Florida Keys Vacation Rentals

(509 rentals)
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Key Amenities

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

About this property

The Sea View Cottage is a 2 bedroom, 1 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 ...

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Property Type

Key West House

"The Perfect Relaxing week!!"

My family booked Seaview Estates for our 25th Anniversary trip! We rented both houses so we had the property to ourselves. Upon arrival, Carol met us at the gate and began our tour of the property. The ...

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2 BR | 3 BA | Sleeps 6 | Quick View

14

Distance to beach: 1 miles to Sombrerro Beach

$339

avg/night

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Key Amenities

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

About this property

Lemon Key CottageWelcome home…Thanks to Hurricane Irma, we now have a beautiful newly renovated home! We've spent over $150K on a complete restoration and modernization. (check out the new pics) Lemon Key Cottage is absolutely stunning with new: bathrooms, kitchen, appliances, flooring, ...

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Property Type

Marathon House

"Christmas Vacay"

10 ️ Rating! I called Florida Rentals. I Booked. Counted Down the days until our Christmas vacation began. We were able to take homemade cookies to the USCG base on Christmas Day. We were able to see ...

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2 BR | 2 BA | Sleeps 4 | Quick View

3

$357

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

This Condo comes with 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.

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Property Type

Lower Matecumbe Key Condo

"Spotless. Large. Quiet."

We enjoyed the quiet. Room was spotless. Complex has comfortable adult mature feel. Easy drive to many restraunts

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$338

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly
  • Private pool

About this property

A Private And Convenient Piece of Paradise Awaits You In This Amazing 3 bedroom/ 2 bathroom Home Near Sombrero Beach. Our Home Is Located On A Deep Water Canal With Boat Access From The Yacht Club Boat Launch. ~KEY Z DREAMING~ Is Everything You Can Imagine With A Breathtaking Tiki Hut And Bar Located ...

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Property Type

Marathon House

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2 BR | 2 BA | Sleeps 6 | Quick View

7

Distance to beach: 0.0 miles to On Site

$243

avg/night

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Key Amenities

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

About this property

This 2 bedroom, 2 bathroom, Ocean Front Condo has spectacular Ocean, Marina, Beach & Park views from the Living Room, Dining Room, Kitchen, Master Bedroom, Balcony and even the master bathroom.THIS CONDO IS CLEANED & SANITIZED TO THE NEW CDC STANDARDS.Included at no extra charge are free ...

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Property Type

Key Largo Condo

"Wonderful location"

Great place to stay. Easy drive to attractions on the other Florida Keys and not too far from the Miami airport. The lagoon is a good place to practice snorkeling. We saw many different species of fish ...

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3 BR | 4.5 BA | Sleeps 11 | Quick View

Distance to beach: 1 miles to Harry Harris Park Beach

$252

avg/night

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Key Amenities

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

About this property

Tavernier Keys w/70’ Dock & Lift for Boat! 3/2.5Gorgeous & Spacious Bayside Tavernier Keys Home 70’ foot Dock for your Boat with a 20000 lb Lift (add Fee) & Above Ground pool! Be in the Center of all the waterways by boat & restaurants by land! Large open floor Plan, Huge ...

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Property Type

Tavernier House

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Key Amenities

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

About this property

Beautifully renovated 2 bedroom 2 bath ocean view condo at 1800 Atlantic available for monthly rentals. King in the master, queen in the second bedroom and a double pull out in the living room. The unit is tiled throughout. The bathrooms have been nicely upgraded and did we mention the view from Poolside ...

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Property Type

Key West Condo

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3 BR | 2 BA | Sleeps 6 | Quick View

$529

avg/night

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Key Amenities

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

About this property

Amazing 3 bedroom, 2 bathroom single family home on 10th Street is Key Colony Beach! Stunning upgrades, open concept living with a split bedroom floor plan! Beautiful covered outdoor space with dining table and chairs, outdoor TV , outdoor shower and pool! Well-equipped kitchen with large island. Separate ...

