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$92

3 BR / 2 BA / Sleeps 8

7 Reviews

$92

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Family Friendly Executive Bay**Discounts Available**

Islamorada house
3 BR / 2 BA / Sleeps 8 | Quick view
Excellent7 Reviews

Details

Reviews

(7)

Beautiful three bedroom bay side townhouse with private beach access in sunny Islamorada (near Key Largo). Welcome to our little slice of paradise! Come and relax at our beautiful townhome in the Florida Keys. The Executive Bay Club is located in Islamorada, the Sport Fishing Capital of the World. It is a private, …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(7)

Wonderful

Left on Jul 20, 2013 for a stay in June 2013

This rental by far was one of the best rentals we have stayed at. The location and the house were perfect! The house is very large and everything you can imagine has been supplied. The pool, community center, tennis courts and complex in general were beautiful and well maintained. Really good experience!

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$215

3 BR / 2 BA / Sleeps 7

3 Reviews

$215

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Gorgeous Keys Water Front Home with Private Dock and Ramp

Islamorada house
3 BR / 2 BA / Sleeps 7 | Quick view
Very Good3 Reviews

Details

Reviews

(3)

Water Front home, located Oceanside in Lower Matecumbe key, Islamorada mile marker 73, (The Sport Fishing Capital of the World). 15' wood dock and 12’ wide ramp, so bring your own boat and enjoy the sun!! Easy canal access to the ocean. Maximum boat size is 27'. Only 1 boat allowed. There is a covered fish cleaning …
  • Ocean or water views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Great Getaway!

Left on Dec 09, 2014 for a stay in June 2014

This property was great! It was nicely stocked, very comfortable beds. I loved being on the water! Excellent place to stay! I will return again next summer.

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$133

3 BR / 2 BA / Sleeps 7

TURTLE TIME - Islamorada vacation rentals
1 / 16

$133

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TURTLE TIME

Islamorada house
3 BR / 2 BA / Sleeps 7 | Quick view

Details

Minimum Rental: 1 Month Charming vacation home located in the beautiful neighborhood of Port Antigua. You will love this home! There is a wonderful open concept floor plan with 3 nicely proportioned bedrooms. Sliding doors open from the dining area into the sunroom overlooking the canal. You'll find this …
  • Internet Access
  • Balcony or terrace
  • Parking
  • Grill
  • Refrigerator
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$350

3 BR / 3 BA / Sleeps 8

3 Reviews

$350

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Enjoy stunning views of the sunrise from this beautiful Keys condo

Islamorada condo
3 BR / 3 BA / Sleeps 8 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

Revel in the beauty of the morning sunrise as you relax on your own, private lanai while sipping your morning coffee, or enjoy a meal al fresco to the sound of the waves and gulls. This piece of paradise is sure to become your favorite home away from home. This beautifully furnished and spacious condo offers all the …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Great Vacation!

Left on Dec 22, 2014 for a stay in October 2014

We have stayed at Bay Harbor several times in this condo and love it. The condo feels like home and has everything you would ever need during your stay The complex is very well maintained and the pool area is great for relaxing, the slip for your boat is also a plus. Everything from the great fishing, snorkeling and great restaurants, there is something for everyone in the family. This will …

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$285

3 BR / 2 BA / Sleeps 6

6 Reviews

$285

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76300 Overseas Highway

Islamorada house
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent6 Reviews

Details

Reviews

(6)

Enjoy this Bayfront home with a spectacular sunset view, fenced yard and tile throughout the house. Also has great dockage and clean swimming area. Secured wi-fi, local telephone, & cable television (basic) included. VACATION RENTAL LICENSE: VR-039 CLICK HERE to view photos on a mobile device. Additional amenities …
  • Waterfront
  • Internet Access
  • Porch
  • Grill
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(6)

Great views and convenient to the entire Keys chain

Left on Feb 09, 2011 for a stay in December 2010

Great location, fantastic views, great access to the Bay and atlantic. Older home but clean and well maintained. Nicely situated in the Keys for access to Key West to Key Largo. Home had only basic cable and the dish washer did not work but overall would recommend the home. If your looking for luxury, this is not your place but if you want to just experience the keys and all they offer it's …

