Matecumbe Key

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$275

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Islamorada “The Getaway” Relax in Florida Keys!

Islamorada house – 10.8 mi away
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent3 Reviews

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Reviews

(3)

Thank you for considering Our home in the Florida Keys!... Our slice of Paradise! Stay at a Luxury Townhome at Executive Bay Club (Islamorada , Florida ) The Executive Bay Club is located in Islamorada which is best known for it's crystal blue water where you can enjoy sport fishing, snorkeling, diving and boating…
  • Waterfront
  • Wireless Internet
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask

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Reviews

(3)

The Keys at its Best

Left on Mar 26, 2014 for a stay in March 2014

We stayed at "The Getaway" for spring break...a break from it all. This is place was wonderful! First, Luis and Paula were wonderful from initial inquiries, to providing suggestions for things to do and places to go, through the end of our stay and follow up. They were available by phone and email if we had a question. The home was wonderfully decorated and clean! two sets of bunk beds and a…

$400

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You will never want to leave

Matecumbe Key house
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 …

$600

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Latitude

Islamorada house – 0.9 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 – 0.4 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 :)

$400

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Oasis (28 Day Minimum Only)

Islamorada house – 11.4 mi away
3 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**** Ahhhh...Ocean Front...Pool...Dockage...It's all hear at Oasis. Oasis is located at Mile Marker 75.6, in beautiful Islamorada. This Beautiful three bedroom, three bath home will sleep 8 people very Comfortably. Besides the bedrooms there are …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Perfect Honeymoon

Left on May 02, 2012 for a stay in September 2011

Me & my Husband stayed here for our Honeymoon in Sept. 2011. We love the "get away from it all" feel, and this place delivered. When we arrived the very first day, we found a pretty decent size conch shell washed up on shore. Guess the tenant decided to move out, so we kept it. Every morning we woke to the ocean through the glass walls of the master bedroom. We walked the shore every morning…

$180

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Islamorada Waterfront Paradise 1

Matecumbe Key studio
1 BR / 1 BA / Sleeps 2 | Quick view
Excellent7 Reviews

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Reviews

(7)

This is a very popular rental, so book your preferred week well in advance of peak season! I reply to EVERY inquiry. If you do not receive a reply, please contact me again! Email me for additional pictures of this wonderful hideaway. EVERY RENTER IS PROVIDED WITH A COMPLIMENTARY BOTTLE OF WINE. Dive right into …
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children - ask

Details

Reviews

(7)

Great vacation location

Left on Mar 03, 2014 for a stay in February 2014

We had a lovely time staying here. The highlights were the large back yard on the water with the chiki hut and the many other places to relax on the dock. And we even saw a manatee! Having the bicycles to explore the neighborhood and the double kayak to get out on the water was a bonus. The room itself was spotless and very well set up. And fishing off the dock was so much fun! Loved having the …

$200

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Beautiful Captain's Cove

Islamorada villa – 1.9 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
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 – 13.0 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 – 8.7 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 …

$122

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Florida Keys Bayside Retreat

Islamorada condo – 11.7 mi away
1 BR / 1 BA / Sleeps 4 | Quick view
Excellent18 Reviews

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Reviews

(18)

Get away from it all in our tranquil waterfront condo at Summer Sea in beautiful Islamorada. Fully equipped, with newly updated kitchen and bathroom, flat screen television, and stunning views of Florida Bay from our patio. Located right in the heart of all the Keys has to offer - beautiful sunsets, beaches, boating…
  • Waterfront
  • Ocean or water views
  • Sauna
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - elevator access

Details

Reviews

(18)

great girlfriends getaway

Left on Feb 25, 2011 for a stay in April 2010

A very comfortable clean condo with great views of the pool and bay. Neat restuarants and shopping near by,
We can't wait to go back!