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Property Type

Key Colony Beach House

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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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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Tingler Retreat is a newly renovated tastefully decorated 3 bedroom, 3 bath home with a pull-out couch, has a peek-a-boo view of the ocean and is seconds to open water in your boat! It has an open floor plan and is ground level with plenty of natural light and a fully fenced yard! Available for guest ...

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Property Type

Marathon House

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2 BR | 1 BA | Sleeps 6 | Quick View

Distance to beach: 3 miles to Sombrero Beach

$168

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly

About this property

Welcome to Waterfront Hideaway!Experience tranquil serenity in the heart of Marathon, Florida with this stunning canalfront half duplex. Imagine waking up each morning to the soothing sound of palm trees in the wind, while you bask in the warmth of the Florida sun on your very own screened-in porch ...

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Property Type

Marathon House

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3 BR | 3 BA | Sleeps 8 | Quick View

$221

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Manatee Love awaits you! Nicely updated, spacious 3 bedroom, 3.5 bathroom canal front home on beautiful Key Colony Beach. Enjoy over 1,650 square feet of open concept space, large living area overlooking the wide, deep canal, brand new kitchen and appliances, granite countertops, and a Keurig! Well-equipped ...

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Property Type

Key Colony Beach House

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14 BR | 10 BA | Sleeps 30 | Quick View

owner special
Owner special: From Aug 3rd - Oct 31st 5 Bd House is $6,500K and 14Bd House and Addition is $14,999 for the week!

Distance to beach: 100 yards to Sombrero Beach

$1622

avg/night

View Details

Key Amenities

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

About this property

Seaside Sandpiper is truly a unique property that can accommodate as few guests as you want and up to 30! Rent the 5 bedroom main house by itself or rent the entire 14 Bedroom Main house and Addition! Weddings, family reunions and business retreats are all possible at our home! Our pet friendly home ...

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Property Type

Marathon House

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6 BR | 5 BA | Sleeps 14 | Quick View

4

Distance to beach: 0.1 miles to Sombrero Beach

$936

avg/night

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Key Amenities

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

About this property

Waterfront 6 Bedrooms , 5 Baths, canal views. On the HIGHLY sought after Sombrero Beach !!!(We rent weekly only, and our Check-in is on a Saturday and Check-out is on a Saturday dates only so we can optimize our months.)Our houses are safe and clean because we disinfect them with the highest ...

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Property Type

Marathon House

"The house was perfect for our fishing trip."

The house was very clean, and location could not be better. The house was more amazing than the pictures showed. The outside tiki hut, (2) barbeque grills and pool made a perfect end to a day of fishing. ...

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3 BR | 2 BA | Sleeps 6 | Quick View

2

Distance to beach: 30 feet to property 20 yards from ocean, 4 mile white sand be

$601

avg/night

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Key Amenities

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

About this property

Please contact the owner for stays less than 28 days before you try to book . In Key West - Not Islands Away *** Ocean Front**Ocean View from Every Room *90' Scenic Balcony Huge 2200 Sq Ft under air. This is a $1.5 Million Dollar Property with priceless View!***SPECIAL REDUCED RATES FOR ...

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Property Type

Key West Condo

"Great Escape"

Love these condos !! Second time to same place!! Great escape from Seattle. Family friendly. Great food.

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2 BR | 3 BA | Sleeps 6 | Quick View

4

Distance to beach: 15 miles to Bahia Honda

$490

avg/night

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Key Amenities

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

About this property

This luxurious home overlooking the Atlantic Ocean is part of Sunrise Beach Resort, an exclusive gated community built in 2007 with only 10 other homes. We are 80 feet the water's edge facing Southwest. Lounge in your private hammock or enjoy the gorgeous tropical landscaping and cool breezes on ...

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Property Type

Cudjoe Key House

"Don't worry be happy!!!"

Great location, views were gorgeous from our waterfront decks, 30 mins. to airport! Rental was clean, comfortable & well equipped with everything you need & then some. Home owners thought of everything ...

