Long Key

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$167

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Bliss in the Florida Keys

Long Key house
4 BR / 3 BA / Sleeps 9 | Quick view
Excellent1 Reviews

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Reviews

(1)

Beautiful canal front, clean, home located on ocean side in Long Key. MM 68. 4 bedrooms 3 baths total: 3 bedroom, 2 bath upstairs, 1 bedroom/bath (studio) downstairs. Great fishing and diving moments away. This is our family's vacation hideaway. Never rented prior to December 2012. Direct TV w HBO, Regional Sports …
  • Waterfront
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask

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Reviews

(1)

Must stay! Gorgeous house with plenty of room.

Left on Jun 14, 2014 for a stay in June 2014

Currently staying here and couldn't be happier. Comfortably sleeping 9 people in our party (4 adults, 4 kids/teens and a baby). The kitchen is stocked very well. Gorgeous view of the ocean from the upper deck. Quiet neighborhood. Will definitely be back!

$400

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You will never want to leave

Matecumbe Key house – 3.5 mi away
3 BR / 3 BA / Sleeps 5 | Quick view
Excellent6 Reviews

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Reviews

(6)

3 bedroom, 2.5 bath home at the end of a quiet private road in Islamorada. Queen bed in the master with a fantastic view of the ocean from your pillow. Two queen beds in the second bedroom with en suite bath The third bedroom is used as an office. From the moment you open the front door you have a view of the ocean …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Pet friendly - ask
  • Suitable for the elderly - ask

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Reviews

(6)

Really Super great place. Have stayed here twice and this place

Left on Dec 09, 2013 for a stay in December 2013

We have stayed here twice. Could not ask for a more peaceful and scenic view. Super great place and all of the things that you need. Very clean and very nice. Beautiful inside and out and the owners as nice as the place. Fantastic restaurants within a few miles north or south. One of the nicest little Bass Pro Shops around just a few miles up the road. The sunsets are amazing the mornings are …

$265

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Fisherman's Paradise with a 30 Ft Boat Slip

Long Key condo
3 BR / 2 BA / Sleeps 8 | Quick view
Excellent3 Reviews

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Reviews

(3)

Fishermans Paradise at Oceanside Isle Condominiums with 1,800 Square Feet of Living Space, on Long Key, which is a Secluded Island with direct access to both Atlantic Ocean and the Bay of Florida through Channel #5. Expansive Master Suite and with Large Tub & walk-in shower. Relax on your one of your private decks, …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly - ask

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Reviews

(3)

Our Honeymoon!

Left on Apr 24, 2013 for a stay in February 2013

Our Honey Moon was very special at Fisherman's Paradise. Everything was top shelf and facilities are the best. The care that Bob Hubert paid to our every need was very special to us and the memories will last forever!

Sincerely,
Paget and Bennie McGee

$600

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Latitude

Islamorada house – 5.1 mi away
4 BR / 3 BA / Sleeps 8 | Quick view
Excellent1 Reviews

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Reviews

(1)

****This house cannot rent for less than 28 days, per County Ordinance**** Latitude: Freedom of thought or action. No word could better described this Keys Vacation Home. Embrace the serenity of the azure Atlantic Ocean while you relax in the private heated pool. Latitude boasts 2 master suits and two guest rooms. …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

A wonderful week with extended family

Left on Jun 16, 2013 for a stay in June 2013

Our extended family of 8 had a wonderful week at Latitude. The house is modern and immaculate. There was plenty of space and privacy for everyone. We had a great time watching a huge variety of sealife from the dock. We saw nurse and bonnet-head sharks, crabs, puffer fish, a turtle, stingrays and much more. The house was convenient to several very good restaurants (Pierre's, Islamorada Fish …

$858

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Turtle Nest

Florida Keys house – 5.5 mi away
4 BR / 4 BA / Sleeps 12 | Quick view
Very Good2 Reviews

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Reviews

(2)

Village Permit VR-062 You can not rent this property for less than one week. This luxurious new oceanfront estate is located in Islamorada. Enjoy the island's year-round sunny weather on the home's exotic wood deck surrounding a custom pool - all overlooking a private sugar sand beach on the Atlantic Ocean. New …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

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Reviews

(2)

This house is simply amazing, best vacation ever!