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$250

3 BR / 1 BA / Sleeps 6

1 Reviews

$250

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The Cottage (28 DAY MINIMUM)

Islamorada house
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 …

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$380

3 BR / 3 BA / Sleeps 6

3 Reviews

$380

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75333 Overseas Hwy

Matecumbe Key house
3 BR / 3 BA / Sleeps 6 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

Exceptional oceanfront home equipped with a sandy beach and forever views! Exquisite design and rich appointments compliment this oceanfront home in Lower Matecumbe, (mile marker 75, South Islamorada). You will enjoy private terraces from each bedroom overlooking picturesque sunrises and panoramic views of the open …
  • Internet Access
  • Microwave
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Heaven on Earth

Left on Jan 30, 2013 for a stay in December 2012

My husband and I rented this home for the week of Christmas. We also invited our respective parents. This is the most peaceful home in Islamorada. Centrally located to the upper and lower keys.

There home is well appointed with everything you need except for the groceries and tolietries that you will need. All appliances work well and the home is in excellent condition.

Freewheeler realty…

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$400

3 BR / 3 BA / Sleeps 5

6 Reviews

$400

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You will never want to leave

Matecumbe Key house
3 BR / 3 BA / Sleeps 5 | Quick view
Excellent6 Reviews

Details

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

Details

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 …

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$150

3 BR / 2 BA / Sleeps 6

1 / 1

$150

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127 Tequesta - 28 Night Minimum

Islamorada house
3 BR / 2 BA / Sleeps 6 | Quick view

Details

N/A
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$250

3 BR / 3 BA / Sleeps 8

1 / 9

$250

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Three story home 100 feet deep water dock big pool

Islamorada house
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

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$117

3 BR / 2 BA / Sleeps 6

1 / 1

$117

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258 Mohawk St - 28 Night Minimum!!!!!!!

Islamorada house
3 BR / 2 BA / Sleeps 6 | Quick view

Details

Looking for an extended stay in the Upper Keys that won't bust the bank? If so, you need not search any farther than this cozy, modern home on Islamorada's Plantation Key. Located in the popular Indian Waterways neighborhood, this three-bedroom/two-bath house is a great value at just $3,500 per month. The residence …
  • Waterfront
  • Internet Access
  • A/C or climate control
  • Porch
  • Grill
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$400

3 BR / 3 BA / Sleeps 8

1 Reviews

$400

Inquire

Oasis (28 Day Minimum Only)

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

Details

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…

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$471

3 BR / 3 BA / Sleeps 6

1 Reviews

$471

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Maison Matecumbe 304

Islamorada condo
3 BR / 3 BA / Sleeps 6 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

This three bedroom, three bathroom condominium sits on a lushly landscaped property, offering the Florida Keys you've always imagined. Enjoy beautiful oceanfront vistas from one of two balconies. Take a dip in the spacious pool that sits right at the foot of the condo staircase. Or journey a few yards further to the …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Porch
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Relaxing in Islamorada

Left on Jul 14, 2010 for a stay in June 2010

Everything was beautiful. Very nice property. Private but very close to fishing charters.

Toaster did not work and upstairs a/C quit working the night before we left. Other than that the condo was great.

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$175

3 BR / 3 BA / Sleeps 8

1 Reviews

$175

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BLUE WATER RETREAT

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

Details

Reviews

(1)

Minimum Rental: 1 Month Location, location, location! This home has it all - ocean side Lower Matecumbe location, totally remodeled in 2009. Relax by the cocktail pool or sunbathe in the private roof top sunning area. There are blue water ocean views from almost every room in this home. It is located on a canal …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Patio
  • Parking
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Blue Water = Everything that you want

Left on Jul 15, 2013 for a stay in July 2013

This place delivers.