$169

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Key Largo 2/2 Tropical Daze Oceanfront Condo

Key Largo condo – 14.8 mi away
2 BR / 2 BA / Sleeps 4 | Quick view
Excellent19 Reviews

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Reviews

(19)

Welcome to Tropical Daze Oceanfront Paradise, located in Ocean Pointe, the finest destination property in the Florida Keys. Our condo unit is right on the ocean, offering spectacular views of the purple and aquamarine waters surrounding Tavernier Key. The condo is gorgeous, extremely well maintained and has a Tommy …
  • 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

(19)

Fabulous day - every day!

Left on Feb 16, 2013 for a stay in February 2013

Just wanted to thank you for the fabulous visit to Tropical Daze! We had a fantastic time! Everyday was another day in paradise! The condo was immaculate and accommodated our every need. The complex was lovely. We enjoyed our days at the beach, pool and pier as well as fishing at the marina. The folks at the complex were most helpful and the other tenants were quite friendly. Dining on the…

$80

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Quiet Open Water Retreat On Nature Preserve

Marathon villa – 8.0 mi away
1 BR / 1 BA / Sleeps 2 | Quick view
Excellent4 Reviews

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Reviews

(4)

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

(4)

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 …

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$1,750

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Luxury Waterfront Tropical Sunset Paradise

Islamorada house – 10.9 mi away
4 BR / 5 BA / Sleeps 10 | Quick view

Details

Enjoy the most beautiful sunsets on earth from this gorgeous 4bedroom,5bathroom tropical paradise. Comes complete with Bayfront pool and lounge area that will leave you breathless. Pool table, cabana, outdoor kitchen, snorkel in the backyard!!!! Seven Flat Screens and entire house wired for sound. Boat and Captain …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

$100

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Quiet Open Water On Wild Life Sanctuary

Marathon villa – 7.9 mi away
2 BR / 1 BA / Sleeps 4 | Quick view
Excellent1 Reviews

Details

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 – 2.0 mi away
3 BR / 3 BA / Sleeps 6 | Quick view

Details

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

$125

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Waterfront Duck Key Condo with Open Water Views

Marathon condo – 14.6 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…

$199

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Gorgeous Spa Villa, Marina in Florida Keys

Duck Key villa – 14.7 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

$800

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Oceanfront Luxury Islamorada Estate - 4 bed/pool

Islamorada house – 0.2 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 …

$339

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Bougainvillea Villas

Marathon villa – 14.4 mi away
3 BR / 3 BA / Sleeps 8 | Quick view
Excellent2 Reviews

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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…

$258

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Islamorada Luxury Waterfront Condo with Boat Slip

Islamorada condo – 1.9 mi away
2 BR / 3 BA / Sleeps 6 | Quick view
Excellent3 Reviews

Details

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
1 BR / 1 BA / Sleeps 4 | Quick view
Excellent18 Reviews

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Reviews

(18)

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

(18)

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.

$185

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Islamorada 2-bedroom Condo

Islamorada condo – 13.7 mi away
2 BR / 2 BA / Sleeps 6 | Quick view
Very Good4 Reviews

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Reviews

(4)

If you’ve been to Islamorada you know it as the sportfishing capital of the world, a place where you’ll find every water-related activity imaginable, with fine restaurants to crab shacks serving local fare, and plenty of nightlife for both the young and young at heart. If you’ve never been here, a tropical …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(4)

Fantastic Views

Left on Jun 06, 2012 for a stay in February 2011

This 6th floor unit has all you need for a relaxing vacation. Close proximity to local attractions and fantastic Seafood Restaurants. The Hospital is one mile from the condo and has an excellent rehab and emergency. The complex has a private heated poool, work out room and sauna. The grounds are cleaned every morning and the manager responds to needs promptly. We will again stay here in …

$429

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The Perfect Getaway

Islamorada house – 9.6 mi away
4 BR / 3 BA / Sleeps 10 | Quick view
Very Good2 Reviews

Details

Reviews

(2)

This pretty, four-bedroom, three-bath house is conveniently located in the heart of Islamorada, the fishing capital of the world. Situated in a pretty upscale neighborhood of all waterfront homes, the house is equipped with all the comforts of home. It is additional tidy and modernly furnished. Upstairs there are …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • A/C or climate control
  • Patio
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(2)

House had everything we needed for a Keys vacation!