Left on Oct 29, 2012 for a stay in September 2012

I stayed in the turtle nest with my mother, father, and sister my father has stage 4 lung cancer and has been giving only months to live, this was our last vacation together and ill tell you this was the best one ever, it's a beautiful house right on the beach, it is the dream house I have always wanted :)

$329

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Gerry's Florida House

Marathon house – 12.3 mi away
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent15 Reviews

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Reviews

(15)

RELAX Get away from the outside world at this lovely hide-away that includes two bedrooms, two bathrooms and a pull-out-sofa. There's a panoramic view of the Gulf of Mexico from every room in the house. We've made an effort to provide the things that will make your stay comfortable, fun and enjoyable. You'll love our …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask

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Reviews

(15)

just another day in paradise.

Left on Apr 07, 2011 for a stay in May 2010

You want for nothing in this house. peaceful, relaxing, fun, lots to do. the porch is the best place in the house, we never sit inside, you just want to spend the day enjoying the view. It's close to great places to eat and entertainment. We drive into Key West for the day only an hour away. We fish off the dock and snorkle. The beds are very comfortable. enjoy hot afternoons in the pool and …

$1,786

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Southern Diversion Marathon Great Wedding Venue!

Marathon villa – 12.2 mi away
8 BR / 5 BA / Sleeps 20 | Quick view
Excellent1 Reviews

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Reviews

(1)

Southern Diversion Two is an exclusive private gated estate located in Marathon in the Florida Keys. This sprawling 2 acre private estate is located directly on the gulf of Mexico featuring 300 feet of open water to capture the most breathtaking sunset views. There is deep water dockage and a private beach with a …
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(1)

Amazing place to relax and recharge

Left on Apr 10, 2015 for a stay in March 2015

We recently stayed at Southern Diversion Two during our March break. We traveled with our extended family, my brother and his family, my sister and her family and my mother. 13 in all, 7 adults and 6 kids, ages 9 - 14. Can't tell you how much fun we had. A great house, open, sunny, spacious with lots of room for everybody. 3 master suites in the main house, a separate master suite/apartment …

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$279

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LUXURY KEYS HOME IN PARADISE-106 ANGLERS REEF

Islamorada villa – 14.6 mi away
2 BR / 3 BA / Sleeps 6 | Quick view

Details

This beautiful villa has all new furnishings and is located in the exclusive oceanfront gated community of Angler's Reef in Islamorada at Mile Marker 84. Angler's reef is a luxury retreat resort framed by mangroves and the clear waters of the Atlantic ocean with 52 colonial detached villas set along quaint streets …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly

$200

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Beautiful Captain's Cove

Islamorada villa – 4.1 mi away
3 BR / 2 BA / Sleeps 8 | Quick view
Excellent1 Reviews

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Reviews

(1)

Relax and enjoy a peaceful getaway in beautiful Islamorada, Florida. This unique home is nestled on a bay overlooking the ocean. We are located on Lower Matecumbe Key just a few miles south of the hustle and bustle of downtown Islamorada. This is a spacious three bedroom with vaulted ceilings, a loft in the master …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask

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Reviews

(1)

Great property!

Left on Nov 18, 2014 for a stay in November 2014

We stayed at Captains Cove again for our annual fishing weekend. Cindy, the new owner, has made several updates to the house, deck and dock which enhanced the property since our 2013 visit. It is clean, comfortable and well furnished. We thoroughly enjoyed ourselves and the location couldn't be better! Thank you Cindy for being so responsive! We will be back again soon!

$472

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Private Beachfront Paradise

Matecumbe Key house – 8.5 mi away
4 BR / 3 BA / Sleeps 8 | Quick view
Excellent9 Reviews

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Reviews

(9)

Beautiful two story home ......four bedroom three baths.....on your private white sandy Beachfront property with large pool facing the ocean. First floor is independent with a very large one bedroom, bar with wine cooler full bath, living, dinning and new kitchen. The covered patio is huge at 60X15. The second floor…
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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Reviews

(9)

Great House and Great Property Owner

Left on Dec 06, 2013 for a stay in November 2013

My family and I had the pleasure of staying at this home during Thanksgiving week. Not only did the house beat our expectations, but the communication with the owner was also fantastic. She was so helpful with every inquiry we had and went well above what we expected to make sure our time in Islamorada was as well as it could be.

The house itself was extremely clean, beautiful and very …

$229

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Conch Key: Private Single Family Fishing Compound

Conch Key house – 7.1 mi away
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent17 Reviews

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Reviews

(17)

LOW SUMMER AND FALL RATES $1500.-1600. PER WEEK including taxes and cleaning. It is a well kept secret that the best time for staying in the Keys is the Summer and Fall. Moderate temperatures- very warm sea waters- no waiting time at restaurants- Traffic, even in Key West is way down. We are a licensed 3 bedroom…
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(17)

Gorgeous home!