You never really know what you are going to get from looking at a website and photos. I just stayed there July/2013 and this place is great, everything is new and clean. Most of all the house is on a peninsula that looks at the ocean from all sides and is just a few miles south of most of that main attractions in Islamorada giving the home a calm but close feel. Also working…

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$714

3 BR / 4 BA / Sleeps 6

1 Reviews

$714

Inquire

The Palms

Islamorada house
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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$133

3 BR / 2 BA / Sleeps 6

1 Reviews

$133

Inquire

MATECUMBE JEWEL

Islamorada house
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

Minimum Rental: 1 Month You will love jewel of a home! Located in Lower Matecumbe, this charming canal front home offers a swimming pool, dockage, direct access to the ocean, covered fish cleaning station, a screened lanai, inviting décor and comfortable accommodations. It is located on a dead-end street in a …
  • Internet Access
  • Patio
  • Parking
  • Grill
  • Refrigerator
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Our Lobster Trip to the Keys

Left on Aug 24, 2013 for a stay in August 2013

My family and I stayed at the Matecumbe Jewel in the month of august for Lobster season. The home shows even better than the photos, was clean, well furnished and kept. We could not have asked for better accomodations while on our first Lobstering vacation! The service by Keys Holiday Rental was a+++! We will certainly be back! Thanks again to everyone at Keys Rental and the owners of the …

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$300

3 BR / 2 BA / Sleeps 6

2 Reviews

$300

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107 San Remo

Islamorada house
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

Affordable Venetian Shores canal home at the Mile Marker 86, Bay-side. Nice decor, recently updated with a private downstairs apartment. Two bedroom/one bath upstairs and a one bedroom/one bath apartment downstairs (with a complete kitchen and living room). Easy ocean or bay access via Snake Creek. CLICK HERE to view …
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Experience of a lifetime!

Left on Feb 09, 2014 for a stay in November 2013

Love the location, house was extremely well equipped, comfortable, Very accommodating to a wide range of taste and activities!

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$214

3 BR / 2 BA / Sleeps 6

16 Reviews

$214

Inquire

Windy Cove Townhomes

Islamorada condo
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent16 Reviews

Details

Reviews

(16)

Please send us an inquiry or call us for availability. We have a couple of units. Located on Windley Key this gated 5 unit complex has the best of the Keys with a private pool, sandy beachy area, and fishing pier with flats boat dockage (drawing 24" or less) located directly on the ocean. Amazing views!. We have …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • A/C or climate control
  • Central heating
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(16)

Absolutely awesome

Left on Jun 21, 2010 for a stay in June 2010

Windy Cove was a wonderful place.
The view was amazing. The location was perfect. We will be staying here again!

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$500

3 BR / 3 BA / Sleeps 8

23 Reviews

Details

Reviews

(23)

Private heated pool vacation home located on deep canal with immediate access to ocean and bay. Mile Marker 86 in prestigious Venetian Shores. Pet friendly Vacation Rental License. No VR-001 106 San Remo Drive, Islamorada, Florida, 33036 Please email VenetianTropics@aol.com for the application. Weekly vacation rental…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(23)

Favorite trip ever

Left on Mar 01, 2011 for a stay in April 2007

This was the best vacation we ever had, and it had much to do with this rental ! We drove from Maryland and pulled our boat. It was great being able to put it in the water and have it right behind where we stayed. The home was beautiful, clean and well equipped for vacationing !!! The kids loved the pool !!! We will Definetly be back !!!

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$285

3 BR / 3 BA / Sleeps 6

4 Reviews

$285

Inquire

130 Bayview Isle Dr

Islamorada house
3 BR / 3 BA / Sleeps 6 | Quick view
Excellent4 Reviews

Details

Reviews

(4)

Great neighborhood located on Snake Creek. 2 bedroom/2 bath upstairs with a bunkroom and bath downstairs. An outdoor hot tub and sundeck complement the excellent deep water dockage and easy bay or ocean access. There is room for about a 36 foot boat or less. Mile Marker 86, Bayside. VACATION RENTAL LICENSE: VR-069 …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(4)

I loved this place!

