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Holiday Rentals with Pools in Matecumbe Key and nearby

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    $646
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    1 / 43
    4.5 of 5 stars (9) Very good
    Matecumbe Key
    House Rental - 
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    Overview Reviews (9) Make Enquiry

    The following rentals are within 10 kilometres of Matecumbe Key, Florida Keys, Florida.

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    $355
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    1 / 29
    5 of 5 stars (3) Excellent
    Islamorada
    House Rental - 
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (3) Make Enquiry
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    $1,937
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    1 / 22
    4 of 5 stars (1) Very good
    Islamorada
    Apartment - 
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
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    $323
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    1 / 25
    5 of 5 stars (1) Excellent
    Islamorada
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Welcome to beautiful Islamorada located in the Florida Keys. Islamorada is known as the 'Sport Fishing Capital of the World'. Our ocean contains the world's most sought-after gamefish including tuna, dolphin, Marlin, permit, tarpon and bonefish. In addition to fishing, Islamorada is a favorite of... View all property information
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    5 of 5 stars Reviewed 17 November 2014
    my husband and 2 friends stayed in this unit for 4 days and 3 nights. they found the condo to be clean, plenty of space and conveniently located. they would definitely stay...
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    $387
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    1 / 35
    5 of 5 stars (1) Excellent
    Islamorada
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dryer
    • Grill
    • Gym
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    This remodeled 2 bedroom 2 bath condo is directly on the Atlantic Ocean with ground access via a spiral staircase. Stunning views from the Master bedroom and balcony. Wake up to the sunrise and enjoy your leisurely day on the boat, at the nearby sand bar, or lounge in the zero entry pool. There... View all property information
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    5 of 5 stars Reviewed 7 January 2012
    My husband and I stayed here for almost 2 weeks for our honeymoon/vacation over the Christmas holiday. We were nervous about renting something over the internet that we had never...
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    $6,004
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    1 / 9
    Islamorada
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Gym
    • Private Fishing...
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Provisionally not available February through April, 2016. I will notify all who inquire if it becomes available. Available: September/October: $4600 November/December/January: $4900 single month, two or more months $4800 KINDLY NOTE: MONTHLY RENTAL. To maintain the beauty of Beacon Reef,... View all property information
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    $2,195
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    1 / 19
    5 of 5 stars (2) Excellent
    Islamorada
    Townhouse - 
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Ocean Views
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    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,... View all property information
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    5 of 5 stars Reviewed 24 February 2015
    The place was beautifully decorated and in excellent condition. From the patio you had an excellent ocean view that was a short walk to a small beach. My teens has a blast and...
    5 of 5 stars Reviewed 24 February 2015
    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...
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    $387
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    1 / 18
    5 of 5 stars (2) Excellent
    Islamorada
    Villa - 
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    We also have monthly and 3 day weekend rates! Vacation in Paradise!!... you will love this fun filled, relaxing townhouse in the beautiful Florida Keys. The Executive Bay Club is located in Islamorada, the Sport Fishing Capital of the World. It is a private, gated community and the grounds have 2... View all property information
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    5 of 5 stars Reviewed 7 March 2015
    The Daniels unit in Executive Bay Club is great. Very clean and modern up to date. People were very friendly and helpful nice events in clubhouse. Large rooms upstairs and...
    5 of 5 stars Reviewed 16 January 2015
    The Daniels' property was an outstanding vacation rental. It is centrally located in the middle of Islamorada. This is a two story end unit condo that is in perfect, (yes...
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    $553
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    1 / 21
    Islamorada
    Apartment - 
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Private Fishing...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    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... View all property information
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    $23,240
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    1 / 11
    5 of 5 stars (1) Excellent
    Islamorada
    House Rental - 
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    ****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... View all property information
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    5 of 5 stars Reviewed 17 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...
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    $461
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    1 / 24
    5 of 5 stars (1) Excellent
    Islamorada
    House Rental - 
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This spacious pool home comes with all the amenities to turn your dream vacation into a reality, including a 100-foot long dock and a custom pool overlooking the deepwater canal with an integrated spa. The pool has a waterfall on one end and a trickling stream on the other it is completely... View all property information
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    5 of 5 stars Reviewed 25 March 2015
    Lovely Home, very spacious, clean, everything you need..... the Owners had. We even saw a Mother Manatee with their baby swimming upto our boat slip in the back. This was our...
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    $3,163
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    1 / 19
    5 of 5 stars (3) Excellent
    Islamorada
    Apartment - 
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dryer
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    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... View all property information
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    5 of 5 stars Reviewed 26 March 2015
    Great property! Very beautifully decorated. I loved the view, really enjoyed my stay! I look forward to staying there again soon!