Left on Sep 27, 2010 for a stay in August 2010

What a gorgeous home! The owner was so accommodating when planning the trip. The home felt like a 5 star hotel.
Beautiful and still felt like home. Great location too!

$300

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Luxurious Anglers Reef with Boat Slip, Pool, Ocean

Islamorada house – 14.6 mi away
2 BR / 3 BA / Sleeps 5 | Quick view
Excellent22 Reviews

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Reviews

(22)

House, 2 Bedrooms + Convertible Bed(s), 2.5 Baths (Sleeps 5) Islamorada home set in OceanFront gated community with swimming pool and private boat dock This charming home has 2 Bedrooms, 2.5 Bathrooms, A/C, Granite work tops, modern stainless steel appliances. Open porches and balconies, rich hard wood floors, …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(22)

Beautiful luxury and an absolute great stay in Keys! No hesitati

Left on Oct 18, 2012 for a stay in October 2012

This beautiful condo in Islamorada is pristine clean, has all the updates needed and is centrally and perfectly located if staying in the Keys! Jo (the owner) made us feel like family, gave us wonderful recommendations of who to take us snorkeling, diving, kayak rental, where to eat and even went out of her way to purchase a charcoal grill so we could cook out if we wanted to stay "home". I was …

$80

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Quiet Open Water Retreat On Nature Preserve

Marathon villa – 2.0 mi away
1 BR / 1 BA / Sleeps 2 | Quick view
Excellent5 Reviews

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Reviews

(5)

90-day minimum. Relax in this peaceful, open-water, bird and wildlife sanctuary with private views of the State Park. From your private deck only 9 feet from water's edge, you can watch fish swim and birds fly, or if you prefer, you may simply sit and enjoy the ebb and flow of the tide. In these environmentally …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for the elderly

Details

Reviews

(5)

Paradise!!

Left on Jun 30, 2014 for a stay in June 2014

My Wife and I had an amazing week here. We couldn't have asked for anything more.

Jerry and Deborah were so helpful and responsive to questions before and during our stay.

This was the quiet getaway we were hoping for. The house was clean and equipped with everything you need as well as bikes, canoes and kayaks. We saw Manatees and Loggerheads daily on our trips through the mangroves. The …

$100

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Quiet Open Water On Wild Life Sanctuary

Marathon villa – 1.9 mi away
2 BR / 1 BA / Sleeps 4 | Quick view
Excellent1 Reviews

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Reviews

(1)

90-day minimum. Relax in this peaceful, open-water, bird and wildlife sanctuary with private views of the State Park. From your living room sofa, only 9 feet from water's edge, you can watch fish swim and birds fly, or if you prefer, you may simply sit and enjoy the ebb and flow of the tide. In these environmentally …
  • Waterfront
  • Internet Access
  • Washing Machine
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(1)

Perfect place with anything you could need for a great vacation provided, including beach chairs, sn

Left on Jun 02, 2015 for a stay in May 2015

Honestly, this is the perfect place. Located in the town of Layton. Everything you need is in the shed including beach chairs and large umbrellas, 8 sets of snorkeling gear, bait buckets and rods and usually bait in the chest freezer for fishing. Then there are 4-5 kayaks including a tandem. There is a nice canoe and paddles a plenty for all. Outdoor dining under the tiki hut which also has a …

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$428

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Elegant Bay Harbour Condo with 50 Foot Boat Slip

Islamorada condo – 4.0 mi away
3 BR / 3 BA / Sleeps 6 | Quick view

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Lower Matecumbe Key condo description Welcome to paradise! This beautiful three bedroom, two and a half bath end unit condominium sleeps 6 people. Master bedroom has a king bed with direct access to the water front balcony. Second bedroom has a queen bed and the third has two twin beds. Brand new flat screen HD TVs in…
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible

$333

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Open water in Florida Keys with beautiful sunsets

Duck Key house – 9.4 mi away
3 BR / 3 BA / Sleeps 6 | Quick view
Excellent5 Reviews

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Reviews

(5)

Private residence on Duck Key. 2 bedrooms and 2 baths upstairs with a seperate one bedroom one bath apartment downstairs. Apartment has own kitchen and family room. Private dock with heated pool. Ocean kayak and fishing rods included. Catch tarpon right off the dock. House extensively landscaped for total …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly

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Reviews

(5)

The best vacation ever

Left on Oct 31, 2010 for a stay in August 2010

This home is the perfect place to vacation. It has all the amenities you could ask for. Beautiful kitchens, comfortable living areas and wonderful sleeping accomodations. My children and I could not have asked for more. We spent our days swimming in the ocean and relaxing by the pool. The fishing was outstanding. We caught several large tarpon, sharks and baracudda. There are lights under the …

$125

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Waterfront Duck Key Condo with Open Water Views

Marathon condo – 8.6 mi away
1 BR / 1 BA / Sleeps 4 | Quick view
Excellent12 Reviews

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Reviews

(12)

Come relax on the tropical island of Duck Key. Our Florida Keys Vacation condo is uniquely designed and decorated to capture that island paradise feel. This one bedroom one bath condo is clean, spacious, and relaxing. Our condo is completely updated, fully furnished, and has all kitchen accessories and linens …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(12)

Christmas Vacation

Left on Jan 01, 2014 for a stay in December 2013

This was a wonderful place to stay, Quiet and everything we needed for a quiet getaway for a relaxing vacation. Secure place to stay and relax, employees very helpful during stay to answer any questions and help us by telling us places to visit and things to do. i would recommend this place again to anyone. Host was very easy to work with and responded to request and information. Thanks for…

$800

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Oceanfront Luxury Islamorada Estate - 4 bed/pool

Islamorada house – 6.1 mi away
4 BR / 4 BA / Sleeps 8 | Quick view
Excellent2 Reviews

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Reviews

(2)

* 7 Day Rental minimum - Saturday to Saturday * Please check the calendar prior to inquiry Sleeps 8 adults plus up to 4 children under 6 allowed (fire code regs…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(2)

Stepping into a real life postcard - loved this home

Left on Feb 20, 2013 for a stay in August 2012

After an amazing stay I am absolutely compelled to write
and let others know about this gem in paradise. I wasn't
sure what to expect, knowing it was a true historic landmark,
but my family and I could not have been more thrilled.
The history associated with the house is fascinating and
my husband and I found ourselves wanting to know even
more of the background associated with this …

$199

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Gorgeous Spa Villa, Marina in Florida Keys

Duck Key villa – 8.7 mi away
2 BR / 3 BA / Sleeps 6 | Quick view
Excellent11 Reviews

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Reviews

(11)

Preferred Style and Furnishings are in this beautiful Spa Villa! Tucked along a deep harbor, with direct boat access to the Atlantic Ocean (boat slips available from Hawks Cay Marina). Embracing the most alluring qualities of the Florida Keys—beauty, relaxation, and turquoise waters in this luxury villa featured …
  • Waterfront
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(11)

A perfect vacation

Left on Aug 09, 2012 for a stay in July 2012

The Villa is tastefully decorated, yet practical and inviting. This is the perfect place to stay for either a romantic get away or a family vacation. Plenty to do or perfect for doing nothing.

Our summer vacation was awesome! We did some fishing, walks in the evening and both play and relaxation by the pool. Ideal vacation spot

$339

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Bougainvillea Villas

Marathon villa – 13.8 mi away
3 BR / 3 BA / Sleeps 8 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

.This Exquisitely Furnished Villa With A Breathtaking View of The Gulf of Mexico From the Rooftop Patio is A Dream Vacation Come True! This Beautiful Villa Comes With a Fully Equipped Kitchen. Quality Sheets, Bath Towels, and Bedding. To Get You Started We Include a Sampling of 'Ocean Mist' Bath Bar, Hand Lotion, and…
  • Waterfront
  • Ocean or water views
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(2)

Great, just great!

Left on Sep 21, 2013 for a stay in September 2013

Called Sherry when we were approx. 15 minutes away from the unit and she & J met us at the the city boat launch to put our boat in approx. 2 minutes from the rental. J & I took the boat over to assure a safe way in and the local layout. Sherry took the girls over and introduced them to the rental. We were all extremely happy with everything from the location, to the pool, the view, the comfort…

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$495

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Sunny Haven Islamorada

Islamorada house – 11.1 mi away
3 BR / 3 BA / Sleeps 7 | Quick view

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Beautiful 3 bedroom / 2 bath in the heart of Islamorada. With a pool. A short walk to Chica Lodge and Moorings Village and all the best restaurants in the Keys like Morada Bay. Located in the best location of the Florida Keys. The house has many different places to relax, lounge and forget all the anxieties of our …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children

