Florida Keys Vacation Rentals

(272 rentals)
Instant Ocean Access

3 BR | 2 BA | Sleeps 8 | Quick View

Distance to beach: 4 miles to Sombrero

$279

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Lovely home with lots of glass windows looking towards the ocean. 50 ' of dockage with instant ocean access. 12 Therapy jets in the 14 X 30 pool that ranges from 3' to 5' in depth. The pool overlooks the canal and the ocean. Pool heat is add'l if requested, $200 Three bedrooms, two baths, over 1900 ...

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Property Type

Marathon House

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Direct Oceanfront Views at Sea Gulls

2 BR | 2 BA | Sleeps 4 | Quick View

Distance to beach: 4 miles to Harry Harris Park

$229

per night

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Key Amenities

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

About this property

Sea Gulls 511 is one of the nicest condos in the Islamorada area. It has been completely rebuilt following Hurricane Irma so everything about it is new, upscale, and extremely clean.The living area is open plan with a large island, full kitchen, and most importantly, a fabulous direct ocean view ...

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Property Type

Tavernier Condo

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Truman Annex Shipyard Condo-1BR/1BA w/Loft

$185

per night

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Key Amenities

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

About this property

1BR/1BA w/ Loft in Truman Annex close to Ft Zachary Taylor beachThis condo easily accommodates both couples and small families with its unique layout. It features a private bedroom, loft area and sleeper sofa for flexible sleeping accommodations. Located within the gated community of Truman Annex, ...

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Property Type

Key West Condo

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Ocean Front building with Ocean Front pool in beautiful Islamorada!

$129

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • 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

"Wonderful location and hosts."
Reviewed January 10, 2019

This home was perfect for our family of five. Spacious bedrooms, living area and bathrooms. We also had use of the storage unit for our fishing gear and coolers. The pier is breathtaking. Our thoughtful ...

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Palms #214 - Lovely condo with panoramic views of the Atlantic Ocean.

$73

per night

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Key Amenities

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

About this property

Minimum Rental: 28 Days "The Palms #214" is a gorgeous 2 bedroom, 2 bath condo. This is a gated complex located directly on the Atlantic Ocean. This unit has unobstructed views of the ocean from the master suite and the balcony. Wake up every morning, open the curtains and view a panorama ...

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Property Type

Islamorada Condo

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Ann Street Tranquility

1 BR | 1 BA | Sleeps 2 | Quick View

$236

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

This charming one bedroom cottage is the perfect hideaway.The quiet compound is located just one block from Duval Street combining the best of both worlds for relaxing and taking advantage of all that Key West has to offer. Within 2 blocks you'll find Key West classics like The Bull, Sloppy Joe's, ...

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Property Type

Key West House

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

$97

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Oceanfront

About this property

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

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Property Type

Islamorada Condo

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Islamorada Paradise Vacation Home on the Water

$229

per night

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Key Amenities

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

About this property

Great house! Great location!House On Canal… 40 foot concrete dock with fish cleaning stand, water, electricity and dock ladder. 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. ...

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Property Type

Islamorada House

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

$292

per night

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Key Amenities

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

About this property

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

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Property Type

Key Largo House

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Islamorada Luxurious Private Sandy Beach Access Tiki Huts Hammocks & more

3 BR | 2 BA | Sleeps 6 | Quick View

4
Owner special: Last minute cancellation, available Saturday June 8th to Sat June 22nd. Will give special price !

Distance to beach: 0.5 miles to White Marlin Beach

$457

per night

View Details

Key Amenities

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

About this property

House, 3 Bedrooms, 2 Baths, Sleeps 6Villa 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. It has three bedrooms, two bath, private home totally renovated and remodeled, new furniture ...

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Property Type

Islamorada House

"Beautiful Home on the channel to the Gulf"
Reviewed January 27, 2019

My friends and I (total 6 adults) rented this beautiful home for a birthday celebration. The home is absolutely beautiful and in close proximity too many features within the Keys. The house has water craft ...

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Mosaic House - A Charming 3 bed/3 bath Waterfront Home with Ocean Views

$200

per night

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Key Amenities

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

About this property

The MOSAIC HOUSE as it is named is located on one of Lower Matecumbe's (Islamorada) most popular streets and features a very unique floor plan. This home "lives" in the back of the house with glass walls overlooking a tropical paradise. There's an outdoor "play" area which includes ...

