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Holiday Rentals with Pools in Fenwick Island

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    ₹ 22,266 Average
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    Travellers to Fenwick Island are booking February dates now. Secure your holiday home today, and have the perfect trip.
    27 Matching Rentals in Fenwick IslandView all 96 rentals
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    2 BR, 2BA condo with shared pool in North OC on 141st St.1 / 21
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Gorgeous, Large Home w/Elevator, Shared Pool Surrounded by Spectacular Views, Fr1 / 35
    (1)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Washer
    • Parking
    • Wi-Fi
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very nice townhouse located 2 blocks to the ocean with beautiful bay and ocean views. Community pool available ($150 recreation fee is mandatory). There are 5 bedrooms and 3 1/2 baths, with 2 kings, 1 queen, 2 twins and a set of trundles. It has 4 decks and an Elevator. Additional amenities:...
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    Fenwick Island, Delaware 19944
    Condo/Apartment - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Parking
    • Air Conditioning
    • DVD Player
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Great place to Stay and play. Lovely townhome with 4 bedrooms, 2 dens, 3 baths & elevator. It is a top of the line home. Very large and spacious with nice views and outstanding amenities. Community has a private swimming pool and bay beach with cabanna & kayaks for you to rent. Sleeps 8....
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    Fenwick Island, Delaware 19930
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Delightful beach getaway in this 2 bedroom, 1.5 bath Mallard Lakes unit with sun room on pond. 2 community pools, tennis, playground, small beach area. Walking distance to popular Smitty McGee's. Short 2 mile drive to Fenwick Island and North Ocean City beaches, shopping, waterpark, mini golf, go...
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    Fenwick Island, Delaware 19975
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    35 Kings Grant1 / 24
    (10)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Great oceanfront, four bedroom plus den town home located in North Fenwick Island! Main floor has den, full bath, kitchen, dining and living. Third floor features ocean front master suite and second suite. Top floor has two more bedrooms and a full bath. Enjoy the ocean views from one of several...
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    Fenwick Island, Delaware 19944
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Idyllic Lakefront Townhouse Minutes from Beach1 / 17
    (2)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Washer
    • DVD Player
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 June 2018
    Loved our weekend at this beach house. House was spotless and very organized/tidy. Owner is very hands-on and easy to communicate with. Priced very reasonably; will definitely...
    Reviewed 18 September 2016
    We had a great visit. The townhouse was set up perfectly, very spacious, and had everything we needed! The owner was very responsive. We definitely would stay again!
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    About this property
    Updated, quiet lake front home in an amenity-filled community. Enjoy swimming, tennis, basketball, salt & freshwater fishing, beach volleyball, shuffleboard, playgrounds and biking without ever leaving Mallard Lakes. And you're only minutes away from the allure of DE and MD beaches, boardwalks,...
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    Fenwick Island, Delaware 19975
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Selbyville Home w/ Porch near Fenwick Island Park!1 / 24
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Sauna
    • Washer
    • Cable/satellite TV
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    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 July 2018
    We enjoyed our two week stay here. Home is clean and very nice for a rental. Fenwick beaches are a 10-minute drive and the grocery store is close too. There is no shower to...
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    About this property
    Take a trip to the beautiful east coast and stay at this 3-bed, 2-bath vacation rental home that sleeps 8 in Selbyville. Boasting nearly 1,300 square feet of living space, this house showcases those classic northeastern vibes, with an open-concept interior to cozy up inside and a large private...
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    Fenwick Island, Delaware 19975
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Air Conditioning
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PERFECT! 2 MASTER SUITES! 2 LIVING ROOMS! MINT CONDITION! WALK TO BEACH, BAY, POOL! 5 BEDROOM HOME IN FENWICK! Luxury and comfort! Located in Salt Meadows, a luxury townhouse community of 20 homes. This spectacular 5-bedroom, 4-bath bayside home is the perfect place for a beach getaway! This...
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    Fenwick Island, Delaware 19944
    Condo/Apartment - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Jack Nickalus Signature Golf Course1 / 19
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Grill
    • Hot Tub
    • Internet Access
    • Washer
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 July 2015
    We stayed at the house for 6 days and wish we could of stayed longer! It was wonderful! The house was spotless and very spacious! I am very picky where I stay and we could not...