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Key Amenities

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

About this property

Enjoy a one-of-a-kind vacation rental on the water aboard Lady Grace, a 92-foot Westship motor yacht. Lady Grace winters in Key West, FL and each all-inclusive rental includes 3-4 days exploring Key West and 3-4 days on one of our private cruises. Explore Ten Thousand Islands on a cruise to Naples or ...

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Property Type

Key West Yacht

"Magical Week Aboard Lady Grace. Rating 5/5"

Quite possibly one of the greatest experiences of our lives. This boat is Grace personified (pun intended). All new tasteful and lavish interiors by Between the Sheets. Beautiful French linens. Well appointed ...

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2 BR | 2.5 BA | Sleeps 6 | Quick View

2

$300

avg/night

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Key Amenities

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

About this property

2 Bed & 2.5 Bath Villa in Anglers Reef with Boat slip.Upscale gated community with resort living in the Florida Keys. Everything you need for your vacation is here: gorgeous private beach, heated resort style pool, private back yard patio with barbecue, front porch seating, upstairs balcony. Spacious ...

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Property Type

Islamorada Villa

"Great accomodations"

Beautifully decorated house in the Keys. Very spacious and comfortable. Kitchen was fully stocked. Plenty of linens and extra towels. The community dock has kayaks we used. There are lobsters under ...

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Studio | 1 BA | Sleeps 2 | Quick View

1

Distance to beach: 0.5 miles to South Beach

$220

avg/night

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Key Amenities

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

About this property

This Studio is a lovely charmer nestled in a 6 unit compound in a residential neighborhood in the center of Old Town Key West. * Pet Friendly for flat fee of $90 * King size bed * WiFi included * check-out cleaning is an additional fee of $70 * 2 wall AC units * flat screen TV * Shared gas grill ...

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Property Type

Key West Condo

"Perfect Place to Stay"

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

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

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

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Property Type

Key Colony Beach Villa

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Key Amenities

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

About this property

Anglers Reef Villa Resort 2 Bedroom and 2.5 Bath Villa, in Anglers Reef with Boat Slip. An upscale gated community with resort living in the Florida Keys. Everything you need for your vacation is here,: gorgeous private beach, heated resort style pool, private back yard patio with barbecue, front porch ...

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Property Type

Islamorada House

"Awesome home"

Amazing home and location. Great customer support. Would love to return to here again. Islamorada is so beautiful

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$468

avg/night

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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

"WonderfUll"

The heated pool, tiki bar and view of the ocean was just beautiful as "out of a storybook. The eggs and a home made lime pie from Carol (owner) was a nice surprise. The house was plenty big enough to house ...

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$270

avg/night

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Key Amenities

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

About this property

Welcome to “Take it Keysie” your tropical/waterfront retreat in Marathon, Florida!Located in the heart of the Florida Keys, Take it Keysie, offers the perfect blend of luxury, comfort, and adventure for your vacation getaway. Our waterfront property with quick ocean access offers 3 bedrooms ...

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Property Type

Marathon House

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2 BR | 3 BA | Sleeps 6 | Quick View

2

Distance to beach: 15 miles to Bahia Honda

$445

avg/night

View Details

Key Amenities

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

About this property

This luxurious home overlooking the Atlantic Ocean is part of Sunrise Beach Resort, an exclusive gated community built in 2007 with only 10 other homes. We are 80 feet the water's edge facing Southwest. Lounge in your private hammock or enjoy the gorgeous tropical landscaping and cool breezes on ...

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Property Type

Cudjoe Key House

"John V"

Susan & Jennifer are great to deal with, this was our 3rd trip to the property, and we can't wait to go back!!

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3 BR | 3 BA | Sleeps 8 | Quick View

12

Distance to beach: 3 miles to Sombrero Beach

$379

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, ...

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Property Type

Marathon House

"Great place to stay"

Great house, all amenities we needed were there. The house was very clean and tidy. Great central location to travel to all the Keys. Jose was extremely helpful and very accommodating. We will go back:)

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4 BR | 4 BA | Sleeps 8 | Quick View

$897

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Facing due west this property takes full advantage of the spectacular sunset view over the bay. GreenFlash has a bayside infinity pool and dockage to help you take full advantage of the myriad of water activities available in Islamorada, the 'Sport Fishing Capital of the World.' The two story ...