$258

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Islamorada Luxury Waterfront Condo with Boat Slip

Islamorada condo – 4.1 mi away
2 BR / 3 BA / Sleeps 6 | Quick view
Excellent3 Reviews

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Reviews

(3)

Escape to Islamorada in the Florida Keys and enjoy the breathtaking gulf and ocean views from your top floor balcony in this decorator furnished, two bedroom luxurious condo. This unit located in the complex of Bay Harbour offers a private 50' boat slip, heated swimming pool, hot tub, club house, fitness center, …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible

Details

Reviews

(3)

Wonderful stay at Bay Harbour

Left on Jan 24, 2014 for a stay in January 2014

This condo exceeded our expectations. It was truly a home away from home. It has all the amenities you will need to have a great vacation. The kitchen is fully furnished, the condo is spacious, and the little extras like bikes, tennis rackets, and baseball gloves are an added bonus.

Our family was happy to see a manatee and calf in the water right outside the condo!

Pool was very …

$159

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Sues Promise - New on the Market

Matecumbe Key villa – 5.1 mi away
1 BR / 1 BA / Sleeps 4 | Quick view
Excellent19 Reviews

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Reviews

(19)

Two villas conveniently located at MM 75.5 with bay or garden views you are just minutes from boat ramps, great restaurants, beaches, shopping, fishing, snorkeling etc. Key West is only 75 miles away- an easy day trip! Private beach and boat basin. Bring your boat. Fish, swim, kayak or snorkel from the dock. Queen …
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(19)

Wonderful paradise get away

Left on Apr 07, 2012 for a stay in July 2011

Are family of four stayed last summer. We enjoyed the comfort of the rental, the beauty of the dock and gardin, the kindness of Charles the owner and the ideal location in the Keys. It's just a perfect vacation spot for anyone who loves nature.

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$295

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Summer Dates Available... inquire today

Duck Key villa – 8.7 mi away
2 BR / 2 BA / Sleeps 6 | Quick view

Details

Fully renovated Hawks Cay Spa Villa with 2 bedrooms and 2.5 Bathrooms. The Villa has new furniture, stainless steel appliances, flat screen TV's and new wood floors. Come and relax in the accommodations our Villa has to offer. The Villa has an open room concept with the Kitchen open to the Living Room which opens to …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

$1,500

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Ocean-Front Caribbean Home.

Islamorada house – 11.5 mi away
3 BR / 3 BA / Sleeps 10 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

The Royal Palm, South - Ocean Front Home Catch Bonefish and Tarpon from Our 450-Foot Fishing Pier. Inspired by owner Phil Sena —with nothing compromised— this luxurious Caribbean home is on the ocean's edge with 180 degrees of unobstructed ocean views and sunrises. Complete …
  • Smoking allowed
  • Suitable for children - ask
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(1)

This Place Is Very Special.

Left on Apr 24, 2015 for a stay in April 2015

Rolled out of bed early every day this week with my boys and family friends for my favorite commute: 50 yard walk to a private boat slip at the resort.

We rented a boat locally this year to do some fishing with our boys, hoping to get something on the grill. Three hours later, our boys had caught Mahi Mahi, Tuna, Wahoo, and even a surprise Sailfish. A lifetime memory for all. Meanwhile, the …

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$167

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One of the best views in Islamorada

Islamorada condo – 9.5 mi away
2 BR / 2 BA / Sleeps 4 | Quick view

Details

Imagine waking to the beauty of a sunrise brimming over the aqua seas. Linger in your master suite and watch the ocean shift through a prism of aqua, blues and emerald greens. Gentle breezes waft through this two bedroom, two bath condo with comfortable appointments and an elegant sea glass tiled kitchen. …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Suitable for children - ask
  • Suitable for the elderly
  • Wheelchair accessible - ask

$63

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THE PALMS 417

Islamorada condo – 12.5 mi away
1 BR / 2 BA / Sleeps 4 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

Minimum Rental: 1 Month Everything in this unit is exquisite - furnishings, linens, updated kitchen, appliances, and bathrooms. Great views of Florida Bay and our fabulous Keys sunsets. This complex is conveniently located just steps from a full service marina and 2 highly acclaimed restaurants. Watch the sun …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Balcony or terrace
  • Fitness Room
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Paradise on the ocean