    Reviewed 28 August 2014
    The location was great. This home was perfect in every way for my family. The home was beautiful and spacious with great amenities. We had access to kayaking, the pools...
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    About this property
    This is a beautiful home. Never rented before. It is located on the bay in a Jack Nicholas signature golf course community called Bayside Golf Resort. There are Hartu tennis courts, basket ball courts, volley ball, boche ball, 3 beautiful pools, waitress service and tiki bar at the main pool,...
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    Fenwick Island, Delaware 19975
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Sauna
    • Air Conditioning
    • Private Garden
    • Cable/satellite TV
    • Hot Tub
    • Secure Parking
    • Wi-Fi
    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This our home , located in jack Nicholson Tesort golf course with lots of immunity emminity , four Pools indoor Pool all the activities for kids pool bar and restaurant , pool by the water , work out facilities and lots more, shuttle to the beach and 8 min from the beach. The property back to...
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    Fenwick Island, Delaware 19975
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Indian House with Pool & HotTub, 500ft. to beach, 6 BR (4Mstrs+2BRS,1Den)1 / 33
    (1)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Washer
    • Ocean Views
    • DVD Player
    • Grill
    • Cable/satellite TV
    • Balcony
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    (If this home is not available for your desired dates you may like to see our two other homes listed under 112290 and 171544). HOME WITH PRIVATE POOL AND HOT TUB (If this home is not available for your desired dates you may like to see our two other homes listed under 112290 and 171544) Why Rent...
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    Fenwick Island, Delaware 19944
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    Red House - $1500.00 off June Weeks, Private Pool, HotTub, 500 ft to Beach, 6BRs1 / 35
    (6)Very good
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Ocean Views
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 August 2015
    My family and friends of my kids, total of 18, just loved the home. The kids and the wives loved the colors with one of my girls calling it the skiddle home. It as immaculant...
    Reviewed 15 March 2015
    My family and I took a mid september week at this home and loved it: big swimming pool, hot tub, and a few steps to the beach. The interior was a fav of my young children who...
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    About this property
    LARGE HOME WITH PRIVATE POOL AND HOT TUB AND 500 Steps to the BEACH We believe that our Red Home is one of the best beach vacation rental homes in Fenwick island. My architect specifically designed the home to comfortably accommodate multiple families. So this beach home has the separate...
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    Fenwick Island, Delaware 19944
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Sunset $1500 off June & July Wk Pool & HotTub,1 min to Beach,Paddleboards,Kayaks1 / 37
    (5)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Hot Tub
    • Waterfront
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 September 2016
    I stayed at another resort pointe rentals home and loved it. (Red house) This one was very different and we loved it as much as the other home. the paddle boards, kayaks, pool...
    Reviewed 4 August 2015
    Plus the walk to the beach was just a 5 minute walk and we used their caddies to tote our stuff. We took a bunch of outings in the bay with they paddle boards, canoe and kayaks...
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    About this property
    HOME WITH PRIVATE HEATED POOL AND HOT TUB, 6 Bedrooms and 5.5 Bathrooms The Best - We believe that our Sunset Home is one of the best beach vacation rental homes in Fenwick island. Our architect designed and we built the home in 2006 to comfortably accommodate families and this beach home has...
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    Fenwick Island, Delaware 19930
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Patio
    • Balcony
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day including golf, paddle sports, water park, escape room, wine tasting, yoga and bike rentals. Huge daily value! Create exciting memories, have more fun, and truly experience...
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    Fenwick Island, Delaware 19975
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • Parking
    • DVD Player
    • Ocean Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    These one bedroom, one bath units are just steps from the beach and a short distance from restaurants, amusements and a movie theater. Each unit is fully equipped with a kitchen with all major appliances, washer and dryer and central air. The building features an outdoor pool, off street parking...
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    Location Information
    Fenwick Island, Delaware 21842
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Patio
    • Waterfront
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Thinking Vacation? Consider Fenwick Island, Delaware/Ocean City, Maryland SATURDAY TO SATURDAY RENTALS ONLY IN SUMMER MONTHS NO WEEKENDS RENTALS IN SUMMER MONTHS. ABSOLUTELY NO PETS!! WE ONLY RENT TO FAMILIES. NO HIGH SCHOOL KIDS or COLLEGE KIDS!!! Two Story Single Family House, Fully Furnished,...
