Florida Keys Vacation Rentals

(386 rentals)
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5 BR | 5.5 BA | Sleeps 17 | Quick View

1

$2559

avg/night

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Key Amenities

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

About this property

Southern Diversion Estate Key Largo - Brand New private gated 1 acre estate on the ocean with private beach, tiki hut , tropical private pool and 105ft of deepwater dockage. Great location just 8 minutes from The Ocean Reef Club. Docks provide up to 100amp service and water. There is a deepwater channel ...

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Property Type

Key Largo Estate

"Lovely Tour"

We toured this house to see if it would work as a wedding site for our daughter. No doubt the property is magnificent! It would have been a great choice had we decided to do all the work. We opted for a ...

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Key Amenities

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

About this property

Great house! Great location!HOUSE ON CANAL… 34 foot concrete dock with fish cleaning stand, water and electricity. Bring your boat, great boat ramps. The house is a short distance to supermarkets, movie theaters, dive shops, and full service marinas with fuel, bait and tackle. We are also ...

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Property Type

Islamorada House

"Girls Trip"

We had an awesome time in Islamarada. Loved this rental, it was in a nice area. I would highly recommend this place. Very clean!

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

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

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Property Type

Marathon Villa

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Key Amenities

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

About this property

MARATHON ANGLER'S RETREAT in Marathon is a brand new property with every modern convenience and 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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Key Amenities

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

About this property

The Florida Keys awaits you! Come down and visit us. Newly painted inside and out. New wood flooring. Impeccably clean and well maintained home. New kitchen and bathroom cabinets. Brand new Living and Dining Room furniture. Disconnect from the daily stresses of life and come enjoy all that the Florida ...

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Property Type

Tavernier Mobile Home

"Keys Vacation"

Perfect for our needs. Clean. Boat in front of the residence. Plenty to do for Our grandkids. Dock fishing,kayaking, swimming. Would rent again

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2 BR | 2 BA | Sleeps 8 | Quick View

4

Distance to beach: 5 miles to Coco Plum Beach

$367

avg/night

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Key Amenities

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

About this property

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

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Property Type

Marathon House

"Slice of Paradise"

We enjoyed this delightful rental. Very private. Quiet neighborhood with excellent walking paths. Heated pool was used every day.

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Key Amenities

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

About this property

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

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Property Type

Islamorada House

"Relaxing keys stay!"

A little rocky at first. Confusion about which side of the duplex we were to stay. Contract said the wrong side. We arrived late at night not knowing which side was ours. We also could not get in with the ...

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$250

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool

About this property

Cozy Condo in New Town for two ready to enjoy for Jan 2023. Remodeled in 2021 with new kitchen cabinets and flooring throughout, fresh coat of paint and new comfy furniture. Large oversize heated pool, small patio, living room, full size bath with stand up shower, queen bed and queen size sleeper sofa ...

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Property Type

Key West Studio

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$300

avg/night

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pet friendly

About this property

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

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Property Type

Marathon House

"Amazing House!"

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

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$405

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

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

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Property Type

Marathon House

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

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

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2 BR | 2 BA | Sleeps 6 | Quick View

4

$327

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • 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

Marathon House

"Perfect for our family!"

We just returned from an amazing trip in Marathon. Not only was the weather beautiful, but this house was great and in a perfect location for fishing, boating, kayaking and seeing wildlife. Beautiful fish ...

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2 BR | 2 BA | Sleeps 6 | Quick View

4

Distance to beach: 3 miles to Coco Plum Beach

$264

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

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

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Property Type

Marathon House

"Mahi-mahi"

We had a very fabulous time the house was great the only thing is maybe the air-conditioning needs updating

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Key Amenities

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

About this property

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

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Property Type

Summerland Key House

"Peaceful and beautiful"

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

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5 BR | 3 BA | Sleeps 12 | Quick View

2

Distance to beach: 3 miles to Sombrero Beach

$526

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly

About this property

UNDER NEW MANAGEMENTThis Spacious 5 Bedrooms and 3 Baths 3,000 sq ft Luxury Home overlooking a canal with a brand new dock that spans the width of the property complete with a fish cleaning station and private pool. The Open Concept Living and Kitchen Area Allow The Family to Gather Without Being ...