Left on Jul 14, 2013 for a stay in July 2013

The Perfect Getaway is an appropriate name for this house; it had everything needed for a perfect vacation getaway in the Keys. The pool and hot tub were great to cool off from the afternoon sun. The dock was large enough to fit our kayak, wave runner and 21' boat. The house was clean and had all the amenities/accessories needed for a house stay.

$1,500

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Ocean-Front Caribbean Home.

Islamorada house – 5.6 mi away
3 BR / 3 BA / Sleeps 10 | Quick view
Excellent1 Reviews

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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 …

1 / 10

$167

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One of the best views in Islamorada

Islamorada condo – 3.5 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

$285

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Whelk Conch / Fighting Conch / Queen Conch

Marathon condo – 14.4 mi away
1 BR / 1 BA / Sleeps 4 | Quick view
Excellent1 Reviews

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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 – 13.6 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, …

$179

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Tropical island seclusion in the Florida Keys

Tavernier resort – 11.7 mi away
2 BR / 3 BA / Sleeps 6 | Quick view
Very Good1 Reviews

Details

Reviews

(1)

While visiting this end unit Bay front Town House the most difficult decision a guest must make is whether to entertain in the decorator surroundings or venture out into the clear waters of the Fl. Keys.No matter your preference, kayack,sail, jet ski or power boat our deep water Marina allows direct access to our …
  • Waterfront
  • Ocean or water views
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Beautiful view of the water from townhouse!

Left on Jan 29, 2014 for a stay in January 2014

This property is on a beautiful setting, the sunsets were great, the pool area is wonderful well kept place with tables and shaded areas, very well done! There are two tennis courts to use. Overall it is very beautiful, I had never been to this area of Florida, the only drawback is using US 1, it is very busy to get to food and other things in the area, but that is to be expected with the one …

$640

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Islamorada Oceanfront Executive Rental

Islamorada house – 12.4 mi away
5 BR / 4 BA / Sleeps 9 | Quick view
Excellent4 Reviews

Details

Reviews

(4)

Millionaire's Row! Beautiful home with private heated swimming pool directly on the ocean in Islamorada. This home offers excellent views of the ocean from many rooms. 5 bedroom, 4 bath owners home is beautifully furnished with ocean views from patio, living room (upper and lower), and dining room and ready to move …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(4)

location

Left on Feb 08, 2012 for a stay in May 2011

This is a very comfortable home in the best location in the keys. Great pool and fantastic pier with good fishing.Plenty of good restaraunts and bars nearby. Very good service from rental agency, any problems (minor) we have had have been taken care of promplty. We have rented this home for 6 years in a row and going back in May.

$158

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FYC -updated condo - excellent location -Marina

Islamorada condo – 11.8 mi away
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

This magnificent two bedroom, two bath Condo, sleeps six comfortably. Newly decorated & tastefully furnished with wood floors throughout. Fully-equipped kitchen with new appliances. Flat Screen TV with Digital sound, DVD, stereo and CD player. WIFI included !!! Outside patio and laundry just steps away.. We have …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Beautiful, comfortable condo

Left on Jan 06, 2014 for a stay in December 2013

I traveled with my partner and another couple. We enjoyed the comfortable roomy accomodations. Loved the convenience of cooking meals. The grounds are beautiful. We enjoyed the pool that is newly refreshed. Easy access to the beach area to watch New Year's fireworks was great. The owner was available by phone to answer any questions we had. We plan on renting again.