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    Fenwick Island, Delaware 19975
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    • Balcony
    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled in the renowned Bayside Resort and Golf Club, this modern 4-bedroom, 3.5-bath Selbyville vacation rental house, hosting up to 8 guests, is the perfect place to start your Delaware getaway! During your stay, enjoy access to luxurious amenities for an additional fee including 3 outdoor pools,...
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    Fenwick Island, Delaware 19975
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Terrace
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Be among the first to relax in this stunning, newly built bungalow on the Little Assawoman Bay, minutes from the Atlantic Ocean! This airy 3-bedroom, 3.5-bath coastal home sleeps 12 and boasts spacious rooms, 2 furnished patios, and views of the bay and pond. Nestled in a boutique resort community,...
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    Fenwick Island, Delaware 19975
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Terrace
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    • Balcony
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Take in the view and sound of the ocean from this top floor, 2 BR 2 BA condo in oceanfront Braemar Towers! Tastefully decorated unit boasts an expansive private balcony, a well-equipped kitchen, in-unit washer/dryer, free WiFi, and a flat screen TV with DVD player in living room and both bedrooms....
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    Location Information
    Fenwick Island, Delaware 21842
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Patio
    • DVD Player
    • Balcony
    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Explore the uncrowded beaches and charming coastal town of Fenwick Island from this 6,000-square-foot vacation rental house! With 5 bedrooms, 4 full bathrooms and 2 half baths, along with a gourmet kitchen, game room, in-house elevator and 2 theater systems, this spacious property comfortably...
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    Fenwick Island, Delaware 19944
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Balcony
    • DVD Player
    • Washer
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Island at Hidden Harbour 2 bedroom, 2 bath luxury condo with incredible bay views, off 125th street. This condo can sleep 6, bed sizes include a king, a queen and a queen sleep sofa.. Unit includes washer, dryer, full kitchen, central air and two parking spots. This property rents Sunday to...
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    Fenwick Island, Delaware 21842
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Parking
    • Wi-Fi
    • Terrace
    • Balcony
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You can find a cozy retreat in this 1 bedroom, 1 bath condo overlooking the canal in the Hidden Harbour complex on 125th Street. Unit has a boat dock. This property rents Thurs-Sun, Sun-Thurs, Sun-Sun, or Thurs-Thurs.. Bed sizes include a queen, and a queen sleep sofa Guest provides sheets and...
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    Location Information
    Fenwick Island, Delaware 21842
    Holiday Rental House - 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Sauna
    • Washer
    • Patio
    • Cable/satellite TV
    • Terrace
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience the ultimate East Coast retreat at this spacious 3-bed, 3-bath vacation rental townhouse situated 12 minutes from the beach! With enough space to sleep 8, this 2,010-square-foot Selbyville home boasts elegant interior decor with high-end home furnishings, a screened porch and large deck!...
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    Location Information
    Fenwick Island, Delaware 19975
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Washer
    • Internet Access
    • Terrace
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape to this 2 bedroom, 2 bath condo in the Hidden Harbour complex. This cute unit with beach decor will make certainly make you feel like you are on vacation. Bed sizes include a queen in the master, a pyramid bunk and a bunk bed in the second (1 double, 3 singles) and a queen sleep sofa in the...
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    Location Information
    Fenwick Island, Delaware 21842
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 9
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    30 Yds to Beach, heated Pool, 6 bdrms, 5.5 baths, 2 sleep-dens, well-appointed1 / 20
    (9)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 18 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    The sea, the sea, the sea! Loved being so close to the ocean and being able to watch it from the house. The home worked so well for us with plenty of space, and plenty of...
    Reviewed 4 weeks ago
    We had a fabulous time at King Street! We will definitely be back, if not next year, then the year after. We loved being so close to the beach, and we loved the kitchen! We all...
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    About this property
    The King House is one of the most spacious and welcoming beach vacation rental homes in Fenwick Island. The home is only 30 yards from the beach with great ocean views. A design delight, the King House offers separate gathering areas, a,state-of-the-art kitchen with two sinks, two ovens. and two...
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    Location Information
    Fenwick Island, Delaware 19944
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 18
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