Florida Keys Vacation Rentals

(453 rentals)
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Key Amenities

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

About this property

Water front upstairs Duplex with 50 feet of deep water Dockage ,minutes from open Ocean. Comfortable 3 bedroom 2 bath house completely renovated, centrally located in prestigious Port Largo Neighborhood, minutes from all water activities imaginable. Enjoy Deep Sea Fishing, Snorkeling, Spear Fishing, ...

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Property Type

Key Largo House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

"SOMBRERO HEAVEN" is an updated Villa with neighborhood Ocean Front beach and Second Story Screened Balcony that Overlooks a 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, ...

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Property Type

Marathon Villa

"Very nice"

Spent a week here with family. The unit was immaculate, plenty of supplies, ie., paper products, towels, detergent. The pool was a little small, but not a big deal. Loved the central location.

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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 50 yards to White Marlin

$385

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Located across from White Marlin beach This canal home has protected deepwater dockage , on the most sought-after street, on Gulfview Drive in Islamorada. Enjoy unobstructed sunset and bay views from White Marlin Beach. Gulfview, known as the 'sugar sand beach', offers 3 bedrooms, 2 bathrooms, dining, ...

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Property Type

Islamorada House

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2 BR | 2 BA | Sleeps 6 | Quick View

9

Distance to beach: 2 miles to Sombrero Beach

$220

avg/night

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Key Amenities

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

About this property

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

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Property Type

Marathon House

"Great views"

Spent much time sitting along the dock taking in the calm, restful atmosphere as the view was amazing. We even had a manatee come swim up to dock. Duplex was very spacious. Good communication with both ...

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Key Amenities

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

About this property

Breathtaking Waterfront 2/2.5 Townhouse In Desirable Futura Yacht Club. Lots of outdoor living space,great for entertaining and enjoying the magnificent unobstructed Bayviews and beautiful sunset! Futuravis a gated community with a large pool tennis courts, boat ramp,beach and boat/trailer storage,parking ...

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Property Type

Islamorada Townhome

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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

"A month in heaven"

My wife and I spent the month of Dec. 2022 at this property in Islamorada (HEAVEN) in the Keys. The property has a pool, a canal and a boat dock that can handle any boat.Let me start of saying that ...

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$924

avg/night

View Details

Key Amenities

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

About this property

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

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Property Type

Key West House

"Wonderful property wonderful hosts!"

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

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Key Amenities

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

About this property

Oceanfront condo with large screened in deck . We have wi fi and great views. We have a pool . They are working on the grounds . 55” tv in living room and flat screen TVs in bedroom. It has a king bed and guest room is queen. There is a sofa sleeper in living room . We are away from the road ...

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Property Type

Tavernier Apartment

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Key Amenities

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

About this property

Enjoy breathtaking views of ISLAND TIME PARADISE (our nickname) in Big Pine Key. Its our spacious 3 bedroom 2 bathroom ISLAND TIME PARADISE HOUSE that will accommodate a total of 8 people. You will see it as the perfect blend of tranquil beach living and modern convenience. This home is the ideal place ...

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Property Type

Big Pine Key House

"Wonderful home"

Loved staying at this home! Very comfortable! Owners were great to work with and extremely easy to work with! Got our security deposit back within a good time frame! I have no complaints except for the ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

Cock-a-doodle-do Vacation Rental, named for Key West's beloved chicken population, is a mid-town oasis! 5 minute drive to Old Town or take Uber for just $10!A meticulously updated home with beautiful lush landscaped grounds and plenty of space for everyone! The main house is a 3/3 (1 King, 2 Queens) ...

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Property Type

Key West House

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3 BR | 2.5 BA | Sleeps 8 | Quick View

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

$614

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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$513

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

Key West House

"Best Oceanfront Rental I ever had"

If your looking for a Tropical paradise this is your place, The location is great and wow what a view. The best host and has everything you could ask for. We will return.

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$300

avg/night

View Details

Key Amenities

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

About this property

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

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Property Type

Marathon House

"Vacation home"

Beautiful house perfect location very quite has everything u need to enjoy ur vacation can’t wait to go again highly recommended

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3 BR | 3.5 BA | Sleeps 6 | Quick View

$538

avg/night

View Details

Key Amenities

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

About this property

VACA-22-238 BRAND NEW BUILD! 3- bedrooms with king beds and full size bathrooms, and 1/2 bath for guests. Large common area living room and open kitchen. Located on canal three houses from the ocean, with great open water views. Pool with sitting area under the house. Our home offers a 60' dock ...

