Florida Keys Vacation Rentals

(250 rentals)
Palm Harbor - Fabulous Home with Privacy Gate, Pool, Dock and Outdoor Enter

$333

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 "Palm Harbor" is a spacious elegant home with pool and dock. Gently swaying palm trees greet you at the gated entrance to this wonderful home. The ground level entry features a billiard/game room, bedroom and full bath. An open curved staircase leads to the 2nd ...

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Property Type

Plantation 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

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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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Sand in your toes

2 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 0.1 miles to Coco Plum

$243

per night

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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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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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Kens Conch Key Cottage-2Br2Bth or 1Br1Bth Getaway + Optional motor boat rental

2 BR | 2 BA | Sleeps 5 | Quick View

Distance to beach: 4 miles to Long Key or Curry Hammock

$250

per night

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Key Amenities

  • Air Conditioning

About this property

We are a small romantic cottage on a tropical island named Conch Key. A quaint Old Florida Keys style lobster fishing village located about 10 miles from Marathon and close to various state parks and beaches.Sorry but we are a NO SMOKING , NO PET, NO PARTY HOUSE OR LARGE GATHERING RENTAL.Centrally ...

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Property Type

Marathon Cottage

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Waterfront Keys Home - Spectacular View, 37' Dock

$143

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen

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

"Can't wait to return."
Reviewed April 24, 2018

The home was clean and well maintained and the location and views were priceless. Owners Joe and Mary were great to work with. We have been going to the keys for decades and this was the best spot so far.

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Beacon Reef #222 - Gorgeous condo with panoramic views of the Atlantic Ocean.

$147

per night

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Key Amenities

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

About this property

Minimum Rental: 28 Days"Beacon Reef 222" is an extraordinary ocean front condo with panoramic views of the Atlantic Ocean. Relax on your own balcony or use the spiral stairs to access the sandy beach below. This condo is located in one of the most prestigious condo complexes in Islamorada. ...

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Property Type

Islamorada Condo

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Casa Lorelane

7 BR | 5.5 BA | Sleeps 20 | Quick View

$667

per night

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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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Gulfview Getaway - Bayfront Home with Private Beach

$400

per night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly

About this property

Minimum Rental: 28 Days"Gulfview Getaway" is a FABULOUS BEACH FRONT HOME! This is what you've been dreaming of - your very own single family home with a private sandy beach in the Keys. This home is new to the rental market. It is located in a highly desirable area of Islamorada on ...

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Property Type

Islamorada House

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Waterfront Paradise with Free Dockage - Contact us to price your stay!!

1 BR | 1 BA | Sleeps 2 | Quick View

Distance to beach: 12 miles to Founders Park

$150

per night

View Details

Key Amenities

  • Air Conditioning
  • Oceanfront
  • Rentals by Owner

About this property

Secluded Waterfront Studio with Tiki hut, dock, King bed, 1 Bath, Sleeps 2.Please contact us for all of our rates for different length of stays! For shorter stays, make you have a minimum of 28 days entered in your contact form! We do not use the rate feature or the calendar feature on this listing. ...

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Property Type

Islamorada Studio

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

$233

per night

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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. Quiet neighborhood with convenient access to grocery stores and other services. Large master bedroom upstairs with big screen TV. Large living room with big screen TV and shuffle board table. Large porch balcony for watching ...

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Property Type

Big Pine Key House

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Snowscape - Clean and Tropical 3/2 Home - you will love to stay in!

$128

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Rentals by Owner

About this property

Clean, Tropical 3/2 on open canal in quiet residential neighborhood on a cul-de-sac. House is on Gulfside with quick access to Miles Channel Bridge towards ocean or bayside. 50’ concrete dock with fish cleaning station and shower.Master Bedroom has a queen size bed, shower and indoor jacuzzi ...

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Property Type

Ramrod Key House

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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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Bayside Breeze - Beautiful Home with open living, gourmet kitchen and boat lift.

$165

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly

About this property

Minimum Rental: 28 Days"Bayside Breeze" is a wonderful 2013 built stilt home. Features include an open living area with gourmet kitchen, stainless steel appliances, including a wine refrigerator and granite counters. The oversized center island in the kitchen makes a perfect snack ...