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Property Type

Marathon House

"An endlessly relaxing, luxurious vacation that made me feel like I never wanted to leave!"

Our stay at Yellowtail Cove is a testament to the ultimate luxurious vacation experience. No detail is left out in this lovely home centrally located to all Marathon attractions including beaches, restaurants/tiki ...

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Key Amenities

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

About this property

Our waterfront, single-family home, affectionately named “Turtle Cove”, offers 3 bedrooms, 2 baths, and an 80 ft seawall with quick ocean access! This tastefully furnished Keys home is located on a quiet side street in a residential neighborhood on the Atlantic side of the Island, just 5 houses ...

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Property Type

Marathon House

"Excellent location"

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

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2 BR | 2.5 BA | Sleeps 6 | Quick View

5

$285

avg/night

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Key Amenities

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

About this property

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

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Property Type

Marathon Condo

"Great Week!"

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

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Key Amenities

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

About this property

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

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Property Type

Marathon Villa

"Wonderful Week at The Tipsy Turtle"

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

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Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

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

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Property Type

Marathon House

"Beautiful property!"

Loved our stay except for a few things. No lighting in living room area to be able to read. Road noise readily apparent continually day and night. Two bikes had flat tires when we arrived. No beach ...

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3 BR | 2 BA | Sleeps 8 | Quick View

1

Distance to beach: 1 miles to Cabana Club

$393

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Private pool

About this property

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

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Property Type

Key Colony Beach House

"Great Location"

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

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4 BR | 3 BA | Sleeps 10 | Quick View

1

$446

avg/night

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Key Amenities

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

About this property

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

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Property Type

Key West House

"Perfection in every way"

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

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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 7 miles to Bahia Honda State Park

$180

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Oceanfront
  • Private pool

About this property

This newly remodeled home is cozy, yet spacious.This open concept, single family home is located on a canal and just a few seconds from the ocean. Fully furnished with Keys-inspired touches, this home comfortably sleeps 6 people with 3 bedrooms and 2 bathrooms.Spend the day at Bahia Honda State ...

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Property Type

Big Pine Key House

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Studio | 1 BA | Sleeps 2 | Quick View

1

Distance to beach: 0.5 miles to South Beach

$224

avg/night

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Key Amenities

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

About this property

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

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Property Type

Key West Condo

"Perfect Place to Stay"

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

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Located in Key Colony Beach, in the Marathon area, The Blue Turtle Villa is a gorgeous, brand new, designer decorated canal front duplex with a modern coastal feel! Each side is rented separately and has 4 bedrooms, 4 bathrooms, a private pool and all the amenities you would want for an amazing vacation ...

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Property Type

Key Colony Beach Villa

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Key Amenities

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

About this property

''BEAUTIFUL BAYFRONT PROPERTY!!!!''** 2021 NEW POOL** Fully furnished, 1 story offering 3bd/2ba. The house can sleep up to 10. There is a 1/1 guest suite attached which does have its own separate and private access with full kitchen and bath. Entire house has been remodeled, fully furnished, with a ...

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Property Type

Islamorada House

"Little Piece of Paradise in Islamorada"

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

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Key Amenities

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

About this property

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

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Property Type

Marathon House

"The Key’s Best!"

Be amazed! This delightful home has open views of the ocean in a quiet, peaceful setting. The completely remodeled home has three separate suites which makes it a perfect vacation home with updated decor, ...