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Property Type

Marathon House

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2 BR | 2 BA | Sleeps 8 | Quick View

5

Distance to beach: 5 miles to Coco Plum Beach

$365

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

"Wonderful Home"

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

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Baja Breeze , a freshly updated, family-friendly, resort-style villa in the of the Keys.Please save Baja Breeze by clicking on the heart in the top right hand corner, this will help you find it again and share with others!Waterfront canal view Gated Resort Area Private spa pool Halfway ...

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Property Type

Duck Key Villa

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Key Amenities

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

About this property

Relax in Key Largo and enjoy the many adventures that the Florida Keys has to offer! This home is perfect for large/multi families or friends. This newly remodeled 4/3 mobile home has wood laminate flooring and textured walls and ceilings. It has 4 bedrooms. Room 1: Master bedroom with queen bed, ...

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Property Type

Key Largo Mobile Home

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3 BR | 2 BA | Sleeps 8 | Quick View

9

Distance to beach: 2 miles to Sombrero Beach

$418

avg/night

View Details

Key Amenities

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

About this property

For real time availability, instant quote and booking with confirmation visit our direct websiteOUTDOORS at LUNA BAY BREEZE We invite you to enjoy tropical tranquil breezes from the Atlantic Ocean side of Marathon and Boot Key Harbor sweeping through the grounds of this spacious DUPLEX property ...

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Property Type

Marathon House

"Could not have asked for a better stay!"

Our stay was amazing! From the gorgeous balconey views, to the convenient location, and the small touches like the welcome basket and coffee bar, we were floored with all aspects of our visit. I have rented ...

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4 BR | 3 BA | Sleeps 14 | Quick View

$999

avg/night

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Key Amenities

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

About this property

WELCOME TO THE KEYS! Mega tropical oasis with 2 HOUSES! No you are not dreaming. Yes there are 2 houses connected together totaling 5 beds, 3 full bathrooms, 2 outdoor showers , 2 six person Hottub’s and 2 kitchens. Along with kayaks, beach bikes, volley ball, bocci ball, fire pit, corn hole and ...

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Property Type

Marathon Villa

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$450

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Rentals by owner

About this property

Newly renovated 3/2 Canal front home with brand new pool, deck and front gates for privacy!The house is perfect for those traveling with different age groups, in-laws, teenagers or 2 families. The house is extra clean and has modern furnishings. It has 3 bedrooms, 2 baths. Upstairs there are 2 bedrooms, ...

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Property Type

Islamorada House

"Waterfront Paradise"

This was a terrific location and home. The house and amenities were excellent. The backyard was the standout for our group with the pool, dock and Tiki area....this felt like a true resort get away. The ...

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Key Amenities

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

About this property

Adorable historical conch house 2 bdrm, 2 full bath on quiet street with all the modern day amenities & decor in convenient location, relax by your private heated/chilled pool surrounded by decking and palm trees. Enjoy your morning sitting on the front porch watching the breeze travel through the ...

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Property Type

Key West House

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Key Amenities

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

About this property

Enjoy Key Largo - A Year Round Vacation Paradise *** Short Term Rentals Available***SPECIALS LISTED HERE WHEN AVAILABLE.AVAILABILITY January 10 - 21, 2023CONTACT ME FOR YOUR SPECIFIC DATES. Please include # of people for your ...

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Property Type

Key Largo Condo

"Amazing and wonderful rental!"

This was a nice and quiet location. Very clean. Hostess is very great about communicating. She even contacted me and arrangements were made for a partial refund due to unexpected work in the common areas ...

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2 BR | 2 BA | Sleeps 6 | Quick View

11

Distance to beach: 2 miles to Sombrero Beach

$315

avg/night

View Details

Key Amenities

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

About this property

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

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Property Type

Marathon House

"Enjoyed our stay!"

This was our first time renting a private property and I was a little nervous and had lots of questions. The owner took the time to answer all my questions and explain the process to me. Booking was easy. ...

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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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3 BR | 2 BA | Sleeps 6 | Quick View

3
Owner special: May 2023 to December 2023 special! Rent 8 months in the keys and receive $1000.00 off!

Distance to beach: 40 feet to Across the street

$167

avg/night

View Details

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, Queen bed in 2ND BEDROOM AND TWIN ...

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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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5 BR | 4 BA | Sleeps 12 | Quick View

5.0 rating on other travel sites

$780

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Sailfish Villa, unit #6, is a brand new gorgeous, professionally decorated 5 bedroom 4 bath Villa with open water views on Vaca Cut! Enjoy sunrise and sunset colors and direct ocean and Gulf access! It has a private pool (can be heated for a fee of $ 125/7 days) and boat slip for a boat up to 35' including ...

