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Holiday Rentals with Pools in Matecumbe Key, FL and nearby

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    1 / 46
    4.5 of 5 stars (10) Very good
    Matecumbe Key
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    The following rentals are within 15 kilometres of Matecumbe Key, Florida Keys, Florida.

    1 / 19
    5 of 5 stars (2) Excellent
    Islamorada
    3 Bedrooms, 6 Bathrooms, Sleeps 8 | Quick View
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    1 / 41
    5 of 5 stars (2) Excellent
    Islamorada
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 19
    5 of 5 stars (3) Excellent
    Islamorada
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Waterfront
    • Patio
    • DVD Player
    • Wi-Fi
    • Ocean Views
    • Children's Pool
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Beautiful / tropical decorated one bedroom, one bath water front condo in Summer Sea Condominiums located at Mile Marker 88.5 Bayside Islamorada, FL. Bayside means amazing open water views & world famous Florida Keys sunsets from your own private balcony overlooking the Florida Bay. You can also... View all property information
    Location Information
    Islamorada, Florida Keys 33070
    5 of 5 stars Reviewed 6 May 2016
    This condo was to die for. The decor was fabulous and the location was perfect and close to many restaurants. The sunset from the balcony was breathtaking. The owner was a...
    5 of 5 stars Reviewed 7 April 2016
    Very nice, quiet, low key place to stay. Great location, in walking distance of many restaurants. Would love to stay again in the near future!
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    1 / 18
    5 of 5 stars (7) Excellent
    Islamorada
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
    • Satellite TV
    • Grill
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    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Our unit is a short walk to the beach and dock... 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 tennis courts, a swimming pool, a clubhouse, a private beach and a fishing/dock. The townhouse has 2... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    5 of 5 stars Reviewed 14 June 2016
    This was our first trip to Florida, it was agreed that we would leave Orlando and the parks for a few years as our children are still quite young (4 and 1). We did extensive...
    5 of 5 stars Reviewed 18 January 2016
    We had very nice time staying in Ana's townhouse in Islamorada. It is nicely decorated, well equipped, comfortable and spotlessly clean. There is more than enough room for a...
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    1 / 9
    5 of 5 stars (3) Excellent
    Islamorada
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • DVD Player
    • Housekeeping...
    • Grill
    • Patio
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    This wonderful room opens up into a garden with a water pond. It includes a/c, coffee maker, TV, free WiFi, heat, microwave, refrigerator, shared bath with one other couple. Pool on premises. Close proximity to the beach. Includes full breakfast.LOCATED IN A QUIET, SECLUDED, TROPICAL SETTING YET... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    5 of 5 stars Reviewed 26 May 2016
    I recommend this B&B to anyone who just wants a beautiful property to relax and enjoy the company of your significant other. The staff is very attentive and accommodating and the...
    5 of 5 stars Reviewed 9 September 2015
    Enjoyed my 2 night stay. Bombay room was quiet, uniquely furnished, clean, and well-air conditioned. Refreshing pool and nice seating areas with plantings, water features, and...
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    1 / 55
    5 of 5 stars (4) Excellent
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Washer
    • Grill
    • Waterfront
    • Satellite TV
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Its all about being newly renovated, on the top floor of the best building with the largest end unit with the most windows - twelve. You will have the most magnificent unobstructed ocean views from the living room, kitchen, master & guest bedrooms and balcony. This unit sleeps four adults, (the... View all property information
    Location Information
    Tavernier, Key Largo 33070
    5 of 5 stars Reviewed 3 weeks ago
    This condo was exactly as described only better! Everything you could think of was there, from the fully equipped kitchen to great beds, vacuum, washer and dryer, hair dryers in...
    5 of 5 stars Reviewed 3 June 2016
    We stayed in this beautiful condo over the Memorial Day weekend, and at peak occupancy for Ocean Point it was still quiet and felt secure. The unit is tastefully furnished and the...