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2 BR | 1 BA | Sleeps 6 | Quick View

1

Distance to beach: 3 miles to Sombrero Beach

$202

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

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

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Property Type

Marathon House

"Faro Blanco Condo"

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

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Key Amenities

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

About this property

Come enjoy the cool clear blue waters of the Florida Keys. The weather is great, lobster season is open from Aug.6th to April 1st. This is a spacious oceanfront home with breathtaking open water views! It is located on beautiful Ramrod Key 85 ft concrete seawall facing the priceless Atlantic ocean teaming ...

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Property Type

Ramrod Key House

"Paradise in the Keys!"

Beautiful home with absolutely gorgeous view. All the amenities made for a wonderful stay. Fred & Marilyn were the best to work with. Love this home.

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$464

avg/night

View Details

Key Amenities

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

About this property

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

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Property Type

Sugarloaf Key House

"Loved it!!!!"

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

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3 BR | 3 BA | Sleeps 8 | Quick View

48

Distance to beach: 4 miles to Sombrero Beach

$505

avg/night

View Details

Key Amenities

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

About this property

***Now renting Sunday to Sundays in 2022******Our weekly rates for the year are posted here on this site! Our calendar of available dates is also current too***Welcome to the luxurious “Yellowtail” Villa, where luxury meets the Gulf of Mexico! The only problem with this vacation ...

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Property Type

Marathon Villa

"This is the place to stay in Marathon"

This villa was amazing. Gorgeous view of the beautiful water from all balconies, especially the rooftop deck. Located close to some amazing restaurants, quaint tiki bars and if you are Diner, Drive in & ...

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5 BR | 3 BA | Sleeps 12 | Quick View

2

$609

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • 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

"Squillets & Manor Wedding"

We had a great time, we will definitely be back! Fun in the sun! Close to restaurants and grocery store.

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3 BR | 3 BA | Sleeps 6 | Quick View

2

$453

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen

About this property

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

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Property Type

Marathon House

"Beautiful!"

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

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Key Amenities

  • Air conditioning
  • Beachfront
  • Kitchen
  • Oceanfront
  • Pool

About this property

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

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Property Type

Key Colony Beach Condo

"Hidden Gem!"

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

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Key Amenities

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

About this property

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

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Property Type

Marathon House

"Amazing place and hosts"

This place was beautiful and well taken care of. It had anything and everything you could possibly need while on vacation. The hosts Captain Bob and Liz were also very helpful and kind. Thanks for sharing ...

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Key Amenities

  • Kitchen
  • Pool

About this property

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

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Property Type

Key West Condo

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Key Amenities

  • Air conditioning
  • Private pool

About this property

House - 2 Bedrooms, 2 Bathrooms, Sleeps 4. Come enjoy our hidden retreat in upscale Cudjoe Gardens. This home is conveniently located only blocks away from Cudjoe Gardens Marina. This single level home is situated on a crystal clear flow through deep water canal. The home features an in ground private ...

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Property Type

Cudjoe Key House

"We loved our stay at the Cudjoe Gardens home!"

This is a great place to stay. It has all the luxuries of home and in a good location. The canal access was very convenient for our Atlantic and Gulf boat trips. The pool was refreshing after a long day ...

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2 BR | 2 BA | Sleeps 5 | Quick View

2

Distance to beach: 7 miles to Sombrero

$185

avg/night

View Details

Key Amenities

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

About this property

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

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Property Type

Marathon House

"Comfortable 2 bedroom"

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

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Key Amenities

  • Kid friendly
  • Kitchen
  • Private pool

About this property

This property has everything! 4 bedroom 3 bathrooms, canal front, private dock (boat up to 35'), large private pool, Tiki Hut with flat screen TV, large grill, 2 bikes, 2 paddle boards, 1 kayak and a natural landscape view across the canal! Plus, Sombrero Beach is just down the street (1.3 miles). There ...

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Property Type

Marathon Villa

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Key Amenities

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

About this property

Luxurious and large 2 bedroom 2 bath condo with balcony, large heated swimming pool, stainless steel appliances, flat screen televisions in every room in the beautiful Florida Keys.Huge ocean front dock with plenty of room for fishing! Wifi, deluxe cable, and restaurants within walking distance.2 ...

