Florida Keys Vacation Rentals

(314 rentals)
Sunshine Place - Ground Level Unit with Ocean Views.

$180

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

"Wonderful!"
Reviewed April 23, 2019

Beautiful view; lots of privacy; an exceptional experience! The home was immaculate and had a “well-supplied” kitchen. We genuinely enjoyed our stay, We loved getting up in the morning and having ...

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Bayside: 1st Floor Apartment in Native Hammock on Florida Bay

1 BR | 2 BA | Sleeps 4 | Quick View

Distance to beach: 4 miles to Founders Park

$214

per night

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Key Amenities

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

About this property

Bayside is a first floor apartment overlooking the water. Bayside is located on a small resort property nestled in a native hammock on Florida Bay. An easy 90 minute drive from Miami International Airport, this property is located in the heart of Islamorada, directly on Florida Bay. Bayside is fully air ...

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Property Type

Islamorada Condo

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MA976 938 92nd Street 0cean Marathon, FL 33050

3 BR | 3 BA | Sleeps 8 | Quick View

Distance to beach: 4 miles to Sombrero

$371

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Oceanfront

About this property

Single Family Home fully updated with everything you will need for a perfect vacation. The master suite has a king size bed with an ensuite bath. The ensuite bath has his and her sinks, lovely, large shower and bidet. The 1st Guest Bedroom has 2 Queen size beds and it's own ensuite bath. There is also ...

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Property Type

Marathon House

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Upscale Home in Truman Annex!

1 BR | 1 BA | Sleeps 3 | Quick View

1

Distance to beach: 0.3 miles to Ft. Zachary Taylor

$158

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool

About this property

We have relaxed our cancellation policy for the remainder of 2020. We will offer a full refund up to 30 days prior to the Check-In date.This upscale home has been meticulously renovated with our guests' complete comfort in mind. Located in the gated community of Truman Annex: a popular and beautifully ...

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Property Type

Key West Condo

"Destination Wedding/Honeymoon"
Reviewed January 11, 2020

This was our first experience staying in a condo instead of hotel and we could not have made a better choice! We got married on Smathers Beach December 5th and stayed 6th-12th. This condo is lovely and ...

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Sunrise on Sunset

3 BR | 3 BA | Sleeps 12 | Quick View

$300

per night

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Key Amenities

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

About this property

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 into the ocean or sit under the covered ground level area. This spacious 3BR/3BA single family home offers many ...

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Property Type

Islamorada House

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PALMS #317

1 BR | 1 BA | Sleeps 4 | Quick View

$63

per night

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Key Amenities

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

About this property

MINIMUM RENTAL: 1 Month The Palms of Islamorada is a condo complex consisting of 84 units and is located directly on the Atlantic Ocean. The complex features separate his and hers mini-gyms, heated pool, hot tub, tiki for gatherings and lots of lounge chairs so soaking up the wonderful sunshine. ...

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Property Type

Islamorada Condo

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Hidden gem 2/2 villa, stunning waterfront views, boat ramp & free dockage!

2 BR | 2 BA | Sleeps 4 | Quick View

10

Distance to beach: 5 miles to Anne's Beach

$214

per night

View Details

Key Amenities

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

About this property

2 Queen Beds, sleeps 4 + (1 Bedroom / 1 Murphy Bed)/ 2 BathroomsDock your boat up to 26 ft.The "Nest" is located bay-side at Mile Marker 82.3 in beautiful Islamorada. The Villa is a privately owned condo residence (one of only 7 units) which is wonderfully maintained and a true hidden ...

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Property Type

Islamorada Condo

"More than a gem"
Reviewed January 2, 2020

The home was exactly as described but better. Every detail was attended to including instructions on how to use everything right down to the remote controls. Exceptional use of space with comfortable ...