Left on Nov 02, 2010 for a stay in October 2010

Both the home and the location in Islamorada were perfect! I spent a week at 130 Bayview Isle and it was exactly what I hoped it to be. It was incredibly quiet and felt like home. If the home is for rent next year, I will absolutely rent it again. Awesome place!

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$328

3 BR / 3 BA / Sleeps 6

6 Reviews

$328

Inquire

138 Bayview Isle

Islamorada house
3 BR / 3 BA / Sleeps 6 | Quick view
Very Good6 Reviews

Details

Reviews

(6)

Modern canal home with views of Snake Creek. The property is completely fenced in. Third level master suite with private master balcony. Well furnished with all the extras. Easy ocean or bay access and dockage up to 50 feet. Open floor plan with regulation pool table and screened in porch. This home's entertainment …
  • 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

(6)

Perfect location

Left on May 27, 2011 for a stay in May 2011

Other then having to Clean-up the bug's it was great.

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$140

3 BR / 2 BA / Sleeps 6

1 / 26

$140

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OCEAN BREEZE

Islamorada house
3 BR / 2 BA / Sleeps 6 | Quick view

Details

MINIMUM STAY 29 DAYS. BEAUTIFUL CANAL FRONT STILT HOME WITH HEATED POOL - For the guest who expects perfection this is it. This home was completely remodeled in 2013. There is 936 square feet of living area on the main level with 2 bedrooms, a full bath and an open living area. On the ground level there is a …
  • Shared outdoor pool (unheated)
  • Balcony or terrace
  • Parking
  • Grill
  • Refrigerator
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$235

3 BR / 2 BA / Sleeps 6

2 Reviews

$235

Inquire

155 Azalea Street

Islamorada house
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

Plantation Key canal home. Nice new home with screened porch and pool table! Delightfully furnished for a comfortable stay. Excellent outdoor entertaining space, great for soaking in the hot tub, gazing at fish in the canal, having cocktails under the Chickee, or for the kids to run around and play. Great dockage with…
  • Waterfront
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Porch
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Loved the place and location!!

Left on Aug 11, 2013 for a stay in July 2013

We completely enjoyed our stay. Plenty of room for 6 ppl to sleep. Nice sized kitchen and dining area. We stayed with two young children and they loved it. Great location for both gulf access and on land access to grocery, dining and all. We can't wait to go back.

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$328

3 BR / 3 BA / Sleeps 6

7 Reviews

$328

Inquire

137 Leserra Lane

Islamorada house
3 BR / 3 BA / Sleeps 6 | Quick view
Excellent7 Reviews

Details

Reviews

(7)

Beautiful designer appointed Oceanside canal home located at the Mile Marker 76.5 in Lower Matecumbe (South part of Islamorada). This home is the second one in on a point and has a great ocean view. Fully loaded kitchen with dishwasher, microwave, coffee maker, toaster, and blender. There are two flat panel TV's in …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • A/C or climate control
  • Grill
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(7)

We had a very relaxing and fun-filled vacation

Left on Jul 15, 2010 for a stay in June 2010

The house is in a great location in Lower Matecumbe. Robbie's restaurant is only one mile away which we went to three times (twice by car, once by boat). We also went to anne's Beach twice with our dogs. The house is great for pets, the yard is fenced in and there is plenty of room for the dogs to run around.

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$150

3 BR / 3 BA / Sleeps 6

4 Reviews

$150

Inquire

200 Plantation Shores Drive

Islamorada house
3 BR / 3 BA / Sleeps 6 | Quick view
Excellent4 Reviews

Details

Reviews

(4)

A very charming and immaculate 3 bedroom home in Plantation Key. This home has excellent protected deep water dockage. Ocean views from balcony. Easy bay access via Tavernier Creek. Close to resturants and store. CLICK HERE to view photos on a mobile device. Additional amenities include: dock/boat-slip, coffee maker…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Grill
  • Dishwasher
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(4)

Islamorada Getaway

Left on Sep 06, 2012 for a stay in July 2012

The service from Freewheeler Vacations, Inc was above & beyond! Our family rented the Islamorada home for the month of July 2012. The ocean breezes were fantastic! There were only two things I wish would have been better. One, the quality of the cookware and second, the aC cooling of the downstairs bedroom. If these items were to be updated/corrected then this truly would be a perfect vacation …

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$200

3 BR / 2 BA / Sleeps 8

1 Reviews

$200

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Beautiful Captain's Cove

Islamorada villa
3 BR / 2 BA / Sleeps 8 | Quick view
Excellent1 Reviews

Details

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

Details

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!