    5 of 5 stars Reviewed 20 January 2015
    This condo is beautifully decorated and chock full of everything you need to make your stay just perfect. The condo and the complex are extremely well maintained and have the...
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    $1,937
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    1 / 22
    4.5 of 5 stars (2) Very good
    Tavernier
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    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... View all property information
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    5 of 5 stars Reviewed 13 May 2014
    The condo was everything advertised and more, well appointed, very clean, easy access to resturaunts nearby. The renovated outdoor pool and club house area was outstanding, shade...
    4 of 5 stars Reviewed 27 March 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...
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    $1,420
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    1 / 16
    5 of 5 stars (1) Excellent
    Islamorada
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    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... View all property information
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    5 of 5 stars Reviewed 7 January 2014
    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...
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    $194
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    1 / 25
    Tavernier
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Grill
    • Shared Outdoor Pool...
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    This condo is located in your own tropical paradise overlooking the fabulous Florida Bay in idyllic Islamorada in Futura Yacht Club. FYC is a 70 unit, gated community with a 53 slip marina and accommodations available for that tranquil tropical getaway you've always imagined. This condo offer:... View all property information
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    1 / 14
    4 of 5 stars (16) Very good
    Tavernier
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
    Overview Reviews (16) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    2 bedroom 2 bath ocean view condo in Islamorada Florida Keys has 2 sets of sliding glass doors both leading to balconies with ocean view property has everything you need on site or close for the vacation of your dreams pool, jacuzzi, tennis courts, volleyball courts, basketball net, playground,... View all property information
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    5 of 5 stars Reviewed 10 March 2015
    The condo was clean and convenient, very comfortable and had terrific views of the mangroves below and peaks of the ocean from both the bedroom and the living area.
    2 of 5 stars Reviewed 22 February 2015
    If you are a fisherman with a boat, this property is perfect. It has a boat ramp and has easy access to the Atlantic side of the Keys. It is close to Key Largo and Tavernier for...
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    $138
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    1 / 15
    4.5 of 5 stars (11) Very good
    Islamorada
    Apartment - 
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (11) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Escape from the world in this beautiful island paradise.Plenty of room to spread out in a two bedroom condo. Relax by the heated pool overlooking the turqoise bay; fish from the dock, snorkel in the protected cove. Kids can play in the game room or playground. Enjoy the clear, turquoise waters,... View all property information
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    5 of 5 stars Reviewed 10 July 2014
    Stayed here the last week in June with my wife, two kids and granddaughter. Room was clean and well laid out but a little bit cramped for the number of people. Closet space was...
    5 of 5 stars Reviewed 27 May 2014
    The condo was nicer and larger than we expected. It had everything we needed plus a few surprises: beach chairs and a float, very comfortable beds, and quiet neighbors. Also...
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    $387
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    1 / 29
    5 of 5 stars (22) Excellent
    Islamorada
    House Rental - 
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Reviews (22) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    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... View all property information
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    5 of 5 stars Reviewed 21 August 2014
    We fell in love with the villa the minute we walked in through the door. Everything was immaculate and extremely welcoming. The owner had thought about everything and the box of...
    5 of 5 stars Reviewed 30 June 2014
    This was the perfect place for a relaxing vacation with my extended family. The location was great, and close to all Islamorada has to offer. The pool was so nice, overlooking the...
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    $205
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    1 / 15
    4 of 5 stars (6) Very good
    Tavernier
    Apartment - 
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Mile Marker 92.5.....Ocean Pointe Suites at Key Largo is an all-suite resort located directly on the Atlantic Ocean. Just two(2) hours to Key West(90 miles) and 71 miles from Miami, our 60 acres are part of a protected mangrove forest entered through a private gatehouse and road. Ocean Pointe... View all property information
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    5 of 5 stars Reviewed 27 January 2015
    super great deal , very clean appt , nice staff , nice small resturant / bar , beautefull beach og pool
    3 of 5 stars Reviewed 25 July 2014
    This property is ffalsely advertised as a hotel resort with suites. It is an apart rental complex. So if you would like to spend your vacation staying in someone else's apartment...
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    1 / 21
    Islamorada
    House Rental - 
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
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    $4,203
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    1 / 49
    5 of 5 stars (6) Excellent
    Islamorada
    House Rental - 
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    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... View all property information
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    5 of 5 stars Reviewed 14 May 2014
    We had such a wonderful time at Paradise Point!! The views were beautiful!!! The kids loved the pool and all the sealife we saw. Many fish and stingrays, just to name a few...