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

$122

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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Waterfront Bungalow: Bring Your Boat on Vacation! . Waterfront Bungalow

2 BR | 1 BA | Sleeps 4 | Quick View

1

Distance to beach: 3 miles to Sombrero Beach

$101

per night

View Details

Key Amenities

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

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 BBQ grill, 2 kayaks, Cable TV, WIFI, washer/dryer, and all the amenities of home. ...

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Property Type

Marathon House

"Fabulous Place!"
Reviewed February 21, 2020

I can’t say enough good things about Waterfront Bungalow! We absolutely loved it! It was beautifully decorated with a bohemian vibe, perfect for the Keys! It is a great location within walking distance ...

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Seaglass-20 feet from the Gulf

2 BR | 2.5 BA | Sleeps 6 | Quick View

2

$185

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

"Xmas get away"
Reviewed January 4, 2020

THis condo is beautiful, so many pretty views, very clean an d easy access to restaurants. My husband and I visitied for the first time and we were not disappointed, Ed was so easy to work with. Loved Sea ...

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240 MahiMahi

3 BR | 4 BA | Sleeps 8 | Quick View

$429

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Wake up in your own sunrise paradise! Have coffee while sitting under your gazebo by the pool. This custom built, fully air conditioned, vacation home has all the amenities to make this the most memorable vacation you will ever experience. Very stylish, newly built, modern home of 2700 square feet, ...

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Property Type

Marathon House

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PALMS #404

2 BR | 2 BA | Sleeps 6 | Quick View

$77

per night

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Key Amenities

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

About this property

Minimum Rental 1 month. This is an exceptional 2 bedroom and 2 bath condo located in one of the most popular Islamorada condo complexes - The Palms of Islamorada. The balcony is large enough to dine or recline and offers fabulous open water views. While sipping coffee in the morning you can watch ...

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Property Type

Islamorada Condo

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Oceanviews

2 BR | 1 BA | Sleeps 4 | Quick View

$100

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Rentals by Owner

About this property

Mai Paradise Beautiful and breathtaking ocean views in Lower Matecumbe Key in Islamorada. Private Beach Master Bedroom with King size bed Second bedroom with full size bed Inflatable full size bed available One full bath with bath tub Living room with sofa, sofa chair, accent chair, tv, with ...

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Property Type

Islamorada Apartment

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LUXURY HOME WITH DOCK, POOL, HOT TUB, AND ELEVATOR

3 BR | 3 BA | Sleeps 8 | Quick View

5

Distance to beach: 1 miles to Coco Plum & Sombrero Beach

$350

per night

View Details

Key Amenities

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

About this property

This new gated Marathon home is 2 levels with an elevator. 3 Bedroom / 3 Bathroom , Sleeps 8 people, with all the comforts of home. This home offers nothing but the best in home furnishings and security. Panoramic water views from private decks off the living room and master bedroom. Master / King bed; ...

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Property Type

Marathon House

"EVERYTHING you need for a relaxing vacation!"
Reviewed February 2, 2020

Larry’s place has everything you need and so much more! We did fish right from the pier in front of the house, had fun with a rented boat, went for an amazing snorkelling trip... Also many relaxing days ...

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238 Tarpon

3 BR | 4 BA | Sleeps 8 | Quick View

1

$429

per night

View Details

Key Amenities

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

About this property

Wake up in your own sunrise paradise! Have coffee while sitting under your gazebo by the pool. This custom built, fully air conditioned, vacation home has all the amenities to make this the most memorable vacation you will ever experience. Very stylish, newly built, modern home of 2700 square feet, ...

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Property Type

Marathon House

"Beautiful home"
Reviewed January 14, 2019

This home is just beautiful. Views amazing from upper porch. Nicely decorated has most everything we needed we had group of seven ages 10 to 53 and it accommodated us well. The pool was nice and ...

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Blackbeard Hideaway

2 BR | 2 BA | Sleeps 4 | Quick View

2

Distance to beach: 9 miles to Bahia Honda

$100

per night

View Details

Key Amenities

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

About this property

Enjoy the Florida Keys in this beautiful canal front two bedroom two bath house in a beautiful area on Little Torch Key. The house features a master bedroom with a king size bed, flat screen TV, and the second bedroom also has a king size bed. A well designed and fully equipped kitchen with everything ...