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Property Type

Marathon Villa

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3 BR | 3 BA | Sleeps 8 | Quick View

55

Distance to beach: 4 miles to Sombrero Beach

$521

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***WE LOVE THIS PLACE, EVERYONE DOES!!***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! ...

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Property Type

Marathon Villa

"Awesome"

This was an awesome location. Great place in the middle of the keys to access all the things to do. And a wonderful place to hang out and relax too. It was everything it was advertised to be. Highly ...

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1 BR | 2 BA | Sleeps 4 | Quick View

4.5 rating on other travel sites

$195

avg/night

View Details

Key Amenities

  • Kitchen
  • Pool

About this property

Tony's Conch Retreat is a 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 ...

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Property Type

Key West Condo

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Key Amenities

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

About this property

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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Key Amenities

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

About this property

Beautiful house with water view in Key Largo, located within walking distance of markets, parks and restaurants to make your stay in the Florida Keys a unique experience. Large living room with open kitchen fully equipped with new appliances, impeccably furnished, 3 bedrooms and 3 full bathrooms. Large ...

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Property Type

Key Largo Mobile Home

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2 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 0.9 miles to Rest Beach

$407

avg/night

View Details

Key Amenities

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

About this property

Totally restored furnished pool home. On site parking, one bedroom, den, two baths, deck, loft and pool. High quality renovation. Available monthly. Pool heater, central AC, Viking appliances, sleeps 6. King bed in bedroom, den has a pull out couch, living room has a pull out couch. Unit is available ...

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Property Type

Key West House

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3 BR | 3.5 BA | Sleeps 8 | Quick View

5.0 rating on other travel sites

$1550

avg/night

View Details

Key Amenities

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

About this property

Just one year of guests, and the reviews say it ALL!Escape to the ultimate paradise at our stunning oceanside estate in the Florida Keys. This majestic property is over 2.75 acres of landscaped beauty. There are over 100 palm trees with about 60 of them lit up at night, some of the tallest around ...

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Property Type

Islamorada House

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3 BR | 3 BA | Sleeps 8 | Quick View

9

Distance to beach: 3 miles to Sombrero Beach

$473

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • 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

"Location matters!"

This was our 2nd vacation at Villa Nena, our family had a wonderful time once again at this amazing property! Boaters' paradise, with easy, breathtaking acces to the ocean and great, well equipped dock. ...

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Key Amenities

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

About this property

Enjoy the quiet beauty of life in the Keys from this waterfront gem located in upscale South Point, Sugarloaf Key on an extra-wide swimming canal. At Mile marker 16.5, this beautiful home offers indoor/outdoor living in an updated and beautifully furnished setting. The extra-large heated salt-water pool ...

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Property Type

Sugarloaf Key House

"Spacious relaxing home!"

It was very spacious! It had a very well stocked kitchen.The pool very nice with a large downstairs shaded area! The yard had space for the traveler & cars! It was a quiet neighborhood and neighbors were ...

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

This pet-friendly home completed in 2012 has 5 rooms, 3 king-size beds, and 4 twins plus a twin sofa bed and three full bathrooms. The home has a huge kitchen with custom made wood cabinets and top of the line stainless steel appliances including an indoor gas grill and a standing freezer: to keep the ...

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Property Type

Sugarloaf Key House

"Take Your Vacay from 0 to 60 in 2.5 seconds"

SIX STARS * * * * * *This is a wonderful home with channel access right behind the house. It's perfect for the whole family, very spacious. The owners are very accommodating, making sure everything ...

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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

"Peaceful beautiful views"

As good as it can get for a beautiful peaceful beach stay. The owners Jerry and Lisa were great. Jerry gave us great info about Islamorada. Just an amazing place for couples to stay.

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Key Amenities

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

About this property

Our wonderful, Oceanside and waterfront home is just two minutes from the Atlantic Ocean and Vaca Cut. No bridges to the Atlantic and super easy to access the Gulf via Vaca Cut.This home is completely remodeled and features brand new furniture throughout. The 55 foot dock is brand new and awaits your ...

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Property Type

Marathon House

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1 BR | 2 BA | Sleeps 2 | Quick View

1

$297

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

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 floor, 1BR/2BA unit that is entered on the left side of the building. The condo ...

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Property Type

Key West Condo

"Perfect place for a warm-weather couple!"

The location is perfect! Close to Duval Street, Mallory Square and many fabulous shops. We rode our bikes every morning to Higgs Beach to play tennis then enjoyed the white sand and cool morning breeze ...

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5 BR | 3 BA | Sleeps 12 | Quick View

2

$611

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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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

"The Perfect Spot!"

We couldn't have asked for a better place to stay while visiting Islamorada. The Beach House was very well appointed and comfortable for our party of 8; lots of room to spread out, and yet plenty of seating ...