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Property Type

Islamorada House

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4 BR | 3 BA | Sleeps 8 | Quick View

$471

avg/night

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Key Amenities

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

About this property

Family Fun on Manor Lane! Conveniently located in the heart of Marathon, this family getaway is everything you've been looking for! Spacious single family canal home with private swimming pool, deepwater dockage, and an inviting layout awaits for your arrival. Through the entry, you will find the ...

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Property Type

Marathon House

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1 BR | 1 BA | Sleeps 2 | Quick View

1

$143

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

Adorable one bedroom, one and a half bath half duplex overlooking Shelter Bay. Brand new from top to bottom January 2019! Lovely views from your backyard and living area. Very well-kept home that is light and bright. deep water dockage, gas grill, 2 flat screen TV's with basic cable TV. 42" ...

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Property Type

Key Colony Beach House

"Very comfortable home!"

We stayed at 11 Sadowski causeway in Key Colony and it was everything we hoped for. The home was very comfortable with all the convenient amenities. Shopping and restaurants very close by. Nice location ...

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$371

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool

About this property

VRE 23-17 - 3-bed, 3-bath luxury townhouse Cross the threshold into this elegant townhouse and you will be awed by the striking décor and finishes unmatched by typical vacation accommodations.Through the gated courtyard you'll enter into the ground-floor living area that is ...

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Property Type

Key Largo Condo

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

About this property

2 bedrooms, 2 bathrooms ideal getaway in Coco Plum Beach, the Florida KeysAnchors Away is a completely remodeled condo in Coco Plum Terraces that includes updated kitchen with granite, beautiful coastal furnishing and décor. Enjoy views of the canal right from the 2nd floor private balcony. ...

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Property Type

Marathon Condo

"Paradise!"

The condo is beautiful and updated with beautiful amenities. The location is excellent for the beach restaurants and all Florida Keys activities! The street is quiet and easy to locate. The condo owner ...

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Ocean OasisEscape to this newly built, stunning 4-bedroom, 3-bathroom vacation home nestled in the heart of Marathon, FL. Perfectly situated in Coco Plum and boasting a private pool and dock, this retreat offers everything you need for an unforgettable getaway in the Florida Keys.••• ...

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Property Type

Marathon House

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2 BR | 1.5 BA | Sleeps 4 | Quick View

owner special
Owner special: Apartment available August 1 until September 30; enjoy a discounted rate of $125.00 a night

$145

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool

About this property

Gorgeous 2 bedroom 1 & half condo, two story (townhouse style) HEATED POOL, DOCK FOR FISHING, OCEAN FRONT location. Gated community makes it a perfect getaway for a family for 4 but sleeps 6 to accommodate any short term visitors. Inside our home, you will find all the amenities for an enjoyable stay, ...

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Property Type

Islamorada Apartment

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2 BR | 2 BA | Sleeps 4 | Quick View

13

Distance to beach: 5 miles to Anne's Beach

$301

avg/night

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Key Amenities

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

About this property

The "Nest" villa (one of 7 privately owned condo residences) sits on a 1 acre lot located on Islamorda's beautiful Florida Bay. Stunning water views and unforgettable sunsets are guarenteed. The property is filled with mature tropical landscaping along a tree lined private gravel driveway ...

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Property Type

Islamorada Villa

"Beautiful place!!"

Couldn't have been any better. Perfect location, comfortable beds, great views! The deck right out the door was our favorite place to be. Highly recommend the Nest

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3 BR | 3 BA | Sleeps 6 | Quick View

4

Distance to beach: 2 miles to Anne's Beach State Park

$714

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

This stunning top floor end unit in Bay Harbour has stunning ocean and harbor views from every room and includes a 50ft. boat slip and a 25,000# lift. BAY HARBOUR ALLOWS 7-DAY RENTALS. The interior design is spectacular. Coffered ceilings in the living area, top of the line Miele and Thermador appliances, ...