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Property Type

Plantation Key House

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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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Keys Spectacular Gulf of Mexico Views

$228

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

Newer waterfront Keys home with wide open view of the Gulf of Mexico. 3 Bedroom 3 bath, half-duplex home with private pool, dock with great amenities - perfect for three couples or a family. Great location that's walk-able to the 7-Mile bridge and some of Marathon's best restaurants and bars. Incredible ...

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Property Type

Marathon House

"Perfect Spot for Boaters"
Reviewed September 14, 2018

On the Gulf but so close to the Atlantic, location is key when spending so much time on the water and this place has it. After changing spots each summer we stopped after renting the house on 12th and ...

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Our Island Thing

4 BR | 2 BA | Sleeps 8 | Quick View

$857

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

A get away to "Our Island Thing" will be unforgettable vacation for everyone. Huge 1,900 square-foot house with lots of room for the whole family and kids. Four bedrooms and two bathrooms, this two level concrete home is roomy and airy.The second floor has a huge kitchen, living and dining ...

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Property Type

Big Pine Key House

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Waterfront / Pool / Two Tiki Huts!

4 BR | 2 BA | Sleeps 8 | Quick View

Distance to beach: 5 miles to Bahia Honda State Park

$167

per night

View Details

Key Amenities

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

About this property

Sorry NO SMOKING or PETS!Minimum 28 days / Please check availabilityGround level 4 bedroom, 2 bath waterfront home on a double lot with a saltwater pool with hot and cold shower, large pool deck and two Tiki Huts. 180 ft of waterfront and 90 feet of dock space with a double fish cleaning table. ...

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Property Type

Big Pine Key House

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Immerse yourself in "The Keys Life"

$167

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

Minimum 28 or more days rentalLocated at Mile Marker 90 Ocean Side just minutes to the ocean or bay! Immerse yourself in "The Keys Life" from this Three Bedroom 2.5 Bath waterfront home on a wide canal just off Tavernier Creek enjoy the best boating in the Florida Keys. This desirable location ...

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Property Type

Tavernier Apartment

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Christmas and New Year's Holiday in the 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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Beacon Reef 522 - Oceanfront 5th floor (top floor) condo at Beacon Reef.

$147

per night

View Details

Key Amenities

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

About this property

Minimum Rental: 28 Days NEW ON THE RENTAL MARKET. PHOTO UPDATES COMING SOON. "Beacon Reef 522" offers magnificent 180 degree oceanfront views. Enjoy the sea breezes as your relax on your private balcony and gaze at the water. Whether staying one month or more you will be more than happy ...

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Property Type

Islamorada Condo

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$1480 wk. AVAILABLE - NO DAMAGE FROM HURRICANE IRMA

2 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 2 miles to Smathers Beach

$211

per night

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Key Amenities

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

About this property

'TEE BY THE SEA' vacation rental(we include 7 bikes free for our guests!!!)MY VAC. RENTAL SUSTAINED NO DAMAGE FROM HURRICANE IRMA. ITS DOING FINE AND READY TO ACCOMMODATE GUESTS. OUR CONDO COMPLEX IS FINE TOO AND WE ARE READY TO RECEIVE GUESTS. PLEASE MAKE YOUR RESERVATION.We're less then ...

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Property Type

Key West Condo

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Luxury Home with Dock, Waterfall Pool, HotTub, Wi-Fi deep water dock up to 60 ft

$400

per night

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Key Amenities

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

About this property

Venetian Shores 4-Bed/4-Bath Luxury Pool Home with 100' Dock & Opt. ElevatorMINIMUM STAY: 29 DAYS Dreaming of a Florida Keys vacation where you can boat, fish, dive, snorkel, or stay home and swim in your own private heated pool? This is it. This home offers a professionally-designed living environment ...

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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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Lovely, oceanfront 4 bedroom, 3 bath home

4 BR | 3 BA | Sleeps 10 | Quick View

1

Distance to beach: 4 miles to Sombrero

$536

per night

View Details

Key Amenities

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

About this property

Lovely, oceanfront 4 bedroom, 3 bath home. The main house is three bedroom, two bath with the kitchen, living and dining area. The master bedroom has a king size bed, the first guest bedroom has a queen and the 3rd bedroom has two sets of bunk beds with full size on the bottom and twins on the top. Then ...