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Property Type

Islamorada House

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Key Colony Vacation Rental by Owner

$114

per night

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Key Amenities

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

About this property

Tads Place has everything you need for your Keys Vacation. 30ft of boat dockage,ample parking for your boat trailer and vehicles.Full kitchen all towels and linens provided.Great out door sitting area and grill. Walk in freezer. Washer and Dryer and Cabana Club membership for pool.

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Property Type

Key Colony Beach Condo

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Waterfront Villa with free boat ramp & dock. Available weekly (Sat. to Sat.)

1 BR | 2 BA | Sleeps 4 | Quick View

8

Distance to beach: 5 miles to Anne's Beach

$185

per night

View Details

Key Amenities

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

About this property

Rentals are Saturday to Saturday (7 day minimum); longer term rentals are welcome.The "Nest" villa (MM 82.3) is a private condo residence which is wonderfully maintained. It is the total upper floor of the building in the foreground. It is well located within walking distance to a number ...

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Property Type

Islamorada Condo

"Mark and Dolly"
Reviewed July 15, 2018

Absolutely fantastic place to stay, we will definitely be back

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Islamorada Beachfront Apartment - Great Sunsets! Private Beach!

$120

per 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

"Incredible views and water."
Reviewed February 18, 2019

Lower Matecumbe Key is beautiful and secluded. You need to be a boater with a boat or enjoy water sports, or just like the quiet. This unit is small, regular bed. There are plenty of items on the property ...

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Summertime in the Fabulous Florida Keys !

$207

per night

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Key Amenities

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

About this property

Duplex, 2 Bedrooms + Convertible bed (Sleeps 4-5), 2 baths, Wi-fi, all amenitiesGround level with back yard for BBQ and relaxing. Dock your own boat or a rental boat at this canal front home. Easy access from dock to the ocean or bay for fishing, snorkeling, sightseeing, or just floating. There are ...

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Property Type

Key Colony Beach House

"I would rent again"
Reviewed July 30, 2018

The place was very clean and as described. The owner was very helpful with recommending local activities and provided guidance from public boat ramp to the house. She was very responsive and friendly. We ...

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Sea Grape - Serene, quaint part of paradise that the entire family will enjoy..

$400

per night

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Key Amenities

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

About this property

*******THIS PROPERTY IS NOT CURRENTLY AVAILABLE FOR RENT*******MINIMUM STAY: 28 DAYSFABULOUS BEACH HOUSE located directly on a mile long sandy beach. The original "Sea Grape" was destroyed by Hurricane Irma in September 2017. The decision was made to tear down and rebuild. The ...

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Property Type

Islamorada House

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MA869

6 BR | 5 BA | Sleeps 14 | Quick View

$514

per night

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Key Amenities

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

About this property

***PLEASE NOTE 7 night minimum***All holidays and lobster weeks are $5200*** Room for everyone with 3 master suites, each with a king size bed and an ensuite bath. One guest room has a queen. There is a small bunk bedroom for the kids. In addition, off one of the master bedrooms there is a twin bedroom ...

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Property Type

Marathon House

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Colony Sunset Suite

1 BR | 1 BA | Sleeps 2 | Quick View

$180

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Pool

About this property

Located in The Colony, a secluded compound just steps from Duval Street, Colony Sunset is a colorful and relaxing retreat. Walk up the flagstone path and enter the home through the vivid and cheerful living space, accented with cerulean blue walls and splashes of tropical art. A vaulted ceiling with ...

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Property Type

Key West Condo

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Five Bedroom Pool home with Boat Slip in Marina..... Your Florida Keys Getaway!

$200

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Welcome to paradise! This home is a new listing. If you are looking for a large beautiful home with a pool in a peaceful setting and in an absolutely perfect location for your stay in Islamorada, you have found it! We are located in Venetian shores off Snake Creek with a boat slip for your use in the ...

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Property Type

Islamorada House

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A Touch of Bermuda at Truman Annex

$300

per night

View Details

Key Amenities

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

About this property

Envision yourself relaxing in a beautiful wood framed conch cottage with overhead fans lazily turning below the sloping tin roof in the heart of Old Town in Key West. This is the best value in Key West as it is no cookie cutter small rental condo but a private townhome (one of only seven available for ...

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Property Type

Key West Cottage

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Little Bay Lower Duplex - Gated Bayfront Property Shared w/ 2 Other Rental Units

$357

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

Minimum Rental: 7 DaysLittle Bay's Lower Duplex is one of three rental units on this fabulous property. The Little Bay property is a one acre lush tropical setting in a gated compound located directly on Florida Bay. The units are available for rent by the week, or month. Each unit sleeps up ...