Left on Apr 15, 2014 for a stay in March 2014

We rented Palm 417 for the month of March 2014. The condo has been very nicely updated and although not direct ocean front view; it does have partial view of the ocean side and a good view of the bay side with amazing sunsets. People in surrounding condos were very friendly; and one condo owner gave us some lovely smoked fish. Some road noise but we soon got used to it as the condo and location …

$285

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Whelk Conch / Fighting Conch / Queen Conch

Marathon condo – 8.4 mi away
1 BR / 1 BA / Sleeps 4 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

Situated on at natural Key's sandy sunning beach a scant few feet from the water's edge looking out to the Atlantic Ocean you'll find three of the most enchanting "honeymoon-type" Cottages in the Florida Keys. Made from Dade County Pine with vaulted beam ceilings these beach bungalows offer spectacular ocean views and…
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Wonderful Vacation

Left on Apr 17, 2014 for a stay in April 2014

awesome place to stay for lots of relaxation!!! My kids loved it. The place was very clean, nice breakfast. The pool was very clean and warm. the water was perfect.

$349

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Periwinkle Elevated Ocean View Cottage

Marathon cottage – 7.6 mi away
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent1 Reviews

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Reviews

(1)

Ocean View Cottage Periwinkle 2 bedroom - 2 bath This is an ocean view cottage perched in the air 12 feet on pilings open to fabulous views. With a full gourmet kitchen and (email: hidden)ention to detail, this cottage has a warm feel at home ambiance. Kick back and enjoy the beautiful water vistas from the large …
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Still a great place to stay

Left on Mar 05, 2014 for a stay in February 2014

This was our second time staying at Conch Key Cottages.
It is small enough to make you feel welcome and at home.
Everything is clean and updated. The larger elevated cottages have plenty of room so up to 3 couples can stay in one.
Our favorite thing is being close enough to the ocean that you can throw a rock in from your porch.
Beach towels provided, Kayak provided, hammocks, lounge chairs, …

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$67

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THE PALMS 309

Islamorada house – 12.5 mi away
2 BR / 2 BA / Sleeps 5 | Quick view

Details

MINIMUM STAY: 29 DAYS 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 with Corian counters, updated cabinetry and a …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Balcony or terrace
  • Fitness Room
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$183

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SEA GRAPE

Long Key house
3 BR / 2 BA / Sleeps 7 | Quick view

Details

MINIMUM STAY: 28 DAYS FABULOUS BEACH HOUSE with sea grape trees on three sides and the ocean on the other! This home is located directly on the Atlantic Ocean with a sandy beach big enough to take lovely morning walks. Wait for the tide to go out and take your chair and umbrella out to the exposed sand bar…
  • Ocean or water views
  • Internet Access
  • Patio
  • Parking
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$167

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Florida Keys Oceanfront Paradise

Long Key condo
3 BR / 3 BA / Sleeps 8 | Quick view

Details

From the minute you step foot in this luxurious condo, the water dominates your view and your activities. Oceanfront views from living room and master bedroom, 3 balconies... lush gardens, pool, palm trees, the finest sandy beach in the keys and the magnificent Atlantic Ocean are your constant pictures. The condo is …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly

$314

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La Casa Habana: Beautiful 3 BR on Gulf w Pool

Grassy Key house – 11.9 mi away
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent6 Reviews

Details

Reviews

(6)

La Casa Habana is a 3 bedroom , 2 bath house overlooking the Gulf of Mexico on exclusive and private Morton St. on Grassy Key. This house has been extremely popular for over 10 years. It has everything you need for a great vacation-bikes, kayaks, snorkel gear, fishing gear, Cable TV and wifi internet for those rare …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(6)

Great Vacation Home

Left on Mar 12, 2012 for a stay in March 2012

This is a beautifully decorated and comfortable house. It is clean, neat and well organized. The kitchen is well stocked for cooking anything. Everything is well maintained and we got everything we needed. The pool is really nice, and its heated. The hot tub is terrific. The views of the Gulf, especially at sunset ,or the early morning, are magical. This is a great spot for a getaway or a …

$429

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Villa Pamela - Tropical Paradise

Grassy Key house – 11.5 mi away
3 BR / 3 BA / Sleeps 8 | Quick view
Excellent10 Reviews

Details

Reviews

(10)

3 bedroom 'suites" villa on the Gulf of Mexico on exclusive and private Morton Street on beautiful Grassy Key, next to Marathon, the "heart of the Keys". Each private suite has its own bathroom-completely renovated in the fall of 2010, its own seating area and flatscreen TV. Beautifully landscaped grounds with private…
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(10)

Can not wait to go back!