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Property Type

Marathon House

"Perfect vacation home"
Reviewed December 3, 2018

Amazing home. View is spectacular

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Caribbean Dream

4 BR | 3 BA | Sleeps 8 | Quick View

$857

per night

View Details

Key Amenities

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

About this property

This spacious, Caribbean-style vacation home comes equipped with its own private swimming pool and great deep-water canal. This beautiful home has three stories including a super play room off the pool area with a ping-pong table and a big screen TV for the kids.The 2nd floor accommodates a large ...

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Property Type

Summerland Key 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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Parrot Dice --"MONTHLY," 2 bedroom (+den), 3 bath, Pool & Hot Tub, Private Drive

2 BR | 3 BA | Sleeps 6 | Quick View

Distance to beach: 0.5 miles to Higgs Beach

$150

per night

View Details

Key Amenities

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

About this property

"MONTHLY" RENTAL ONLY: Old Town Tropical Oasis, Private Pool, Hot Tub, Private Driveway. Meticulously restored and maintained home featuring: 2 bedrooms + den with sleep sofa (can be a 3rd bedroom) and 3 full en suite bathrooms. Our favorite part of this property is the lush & extremely ...

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Property Type

Key West House

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Sunshine Place - Ground Level Unit with Ocean Views.

$171

per night

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Key Amenities

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

About this property

Minimum Rental: 7 Days"Sunshine Place" is setup perfectly for privacy and convenience. The owners of this wonderful property called Sunshine Place are willing to share a portion of their piece of Paradise with you. The ground level living area of this home is perfect for one or two people ...

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Property Type

Islamorada House

"Absolutely perfect!"
Reviewed November 16, 2018

My boyfriend and I stayed at The Sunshine Place to celebrate both of our November birthdays. I have been visiting the keys for many years and this is the best place I have found. The property was very ...

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

$193

per night

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Key Amenities

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

About this property

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

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Property Type

Key West House

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NEW Listing, 4Bed/3bath, Tiki Hut, Canal,Cabana Club After Hurricane Photos

4 BR | 3 BA | Sleeps 8 | Quick View

Distance to beach: 0.9 miles to Cabana Club

$207

per night

View Details

Key Amenities

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

About this property

ENJOY OUR HOME with 5 STAR REVIEWS & New TIKI HUT, Open Water Access 5 minutes NEW WHITE kitchen with QUARTZ COUNTERTOPS, NEW STAINLESS STEEL APPLIANCES (photos coming soon),Perfect home for a Family Gathering, or Extended Family Get Together, or Families traveling together. Boater's perfect ...

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Property Type

Key Colony Beach House

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Islamorada Beachfront Apartment - Great Sunsets! Private Beach!

$120

per night

View Details

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

"The perfect vacation for two"
Reviewed November 11, 2018

Have spent a month here with my girlfriend the past two summers. Jerry and Lisa are great hosts, Jerry knows a lot about the keys having lived there nearly his whole life and is great to talk to. The location ...

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Colony Sunset Suite

1 BR | 1 BA | Sleeps 2 | Quick View

$180

per night

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

$225

per night

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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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Palms #309 - Exceptional condo with panoramic views of the Atlantic Ocean.

$82

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 #309" is an exceptional condo with panoramic views of the Atlantic Ocean. This condo is in one of the most popular condo complexes in Islamorada - The Palms of Islamorada. Comfortably furnished and ready for your arrival this unit offers an updated kitchen ...

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Property Type

Islamorada Condo

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Bahia Azul

4 BR | 2 BA | Sleeps 8 | Quick View

$986

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Oceanfront
  • Private Pool

About this property

Bahia Azul, "Bay of Blue" is exactly the perfect spot for your next Florida Keys adventure. The open water views are just stunning and spectacular. Its location at the end of the street makes this a very private get-away.This large home will accommodate all your friends and family with 4 ...

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Property Type

Summerland Key House

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Beba's Reef House - Capture your imagination the moment you enter this home .

$150

per night

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Key Amenities

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

About this property

Minimum Rental: 28 Days"Beba's Reef House" will capture your imagination the moment you enter the home and rise to the main living level through the reef painted on the walls of the stair well and the photos of fish captured by the owner during numerous dives here in the Keys. This is a ...

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Property Type

Tavernier House

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Seaglass-20 feet from the Gulf

2 BR | 2.5 BA | Sleeps 6 | Quick View

$142

per night

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Key Amenities

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

About this property

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

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Property Type

Marathon Condo

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Islamorada water front with free boat tie-up. Available weekly, Saturday 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
  • Oceanfront
  • Rentals by Owner

About this property

The Osprey Nest (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 operated under FL DBPR license # MOT 5403060 and is inspected annually. This Non-Smoking home is professionally cleaned prior to your arrival. ...

