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Holiday Rentals with Pools in Marathon Shores

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    Travellers to Marathon Shores are booking January dates now. Secure your holiday rental today, and have the perfect trip.
    26 Matching Rentals in Marathon ShoresView all 40 rentals
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    FL Keys Waterfront Pool Home 2 Bedrooms Sleeps 8 w/ 60 Feet of Dockage1 / 26
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    'Gulfside Grouper', Waterfront-Ground floor, 60' Dockage, Pool/Hot Tub, Pets OK1 / 43
    (6)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Ocean Views
    • Private Outdoor Pool (Heated)
    • Waterfront
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Beautiful house on Marathon Key. It was our own private resort. The one level house has easy access to all the amenities it has to offer. We enjoyed the unique beautiful...
    Reviewed 13 October 2018
    Grouper has all the amenities you could need in a vacation rental. Large open concept home, screen porch, fire pit, patio chess/checkers, corn hole. Poolside tiki hut. The beach...
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    About this property
    Brand New Vacation Rental completely remodeled in 2018 and Available for rental in November 2018 Ground Floor Home 'NO STAIRS' we love that the house located on a Quiet street 4 houses in from the gorgeous Gulf of Mexico and minutes from the Ocean Side and Sombrero Reef via VACA cut or under 7...
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    33050, Marathon Shores, Marathon
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Marathon Vacation Rental - Beautiful Private Home, Pool, Billiard Table1 / 37
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • Balcony
    • Private Outdoor Pool (Heated)
    • Washer
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 November 2017
    Boocked this property for weeks and it has been a great experience. This is well located in Marathon and Keys overall. Will definately book this place again when time comes.
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    About this property
    Welcome to Marathon Vacation Rental, located in Marathon, FL - the Heart of the Florida Keys. This is a private single-family home, so during your stay, these amenities are provided exclusively for you and your guests. Enjoy the Afternoon from our Private Pool, relax, sit and read a nice book on...
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    33050, Marathon Shores, Marathon
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    East Sister Rock Island1 / 16
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Balcony
    • Grill
    • Secure Parking
    • Air Conditioning
    • Ocean Views
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 July 2017
    I would recommend this rental property any time of the year, great place to be with the family,perfect!
    Reviewed 13 July 2017
    I spend one amazing week at East Sister Rock Island with my family. The sunrise, endless ocean views, the sunset and the incredible views of the stars in the evening. It was...
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    About this property
    Enjoy a private island paradise located at MM50. East Sister Rock Island is 1/4 of a mile off the Atlantic Shores off the City of Marathon in the Florida Keys. On the private island sits a dream come true getaway home with 5000 sq.ft of living area which includes a 2700 sq.ft. covered veranda,...
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    33050, Marathon Shores, Marathon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Brand New 4/3 Pool Home on Canal near lagoon1 / 22
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Patio
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4/3 villa in Marathon, FL that has what you are looking for. It's a Brand New unit that has was professionally decorated.The spacious layout is more than 1,700 square feet and can house a large family. It has a fully equipped luxury kitchen with stainless steel appliances, granite in the kitchen...
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    33050, Marathon Shores, Marathon
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Grill
    • Washer
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 1,700 sq. ft. townhome is newly renovated and just a short walk to Sombrero Beach! Unit includes tile flooring, kitchen w/ stainless steel appliances and granite counter tops, remodeled bathrooms and new furnishings throughout. Enjoy the community swimming pool and BBQ located along a...
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    33050, Marathon Shores, Marathon
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • Hot Tub
    • Grill
    • Waterfront
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay at the hammocks right on the water in beautiful Marathon Fl. The 2 bedroom villa has a king size bed in the master bedroom and 2 twins in the guest bedroom . Also a pull out sofa bed. includes 2 full size bathrooms and a full size fully equipped kitchen. A balcony and DVD player. On sight...
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    33050, Marathon Shores, Marathon
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Single family home 4 Br 3 Bath Gulf Front, Private pool, Beach, dock, Brand new built 2017 beautiful and luxurious, 4 bedroom 3 bath Gulf front private home with private built in heated pool, private beach, with boat fishing dock. Sleeps up to 10 Guest. Impeccable with all new furnishings,...
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    33050, Marathon Shores, Marathon
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Cable/satellite TV
    • Secure Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Waterfront Home in the heart of the Florida Keyes. Come relax and enjoy the beautiful pristine waters of Sombrero and Bahia Honda Beaches. Both nearby. If you’re an Angler, this is the place to rent. There is plenty of room and comfort in our 4 bedroom, 3 bath home. Luxury King Tommy Bahama Master...
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    33050, Marathon Shores, Marathon
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Private Garden
    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    3/3 luxury OCEAN FRONT VILLA w/PRIVATE ELEVATOR/DOCK Centrally located to enjoy Marathon's attractions and night life. Key West 45 min south, Islamorada 30min north. You are truly in the heart of the Conch Republic. Luxury Master bedroom and Queen Suite both with attached bathrooms. Third Bedroom...
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    33050, Marathon Shores, Marathon
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    'Hideaway By the Sea': Water views, pool, dock, balconies, Florida Keys gem1 / 17
    (1)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Terrace
    • Waterfront
    • Air Conditioning
    • Balcony
    • Wi-Fi
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 March 2017
    Felt just like home, decorated beautifully. Very responsive owners. There's nothing like a getaway to the Florida Keys. We miss Hideaway by the Sea already and can't wait to...