    5 of 5 stars Reviewed 14 February 2014
    My week started when my wife and I along with our two friends met Juan Sanchez at this home he calls Paradise (which it really is). The man from my first e mail to him to locking...
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    $1,711
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    1 / 27
    5 of 5 stars (1) Excellent
    Islamorada
    Apartment - 
    2 Bedrooms / 3 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Shared Outdoor Pool...
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Enjoy the spectacular view of the Florida Bay from this beautiful townhome. There are tons of things to keep you and your family busy without having to leave the Futura Condo complex. There are tennis courts and a swimming pool located on the property. Make your self at home in our home away from... View all property information
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    $1,097
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    1 / 27
    5 of 5 stars (16) Excellent
    Islamorada
    Apartment - 
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (16) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    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... View all property information
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    5 of 5 stars Reviewed 9 December 2014
    this condo is really great for two People. The Retreat is quite (allthough directly located at the overseas Highway), the condo is towards Bay and the small marina. The condos...
    5 of 5 stars Reviewed 12 August 2014
    My wife and I stayed a week at the Florida Bayside retreat and absolutely loved it. The condo was extremely clean and had a great view of the water. My wife and I also were...
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    $646
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    1 / 38
    5 of 5 stars (22) Excellent
    Islamorada
    House Rental - 
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (22) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    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.... View all property information
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    5 of 5 stars Reviewed 19 May 2013
    This home was the perfect location for our spring break vacation. It was so central to many activities on the keys and so many wonderful restaurants. The home is very nice, a...
    5 of 5 stars Reviewed 21 January 2013
    I recently returned from Islamorada where the weather was low 80s and sunny every day. JoAn and Barbara were exceedingly helpful. The house was perfect for the needs of six of...
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    $6,456
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    1 / 10
    Islamorada
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Gym
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    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... View all property information
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    4 of 5 stars (8) Very good
    Tavernier
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    From sunrise to sunset you can just relax in your oceanfront condo or enjoy the many activities Ocean Pointe has to offer. Surround yourself with our tranquil environment of sixty acres of tropical elegance in the Fabulous Florida Keys! Your vacation begins the moment you drive through our... View all property information
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    4.5 of 5 stars (3) Very good
    Islamorada
    Apartment - 
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Internet Access
    • Private Outdoor...
    • Waterfront
    • Water Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Relax in this great townhouse style condo, which overlooks the sparkling Atlantic Ocean. This condo features 3 bedrooms and 2 bathrooms, a balcony off the living room, a private balcony off the master bedroom, and the quaintness of only 4 other units in the complex. Enjoy a drink by the pool, soak... View all property information
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    4 of 5 stars Reviewed 4 August 2014
    Nice townhome for reasonable price, reasonably updated, lots of narrow stairs - 3 level townhome. Quiet area, easy access to Islamorada, Tavernier, and Key Largo. Freewheeler...
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    5 of 5 stars (1) Excellent
    Islamorada
    Apartment - 
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Internet Access
    • Shared Outdoor Pool...
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    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... View all property information
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    1 / 21
    4.5 of 5 stars (3) Very good
    Islamorada
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Sauna
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This newly remodeled & renovated (in 2012), two bedroom, Sea Gulls Condo unit, located on the oceanside of Plantation Key at Mile Marker 90, has an awesome view! Unit is comfortably and stylishly furnished, has TVs in the living room, two queen beds and a sleeper sofa. The Sea Gulls community... View all property information
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    Tavernier
    House Rental - 
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    this home has direct ocean assess with no fixed bridges . The home comes fully equipped with everything needed for a relaxing stay. TV, satellite ,ac, full kitchen , heated pool and located in a residential quiet neighborhood. Rents on a monthly basis View all property information
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    5 of 5 stars (13) Excellent
    Islamorada
    House Rental - 
    10 Bedrooms / 8 Bathrooms / Sleeps 28
    Overview Reviews (13) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Got a large group that wants to 'get away from it all'? Or do you need lots of space for a family reunion or wedding? This is the perfect solution! Terrific location, beautiful view, two private pools for you to enjoy... And since it's 4 separate homes, you aren't right on top of each other. Wide... View all property information
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    5 of 5 stars Reviewed 8 March 2015
    Great location. Very clean and relaxing. If you are looking for a waterfront view, this place does not have it but it is only a very short walk down to the dock to have a...
    5 of 5 stars Reviewed 18 October 2014
    We stayed at the Alligator Reef Luxury estates as a group of 18 people. This was a business gathering to bring our team together from all over the world, and this estate couldn’t...