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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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Lobster Lounge II

5 BR | 4 BA | Sleeps 12 | Quick View

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

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CASA LAGO MAR - KEY COLONY BEACH 3/2

3 BR | 2 BA | Sleeps 6 | Quick View

2

Distance to beach: 5 miles to Sombrero Beach, Marathon

$357

per night

View Details

Key Amenities

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

About this property

Waterfront 3/2 "ANOTHER DAY IN PARADISE" Seventy miles and one left turn from the mainland brings you to Key Colony Beach. 54 miles to Key West!Enjoy the tropical Florida Keys at their best! Fly, drive, or skipper your vessel to this exquisitely-appointed, three bedroom, two full ...

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Property Type

Key Colony Beach House

"Beyond great"
Reviewed May 1, 2018

Super well kept, this two story home is fully stocked, clean and has the most comfortable mattresses. Sunsets from the second story balcony are quintessential other words, perfect! Rental included access ...

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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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Sunrise on Sunset

3 BR | 3 BA | Sleeps 12 | Quick View

$300

per night

View Details

Key Amenities

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

About this property

*** SPECIAL: RECEIVE $1,000 OFF OF RENT IN JANUARY, MARCH, AND APRIL PER MONTH IF BOOKED BY DECEMBER 31ST!*** MINIMUM STAY: 28 DAYS “Sunrise on Sunset” is the ULTIMATE BEACH FRONT HOME. There are BREATH TAKING OCEAN VIEWS from almost every room in this house! Play in the sand, walk ...

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Property Type

Islamorada House

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Moon Bay A206 - Totally Remodeled Condo with Pool and Dock in Key Largo

$150

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Minimum Rental: 7 DaysSATURDAY to SATURDAY "Moon Bay A206" is calling all fishermen and divers... Whether you plan to fish or dive on your next visit to the Keys, you will find these exceptional accommodations first class and affordable. World famous dive sites are minutes away and phenomenal ...

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Property Type

Key Largo Condo

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Upper Keys Paradise - Directly Across from John Pennekamp Coral Reef State Park

Inquire for rates

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Key Amenities

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

About this property

KEYS PARADISE VACATION MINIMUM RENTAL 28 DAYSProperty Info: 2 bedrooms 2 full baths Sleeps 6 (w/ Queen Air Mattress)Charming Keys House at Mile Marker 103 Bayside - directly across Highway 1 from the first underwater park in the United States. Ideal location for boating, fishing, snorkeling ...

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Property Type

Key Largo House

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Southern Diversion Islamorada

5 BR | 3.5 BA | Sleeps 17 | Quick View

$857

per night

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Key Amenities

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

About this property

Southern Diversion is located directly in the Village of Islamorada in the Florida Keys and walking distance to all the major restaurants and shopping. This is an exclusive oceanfront private gated estate home with 200 feet of oceanfront on two acres. This property also features 200 feet of dock, Boat ...

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Property Type

Islamorada Estate

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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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Beacon Reef #310 - Beautiful condo with lovely views of the ocean.

$107

per night

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Key Amenities

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

About this property

Minimum Rental: 28 Days"Beacon Reef 310" is one of the most desirable condominium complexes in the Upper Keys. Located in Islamorada it is convenient to everything - restaurants, fishing, diving, snorkeling, swim with the dolphin programs and much more. Picture yourself relaxing on your ...

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Property Type

Islamorada Condo

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**Perfect Paradise - Gorgeous Waterfront *Million $ Views!**

$175

per night

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Key Amenities

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

About this property

Welcome to our Perfect Paradise!! Please feel free to text me, as well as submit an online inquiry, for a quick response. Provide dates of interest and number of renters.Owner Note: We were informed that other owners from Moon Bay are using our waterfront view picture as their own, on this and other ...

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Property Type

Key Largo Condo

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Sunset Oasis

2 BR | 1.5 BA | Sleeps 6 | Quick View

Inquire for rates

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Key Amenities

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

About this property

From the luxury and comfort of the living room or master bedroom you will enjoy a beautiful marina and bay view. Step out onto the first floor floor screened porch and get an even better view. These porch areas are where you will probably spend a lot of time relaxing, reading, doing things on your computer, ...

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Property Type

Key Largo Townhome

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