you feel like the royal family! With four bedrooms and five bathrooms you will not have to share your space! Start your day boating, fishing or kayaking and then return for a cool dip in the pool! Relax on the expansive screened in porch with a drinks and appetizers ...

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Property Type

Summerland Key House

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Toes in the Water. Toes in the Water - Private Pool and Dock, Canal Front

$471

avg/night

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Key Amenities

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

About this property

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

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Property Type

Marathon Villa

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The 6 bedroom Duval Street Compound

6 BR | 7 BA | Sleeps 16 | Quick View

2

Distance to beach: 0.3 miles to Ft Zachary Taylor

$1377

avg/night

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Key Amenities

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

About this property

Perfect location and great for entertaining! In the heart of Old Town Key West just steps from restaurants, bars, theaters and shops, this sprawling six bedroom, seven bath compound has two private heated swimming pools, endless porches, terraces and a huge, fabulous decks that overlooks the action on ...

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Property Type

Key West Villa

"Best place we have ever stayed!"
Reviewed August 1, 2020

What an amazing 6 bedroom property in the heart of Old Town Key West. We did not move the car once, We would not rent one next time as you can walk to everything. It is all so close. The pools were simply ...

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

$471

avg/night

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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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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

$373

avg/night

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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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The Key's only real beach house Dock and pool

Key Amenities

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

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

Sugarloaf Key House

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BPS15- Atlantic Seaclusion

3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 17 miles to Bahia Honda State Park

$250

avg/night

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Key Amenities

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

About this property

Beautiful 3 bedroom 2 bath spacious Caribbean-style waterfront home in Sugarloaf Shores. Complete privacy w/lush landscaped grounds and sparkling pool. One property in from open waters. Concret dock THIS IS A 28 DAY RENTAL -Rent $7500.00 -Security Deposit $1000.00 -Cleaning $300.00 -No Pets - Non refundable ...

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Property Type

Sugarloaf Key House

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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

$140

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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Deep wide canal, ocean view, unlimited dockage.

$149

avg/night

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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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OWL'S NEST

3 BR | 2 BA | Sleeps 6 | Quick View

$137

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly

About this property

This tropical paradise is just waiting for you and your guests. Located near the end of a quiet lane this custom home has it all. Glorious open bay views from the screened porch for hours of quiet time. The interior has been expertly decorated in Caribbean style with lots of special touches. Large eat-in ...

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Property Type

Summerland Key House

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Breathtaking Ocean Front- Pristine Beaches- Luxurious Condo!

$279

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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Seaglass-20 feet from the Gulf

2 BR | 2.5 BA | Sleeps 6 | Quick View

3

$228

avg/night

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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

"Everything you want"
Reviewed January 18, 2021

Nice place, clean, nice location. The house is big and has everything you need to have a great stay.

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

$471

avg/night

View Details

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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CRUIKSHANK

3 BR | 3 BA | Sleeps 6 | Quick View

$223

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Oceanfront
  • Pet Friendly

About this property

Enjoy many peaceful days and evenings at Cruikshank Isle, situated right on the tip of Cruikshank Island on Summerland Key where astounding sunsets and ocean vistas will be yours.The grounds are very shady and groomed, right at the waters edge. Plenty of dockage on the canal side and spacious outdoor ...

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Property Type

Summerland Key House

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I HATE THIS PLACE!! TIKI BAR-ELEVATOR-BOAT SLIP-30' ROOF TOP SUN & MOON DECK!

3 BR | 3 BA | Sleeps 8 | Quick View

38

Distance to beach: 4 miles to Sombrero Beach

$434

avg/night

View Details

Key Amenities

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

About this property

Welcome to the luxurious “Yellowtail” Villa, where luxury meets the Gulf of Mexico! The only problem with this vacation rental is you won't want to leave because we have it all for you! From our private 35 ft. high roof top deck with its’ AMAZING views of the Gulf, our private tiki ...

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Property Type

Marathon Villa

"Felt Like Being "Home""
Reviewed April 8, 2021

This villa is amazing! There is every comfort of being in your own home, but with beautiful views of the water. The owner's hospitality is wonderful, as he is available with any questions you may have. ...

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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

"Solitude Oasis"
Reviewed March 6, 2021

During this pandemic Jerry’s rental was the perfect place to decompress and seek solitude. The studio was squeaky clean , the views were amazing , my husband loved the hammock Jerry was a wealth of information ...