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Property Type

Islamorada Condo

"Great location and best Host we’ve had coming to the Keys since 2006"

We had a wonderful time and lots of fun with our children and grandchildren at unit 124 Plantation by the Sea. It was a well equipped, and comfortable condo. A gated community and very safe. The location ...

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4 BR | 4.5 BA | Sleeps 8 | Quick View

2
LAST MINUTE DEAL 6/11 - 6/18: Prime Week Available- 6/11-6/18 for $6200/wk

$764

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • 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

"Highly Recommended"

This home is stunning from top to bottom and all around. Our family, ranging from 18-75 years of age, found this home to be spacious, comfortable, and well equipped for cooking, relaxing, and having fun ...

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DEAL

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Located in Key Colony Beach, in the Marathon area, Sunshine Villa is a gorgeous, brand new, designer decorated canal front duplex with a modern coastal feel! Each side is rented separately and has 4 bedrooms, 4 bathrooms, a private pool and all the amenities you would want for an amazing vacation in the ...

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Property Type

Key Colony Beach Villa

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

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

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Property Type

Little Torch Key House

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3 BR | 2.5 BA | Sleeps 8 | Quick View

$650

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Rentals by owner

About this property

Beautiful, fully remodeled waterfront home with water on both sides! Ocean and lagoon views from bedrooms, dining room, balconies and kitchen. Cable TV with premium channels and wi-fi internet access. The home is in a quiet neighborhood on a cul-de- sac and very convenient to Tavernier or Islamorada ...

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Property Type

Islamorada House

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6 BR | 7 BA | Sleeps 16 | Quick View

2

Distance to beach: 0.3 miles to Ft Zachary Taylor

$1426

avg/night

View Details

Key Amenities

  • Air conditioning
  • 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!"

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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Key Amenities

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

About this property

This is our NEWEST rental, so no reviews on VRBO yet, check Google for others.This majestic property is over 2.75 acres of landscaped beauty. There is more white sand on this private lot than any in all of the keys! There are over 100 palm trees with about 60 of them lit up at night, some of the ...

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Property Type

Islamorada House

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3 BR | 2 BA | Sleeps 6 | Quick View

3

Distance to beach: 40 feet to Across the street

$157

avg/night

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Key Amenities

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

About this property

FAMILY FRIENDLY GORGEOUS HOME WITH DIRECT WATER VIEW OF LARGO SOUND! WATCH THE SUN RISE FROM THE COMFORT OF YOUR LIVING ROOM! 3 BEDROOMS 2 BATHROOMS BEACH AND BOAT LAUNCH INCLUDED IN RATE! THIS IS THE OPPORTUNITY OF A LIFETIME! KING SIZE BED IN MASTER BEDROOM, 2 TWIN BEDS IN 2ND BEDROOM, AND QUEEN ...

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Property Type

Key Largo House

"Very cool!"

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

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3 BR | 2.5 BA | Sleeps 6 | Quick View

8

$454

avg/night

View Details

Key Amenities

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

About this property

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

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Property Type

Marathon Estate

"Magnificent"

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

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Key Amenities

  • Air conditioning
  • Kid friendly
  • 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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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

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

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Property Type

Marathon Villa

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Key Amenities

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

About this property

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

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Property Type

Marathon House

"Great house and location"

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

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3 BR | 2.5 BA | Sleeps 8 | Quick View

Distance to beach: 50 yards to Private sunning beaches at Anglers

$517

avg/night

View Details

Key Amenities

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

About this property

Vacation Rental License 097. Welcome to Anglers Reef, a very special community of vacation homes with UNOBSTRUCTED OCEAN VIEWS FROM EVERY ROOM!We are new to this site so no reviews yet, BUT MANY AT OUR DIRECT SITE (SEE "LINKS" TAB ON THE LEFT) AND 12 YEARS of top reviews ON VRBO PROPERTY ...

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Property Type

Islamorada Villa

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