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    1 / 17
    5 of 5 stars (14) Excellent
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Waterfront
    • Balcony
    • Wi-Fi
    • Satellite TV
    • Washer
    • Hot Tub
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Ocean Pointe Suites is located directly on the Atlantic Ocean. This unit is completely renovated and is located in building 4 which is the most desirable building. Featuring magnificent ocean views from the living room, master bedroom and porch. This unit offers 1 King bed in master bedroom, 1... View all property information
    Location Information
    Tavernier, Key Largo 33070
    5 of 5 stars Reviewed 17 August 2015
    The apt. Was beautiful in an awesome location. Close to shopping areas. Marina was great. Fishing was awesome. There were lots of people diving. Lots to do too little time...
    5 of 5 stars Reviewed 24 July 2015
    Super clean and lovely,everything in order and everything needed to enjoy our stay, Super comfortable beds,boards games and spectacular view from the apartment. The awesome time...
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    1 / 32
    5 of 5 stars (6) Excellent
    Islamorada
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Air Conditioning
    • Patio
    • Washer
    • Waterfront
    • DVD Player
    • Wi-Fi
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Thank you for considering Our home in the Florida Keys!... Our slice of Paradise! Stay at a Luxury Townhome The Community is located in the upper keys which is best known for it's crystal blue water where you can enjoy sport fishing, snorkeling, diving and boating. Spectacular views of the... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    4 of 5 stars Reviewed 15 June 2016
    Let me just say that Luis is an exceptional host! He is consistently quick to respond, even with our early arrival. His hospitality is top notch...welcome gift, information guide...
    5 of 5 stars Reviewed 4 September 2015
    We spent spring break at this property and it was wonderful! Not only were the owners responsive and helpful, providing local suggestions, etc. the condo was beautiful and had...
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    1 / 26
    5 of 5 stars (2) Excellent
    Tavernier
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Satellite TV
    • Waterfront
    • Grill
    • Air Conditioning
    • Private Outdoor...
    • Patio
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Tropical paradise in Historical Tavernier, Florida, perfect for your family vacation! Conveniently located Oceanside at Mile marker 92.5, one hour drive from Miami. Easy ocean access and Tavernier Creek cuts through to the bayside just minutes south of our channel. Open plan living area is bright... View all property information
    Location Information
    Tavernier, Key Largo 33070
    5 of 5 stars Reviewed 8 March 2016
    We really enjoyed our stay at this house in Tavernier. It is a beautiful property, well maintained, and very comfortable. The owners were very congenial and did everything...
    5 of 5 stars Reviewed 20 January 2016
    From the moment I contacted the owner all went great. At the moment we arrived everything went even better. The owners were so pleasant and generous. They met us at the house...
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    Islamorada
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • DVD Player
    • Patio
    • Waterfront
    • Grill
    • Satellite TV
    • Air Conditioning
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    Islamorada, Florida Keys 33036
    1 / 15
    4 of 5 stars (5) Very good
    Tavernier
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Sauna
    • Satellite TV
    • Waterfront
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Balcony
    • Ocean Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • 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
    Location Information
    Tavernier, Key Largo 33070
    5 of 5 stars Reviewed 8 February 2016
    Very relaxing, friendly environment, with an excellent view of the ocean, we had a great time during our stay. The owner "Tad" was very helpful, whenever we had questions about...
    4 of 5 stars Reviewed 1 February 2016
    The location is in a very good position and permit to visit all the most important site of Keys, Everglades and Miami in a daily tour. The set up of the apartment is complete and...