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Luxury 3 bedroom condo overlooking harbor with ocean view, boat slip, amenities

$280

avg/night

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Key Amenities

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

About this property

1st I want to thank all our past guests for their great reviews. Bay Harbour Starfish is a luxury condo overlooking a large boat basin with views of the Atlantic Ocean. Situated in Lower Matecumbe Key, Islamorada, the Sport Fishing Capital of the World. This very spacious 3 bedroom, 2 and half bath condo ...

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Property Type

Islamorada Condo

"Gorgeous place"
Reviewed November 22, 2020

Thank you so much for letting us stay at your condo! It is absolutely gorgeous and you have everything there we needed and more. The location was perfect and our children enjoyed the tennis courts, pool, ...

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Oceanfront Luxury "Mar Azul"

3 BR | 2.5 BA | Sleeps 6 | Quick View

6

$443

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

"Mar Azul was wonderful"
Reviewed January 24, 2021

Mar Azul was exactly as billed. It was spotless and very relaxing. The rooms are well appointed and the house and pool are quite private. We rented SUPs and had them right on our dock to use every day in ...

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

$1447

avg/night

View Details

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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Waterfront, 75ft dock, Sombrero Beach 2.5mi, WALK to stores & restaurants

$292

avg/night

View Details

Key Amenities

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

About this property

Come enjoy tranquil breezes from the Atlantic Ocean sweeping through the grounds of this spacious duplex property on 7,500 sq ft of recreational space waiting for all your island fun & games. The rental offers 1,200 sq ft boasting three (3) spacious bedrooms and two (2) bathrooms both with full tubs. ...

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Property Type

Marathon House

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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

$291

avg/night

View Details

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

$471

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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sea oats beach

5 BR | 5 BA | Sleeps 14 | Quick View

$562

avg/night

View Details

Key Amenities

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

About this property

One of the only white sandy beaches in the Fl Keys and 1 mile whole of it!Newly built,state of the art,beautifully done 5 bedroom home, 4 master suites w/ king beds and facing open water! Magnificent indoors and out! Each bathroom is exquisite,very large stone,glass and hand picked tiles. The ...

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Property Type

Islamorada House

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Ma100 Great Price

2 BR | 2 BA | Sleeps 4 | Quick View

Distance to beach: 1 miles to Cabana Club

$226

avg/night

View Details

Key Amenities

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

About this property

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

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Property Type

Key Colony Beach House

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Suite 16 at Key Colony Point Condominium Complex CORNER UNIT- BEST VIEWS!

3 BR | 2.5 BA | Sleeps 6 | Quick View

2

Distance to beach: 0.0 miles to Walk downstairs!

$339

avg/night

View Details

Key Amenities

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

About this property

Located at the southernmost point on Key Colony Beach, Suite 16 is virtually surrounded by the beautiful turquoise waters of the Atlantic Ocean. This spectacular Key Colony Point condo offers panoramic views of Florida Keys ocean waters and sunshine from almost every room. Floor to ceiling windows in ...

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Property Type

Key Colony Beach Condo

"Fabulous place"
Reviewed June 14, 2019

Oh what a great place for a vacation. Everyone is so friendly and helpful and the view is outstanding. Beautiful beach, great restaurants with delicious fresh seafood. Yum. Lots to do and I can't wait ...

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Serenity at 1st Avenue Gulf Unit # 1

$602

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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

"Beautiful Home"
Reviewed March 14, 2021

We recently stayed at this beautiful furnished home. It was a great vacation with my adult children and granddaughter! The location was perfect with restaurants, shops and beaches. The pool was perfect ...

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

$331

avg/night

View Details

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

"Truly enjoyed our stay!"
Reviewed April 13, 2021

Thank you Bill and Tiffany for providing such great accommodations. We had so much fun and wish we could've stayed longer. Everything imaginable is provided in the house and if not, all you need to do ...

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Sombrero Heaven. Sombrero Heaven - Private Pool and Dock, Canal Front, Beach!

$471

avg/night

View Details

Key Amenities

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

About this property

"SOMBRERO HEAVEN" ~ Updated Villa with neighborhood Ocean Front beach and Second Story Screened Balcony that Over Looks Private Heated Pool and Canal! Everything you need for the perfect keys vacation ~ private dock, fish cleaning station, bikes, beach towels, beach chairs, beach umbrella, beach ...