Left on Feb 08, 2011 for a stay in November 2010

I stayed at Villa Pamela over 4 months ago and I still think about this vacation. The home was perfect, it had every ammenity you could ask for. The kitchen was stocked with everything you could possibly need, the outdoor areas provided plenty of entertainment and seating. The heated pool was great. Fishing of the dock was a blast. I would definitely rent this unit again.

$125

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Duplex with 2 Efficiencies located 50 yards from ocean $750 -$875/week, Unit 10

Grassy Key condo – 10.8 mi away
1 BA / Sleeps 2 | Quick view
Very Good1 Reviews

Details

Reviews

(1)

Two charming efficiencies located 50 yards from the Atlantic Ocean. Both are fully furnished with well-equipped kitchens and are decorated with a Caribbean flair. In the private front yard, each unit has a gas-BBQ grill, a picnic table with large umbrella's for shade.
  • Suitable for the elderly

Details

Reviews

(1)

Perfect for us

Left on Apr 30, 2014 for a stay in April 2014

Our rental worked out great. We explored the Keys north and south from Marathon. Our "base" was attractive, clean, and thoughtfully equipped for our stay.

$125

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Duplex with 2 Efficiencies located 50 yards from ocean $750 -$875/week, Unit 9

Grassy Key condo – 10.8 mi away
1 BA / Sleeps 2 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

Two charming efficiencies located 50 yards from the Atlantic Ocean. Both are fully furnished with well-equipped kitchens and are decorated with a Caribbean flair. In the private front yard, each unit has a gas-BBQ grill, a picnic table with large umbrella's for shade. Unit 9 has two single beds which can be …
  • Internet Access
  • Clothes Dryer
  • A/C or climate control
  • Patio
  • Parking
  • Suitable for the elderly

Details

Reviews

(2)

Quaint sweet little place

Left on Jun 12, 2014 for a stay in January 2014

We stayed for one week in January. We loved our one room efficiency with its beautiful art work and nice decor. The neighbors were great, the sunsets were awesome, the small private beach was delightful. We would love to come back again. The only thing we would add would be a small love seat. We had to bring in lawn chairs to watch tv. Other the that....we were happy campers. Thanks Hans

$225

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Conch Key TreeTop Cottage with 23' Sailboat

Conch Key cottage – 7.1 mi away
1 BR / 1 BA / Sleeps 2 | Quick view
Excellent13 Reviews

Details

Reviews

(13)

This one bedroom, one bath cottage is located high in the swaying coconut trees overlooking the water. The living room area has sliding glass doors that open onto a small deck area with a water view. The bedroom is tastefully furnished with an antique double bedroom set and the entire cottage is decorated in "Keys-…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for the elderly - ask

Details

Reviews

(13)

Your very own sailboat and cottage on the water with sunset views in the fabulous Florida Keys!

Left on Dec 04, 2012 for a stay in November 2012

As a frequent visitor to the Florida Keys, this has been one of the best hideaways that we have discovered and love to come back to. It is rare to find such a nicely maintained sailboat dedicated to you along with your accommodations.

Conch Key is a unique fishing village on an charming island in the heart of the Florida Keys. Marathon is just 10 miles away where you'll find a multitude of …

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$163

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Islamorada, Florida Keys (Beacon Reef MM87)

Islamorada condo – 12.7 mi away
2 BR / 2 BA / Sleeps 4 | Quick view

Details

Available: November: 4950 January through May: $5000 single month, three or more months $4900.each month PLEASE DO NOT SUBMIT A REQUEST FOR A PERIOD LESS THAN ONE FULL MONTH KINDLY NOTE: MONTHLY RENTAL. To maintain the beauty of Beacon Reef, rental contracts must be for no less than a month. This helps keep…
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible - ask
1 / 7

$250

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Angler's Reef Coastal Conch Style Vacation Home

Islamorada cottage – 14.6 mi away
2 BR / 3 BA / Sleeps 6 | Quick view

Details

This Coastal Conch Style Cottage has been recently updated to accommodate vacation renters and their families. The cottage has all new furnishings and accessories that offers a "home away from home" feel. The Coastal style conch cottage is located in the gated community, ocean front resort development of Angler's Reef…
  • Suitable for children
  • Suitable for the elderly
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$3,000