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Key Amenities

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

About this property

Scuba diver and angler’s dream on canal within minutes of ocean access in Key Largo. Dive Capital of the World!! Just outside of world famous John Pennekamp State Park and Molasses Reef. Scuba dive, fish, or relax at the sandbar, in our canal or pool. Space to park boat, trailer and 40 ft RV. Ice ...

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Property Type

Key Largo House

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2 BR | 2 BA | Sleeps 4 | Quick View

11

Distance to beach: 5 miles to Anne's Beach

$299

avg/night

View Details

Key Amenities

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

About this property

Two Queen Beds, sleeps 4 + (1 Bedroom / 1 Murphy Bed)/ 2 Bathrooms, Full LaundryDock your boat up to 26 ft. Free boat trailer parking!The "Nest" is located on beautiful Florida Bay (at Mile Marker 82.3) in Islamorada on upper Matecumbe Key . The Villa is a privately owned condo residence ...

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Property Type

Islamorada Condo

"A hidden jewel indeed"

If i could have it for a month, i would be there,,, ,dont need any other place. This place is paradise by the bay,,,beautiful sunsets an accomodations. Ill be back.

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2 BR | 1 BA | Sleeps 6 | Quick View

1

Distance to beach: 3 miles to Sombrero Beach

$251

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

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

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Property Type

Marathon House

"Faro Blanco Condo"

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

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • 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

"Beautiful Oceanfront Condo"

Plantation by the Sea is an older condo complex that is beautifully maintained. The condo is located at MM 87.5 just off of U.S. 1 in the heart of Islamorada. Restaurants of various types can be found within ...

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Key Amenities

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

About this property

Spectacular, Luxury, Direct Ocean Front Home with 4 bedrooms and 4 bathrooms that boasts incredible amenities - including a Summer Kitchen with Cable TV, Covered Fish Cleaning Station, Bait Freezer, Ice Machine, Sandy Beach area with Fire Pit and Hammock and a gorgeous Infinity Pool!The property has ...

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Property Type

Marathon House

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2 BR | 3 BA | Sleeps 4 | Quick View

Key Amenities

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

About this property

A gorgeous property, completely updated., quick access to the bay and ocean. Enjoy all that Key Largo-Tavernier Key, Private deck, pool, ocean views. Waterfront, where you find so many restaurants, shop, Winn-Dixie (1.5 miles) Mc Donalds, John Pennekamp Coral Reef State Park, Great for snorkeling (8miles), ...

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Property Type

Key Largo House

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Key Amenities

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

About this property

Looking to ​ Relax Renew Recharge? We got you. Your own Key West Sanctuary awaits! Escape to a classic Conch family home perfectly tucked away for privacy yet, only 5 Blocks from famous Duval Street. The best of both worlds! Morning yoga class on the deck, late night dip in the pool, and sunset ...

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Property Type

Key West House

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3 BR | 2.5 BA | Sleeps 8 | Quick View

4
LAST MINUTE DEAL 1/25 - 3/8: NOW till Feb 11th is AVAILABLE! *Last min discount!* We also offer a 30+ day rental rate.

Distance to beach: 3 miles to Sombrero Beach

$446

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool

About this property

Under new ownership & management *Modern updates and freshly decorated* A spacious bayside 3 BR 2.5 BA retreat within the Indigo Reef resort community with many extras for anglers, families, snowbirds, or tourists! Beautiful views from both levels of canals, spacious grounds, and the Florida bay. ...

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Property Type

Marathon Villa

"January Stay at Indigo Reed"

☆☆☆☆☆ Clean and spacious space, easy access to various shopping and restraunts. Easy booking, beautiful pool, lots of extras in this rental from pool toys to cruiser bikes. Will be coming back ...

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DEAL

Key Amenities

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

About this property

The Space Y Knot is a 44 foot trawler yacht with 2 staterooms, a full head with walk in shower, a complete galley complimented by 2 refrigerators, freezer, stove/oven and microwave. Dining booth sits 6 adults. The v-berth stateroom has 3 double berths and 1 single birth. The small stateroom has 2 single ...

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Property Type

Key West Yacht

"Didn't stay here"

I did not stay at this property, but had inquired about it and would have loved to check it out. Sadly, we only hit Key West once while we stayed in Key Largo. This site believe I did stay there, so I ...

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2 BR | 2.5 BA | Sleeps 6 | Quick View

8

$323

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

"Perfect ocean view condo"

Condo is in a nice quiet complex. Pool was clean. Ocean breeze while sitting on balcony was wonderful. Close to attractions, restaurants, and shopping. Condo is well taken care of. We grilled out several ...

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