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Property Type

Little Torch Key House

"A month in Paradise."
Reviewed August 2, 2019

This was our first time staying on Little Torch Key and our first month long vacation. Blackbeard Hideaway and Jolly Roger Estates in general are now my favorite place in the Keys. Protected docking, ...

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Flamingo Cottage - Adorable 2 bedroom, 2 bath cozy cottage with pool.

Key Amenities

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

About this property

Minimum Rental: 28 DaysFlamingo Cottage is an adorable 3 bedroom stilt home nestled among tropical foliage. There are two bedrooms and one bath on the main living level of this home plus a private studio type apartment with a private bath on the ground level. This home has a cozy cottage like feeling ...

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Property Type

Islamorada House

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Hidden Cottage

3 BR | 3 BA | Sleeps 6 | Quick View

$283

per night

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Key Amenities

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

About this property

Down a very quite lane the house has one off street parking spot.Enter from gate through lush and colorful walk to front door of main house . Enter into the living room with smart tv ,through to the right into the dinning area. The kitchen is off to the left. There is a large working counter with seating ...

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Property Type

Key West House

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Chillax

4 BR | 3 BA | Sleeps 10 | Quick View

$321

per night

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Key Amenities

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

About this property

"Chillax" Vacation Rental ~ rent one side or both! It is a gorgeous brand new beautifully decorated 4 bedroom 3 bath canal front Villa (pull out couch)! 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 ...

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Property Type

Marathon Villa

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

$168

per night

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Key Amenities

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

About this property

Minimum Rental: 7 Nights Saturday to Saturday"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 ...

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Property Type

Key Largo Condo

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Island Conch Cottage

2 BR | 1.5 BA | Sleeps 4 | Quick View

5

Distance to beach: 0.5 miles to Anne Beach

$125

per night

View Details

Key Amenities

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

About this property

Island Conch Cottage A quaint ground level conch style cottage located at the end of a private street in a very quiet setting. Cottage and grounds have privacy fence and gate. The grounds are displayed as a sand beach setting. This property has 60’ of canal frontage located on an extra wide canal ...

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Property Type

Islamorada House

"Great Location for multiple outdoor activities"
Reviewed November 20, 2019

This has all that you need for 4 people. Great boat dock for those that have one or will rent a boat. Super easy access to ocean and the same for gulf side. You can fish any wind because of the location. ...

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The Perfect Getaway with Heated Swimming Pool, Jacuzzi and Boat Slip

$429

per night

View Details

Key Amenities

  • Air Conditioning
  • Private Pool
  • Rentals by Owner

About this property

This beautiful, four-bedroom, three-bath house is conveniently located in the heart of Islamorada, the fishing capital of the world. Situated in a beautiful upscale neighborhood of all waterfront homes, the house is equipped with all the comforts of home. It is extra clean and modernly furnished.Upstairs ...

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Property Type

Islamorada House

"Great place!"
Reviewed April 22, 2019

Arlene was wonderful to work with. The home more than accommodated our mix of four couples. Thanks.

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Pearl of Key West

3 BR | 2 BA | Sleeps 6 | Quick View

$141

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly

About this property

This home is meticulously cared for and will not disappoint! One story living with an open airy feel in all living and entertaining areas while bathrooms are easily accessible and bedrooms are tucked away for privacy and serenity. Indoor entertaining will not be an issue for the kitchen is newly and beautifully ...

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Property Type

Key West House

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MA945 334 Calzada de Bougainville Marathon, FL 33050

$543

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

The view over the lagoon will take your breath away. Lovely Sombrero Beach neighborhood, just a short walk to the beach (less than 1/2 mile). Very quiet residential area. Large lot with ample of parking for all your needs. Deep water 40' dock also has a kayak and jet ski dock. Fish cleaning table, fish ...