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Property Type

Islamorada House

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Villa Serena Duval Square

2 BR | 2 BA | Sleeps 4 | Quick View

$275

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

Open the door to Villa Serena and find yourself transported to a peaceful sanctuary. Recently renovated in February 2018, Villa Serena is the perfect space for your relaxing vacation.The downstairs living area is decorated in soothing cobalt and beachy sand tones and provides plenty of space for ...

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Property Type

Key West Condo

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KLYC#20 - 3 BR Townhouse Oceanside with 30' Dock and Boat Lift

$127

per night

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Key Amenities

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

About this property

Minimum Rental: 1 MONTH This is a gorgeous 3 bedroom townhouse in a private upscale ocean front condominium community! Everything you could want is located within the community - heated pool; hot tub; covered seating area; tennis court; children's playground; basketball court; boat ramp; boat slip ...

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Property Type

Key Largo House

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5 Bedroom 4 Bath Canal Front Home Sleeps 12. (28 day min. rental)

5 BR | 4 BA | Sleeps 12 | Quick View

3

Distance to beach: 4 miles to Bahia Honda

$183

per night

View Details

Key Amenities

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

About this property

Large home located on a double lot with plenty of parking and 200 feet of seawall. There is a step down platform for getting in and out of your boat. This area also has whip lines to keep you boat off of the seawall. Quiet neighborhood with convenient access to grocery stores and other services. Large ...

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Property Type

Big Pine Key House

"Great Stay in the Keys"
Reviewed May 21, 2019

I had the pleasure to stay at Ken and Maureen’s rental recently and can tell you it was one of the most fantastic experiences I can remember as I have rented often in the Keys.The house itself had ...

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Palms #301 - Darling condo with panoramic views of the Atlantic Ocean.

$77

per night

View Details

Key Amenities

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

About this property

Minimum Rental: 28 Days"The Palms #301" is an exceptional condo has been impeccably maintained and is located in one of the finest condo complexes in Islamorada. It features an updated kitchen, remodeled baths and is comfortably furnished. This unit is ready for your arrival. Be sure ...

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Property Type

Islamorada Condo

"All About the Views"
Reviewed March 24, 2019

This unit had the most beautiful views. Sunrise from master bedroom and sunset from other bedroom. Units are centrally located on island which is an easy taxi ride or golf cart ride in either direction.

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Sand in your toes

2 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 0.1 miles to Coco Plum

$243

per night

View Details

Key Amenities

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

About this property

Walk the Beach! Beautiful 2 bedroom, 2 bath Ocean front condo at Coco Plum Beach Villas, nicely decorated and furnished. Leather recliners in the main living area overlooking the Atlantic Ocean. King in master, 2 twins in 2nd. Pull Out couch in living room. Deck, master bedroom and the livingroom overlook ...

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Property Type

Marathon Condo

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Plantation Adventure - Sensational remodeled home awaits your arrival.

$217

per night

View Details

Key Amenities

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

About this property

Minimum Rental: 28 Days "Plantation Adventure" is a sensational remodeled single family home on Plantation Key awaits your arrival. The gorgeous POOL, HOT TUB, and TIKI BAR are ready and waiting. Imagine fun filled days and evenings relaxing in the patio and yard area! The patio is spacious ...

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Property Type

Plantation Key House

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Brand New 6 Bedroom 5 Bath 65 Foot Deep Water Dock, Heated Pool Outdoor Kitchen

6 BR | 5 BA | Sleeps 14 | Quick View

Distance to beach: 0.1 miles to Sombrero Beach

$857

per night

View Details

Key Amenities

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

About this property

Brand New Construction, 6 Bedroom , 5 Bathroom canal views, On the HIGHLY sought after Sombrero Beach !!! 100 Foot Deep Water Dock (my 23 foot boat sits in a lift so you get 65 foot to use) 10 minute ride through the famed Sisters Creek to the open ocean, 15 minute to the seven mile bridge, six NM to ...

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Property Type

Marathon House

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Manatee Manor - Opportunity to experience The Florida Keys at its best.

$198

per night

View Details

Key Amenities

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

About this property

Minimum Rental: 28 Days"Manatee Manor" is a 3 Bedrooms and 2 ½ Baths home with POOL, Dock, and all new furnishings make this your opportunity to experience The Florida Keys at its best. Conveniently located on a deep and wide canal with easy access to the Bay or a short ride to Tavernier ...