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$123

3 BR / 2 BA / Sleeps 6

1 / 21

$123

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THE PALMS 316

Islamorada condo
3 BR / 2 BA / Sleeps 6 | Quick view

Details

MINIMUM STAY: 29 DAYS Enjoy unobstructed and panoramic views of the Atlantic Ocean from your own private balcony! This 3 bedroom/2 bath condo unit features direct ocean views from the living room, balcony and two of the three bedrooms. Tropical furnishings create a warm and inviting atmosphere. You'll really…
  • 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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$217

3 BR / 2 BA / Sleeps 6

1 Reviews

$217

Inquire

MY PARADISE

Islamorada house
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

Minimum Rental: 1 Month Oceanfront - Beach - Protected Dock and located in the Fishing Capital of the World - Islamorada. Realize your dreams - a beach home located on a swimmable beach and a place to dock your boat. This home is indeed a rare find in The Florida Keys. From the moment you arrive, you'll know …
  • Ocean or water views
  • Internet Access
  • Balcony or terrace
  • Parking
  • Grill
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

My Paradise from architect's perspective

Left on Jan 23, 2013 for a stay in April 2012

My wife and I spend a month at My Paradise and, as an architect, there are certain aspects that bear mention. First, if the weather is mild, you can open the wall of folding glass doors and unite the main interior room (dining, den and kitchen) with the oversize teak deck. The deck itself is a marvel. A covered sitting area gets you out of the sun, with six teak sun loungers for warming up and …

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$110

3 BR / 2 BA / Sleeps 8

1 / 29

$110

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DEC & APRIL DEAL MONTH MINIMUM ENJOY! (phone: hidden)

Islamorada condo
3 BR / 2 BA / Sleeps 8 | Quick view

Details

ENJOYABLE, CENTRAL LOCATION, PLANTATION KEY, 3 bedroom + loft, 2 bath; 1400 sf 2 story, all bedrooms and 1 full bath are upstairs & downstairs is the living area and 1 additional full bath. The unit is clean, comfortable, quiet and restful. The community is gated with security, no pets are allowed; great pool , tennis…
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly - ask

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$275

3 BR / 2 BA / Sleeps 6

3 Reviews

$275

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Islamorada “The Getaway” Relax in Florida Keys!

Islamorada house
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

Details

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…

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$495

3 BR / 3 BA / Sleeps 7

1 / 12

$495

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Sunny Haven Islamorada

Islamorada house
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 …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children

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$465

3 BR / 3 BA / Sleeps 6

6 Reviews

$465

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OCEANFRONT pool30'DockGatedPrivate7niteMin6ppl max

Islamorada house
3 BR / 3 BA / Sleeps 6 | Quick view
Excellent6 Reviews

Details

Reviews

(6)

FOR ADDITIONAL REVIEWS GO TO "HOMEAWAY.COM" LISTING #341722 TO AVOID SCAM WE URGE YOU TO PLEASE CONTACT OWNER BY PHONE BEFORE FINALIZING ANY ARRANGEMENTS IF YOU GET A RESPONSE FROM BESTHOLIDAYRENTALS.COM **** IGNORE IT **** SCAM MINIMUM STAY 7 NIGHTS, MAXIMUM OCCUPANCY 6 PPL, RENTAL PATTERN SATURDAY TO SATURDAY…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children

Details

Reviews

(6)