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Property Type

Marathon Villa

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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

$371

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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GROUPER THERAPY

3 BR | 2 BA | Sleeps 6 | Quick View

$144

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly

About this property

You will be pleasantly surprised when you arrive at Grouper Therapy on Little Torch Key. One of the few ground level vacation homes. No steps here!!Nicely styled kitchen with granite counters and newer appliances and a small breakfast bar to enjoy morning coffee and snacks.The living area is roomy ...

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Property Type

Little Torch Key House

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2 Bedroom Townhouse Key West 10% off Available Dates Spring/Summer 2021

2 BR | 1.5 BA | Sleeps 4 | Quick View

2

Distance to beach: 2 miles to Smathers Beach

$169

avg/night

View Details

Key Amenities

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

About this property

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

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Property Type

Key West Townhome

"Three months in Paradise"
Reviewed April 1, 2021

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

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Beautiful Townhouse Awaiting Your Tropical Escape

2 BR | 2.5 BA | Sleeps 6 | Quick View

2

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

$299

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

"Kokomo Korner"
Reviewed February 1, 2021

Excellent location. Short walk or bike ride to Duval for shops and restaurants. Outdoor patio space is large, private and perfect for morning coffee or evening cocktails. Overall condition of the property ...

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MATECUMBE FL KEYS OCEAN SIDE JUNE 12-19 SLEEPS 4

$171

avg/night

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Key Amenities

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

About this property

1BEDROOM, 1 BATH, QUEEN SLEEPER, UNIT #101, Large One Bedroom 1st Floor With Ocean View, THE BEST UNIT IN RESORT ! Beautiful Oceanfront Matecumbe Resort. The resort is very casual... so expect to make your own umbrella drink. Great for fishing and diving with Alligator Reef a short boat ride off shore. ...

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Property Type

Islamorada Apartment

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Cozy Castaway

2 BR | 2 BA | Sleeps 6 | Quick View

2

$225

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Luxurious townhouse condo with 2 bedrooms, 2 and a half baths with Gulf views. Open floor plan with a large living area, dining and kitchen all wide open for great socializing! There is a queen size sofa sleeper in the living area for extra guests. 50 " Flat screen TV in the main living area. There ...

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Property Type

Marathon Condo

"Marathon and Manatee's"
Reviewed January 7, 2020

Oh my goodness, what a lovely home. So tastefully decorated, warm and inviting. We absolutely loved our stay and the home. We were entertained by the amazing manatees in the intercoastal waterway behind ...

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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

$533

avg/night

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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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Keyhole: 3 BEDROOM VACATION RENTAL

$418

avg/night

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Key Amenities

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

About this property

Three bedroom, two bath home with an additonal den for extra sleeping. Nice patio facing the canal with 50' of dockage. The master bedroom has a king size bed, separate sitting area and it's own bath. the den is also on this level with a hideaway couch that opens up to two twins. Downstairs there are ...

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Property Type

Marathon House

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MANGO HOUSE

2 BR | 1 BA | Sleeps 4 | Quick View

$97

avg/night

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Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

Simple and sweet with no muss, no fuss. It’s all right here – Gulf Side! This quaint two bedroom vacation home offers views, a deep-water boating and swimming canal and a protective seawall. This home offers 2 queen-size beds and an additional sleeper sofa.A glassed-in porch and all the ...

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Property Type

Big Pine Key House

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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

"What a beauty"
Reviewed April 6, 2021

We just got back from a week stay at this beautiful condo! My husband and I brought my daughter and her husband with us, and the private bedroom and bath arrangement was exceptional for 2 couples. Just ...

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Family Gatherings

5 BR | 4 BA | Sleeps 14 | Quick View

Distance to beach: 1 miles to Cabana Club

$615

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

$712

avg/night

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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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Cudjoe - Tranquility in Paradise (28+ night rentals)

3 BR | 2 BA | Sleeps 8 | Quick View

1

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

$157

avg/night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly

About this property

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

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Property Type

Cudjoe Key House

"Beautiful, Cozy Home on the Water"
Reviewed January 23, 2020

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

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Waterfront Paradise on Canal W/New Pool

$395

avg/night

View Details

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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Florida Keys Vacation Rentals