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Property Type

Tavernier House

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Palms #405 - Totally Remodeled Condo with Ocean Views

$103

per night

View Details

Key Amenities

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

About this property

Minimum Rental: 28 Days"The Palms #405" is a diamond! Be among the first to rent this gorgeous two bedroom condo. It has been completely renovated from floor to ceiling. The floors have been replaced with tile and the old popcorn ceilings are gone. You'll adore the comfortable living ...

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Property Type

Islamorada Condo

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Bay Harbor 110C​

2 BR | 2 BA | Sleeps 4 | Quick View

$217

per night

View Details

Key Amenities

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

About this property

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

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Property Type

Islamorada Condo

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The Hammocks at Marathon

Studio | 1 BA | Sleeps 2 | Quick View

$143

per night

View Details

Key Amenities

  • Air Conditioning

About this property

Situated just off the historic Florida Keys Overseas Highway, The Hammocks at Marathon™ lets you and your family experience the best of the Florida Keys with each stay. The resort entrance envelops you in lush tropical foliage, and Caribbean music greets you at the door. Relax, you're on island ...

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Property Type

Marathon Condo

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Casa Lorelane

7 BR | 5.5 BA | Sleeps 20 | Quick View

$667

per night

View Details

Key Amenities

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

About this property

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

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Property Type

Key Largo Estate

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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

per night

View Details

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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Moon Bay A410 - End unit in one of Key Largo's finest bay front condo complexes

$150

per night

View Details

Key Amenities

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

About this property

Minimum Rental: 7 Days"Moon Bay #A410" is a 4th floor end unit in one of Key Largo's finest bay front condominium complexes offers a beautiful view of the Florida Bay and lots of natural light. You'll love the updated kitchen with granite counters, new cabinetry and appliances. New linens ...

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Property Type

Key Largo Condo

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Toes in the Water

4 BR | 3 BA | Sleeps 10 | Quick View

$425

per night

View Details

Key Amenities

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

About this property

"Toes in the Water" is a gorgeous brand new beautifully decorated 4 bedroom 3 bath canal front Villa (pull out couch)! You can rent one or both sides! With a private dock that can accommodate a boat up to 40', private pool, plenty of parking for cars and boat trailer and a two minute drive to ...

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Property Type

Marathon Villa

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Paradiso Sul Mare

2 BR | 2 BA | Sleeps 6 | Quick View

$200

per night

View Details

Key Amenities

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

About this property

Kawama Yacht Club, a beautifully landscaped gated resort, is set on an unspoiled peninsula between the untouched habit of a bird sanctuary to the south and the beautifully preserved John Pennekamp Marine Coral Reef State Park to the north.Located on the 4th floor of the prestigious oceanfront 5 story ...

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Property Type

Key Largo Condo

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Beacon Reef 406 - Charming condo with lovely views of the ocean and pool.

$100

per night

View Details

Key Amenities

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

About this property

Minimum Rental: 28 Days NEW ON THE RENTAL MARKET. "Beacon Reef 406" is an excellent choice for your vacation getaway, whether you're planning on staying a month or the entire season, this is a great unit. Beacon Reef is centrally located in the Heart of Islamorada making it convenient ...

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Property Type

Islamorada Condo

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Brock Haus - Bayfront Weekly Townhome with Boat Slip, Pool, Beach.

$225

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

Minimum Rental: 7 Days (Saturday to Saturday)"Brock Haus on the Gulf" is an end unit townhouse on the water's edge with water views on 3 sides! The main living area faces the Florida Bay, one side faces the inlet leading to the marina basin and the back faces the marina. The panoramic ...

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Property Type

Plantation Key Condo

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Blue Adventure Florida Keys Waterfront!

2 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 15 miles to Bahia Honda State Park

$175

per night

View Details

Key Amenities

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

About this property

Waterfront home on 60 foot wide canal in the lower Florida Keys. Just 20 minutes from Key West, which has fantastic restaurants, night life, history, and shopping. Near by Key Deer habitat, Bahia Honda state park with the best beaches in the Florida Keys, fantastic fishing, diving, snorkelling and other ...

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Property Type

Cudjoe Key House

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Searenity Canal Front 2/2 Home, Sleeps 8, Pool, Tiki Hut, 2 Kayaks, 2 Bikes

2 BR | 2 BA | Sleeps 8 | Quick View

Distance to beach: 5 miles to Coco Plum Beach

$290

per night

View Details

Key Amenities

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

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

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Paradise Palms

3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 10 miles to Bahia Honda Beach

$125

per night

View Details

Key Amenities

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

About this property

This is an open concept and spacious home, (1) King, (1) Queen and (2) Twin Beds, (2) Bathrooms, 6 people accommodation, brightly painted colors, beautifully furnished. Relax in the upper covered porch or down below onto the pool patio area. Outdoor Tiki shower hut. The grounds are landscaped with an ...