$215

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Futura Yacht Club Condo with Marina & Boat Slip

Tavernier condo – 11.8 mi away
2 BR / 2 BA / Sleeps 6 | Quick view
Very Good3 Reviews

Details

Reviews

(3)

This magnificent two bedroom, two bath Condo, sleeps six comfortably. Newly decorated & tastefully furnished with wood floors throughout. Fully-equipped kitchen with new appliances. Flat Screen TV with Digital sound, DVD, stereo and CD player. Outside patio and laundry just steps away.. We have our own deeded boat…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(3)

Islamirada with Sioux and Deano

Left on Mar 26, 2013 for a stay in February 2013

Great stay with my niece and her husband at Futura Yacht Club. The condo was overlooking the pool and tennis courts and was very inclusive in ammentities. Great pool for swimming and just relaxing. People were wonderful to us week long visitors, even though most of the residents were owners and year-round . We even saw a manatee from the shore, plus lovely sunsets! Very close to everything …

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$167

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Florida Keys Oceanfront Paradise

Long Key condo – 10.3 mi away
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
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$600

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Harbor House

Tavernier house – 14.0 mi away
6 BR / 6 BA / Sleeps 21 | Quick view

Details

This three story house, with a breath taking view , sits on the edge of the Atlantic Ocean with no end in sight. To accompany the great Atlantic is a grand 3,800 sq ft. 8 bedroom and 6 bathroom home that can accommodate up to 21 people. The 2nd floor living room opens into the screened balcony allowing you to enjoy …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

$115

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Bay Front Condo, Marina & Dockage in Islamorada,FL

Islamorada condo – 11.8 mi away
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent9 Reviews

Details

Reviews

(9)

Escape to paradise in the fabulous Florida Keys at Futura Yacht Club. This rental property is a private gated community with a 65 slip deep water marina. This tropical waterfront community offers world class fishing and diving, 2 lighted tennis courts, heated pool, private beach, basketball and dockage for your boat…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(9)

Great Stay

Left on Nov 08, 2011 for a stay in September 2011

The condo was very clean and updated! Glenn was very helpful with our stay. We even went fishing on the Reel Sharp and caught a ton of Dolphin! Us college girls will be coming again for Sailfishing season!

$225

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Conch Key TreeTop Cottage with 23' Sailboat

Conch Key cottage – 13.1 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 …

$500

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SANCTUARY IN PARADISE

Islamorada house – 12.3 mi away
4 BR / 4 BA / Sleeps 10 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

WWW.SCHOONERHAMMOCK.COM This unique property offers : -master suite -apartment -cottage -3 full kitchens On Atlantic Ocean. Simple, sweet, and serene sanctuary. Please contact Andy Cancela 828 808 1693 We love The Lord and look forward to sharing our home with you.
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(3)

Amazing Experience and even more Amazing Hosts

Left on Aug 20, 2014 for a stay in May 2014

This was the best family vacation! The home was beautiful and comfortable. Definitely something you would call home away from home.The property was perfect for each person in our family to find bliss. Just minutes away from grocery stores, bate shops and restaurants. Fishing (plenty of mangroves and tarpon) and snorkeling right off the dock, laziness in the hammocks, a relaxing hot tub and plenty…

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$163

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Islamorada, Florida Keys (Beacon Reef MM87)

Islamorada condo – 6.8 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

$2,000

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Studio condo in Islamorada

Islamorada condo – 11.7 mi away
1 BA / Sleeps 4 | Quick view
Very Good6 Reviews

Details

Reviews

(6)

This is a tastefully decorated, fully air-conditioned studio unit with a full bathroom, completely tiled. It offers a queen-sized Murphy bed that can be easily stowed away during the day. On the fully screened and enclosed balcony you will find a glass-top table with two chairs, ceiling fan, TV, single-sized sleeper …
  • Sauna
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(6)

magic

Left on Mar 17, 2011 for a stay in January 2011

spent 3 weeks in condo islamorada , we rented from victoria furdui , from start to finish everything was terriffic we had a ball , loved every second of our holiday . only problem was we could not bring sunshine back to ireland.
the condo was very clean , neat , no problems at all . the location is very good easy to get to sea side and shopping in miami . highly recommend this place . jim julie …

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$120

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75651 Overseas Hwy Islamorada Fla Keys Oceanfront

Matecumbe Key condo
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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$250

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Three story home 100 feet deep water dock big pool