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Property Type

Marathon House

"Great property and location"
Reviewed July 17, 2020

We loved everything about this place. The home, the view, and the location. Sombrero beach is right around the corner and Publix is right off Sombrero Rd. We would definitely visit this location again.

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Open Water Views from Every Floor! Fabulous Modern Waterfront Home, Private Pool

$500

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Oceanfront
  • Private Pool

About this property

Upscale Modern 4 Bedroom 3 Bath Ocean Front Home, Private Pool, Summer Kitchen We are currently not able to take reservations until after May 31 for reservations due to Covid 19.The photos tell everything you need to know about this STUNNING vacation rental home! Gorgeous upscale decor with a modern ...

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Property Type

Marathon House

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Hawkins Heaven

2 BR | 2 BA | Sleeps 4 | Quick View

$130

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly

About this property

Come stay at this heavenly oasis. Pull up to a fully fenced 2 bedroom, 2 bathroom Florida Keys home. The front parking area provides parking for you AND your guests. In addition, there is plenty of space to park your water toys on the 60’ of dockage.The home offers beautfiul, vaulted wood ceilings ...

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Property Type

Cudjoe Key House

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Kens Conch Key Cottage - Optional motor boat rental - Pay direct to owner site

2 BR | 2 BA | Sleeps 5 | Quick View

1

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

$286

per night

View Details

Key Amenities

  • Air Conditioning

About this property

*****Booking on Pay Direct to Owner sites save you the most money!*******Kens Conch Key Cottage is a small romantic cottage in a quaint Old Florida Keys style Lobster fishing village, on a tropical island named Conch Key. We are located about 10 miles from Marathon and close to various state parks ...

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Property Type

Marathon Cottage

"Relaxation vacation"
Reviewed January 27, 2019

Our first visit to the keys was stress free with this cottage rental. From first inquiry to end of vacation, Ken made this so easy. The cottage had everything we needed. After a day of exploring it was ...

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Palm Villa

3 BR | 2 BA | Sleeps 6 | Quick View

$197

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

This beautiful custom home located in Jolly Rodger subdivision on Little Torch Key has the best of everything. Furnished in 2012 with the finest tropical decor, flat screen TV’s, wireless internet and a top of the line gourmet kitchen.The large living area is spacious and cheery with tall cathedral ...

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Property Type

Little Torch Key Villa

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Kids REMOTE LEARNING this year? DO IT with our WIFI in the Keys! Fall specials!

3 BR | 3 BA | Sleeps 8 | Quick View

24

Distance to beach: 4 miles to Sombrero Beach

$285

per night

View Details

Key Amenities

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

About this property

What's better now then to create some Social distance while staring endlessly out to the Gulf of Mexico? Gorgeous views here in this small gated community. Escape the crowds and isolate yourself in an incredible Luxury Gulf front Villa for peace and relaxation. No crowds in this small, secluded, gated ...

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Property Type

Marathon Villa

"Amazing villa!"
Reviewed August 4, 2020

We had a fabulous week at the villa! The villa was perfect for our family. We took our boat and the boat slip was very convenient to the home! Everything we needed to clean our catch was readily available ...

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West Plaza del Lago - Gorgeous Waterfront Home with Boat Lift and Beach Access!

2 BR | 2 BA | Sleeps 5 | Quick View

Distance to beach: 0.3 miles to Port Antigua Neighborhood Beach

$133

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly

About this property

Minimum Rental: 28 Days"West Plaza Del Lago" promises to be a favorite. Beautifully remodeled roomy single family stilt home with vaulted ceilings and located in prestigious Port Antigua on a deep and wide canal. You will love the interior of this home as much as the exterior! As you enter ...

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Property Type

Islamorada House

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Sombrero Heaven

4 BR | 3 BA | Sleeps 10 | Quick View

$321

per night

View Details

Key Amenities

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

About this property

"SOMBRERO HEAVEN" ~ Rent one side or both! Brand New, Designer Decorated and Perfectly Appointed 4-Bedroom (1 King, 3 Queens), 3-Bath Private Heated Pool Villa with Neighborhood Ocean Front beach and Second Story Screened Balcony that Over Looks Private Pool and Canal! Everything you need for ...