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    Islamorada
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
    • Grill
    • DVD Player
    • Satellite TV
    • Washer
    • Patio
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Fabulous vacation home in the exclusive gated oceanfront community of Anglers Reef at mile marker 85 in Islamorada of the Florida Keys. Luxurious beach decor, plush furnishings, spacious accommodations that comfortably sleep 6 adults and children of all ages will feel right at home with the many... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    Islamorada
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Children's Pool
    • Washer
    • Waterfront
    • Internet Access
    • DVD Player
    • Air Conditioning
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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
    Location Information
    Islamorada, Florida Keys 33023
    Islamorada
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
    • Balcony
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • Terrace
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Huge screened in terrace. Spacious and extremely clean.. Peaceful and away from the highway. Sleeps 4-6 people. Enjoy the tennis courts, large pool on the ocean, beach-side BBQ grills. Relax, dine and drink under one of the tiki huts or visit one of the many water-front restaurants and bars nearby.... View all property information
    Location Information
    Islamorada, Florida Keys 33070
    Tavernier
    4 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    • Wi-Fi
    • Grill
    • Balcony
    • Ocean Views
    • Washer
    • Air Conditioning
    • Hot Tub
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Mariner's Club 606 in Key Largo is one of a kind with it's resorts style pools and amenities that will meet the expectations of anyone looking for a high end, high quality place to stay and truly enjoy this beautiful part of the world! It is a private community tucked away in between palm trees,... View all property information
    Location Information
    Tavernier, Key Largo 33037
    1 / 9
    5 of 5 stars (1) Excellent
    Islamorada
    2 Bedrooms, 4 Bathrooms, Sleeps 50 | Quick View
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    Amenities & Details
    • Balcony
    • Ocean Views
    • Grill
    • Parking
    • Wi-Fi
    • Air Conditioning
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    jaouoroqoaueo9quoruroqwu9euour99n9n9r9wur9ue9adouafiuaeoufasljfaof0askr;oasd-fsd4fas8/da5se/xgv5asqe-0taa8asdg=as9ufaoefauoatwouoasujfgaseuroue9rtasofuoasuaweroasufoauf0aasf5asf6asf6as6f6aseoufawi9rayweriyawiywririyseiyaweiryqwiryiweykcasdyvkshvckcaicaeiycaiyaisyaivyiseyvaifyksdhfikzhfisadkasrhisdhf... View all property information
    Location Information
    Islamorada, Florida Keys 33070
    5 of 5 stars Reviewed 15 August 2015
    My husband and I spent a fantastic week at this beautiful condo! The pictures don't do it justice! The view is spectacular. The inside is clean and nicely decorated! The owner is...
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    1 / 15
    Tavernier
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
    • Internet Access
    • Ocean Views
    • Waterfront
    • Shared Outdoor Pool...
    • Air Conditioning
    • Hot Tub
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    One bedroom, one bath suite with sleeper sofa in Ocean Pointe. Walk in and feel like you are at home in an amazing tropical paradise. Ocean Pointe is a 60 acre resort that features a marina, beach, pool, tennis, pier, kayak rentals, outdoor grills, nature trails, boat ramp, clubhouse cafe,... View all property information
    Location Information
    Tavernier, Key Largo 33070
    Islamorada
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    • Children's Pool
    • Ocean Views
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Sauna
    • Washer
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Relax and Unwind in Your Luxuriously Renovated Condo With Oceanfront Views in the Fishing Capital of the World: Islamorada!! Beautiful Open Water Views in a Well-appointed Building That Provides Everything You Need for a Relaxing and Memorable Vacation. the Cozy Patio Invites You to Enjoy Your... View all property information
    Location Information
    Islamorada, Florida Keys 33070
    1 / 18
    5 of 5 stars (1) Excellent
    Islamorada
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Ocean Views
    • Air Conditioning
    • Waterfront
    • Sauna
    • DVD Player
    • Wi-Fi
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    A Vacation Rental for View Lovers! FREE WIFI Best location in the complex. Fantastic Autumn Rates! Welcome to this direct oceanfront, well-cared for 5th floor corner unit right on the ocean in Islamorada. Enjoy your stay with spectacular panoramic ocean views in this private, serene... View all property information
    Location Information
    Islamorada, Florida Keys 33070
    5 of 5 stars Reviewed 1 week ago
    Beautiful ocean views! Nicely decorated and well-cared for condo. We hope to return next year. We had everything we needed and felt like we were at home, a lovely relaxing home.
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    1 / 31
    2.5 of 5 stars (2) Poor
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Private Garden
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Full Kitchen Weeks are Saturday to Saturday only Ocean Pointe Suites in Key Largo is located on a 60-acre ocean front sanctuary, surrounded by lush tropical landscape and the iconic blue waters of the Florida Keys. From sunrise to sunset you can enjoy the many activities Ocean Pointe has to offer... View all property information
    Location Information
    Tavernier, Key Largo 33070
    3 of 5 stars Reviewed 5 April 2016
    Before you book this place, you need to understand that all units are not created equally. Each unit is Individually Owned and has different furnishings. So naturally, some units...
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    Islamorada
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
    • Satellite TV
    • DVD Player
    • Patio
    • Washer
    • Air Conditioning
    • Private Outdoor...