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Property Type

Islamorada Condo

"Best place to stay in Islamorada"

We have stayed at Bay Harbour before, but this was our first time renting this unit and it was absolutely perfect. The location and water views are wonderful, and the inside of the unit is beautifully decorated. ...

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3 BR | 2 BA | Sleeps 6 | Quick View

9

Distance to beach: 0.5 miles to White Marlin Beach

$643

avg/night

View Details

Key Amenities

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

About this property

House, 3 Bedrooms, 2 Baths, Sleeps 6 Pure High End Luxury with all the Bells and Whistles Boat Friendly Vacation Rental with DockVilla Marlin , 122 Nautilus Drive, Islamorada, Florida Keys mile marker 74.5 bay side, White Marlin Beach located 75 miles south of Miami and 75 miles North of Key West. ...

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Property Type

Islamorada House

"Perfect, quiet, and secluded"

This was a spectacular vacation! The house was clean and comfortable, and the location was quiet and the setting perfect. I could write a novel about the host and the house, but in a few words the host ...

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Key Amenities

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

About this property

''BEAUTIFUL BAYFRONT PROPERTY!!!!''** 2022 Remolded bathrooms, 2021 NEW POOL** Fully furnished, 1 story offering 3bd/2ba. The house can sleep up to 8. There is a 1/1 guest suite attached which does have its own separate and private access with full kitchen and bath. Entire house ...

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Property Type

Islamorada House

"4 years"

This was our 4th year on Tollgate and somehow it gets better. Tiff and Bill go above and beyond in accommodating us. The updates look fabulous, love the painting in the dining room. Our dog Max has made ...

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3 BR | 2.5 BA | Sleeps 6 | Quick View

$559

avg/night

View Details

Key Amenities

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

About this property

Beautiful views from this condo!Bay Harbour is a gated community located at MM 77.5 bayside in Islamorada, FL.We are new owners of this condo that has never been in the rental pool. (that is why few reviews)Complete remodel with no expense spared!The location is quiet with the most beautiful ...

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Property Type

Islamorada Condo

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2 BR | 2 BA | Sleeps 4 | Quick View

owner special
Owner special: 15% off July

$200

avg/night

View Details

Key Amenities

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

About this property

I have owned and rented this property for 20 years and have been coming to Seagulls Condominiums for over 40 years. The condo bathrooms and bedrooms have just been updated and the entire building has just finished a major upgrading and painting. If my pics don't import from vrbo 49422, then you ...

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Property Type

Islamorada Condo

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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

"Slice of Paradise"

We’ve been coming to the Keys for 20 years and this place takes the win. Jerry and Lisa are so friendly and make you feel very welcome and comfortable. The apartment has everything you need including ...

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Key Amenities

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

About this property

This home has a private beach entrance directly into the bay and is across from Sea Oats Beach. Enjoy a quick paddle board or kayak trip directly out of the back door. Dock and boat lift avialble for 30+ foot boat. Unmatched views of both the Atlantic Ocean, Gulf ocean or both from every window and ...

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Property Type

Islamorada House

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3 BR | 2 BA | Sleeps 6 | Quick View

5

Distance to beach: 3 miles to Anne's Beach State Park

$300

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

This 3-bedroom bayfront property is located on Lower Matecumbe in Islamorada. The view is spectacular with sunsets on the water most of the year. There is plenty of room for boat trailers, RVs and other toys inside the fence. There is covered parking for your vehicles and a seawall out front to tie your ...

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Property Type

Islamorada House

"Lower Matecumbe"

All I can say is that this place never fails to impress! The views from every inch of the property are the best in all of the keys! Great communication with Rich and his office. Would recommend every ...

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Key Amenities

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

About this property

Beautiful oceanfront apartment with easy access to pool, spa, and beach. Dock with boat slips and tiki hut overlooking the Atlantic Ocean. Community exercise room Master Bedroom overlooking the ocean Two bedrooms, two full baths. Gourmet equipped kitchen Laundry room Balcony with spiral stairs ...