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Property Type

Marathon Villa

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4Bed/3bath, Tiki Hut, Canal,Cabana Club &INCH BEACH

4 BR | 3 BA | Sleeps 8 | Quick View

2

Distance to beach: 0.9 miles to Cabana Club

$250

per night

View Details

Key Amenities

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

About this property

ENJOY OUR HOME with 5 STAR REVIEWS & TIKI HUT, Open Water Access 5 minutes NEW WHITE kitchen with QUARTZ COUNTERTOPS, NEW STAINLESS STEEL APPLIANCES (photos coming soon),TOTALLY REDONE AFTER HURRICANE IRMAPerfect home for a Family Gathering, or Extended Family Get Together, or Families ...

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Property Type

Key Colony Beach House

"Great and comfortable stay!"
Reviewed December 30, 2019

The home was well equipped and comfortable! Homeowner very easy to work with and eager to help in any way possible to make stay perfect!

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My Paradise - Oceanfront beach house with protected dockage.

$262

per night

View Details

Key Amenities

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

About this property

Minimum Rental: 28 Days "My Paradise" is an oceanfront beach house with protected dockage and located in the Fishing Capital of the World - Islamorada. Realize your dreams - a beach home located on a swimmable beach and a place to dock your boat. This home is indeed a rare find in The Florida ...

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Property Type

Islamorada House

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Antigua Place - Charming vacation home located in Port Antigua.

$187

per night

View Details

Key Amenities

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

About this property

MINIMUM RENTAL 1 MONTH: Charming vacation home located in the beautiful neighborhood of Port Antigua. You will love this home! There is a wonderful open concept floor plan with 3 nicely proportioned bedrooms. Sliding doors open from the dining area into the sunroom overlooking the canal. You’ll ...

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Property Type

Islamorada House

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

$211

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 open ...

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Property Type

Plantation Key Condo

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Caribbean Cove/beautiful waterfront view

$87

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly

About this property

Come to relax in one of Big Pine's most peacefully secluded waterfront retreats!Tastefully decorated with favorable Key West colors. Very clean and well maintained. This cozy and comfortable decor will make you feel right at home. Completely furnished.For those of you who enjoy boating, fishing, ...

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Property Type

Big Pine Key House

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Sand in your toes

2 BR | 2 BA | Sleeps 6 | Quick View

4

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

"Nice condo, no crowds, great views!"
Reviewed June 23, 2020

We stayed for two weeks and had a great time. The views are awesome from the balcony overlooking the beach and ocean. The pool is right at the edge of the ocean and great to cool off. Coco Plum Beach is ...

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Pelican Landing - Waterfront Home With Dock and Access to Community Beach

$263

per night

View Details

Key Amenities

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

About this property

Minimum Rental: 1 MonthPelican Landing is located in the prestigious neighborhood of Port Antigua on a deep and wide canal. The main floor offers 3 bedrooms and an open concept with ample seating for the entire family. The large balcony overlooks a canal where pelicans are usually seen diving into ...

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Property Type

Islamorada House

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Waterfront Hideaway: Quiet Locals Experience with Dockage! . Waterfront

2 BR | 1 BA | Sleeps 4 | Quick View

Distance to beach: 3 miles to Sombrero Beach

$101

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly

About this property

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

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Property Type

Marathon House

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Beautiful 3BD 3BA Villa in the Exclusive Flamingo Island

3 BR | 3 BA | Sleeps 8 | Quick View

Distance to beach: 3 miles to Sombrero Beach

$457

per night

View Details

Key Amenities

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

About this property

Welcome to Villa Nena!Stay in a beautiful villa in the exclusive Flamingo Island in Marathon, FL, located on a lagoon close to the famous Sombrero Beach and many well-known local restaurants. With the home just 10 min from the ocean by boat, you can enjoy the Florida Key's world class fishing, snorkeling, ...