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    WE DO NOT ACCEPT WIRE TRANSFERS AS PAYMENT...ALL PAYMENT IS THROUGH FLIPKEY Enjoy the most beautiful sunsets on earth from this gorgeous 4bedroom,5bathroom tropical paradise. Comes complete with Bayfront pool and lounge area that will leave you breathless. Pool table, cabana, outdoor kitchen,... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    Islamorada
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Internet Access
    • Washer
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Wonderful two story townhome in a private, gated community with all amenities you'd expect while on vacation. Inside: Newly renovated and remodeled unit. Fully equipped kitchen and stainless appliances, large storage cabinets with pull outs. Granite counters etc. Living room area with 60 inch... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    Islamorada
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • Satellite TV
    • Air Conditioning
    • Grill
    • Waterfront
    • DVD Player
    • Internet Access
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    Location Information
    Islamorada, Florida Keys 33036
    1 / 21
    5 of 5 stars (3) Excellent
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • DVD Player
    • Hot Tub
    • Washer
    • Waterfront
    • Ocean Views
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    We are offering for rent our beautiful, 2/2 condominium located directly on the ocean in Key Largo (Tavernier), Florida. As this is an 'END' unit there are many windows that provide an open, bright feel and offer views of the ocean throughout. The elevator carries you quickly to our unit located... View all property information
    Location Information
    Tavernier, Key Largo 33070
    5 of 5 stars Reviewed 1 May 2016
    We really enjoyed this condo and the owners are fantastic to work with. The condo complex is really well maintained and is located right where you want to be to enjoy the Florida...
    5 of 5 stars Reviewed 2 April 2016
    We come here every year for the month of January because we absolutely love this condo, the amenities in the gated community and the location which is perfect to enjoy all that...
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    1 / 20
    Islamorada
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Internet Access
    • Private Outdoor...
    • Waterfront
    • Washer
    • Air Conditioning
    • Patio
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Oceanfront splendor on the Atlantic ocean. Has a 350' pier that can accomodate most any size boat. Just relax by the pool on those hot days or take a dip in the ocean. The pool is heated for the winter months. The house is extremely private. There is a wooden fence around the house and... View all property information
    Location Information
    Islamorada, Florida Keys 33070
    Islamorada
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • Parking
    • Grill
    • Balcony
    • Shared Outdoor Pool...
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    Enter through a private garden with a tropical atmosphere to a quiet and secluded room with a queen size bed and a private bath. The room is completely private and features a coffee maker, microwave, refrigerator, TV and free WiFi. Full breakfast.LOCATED IN A QUIET,SECLUDED , TROPICAL SETTING YET... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    1 / 25
    4.5 of 5 stars (6) Very good
    Islamorada
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Shared Outdoor Pool...
    • Patio
    • Balcony
    • Parking
    • Terrace
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    <b> Minimum Rental: 7 Nights (Saturday to Saturday)</b> BROCKHAUS ON THE GULF is an end unit townhouse on the water's edge with water views on 3 sides! The main living area faces the Florida Bay, one side faces the inlet leading to the marina basin and the back faces the marina. The panoramic open... View all property information
    Location Information
    Islamorada, Florida Keys 33070
    5 of 5 stars Reviewed 23 March 2016
    Brockhaus was exceptional! Everything we could have needed was provided and the property is fabulously maintained! It was exactly as pictured and immaculate. I was a little...
    5 of 5 stars Reviewed 5 October 2015
    We came for 10 days to celebrate my husband's 70th birthday. Wow! The views from the balcony and in three directions - all onto the water - were amazing. Gorgeous...
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    Islamorada
    Private Room, 1 Bathroom, Sleeps 3 | Quick View
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    • DVD Player
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Patio
    • Outdoor Dining Area
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    Malaysian room is poolside in a tropical atmosphere facing a beautiful waterfall. Features a mini kitchen with blender, coffee maker, microwave, refrigerator and toaster oven. A/C, heat, TV and WiFi. Includes a full breakfast. LOCATED IN A QUIET, SECLUDED, TROPICAL SETTING YET MINUTES TO... View all property information
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    Islamorada, Florida Keys 33036
    1 / 31
    5 of 5 stars (23) Excellent
    Islamorada
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Waterfront
    • Air Conditioning
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    • Sauna
    • Children's Pool
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    • Pet-friendly
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    • x
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    • 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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    Islamorada, Florida Keys 33070
    5 of 5 stars Reviewed 1 May 2016
    Absolutely fantastic facilities in a wonderful setting. From the time we booked this place until the time we left we had an amazing experience. The flat is really well...