Islamorada house – 9.5 mi away
3 BR / 3 BA / Sleeps 8 | Quick view

Details

Please contact us if you have any policy questions since we do not agree with this website forcing us to choose policies they dictate. We have our own polices so please ignore what's posted in the policies section on this website. Also please visit our website at www.KeysRentalHouse.com Beautiful three story luxury …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly

$250

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The Cottage (28 DAY MINIMUM)

Islamorada house – 12.4 mi away
3 BR / 1 BA / Sleeps 6 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

****DUE TO A COUNTY ORDINANCE THIS PROPERTY CANNOT RENT FOR LESS THAN 28 DAYS**** You fall in love with The Cottage at first sight. Built in 1935, this once Red Cross building serves as a true historical reflection of the Florida Keys. Both bedrooms overlook the ocean, which is a mere 30 feet from the wrap around …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

COTTAGE @ SCHOONER BAY - ABSOLUTE SOLITUDE AND SUPERB LOCATION

Left on Dec 02, 2013 for a stay in November 2013

We were so lucky to have visited this home during November. We had the whole private gated compound to ourselves and even though we only leased the Cottage, the owners were so gracious to allow us total use of the pool at the Palm house next door. I cannot say enough good things about our entire experience here. It was quiet, our main bedroom was literally 30 feet from the water, it was …

$643

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Aguazul

Islamorada house – 12.4 mi away
4 BR / 3 BA / Sleeps 8 | Quick view
Very Good1 Reviews

Details

Reviews

(1)

Village Permit #VR-09-82 You can not rent this property for less than one week. Ahhhh...Ocean Front...Pool...Dockage...It's all hear at Aguazul. Aguazul is located at Mile Marker 89, in beautiful Islamorada. This gorgeous four bedroom,three bath home will sleep 8 people very comfortably. Aguazul has everything you …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

The perfect getaway

Left on Sep 26, 2011 for a stay in August 2011

My family had a fantastic vacation. This home is located really close to some great restaurants. It was so nice to sit back and relax all day while the kids played in the ocean and pool.

$715

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The Palms

Islamorada house – 12.4 mi away
3 BR / 4 BA / Sleeps 6 | Quick view
Average1 Reviews

Details

Reviews

(1)

VR-203 You can not rent this property for less than one week. Relax and rejuvenate at The Palms. Features are a plantation-style home and beautiful wrap around porch, 3 bedrooms/3.5 baths, a beach entry pool, and abundant coquina decking. The natural landscaping enhances the amazing grounds and ocean blue pool. Also …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Pretty nice place....the pool was a bummer.

Left on Apr 08, 2013 for a stay in March 2013

The site was beautiful. Nice sized house, clean, beautiful view, well kept grounds. Really nice covered porch all around the house where you could get out of the sun and enjoy the views and palm trees. There are houses on either side, but privacy was maintained.

The big let down was the pool. We rented the house exclusively for our kids to have free run of a private pool....but discovered …

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$1,279

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Kara-Pan

Islamorada house – 4.8 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 – 0.5 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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$786

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The Gardens

Islamorada house – 12.5 mi away
4 BR / 4 BA / Sleeps 8 | Quick view

Details

VR-202 You can not rent this property for less than one week. The Gardens is a 4/4 private home surrounded by impeccably landscaped grounds. This property has over 50 types of palms, abundant orchids, and bougainvilleas. At your doorstep is a breathtaking view of the Atlantic Ocean where you can experience endless …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask
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$663

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Pineapple Plantation (28 Day Minimum)

Islamorada house – 12.5 mi away
5 BR / 6 BA / Sleeps 10 | Quick view

Details

****This house cannot rent for less than 28 days, per County Ordinance**** Breathtaking Sunset's, Breathtaking Home. Pineapple Plantation is an unbelievable gated, New Bay Front home. It is perfectly located a Mile Marker 89, Islamorada. Boasting 5 Bedroom Suite's, Gourmet kitchen with an ocean view, Dining Room that…
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask
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$358

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Blue Harbour

Islamorada house – 8.9 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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$117

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Quiet Open Water Overlooking Wildlife Sanctuary

Marathon villa – 8.0 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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