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Property Type

Marathon House

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

$147

per night

View Details

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 Rosa

2 BR | 2 BA | Sleeps 4 | Quick View

$120

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

Very comfortable elegant 2-bed 2-bath, two story stilt home with a wraparound deck in a tropical paradise in the Lower Keys. Decorated in a tasteful nautical decor with very large open and spacious tiled living area, this house offers many amenities and includes a dock with space for a boat as well a ...

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Property Type

Ramrod Key House

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Islamorada Luxurious Private Sandy Beach Access Tiki Huts Hammocks & more

3 BR | 2 BA | Sleeps 6 | Quick View

6

Distance to beach: 0.5 miles to White Marlin Beach

$457

per night

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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

"Best vacation ever!"
Reviewed July 3, 2019

We stayed at Villa Marlin for 2 weeks this June and it was wonderful! The house is equipped with everything you could possibly need for the perfect vacation. The ice machine and bait freezer were a real ...

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Canal Front Villa with a Tiki Hut, Kayaks, Bikes, Pool, Neighborhood Beach!

$321

per night

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Key Amenities

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

About this property

"Dockside Retreat" ~ rent one side or both! Warm and inviting coastal decor, this 4/3 villa is the perfect vacation home! This beautifully decorated Villa is truly a relaxing retreat and a vacation home that offers you everything you need for a fun filled Keys vacation, including an oceanfront ...

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Property Type

Islamorada House

"Awesome house!!!"
Reviewed January 27, 2020

We recently stayed in the dockside retreat and loved it. We traveled to Marathon with my wife, kids, and mother in law and all thoroughly enjoyed our stay. The house was clean, new, and had everything we ...

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MA923 101st St Ocean Street Marathon, FL 33050

6 BR | 6 BA | Sleeps 14 | Quick View

Distance to beach: 5 miles to Sombrero

$714

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

The Pelican's Nest………New six bedroom, six bath completely remodeled in 2018. This is truly PARADISE. There is 150' of concrete step down dockage, with instant ocean access. The house is one lot in from the ocean, views are outstanding, while affording protected dockage. Fish right ...

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Property Type

Marathon 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

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

$198

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"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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Oceanfront Luxury "Mar Azul"

3 BR | 2.5 BA | Sleeps 6 | Quick View

2

$421

per night

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Key Amenities

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

About this property

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

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Property Type

Marathon Estate

"Nature Paradise. 30 mins to Reef by boat, private mangrove walkway from pool to dock, great team running the place."
Reviewed June 24, 2018

This is both a unique and well-run property. Lisa is very accessible and responsive. I left something very valuable here, and before I even realized it Lisa had told me it was found and wanted to know where ...

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Lyons Landing - Large Spacious 4/3 Home on Wide Canal with Pool, Dock & Boatlift

$262

per night

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Key Amenities

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

About this property

MINIMUM STAY: 28 NIGHTS Lyons Landing is an exceptional single family home with pool, dock, boat lift and outdoor living area located in the prestigious neighborhood of Venetian Shores in Islamorada. Everything you need for a spectacular vacation awaits you in this extraordinary home. 3 bedrooms ...

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Property Type

Key Largo House

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Waterfront/Open Gulf Access/Dock/Pool/Spa/Wraparound Deck View of Sunset,Sunrise

$314

per night

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Key Amenities

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

About this property

With quick, easy access to the Gulf and Atlantic Ocean, this home is perfect for fishing, snorkeling and boating. This three-bedroom, two-bath home, which sleeps eight, has a 45-foot dock with ample room for your boat. It is only one house away from the mouth of a deep-water canal that leads directly ...

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Property Type

Marathon House

"Great location"
Reviewed October 14, 2019

Our visit was a two week stay in a really great location. Now first the bad, ok now that that's out of the way let's get on to the great! First off the location to the open water and dock are perfect, ...

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