    5 of 5 stars Reviewed 29 April 2016
    Absolutely loved staying here. We enjoyed the home away from home feel, and also a beautiful view of the ocean from the balcony. Very comfortable, and quiet. The owner was so...
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    Islamorada
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    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.<BR><BR>Located in the best location of the Florida Keys. The house has many different places to relax, lounge and forget... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    Tavernier
    6 Bedrooms, 4 Bathrooms, Sleeps 21 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Truly a dream in the Keys. Right on the Ocean, Key largo Sound. View Beautiful sunrises from the balcony that wraps around the back of the house. Fish from the 60 foot waterfront cement dock. Enjoy Scuba diving or Snorkeling from the local tour companies. Laze by the pool and grill the fish you... View all property information
    Location Information
    Tavernier, Key Largo 33037
    Islamorada
    Private Room, 1 Bathroom, Sleeps 3 | Quick View
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    • ?
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    • ?
    About this property
    The Moroccan room is a fabulous honeymoon destination with king size canopy bed. Room features a/c, coffee maker, heat, microwave, refrigerator, TV, WiFi. Enormous bathroom with sunken tub and terrycloth robes to lounge in includes full breakfast. LOCATED IN A QUIET, SECLUDED, TROPICAL SETTING YET... View all property information
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    Islamorada, Florida Keys 33036
    1 / 23
    Islamorada
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    <b> Minimum Rental: 1 Month </b> Charming 2 bedroom, 2 bath condo with updated kitchen and baths. Walk out onto your balcony and enjoy the sea breezes and ever changing ocean views. The comfortable furnishings and convenient floor plan provide an inviting place to call home. You will enjoy your... View all property information
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    Islamorada, Florida Keys
    1 / 39
    5 of 5 stars (27) Excellent
    Islamorada
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
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    • ?
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    • 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
    Location Information
    Islamorada, Florida Keys 33036
    5 of 5 stars Reviewed 28 March 2016
    This is my fourth year at the property and it has only gotten better. There were some criticism of the deck conditions and lack of refrigerator at the outside Tiki hut. Those...
    5 of 5 stars Reviewed 12 January 2016
    Traveled with a family of 6 Christmas Week 2015. The unit is larger and nicer then it appears in the pictures. The Great room that encompasses the Kitchen, dining, and living...
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    Islamorada
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Private Garden
    • Balcony
    • Hot Tub
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    • Air Conditioning
    • Terrace
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    • x
    • x
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    • x
    About this property
    Tarpon House at Bonefish Bay is one of 12 homes located in Islamorada's premier gated community. Each home features a private pool and hot tub, and guests are welcome to enjoy the common amenities such as beach, tennis court and playground. The house comes with kayak, paddleboard, and bicycles.... View all property information
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    Islamorada, Florida Keys 33036
    1 / 13
    Islamorada
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Take a trip to the Fabulous Florida Keys and stay at Tarpon Cove at OCEAN POINTE RESORT CONDOS, a private 65 acre tropical resort. Our totally renovated 2 bedroom/ 2 bath beautifully furnished apartment. Sleeps 6 and is ready for you and your family. Tropical landscaping, sandy oceanfront... View all property information
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    Islamorada, Florida Keys
    1 / 26
    4 of 5 stars (1) Very good
    Tavernier
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • ?
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    • x
    About this property
    MINIMUM STAY: 29 DAYS This magnificent home is located at the mouth of a wide canal in Plantation Key and offers phenomenal open water views. The furnishings are new and provide a comfortable and extremely inviting living environment. This 4 bedroom 3 bath single family home (3/2 up; 1/1 down)... View all property information
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    Tavernier, Key Largo 33070
    1 / 45
    5 of 5 stars (2) Excellent
    Islamorada
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • Pet-friendly
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    • x
    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
    Location Information
    Islamorada, Florida Keys 33036
    1 / 19
    Islamorada
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Welcome to our beautiful, private and secure gated community with all of the amenities to make your vacation as relaxing or exciting as you wish. Located on Plantation Key in Islamorada at mile marker 88.5 on the bay side and boasting a great 60 slip marina, it provides quick access to the ocean... View all property information
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    Islamorada, Florida Keys 33036
    1 / 13
    Tavernier
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
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    • ?