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    $3,873
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    5 of 5 stars (2) Excellent
    Islamorada
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Shared Outdoor Pool...
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This 2 bedroom, 2 bathroom condo located directly on the Florida Bay is the perfect sunny getaway! Situation with perfect views of the community pool, community marina, and open bay, you'll enjoy coffee in the morning while watching the boaters head out for their perfect catch and enjoy a sunset... View all property information
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    $10,329
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    1 / 17
    5 of 5 stars (1) Excellent
    Tavernier
    House Rental - 
    6 Bedrooms / 5 Bathrooms / Sleeps 11
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Ping Pong Table
    • Pool Table
    • Private Fishing...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Extraordinary Oceanfront Estate with Forever Ocean Views. A private resort-like property in an amazing convenient location. 4 bedroom, 4 bath Main House with 2 bedroom, 1 bath Guest Cottage on over an acre of landscaped privacy. All recently Designer Furnished and ready to begin your Luxury Keys... View all property information
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    5 of 5 stars Reviewed 20 August 2014
    The location of this beach house was ideal for our family summer vacation. We were able to dock our boat, paddle board, snorkel or just relax in the pool at any given time. The...
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    5 of 5 stars (1) Excellent
    Islamorada
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Beautiful two bedroom townhouse on the Bay side with private beach access in sunny Islamorada (near Key Largo). Welcome to our little slice of paradise! Come and relax at our beautiful, newly renovated townhome in the Florida Keys. The Executive Bay Club is located in Islamorada, the Sport Fishing... View all property information
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    5 of 5 stars Reviewed 29 March 2015
    I really enjoyed my stay! The place was great. I loved the layout. Very roomy. Enough space for everyone. The pool was great and even played a little tennis.
    5 of 5 stars Reviewed 3 January 2015
    I have two small children and the condo was perfect and comfortable for the entire family. It was nicely remodeled. The pool and dock area were very nice. Security was visible and...
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    $8,392
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    Tavernier
    House Rental - 
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Private Fishing...
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    You will feel right at home during your stay at our tropical waterfront property. The lush colorful landscaping is breathtaking and you will delight in the mesmerizing scenery whether inside or out. Take a refreshing swim at Harry Harris Park Beach (pictured) or visit the Jacobs Swim Club... View all property information
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    $1,937
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    4.5 of 5 stars (15) Very good
    Islamorada
    Apartment - 
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (15) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Shared Outdoor Pool...
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Relax in this great townhouse style condo, which overlooks the sparkling Atlantic Ocean. This condo features 3 bedrooms and 2 bathrooms, a balcony off the living room, a private balcony off the master bedroom, and the quaintness of only 4 other units in the complex. Enjoy a drink by the pool, soak... View all property information
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    4 of 5 stars Reviewed 4 August 2014
    Nice townhome with water view, easy drive to activities in Islamorada, Tavernier, and Key Largo. Townhome is 3 levels, lots of stairs, narrow staircases. Clean, updated, kitchen...
    3 of 5 stars Reviewed 1 August 2014
    Beautiful view but the highway is nearby and you hear a lot of traffic. The whole facility is quite nice but the condo itself is not in the best shape. Especially the kitchen is...
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    $4,519
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    5 of 5 stars (4) Excellent
    Islamorada
    House Rental - 
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Great pool home in desirable Venetian Shores. This 4 bedroom/3 bath home is roomy and has great porches overlooking the wide, clean canal. Lovely master suite on the top floor with it's own balcony. Comfortably furnished pool home with 90 feet of excellent deep water dockage on a wide canal leading... View all property information
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    $1,033
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    1 / 45
    5 of 5 stars (2) Excellent
    Islamorada
    House Rental - 
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    * 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)... View all property information
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    $5,784
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    5 of 5 stars (4) Excellent
    Islamorada
    House Rental - 
    5 Bedrooms / 4 Bathrooms / Sleeps 9
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    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... View all property information
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    $3,583
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    Islamorada
    House Rental - 
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    This property is a single family home with a boat dock included in the price. Not a condo. Note: we only offer 7 day minimum stays with 4PM Saturday check ins and 10 AM checkouts. Maximum number of guests is 5. No pets, No smoking and maximum guests is strictly enforced. Rates start at $2,775... View all property information
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    $895
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    1 / 29
    5 of 5 stars (7) Excellent
    Islamorada
    House Rental - 
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    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.... View all property information
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    5 of 5 stars Reviewed 27 October 2014
    We never did a vacation rental before and it was Great. Place had everything we needed and had enough space for our large group! It was also clean. Pool was big and nice! we...