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Long Key, Fl Keys

Long Key condo
2 BR / 2 BA / Sleeps 6 | Quick view

Details

Large 2 bedroom condo in a beautiful setting. Pool, tennis court, boat/fishing dock, tiki bar, BBQs. Quiet complex with only 30 condos total, just past Long Key State Park and next to 2.5 mile bridge. Kayaking, boating, biking or just relaxing.
  • Waterfront
  • Ocean or water views
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly

$139

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Tropical Paradise in the Florida Keys

Long Key house
3 BR / 3 BA / Sleeps 8 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

Located in the prestigious Port Antigua neighborhood and situated in Islamorada, FL, the Sportfishing capital of the world, this canalfront home offers 60 feet of dockage and immediate bay and ocean access. Spend your days fishing, diving or snorkeling the beautiful Florida Keys' waters or bring your beach chairs …
  • Waterfront
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Idyllic location in the Florida Keys

Left on May 18, 2015 for a stay in March 2015

Wonderful location with a private beach. Snorkeling was excellent, once you get used to the fact that the water is never more than four feet deep! Beautiful sunsets every night on the "Gulf" side, and hotel staff was very efficient and friendly enough...

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$120

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75651 Overseas Hwy Islamorada Fla Keys Oceanfront

Matecumbe Key condo – 5.3 mi away
2 BR / 1 BA / Sleeps 4 | Quick view

Details

Directly on your private oceanfront beach. Ocean views from every room of your two bedroom one bath Keys style duplex villa. You will experience the true 'old Keys' charm of bird watching on the wraparound deck to fishing on the beach...or perhaps just relaxing on the sand. With over a half acre of tropical landscape…
  • Private Beach
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$1,279

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Kara-Pan

Islamorada house – 10.7 mi away
5 BR / 7 BA / Sleeps 10 | Quick view

Details

You can not rent this property for less than one week. The ultimate island experience awaits you at Kara-Pan I. This exquisite, private, two story, Plantation Style home is located on a pristine natural white sand beach with oceanviews that inspire relaxation. The 5 bedroom 7 bath home with a wrap around porch, is …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly
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$500

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Beach House

Islamorada house – 6.3 mi away
4 BR / 3 BA / Sleeps 10 | Quick view

Details

Village Permit #VR-138 You can not rent this property for less than one week. An affordable ocean front, beach, pool and hot tub home.   This popular home is located in south Islamorada.  Three bedrooms, two baths, living kitchen and dining area are upstairs. Downstairs is a separate area with a private …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$358

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Blue Harbour

Islamorada house – 14.7 mi away
4 BR / 3 BA / Sleeps 8 | Quick view

Details

Village Permit #VR-09-82 You can not rent this property for less than one week. Ahhhh...Ocean Front....Protected Dockage... Blue Harbor is located at Mile Marker 85, in beautiful Islamorada. This Ocean Front four bedroom,three bath home will sleep 8 people very comfortably. (One of the bedrooms is on the ground level…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
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$858

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Southern Comfort

Islamorada house – 6.5 mi away
5 BR / 6 BA / Sleeps 10 | Quick view

Details

Village Permit # VR-204 You can not rent this property for less than one week. Sit back, relax, a light breeze, gaze the blue waters of the Atlantic Ocean….and be lost. Southern Comfort is the perfect vacation home in the Florida Keys, located at MM 77. This very private Estate sits on 3+ acres offering 5 bedrooms…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
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$117

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Quiet Open Water Overlooking Wildlife Sanctuary

Marathon villa – 2.0 mi away
1 BR / 1 BA / Sleeps 2 | Quick view

Details

90-day minimum. Relax in this peaceful, open-water, bird and wildlife sanctuary with private views of the State Park. From your patio look-out, only 9 feet from water's edge, you can watch fish swim and birds fly, or if you prefer, you may simply sit and enjoy the ebb and flow of the tide. In these environmentally …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for the elderly
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$429

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Quick Atlantic access, dockage, pool

Marathon house – 13.8 mi away
3 BR / 5 BA / Sleeps 8 | Quick view

Details

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, with 1000 of …
  • Internet Access
  • A/C or climate control
  • Patio
  • Fitness Room
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
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$429

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Tarpon, dolphin, cobia--name your fishing season

Marathon house – 13.8 mi away
3 BR / 5 BA / Sleeps 8 | Quick view

Details

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, with 1000 of …
  • Internet Access
  • A/C or climate control
  • Patio
  • Fitness Room
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
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$429

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Straight shot to the Atlantic Ocean!

Marathon house – 13.8 mi away
3 BR / 5 BA / Sleeps 8 | Quick view

Details

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, with 1000 of …
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Fitness Room
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
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