Paradise found

Left on Nov 13, 2012 for a stay in July 2012

Paradisepointe was really everything we hoped for! The views were incredible and we really enjoyed the pool. The grounds and the house were clean and we had everything that we needed to enjoy ourselves. The charcoal and gas grills came in handy since we grilled out during our stay.We really enjoyed the dock for our boat and the easy access to the ocean. We did a lot of boat riding and fishing and…

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$170

3 BR / 2 BA / Sleeps 4

1 Reviews

$170

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Sol Y Mar - 50 Ft. On The Water

Islamorada house
3 BR / 2 BA / Sleeps 4 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

Welcome to Sol Y Mar SOL Y MAR is 2,500Sq.Ft. of Living Space,Three (3) Bedrooms, Two (2) Bathrooms on Three (3) Levels. Property is located in Tavernier, in Islamorada, Florida (MM90). The Center of the Keys, 1.5 Hours to Miami, 1.5 Hours to Key West; Shopping, Restaurants, Theaters, Sunset Cruises, Diving, and …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(1)

Near perfection

Left on Apr 25, 2015 for a stay in April 2015

Our family of 5 adults spent a week at Sol Y Mar in Tavernier Florida. We were fortunate to have Nestor Loredo as our agent. The house was all as promised. Nestor met us the and went through everything about the house and provided us with a great deal of information on local attractions. If you are even just thinking of going to the Keys do yourself a GREAT favor and contact Nestor.Our family …

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$114

3 BR / 2 BA / Sleeps 6

9 Reviews

$114

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Bay Front Condo, Marina & Dockage in Islamorada,FL

Islamorada condo
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent9 Reviews

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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!

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$1,500

3 BR / 3 BA / Sleeps 10

1 Reviews

$1,500

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Ocean-Front Caribbean Home.

Islamorada house
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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    $428

    3 BR / 3 BA / Sleeps 6

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    Elegant Bay Harbour Condo with 50 Foot Boat Slip

    Islamorada condo
    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

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    $975

    3 BR / 3 BA / Sleeps 10

    1 / 20

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    2 Acre Ocean Front Estate

    Islamorada villa
    3 BR / 3 BA / Sleeps 10 | Quick view

    Details

    Two Acre Ocean Front Estate in the heart of Islamorada. Over 200 feet of ocean front with an ocean front pool with two sides in the Atlantic. A large flat beach area with a large patio at the ocean's edge. The estate has two villas, both have a full kitchen, living room, pull out sofas and incredible Ocean views…
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Fireplace
    • Housekeeping Optional
    • Pet friendly
    • Smoking allowed
    • Suitable for children
    • Suitable for the elderly

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    $242

    3 BR / 2 BA / Sleeps 6

    3 Reviews

    $242

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    Islamorada PARADISE FOUND 3 bedroom/2 bath

    Islamorada house
    3 BR / 2 BA / Sleeps 6 | Quick view
    Excellent3 Reviews

    Details

    Reviews

    (3)

    BEAUTIFUL NEWLY REMODELED 3 BEDROOM, 2 FULL BATHROOM VACATION RENTAL IS LOCATED IN THE EXECUTIVE BAY CLUB. BREATHTAKING BAY VIEW FROM YOUR OWN BACK YARD! UNIT HAS BRAND NEW CUTOME KITCHEN CABINETS WITH GRANITE COUNTER TOPS. ALL STAINLESS STEEL APPLIANCES, DOUBLE DOOR REFRIGERATOR, DISHWASHER, GLASS STOVE COUNTER …
    • Ocean or water views
    • Wireless Internet
    • Washing Machine
    • Clothes Dryer
    • Outdoor Dining Area
    • Suitable for children

    Details

    Reviews

    (3)

    Beautiful, relaxing and comfortable!

    Left on Feb 23, 2015 for a stay in December 2014

    When we first contacted the owner regarding the rental, she responded immediately and was very nice and helpful. The unit was impeccable when we arrived and the location in the complex was excellent! We were right in front of the pool, and the beach area was very close. One of my favorite things to do during our stay was to sit out in the terrace of the unit and relax while looking at the ocean. …


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