    5 of 5 stars Reviewed 19 July 2014
    Would suggest having map of condo development for first time visitors. If items were missing or needing repair, received excellent response time. Patio chairs need replacing...
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    $5,810
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    4 of 5 stars (1) Very good
    Islamorada
    House Rental - 
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    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... View all property information
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    $239
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    4 of 5 stars (4) Very good
    Islamorada
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    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... View all property information
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    5 of 5 stars Reviewed 19 November 2014
    Just wanted to thank Bill for a wonderful four days at his place. Condo has tremendous views -- you are on the top floor -- amenities are great as well as the sleeping...
    4 of 5 stars Reviewed 8 July 2014
    The pool is sparkling clean. You can enjoy the ocean-view from the pool area. The balcony is a wonderful place to hang out and relax. Close to everything.
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    $1,064
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    3.5 of 5 stars (4) Average
    Tavernier
    House Rental - 
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Internet Access
    • Shared Outdoor Pool...
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Sweet little home away from home. This 2 bedroom 2 bath condo hosts extensive views of the Atlantic Ocean. If you are looking to get out on the water the condo offers dockage.. or if you are looking for a quiet relaxing week, spend some time at the pool or soak your worries away in the jacuzzi tub.... View all property information
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    4 of 5 stars Reviewed 9 January 2015
    OceanPointe is in between Key Largo and Islamarada. You need to drive to restaurants and activities, but a short drive. This unit #3310 covers the basics at an affordable price...
    3 of 5 stars Reviewed 6 August 2014
    The location is excellent & beautiful, the condo was not clean, the bed sheets were not clean, there was no paper towels or trash bags, the blinds were broken, the lock @ the door...
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    $360
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    Islamorada
    Villa - 
    2 Bedrooms / 3 Bathrooms / Sleeps 6
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    This beautiful villa has all new furnishings and is located in the exclusive oceanfront gated community of Angler's Reef in Islamorada at Mile Marker 84. Angler's reef is a luxury retreat resort framed by mangroves and the clear waters of the Atlantic ocean with 52 colonial detached villas set... View all property information
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    $187
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    3.5 of 5 stars (12) Average
    Tavernier
    Apartment - 
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (12) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Beautiful, newly remodeled 2 bedroom, 2 bathroom condo in sunny Tavernier Key (North Florida Keys), with a king bed in the master bedroom and 2 twin beds in the second bedroom, featuring flat screen TVs, a private balcony with chairs, cable TV, and complementary amenities. Ocean Pointe Suites at... View all property information
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    3 of 5 stars Reviewed 22 February 2015
    Stayed here twice during feb. /15 , once for one night and another for 2 nights. Our first night was in a beautiful condo that must have been recently updated it was superb but...
    5 of 5 stars Reviewed 24 June 2014
    Great location. Lots of great restaurants close by. Enjoyed scuba diving with rainbow dive shop. Beautiful beach associated with the condo rental. Nice pool. Condo restaurant left...
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    $1,711
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    2 of 5 stars (2) Poor
    Islamorada
    Apartment - 
    2 Bedrooms / 3 Bathrooms / Sleeps 4
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Grill
    • Shared Outdoor Pool...
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This unit's kitchen, bathrooms, windows, and doors received a facelift in January 2014! Enjoy the spectacular view of the Florida Bay from either one of the TWO balconies in this 2 story townhome, located off the master bedroom or the living room. Amenities include Wi-Fi, flat panel TV's in the... View all property information
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    $603
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    Islamorada
    House Rental - 
    6 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Fireplace
    • Internet Access
    • Private Outdoor...
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This is a 6 bedroom pool home with direct dockage just off Snake Creek. Home has 2 kings, 3 queens, and 2 twins. Located at mile marker 86 on the bay side Beds: 2 King Beds, 2 Queen Beds, 1 Double Bed, 2 Twin Beds View all property information
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    $181
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    Islamorada
    Apartment - 
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Gym
    • Ocean Views
    • Sauna
    • Shared Outdoor Pool...
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Come enjoy our home away from home. Perfect for a couples retreat. Enjoy your own fully equipped condo. Sip coffee on the balcony and watch the beautiful sunrise. Read one of our Jimmy Buffett books and dream of running away for a life on sea. Once this salt air gets in you you will never want... View all property information
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    $2,195
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    Islamorada
    House Rental - 
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    2 bedrooms, 2 full bathrooms, 1 half bathroom, sleeps 6 This magnificent oceanfront home is at Mile Marker 85 in exclusive Angler's Reef - 52 homes . Quaint streets & walking paths wind through this village-styled retreat. Enjoy a drink in the lushly landscaped pool area overlooking the ocean or on... View all property information
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