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Property Type

Cudjoe Key House

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Mobile Home, 2 Bedrooms, 2 Baths, (Sleeps 2-4)

$120

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly

About this property

This property is located on a very unique spot. Very private. Too perfect to describe.During the day you could sunbathe while fishing for snappers, tarpon and lobsters from your private dock. Later on you may want to jump in for a swim or cruise the area on the kayak At early evening you may enjoy ...

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Property Type

Tavernier Mobile Home

"We found out paradise !"
Reviewed March 5, 2019

We loved staying here. The location is great for shopping and very safe. The house is immaculate, everything you need is here. Sit out under the tiki hut and watch the beautiful sunsets. Watch all the manatees ...

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Lobster Lounge II

5 BR | 4 BA | Sleeps 12 | Quick View

1

Distance to beach: 4 miles to Sombrero

$457

per night

View Details

Key Amenities

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

About this property

Stunning waterfront single family, ground level with brand new private pool. Fish cleaning table, bait freezer, 75' of dockage, 60' wide canal. Completely remodeled inside and out July of 2018. All new and custom, inside and out. All new tile floors, kitchen w/stainless appliances, quartz counter tops ...

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Property Type

Marathon House

"BEAUTIFUL PROPERTY AND LOCATION"
Reviewed March 18, 2019

I would highly recommend this property to anybody who wants to have a great fishing experience and be able to relax in a gorgeous home when they return

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Waterfront Get Hooked

4 BR | 3 BA | Sleeps 10 | Quick View

3

$364

per night

View Details

Key Amenities

  • Air Conditioning

About this property

Waterfront Home in the heart of the Florida Keyes. Come relax and enjoy the beautiful waters of Sombrero and Bahia Honda Beaches. Both nearby. There is plenty of room and comfort in our 4 bedroom, 3 bath home. Two King Master Suites with attached baths. Satellite Flat Screen TV's in each bedroom. Fully ...

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Property Type

Marathon House

"Great value - perfect for 4 people"
Reviewed April 29, 2019

4 Guys looking for a great location near Colony Beach for fishing. The unit was exactly as described and then some. I would recommend this for anyone looking to visit the Keys. Close to all shopping ...

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

$117

per night

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Key Amenities

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

About this property

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

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Property Type

Islamorada House

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Three Sheets~ Room for 2 boats! 70' dockage - QUICK GULF & OCEAN ACCESS

4 BR | 3 BA | Sleeps 8 | Quick View

Distance to beach: 4 miles to Sombrero

$314

per night

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Key Amenities

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

About this property

Trailer parking, newly remodeled, private pool, private bedroom/en suite bath, great outdoor group seating!7 day Minimum Rental During Peak and Holiday weeks Rentals are Saturday-Saturday OnlyTake a break from the hustle and bustle of the daily grind and relax in the calm and serene atmosphere ...

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Property Type

Marathon House

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30 night minimum stay, SUNSET KEY, LUXURY UPSCALE HOME RIGHT ON THE BEACH,

$399

per night

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Key Amenities

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

About this property

30 day stay minimum, 3000 SF, 3BDR, 2.5BATHS, SLEEPS 6 Treat yourself to a dream vacation in our beachfront residence on the private island of Sunset Key, located in the middle of Key West Harbor. Our tastefully designed upscale villa has beautiful ocean views, private pool, and 2 hot tubs for our guests ...

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Property Type

Key West House

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Cozy End Unit Condo in Truman Annex

$171

per night

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Key Amenities

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

About this property

Beautifully Remodeled Tropical Sanctuary-1BR/1BA Shipyard Condo in Truman AnnexLocation, Location, Location!! Sunrise off Southard has it all! An upscale one bedroom home offers beauty with all the comforts. Located in the gated community of Truman Annex: a popular and beautifully landscaped community ...

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Property Type

Key West Condo

"LOVE this Key West Condo"
Reviewed April 29, 2019

This condo was perfect for our stay last week. It's close to everything (Duval St, beach, museums, bars, etc). The bikes that come with the property were the perfect way to get around the area...we road ...

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MA932

2 BR | 2 BA | Sleeps 6 | Quick View

$225

per night

View Details

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

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