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    About this property
    Hideaway By the Sea is located in a small, quiet complex (Gulfpointe II) with only 20 units, tucked away on a private peninsula that juts into the Gulf of Mexico. Located on the islands of Marathon in the heart of the Florida Keys, Key Largo is about 50 miles north, Key West is about 50 miles...
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    33050, Marathon Shores, Marathon
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    New Vacation Home 4 BR 3 Bath Beach, Boat Dock, Private Pool Chilled or heated Brand new Beautiful and luxurious SINGLE FAMILY HOME, 4 bedroom 3 bath home with private built in heated or chilled pool, shared beach area, with a dock for fishing and tying your boat to also a lot for your boat...
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    33050, Marathon Shores, Marathon
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Parking
    • Air Conditioning
    • Private Garden
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lovely 3 bedroom pool home is a waterfront beauty located at 2129 Yellowtail on the bayside of Marathon and is available only Sat to Sat. Neat furnishings will make your holiday enjoyable. You can relax on your efficient porch enjoying the soft Bay breezes overlooking your private pool...
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    33050, Marathon Shores, Marathon
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Washer
    • Waterfront
    • Wi-Fi
    • Patio
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Exclusive Sombrero Beach vacation retreat is new to the rental market and is located just up the street from one of the best beaches in the Florida Keys. Sombrero Beach is a large sandy beach that offers something for everyone in the family including playground, volleyball swimming and picnic...
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    33050, Marathon Shores, Marathon
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Waterfront
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Patio
    • DVD Player
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming two bedroom Keys Cottage. This single family, 2 bedroom 2 bath home is the perfect retreat to spend your vacation! This home has been completely updated and offers a beautiful eat in kitchen with open floor plan. The master bedroom offers a King size bed with private bathroom. The...
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    33050, Marathon Shores, Marathon
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Secure Parking
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Incredible vacation rental with ALL the toys for the best Keys vacation ever! Photos updated November 2019. This brand new updated canal front vacation rental is pet friendly and has 4 bedrooms (3 Kings & 1 bunk bed) and 3 bathrooms, stereo system inside and outside (2 speakers by pool patio and...
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    33050, Marathon Shores, Marathon
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Garden
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Water Front Beach, Boat Docks, Private Pool, Tiki Hut Brand new built 2017 beautiful and luxurious, 4 bedroom 3 bath Gulf front private home with private built in heated pool, private beach, with boat and fishing dock. Sleeps up to 10 guests. Questions call Suzy anytime Day or night!...
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    33050, Marathon Shores, Marathon
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • DVD Player
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    • Cable/satellite TV
    • Sauna
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    AVAILABLE FEBRUARY 5-12, 2018 SLEEPS 6 Charming vacation destination that will give you a lifetime of good memories. Idyllic combination of clear, azure waters,bright Florida sun, some of the best salt water fishing anywhere. Clean and comfortable, dozens of restaurants. Have a drink at the Tiki...
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    33050, Marathon Shores, Marathon
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Terrace
    • Private Outdoor Pool (Heated)
    • Grill
    • Balcony
    • Patio
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    New June 2018 private pool to each home, Shared beach, Boat dock & Tiki hut Brand new Beautiful and luxurious SINGLE FAMILY HOME, 4 bedroom 3 bath private home with private built in heated or chilled pool, beach area, with a dock for fishing and tying your boat to also a lot for your boat trailer...
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    33050, Marathon Shores, Marathon
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Smoking allowed
    About this property
    Ocean & Pool Views await you from the patio while you sip your morning coffee or afternoon cocktail! Welcome to the Beach Hut. Located in the heart of the Florida Keys! Marathon is right in the middle of the island chain. This bright one bedroom / one bath with ocean view condo is the perfect spot...
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    33050, Marathon Shores, Marathon
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Hammocks at Marathon is the Florida Keys at its best. Just off the only All-American road in Florida, The Florida Keys Overseas Highway, the entrance road envelops you in lush tropical foliage and Caribbean music greets you at the door. The glass-enclosed lobby is impressive with its 30-foot...
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    33050, Marathon Shores, Marathon
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Grill
    • Private Outdoor Pool (Unheated)
    • Patio
    • Waterfront
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With quick, easy access to the Gulf and Atlantic Ocean, this home is perfect for fishing, snorkeling, boating and just laying by the pool! This three-bedroom, three-bath home, which sleeps eight, has a 60-foot dock with ample room for your boat. It is only one house away from the mouth of a...
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    33050, Marathon Shores, Marathon
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Garden
    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Single Family Vacation home 4 Br 3 Bath Gulf Front, Beach, pool, dock & Storage Brand new built 2017 beautiful and luxurious, 4 bedroom 3 bath Gulf front private home with private built in heated pool, private beach, with boat and fishing dock. Sleeps up to 10 guests. Questions Impeccable with...
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    33050, Marathon Shores, Marathon
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Grill
    • Patio
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    p class='rtejustify'>This house has everything! This home has 4bd/ 4bths; Enjoy dinner on breezy outdoor screened patio while watching your favorite show on the outdoor TV. Gulfstream Dream is very spacious, sleeps up to 10; the house has a fully equipped kitchen with an bar top great for...
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    33050, Marathon Shores, Marathon
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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