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Property Type

Islamorada Condo

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Key Amenities

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

About this property

Family House in Big Pine Key, Fl on the water. Bring your Boat and have easy access to the most beautiful waters of the Keys. Boat dock on the back of the house, and house comes with everything, it will make you feel at home.Welcome to your Ultimate Luxury Island Escape! This beautiful waterfront ...

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Property Type

Big Pine Key House

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2 BR | 1 BA | Sleeps 6 | Quick View

2

Distance to beach: 3 miles to Sombrero Beach

$217

avg/night

View Details

Key Amenities

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

About this property

Adorable half duplex with a bohemian island feel!This house is a 2 bedroom 1 bathroom, canalfront half duplex. There's a screened in porch so you can relax in comfort on the water. There is 24' of dock space. There's a charcoal BBQ grill, Cable TV, WIFI, washer/dryer, and all the amenities ...

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Property Type

Marathon House

"Cozy little place"

My husband and I had an excellent time inside and outside the bungalow. It looks small but you will be amazed at all the room it has. The bungalow had a screen porch to die for and fishing right out the ...

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3 BR | 2.5 BA | Sleeps 8 | Quick View

1

$650

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Rentals by owner

About this property

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

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Property Type

Islamorada House

"A rental that exceeded expectation"

A well maintained home in a perfect quiet setting. The owner Patrick was outstanding to work with and made sure that all was in order. He is an excellent communicator. Welcome bottles of wine greeted us. ...

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Key Amenities

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

About this property

Welcome to our waterfront family home located in a quiet, yet friendly gated community in Marathon, Florida! If you’re looking for a relaxing and low-energy getaway for your family, you’ve found the perfect place.Consider a 14-day stay and receive an 8% discount OR 28-day stay and receive ...

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Property Type

Marathon House

"Great Rental in Marathon, Fl."

Great house in a great location. It is very accommodating for 8 people. We enjoyed the view, the hot tub, the kindness of the owners, etc. Highly recommended!

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4 BR | 3 BA | Sleeps 8 | Quick View

$343

avg/night

View Details

Key Amenities

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

About this property

Check out Anglers at Sombrero Canal Front Townhome with a private pool and 30 ft of dockage! Just minutes to the stunning Sombrero Beach, this Villa-style home is perfectly located in the heart of the Florida Keys. This newer built villa offers beautiful views of the canal and surrounding neighborhood. ...

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Property Type

Marathon Townhome

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Key Amenities

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

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

"Excellent!"

Great venue, great area, one fault to spend time in. Definitely recommended for nice little getaway, a family or friends

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4 BR | 4 BA | Sleeps 10 | Quick View

3

Distance to beach: 2 miles to Founders Park

$449

avg/night

View Details

Key Amenities

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

About this property

This tropical waterfront beauty has it all...heated pool, spa, dock and custom elevator. Beautifully appointed and fully equipped for your ultimate holiday rental. Located on a deep water canal with direct access to the Bay or Ocean. Enjoy unforgettable sunsets while relaxing on one of several patios ...

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Property Type

Islamorada House

"You found it"

If you’re looking for a well kept beautiful home, right on the water positioned right between the Gulf and Atlantic, great pool and hot tub YOU FOUND IT. Communication is great and owner is so helpful. ...

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4 BR | 4.5 BA | Sleeps 8 | Quick View

7
last minute deal
LAST MINUTE DEAL 7/27 - 8/17: Due to Cancellation 7/27-8/17 now 30% off! $4000/wk plus tax/fees~ Weekly Minimum~ 8 Max Occupancy

$571

avg/night

View Details

Key Amenities

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

About this property

‘The Beach House’ at Tarpon Point in Islamorada- DIRECT RENTAL WITH NO ADDITIONAL FEES‘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 ...

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Property Type

Islamorada House

"Very peaceful and beautiful accommodations"

Impressive location. View from master bedroom is fantastic. House was clean, comfortable, well furnished and great layout. Area is easy to navigate and lots of great restaurants close bye. Green Turtle ...

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