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    • x
    About this property
    28 NIGHT MINIMUM RENTAL - NO EXCEPTIONS. (I don't respond to inquires of less than 28 nights.) SEPTEMBER or OCTOBER $3500!!! A beautiful, relaxing 5 bedroom home at Harry Harris Beach (mile marker 92.5). Enjoy the heated in-ground pool and attached spa in the enclosed back yard.... View all property information
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    Tavernier, Key Largo 33070
    1 / 6
    Islamorada
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Call Property Manager for Best Rate. Located on Windley Key this gated 5 unit complex has the best of the Keys with a private pool sandy Beachfront, fishing pier with flats boat dockage (drawing 24" or less) located directly on the ocean your views could NOT be any better. Under the condo... View all property information
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    Islamorada, Florida Keys
    1 / 15
    Islamorada
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    Special vacation rental rates for off-season bookings and also for some last minute dates! Call us now for details. Located in Islamorada the fishing capitol of the world, this is a beautiful home decorated with Island style decor. Over 3,000 square feet of living space. 100' of dock, less than two... View all property information
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    Islamorada, Florida Keys 33036
    1 / 29
    Islamorada
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    <b>Casa Dorado</b> is an exceptional privately owned single family home located directly on Florida Bay on Lower Matecumbe Key in Islamorada. The house is named after the owners' favorite species of fish, the Dolphinfish, also known as Dorado in Spanish speaking coastal areas. With the green roof... View all property information
    Location Information
    Islamorada, Florida Keys
    1 / 17
    Islamorada
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    <b> Minimum Rental: 1 Month </b> Extraordinary ocean front condo with panoramic views of the Atlantic Ocean. Relax on your own balcony or use the spiral stairs to access the sandy beach below. This condo is located in one of the most prestigious condo complexes in Islamorada. It offers 2... View all property information
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    Islamorada, Florida Keys 33036
    1 / 21
    5 of 5 stars (1) Excellent
    Islamorada
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • x
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    • x
    About this property
    <b> Minimum Rental: 1 Month </b> Sensational oceanfront views are yours from both the master bedroom and the balcony of this beautifully appointed condo. Watch the fishing charter boats as they come and go from Bud and Mary's Marina. You'll be able to see cruise ships as they pass by Alligator... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    Islamorada
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
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    • x
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    • ?
    About this property
    A small stand alone room in the corner of the garden. Features a/c, coffee maker, free WiFi, grill on premises, heat, microwave, refrigerator, shared bathroom with one other couple, TV and includes full breakfast.LOCATED IN A QUIET, SECLUDED, TROPICAL SETTING YET MINUTES TO FISHING, DIVING,... View all property information
    Location Information
    Islamorada, Florida Keys 33036
    1 / 12
    Tavernier
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Pet-friendly
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    • x
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    • Smoking allowed
    • x
    About this property
    Located at Mile Marker 90 in the Florida Keys our 2 Bedroom/2 Bath Condo offers unobstructed views of the Atlantic Ocean. The complex offers a heated pool, tennis court, gym, water front beach, elevators, parking and secured entrances. Our condo has been recently updated with new bathrooms, new... View all property information
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    Tavernier, Key Largo 33070
    1 / 23
    Islamorada
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    <b>Monthly Rental: </b> This 5th Floor unit is located in one of Islamorada's favorite condo complexes. Newer owners have begun renovations. The entire unit has been freshly painted and the décor is being updated. The master bath has been totally gutted and replaced and is brand new. You'll love... View all property information
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    Islamorada, Florida Keys 33036
    1 / 24
    Islamorada
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • x
    About this property
    Two Oceanfront villas on two beautiful acres. It has a total of three bedrooms and two and half baths. Sleeps 8-10 comfortably. One King bed, two queen beds, two twin beds, and two queen size pull out sofas. Both villas have full kitchens, living area, lots of windows with gorgeous Ocean and beach... View all property information
    Location Information
    Islamorada, Florida Keys 33036