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Pet Friendly Holiday Rentals in Delray Beach

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    Travellers to Delray Beach are booking September dates now. Secure your holiday rental today, and have the perfect trip.
    28 Matching Rentals in Delray BeachView all 72 rentals
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    Quaint ‘Sandy Feet, Beach Retreat’ in Downtown Delray1 / 18
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Renovated Mid Century Modern Home close to Beach and Atlantic!1 / 24
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    About this property
    Walk to Downtown Delray. New kitchen, new bathrooms, new floors, new appliances, new impact windows. New 6 foot high privacy fence, large backyard, outdoor furniture, and grill. 2 HD TV's. Wireless internet. New landscaping. 7 minute walk to Pineapple Grove. 7 minute walk to the Delray Tennis...
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    Delray Beach, Florida 33444
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Sunshine Cottage: a Great Escape 'To the Beach' !1 / 19
    (2)Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 May 2017
    Only a few days,-Short, but intensive ... we had a wonderful time!!! Ion was very helpful !!As we cooked a lot on ourself- we noticed, that everything we needed for, was in the...
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    About this property
    Sunshine Cottage, located on the Intercoastal waterway, near Marina Delray, in Delray Beach, offers elegance and comfort on a shoestring budget. Economical and conveniently located, Sunshine Cottage is short walking distance to 'the Beach', shopping, dining and banking. A myriad of leisure...
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    Delray Beach, Florida 33483
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Pet friendly
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    About this property
    Sip ice tea, or barbecue among the mango trees. Fenced in backyard. 10 minute walk to the heart of downtown Delray Beach. The House is located on Historic Swinton Ave, and is 1 block from the Famous Sundy House. The house is 0.4 miles to Downtown Delray Beach. Dogs are welcome. The train is two...
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    Delray Beach, Florida 33444
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    2 b/1bth Private Oasis, Del Ida/Pinapple Grove District Close to Atlantic1 / 16
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Reviewed 6 September 2017
    Great place, recently fully updated. Very comfortable, management very accommodating. Attention to the Big and little details made for a fabulous stay‼️
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    About this property
    Marlow House Located in the charming Historic Arts District of downtown Delray Beach, steps to the fabulous restaurants of Pineapple Grove, this spacious two bedroom, one bathroom home provides a restful retreat after a day out and about fabulous Delray Beach. Casual and comfortable, Marlow House...
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    Delray Beach, Florida 33444
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Coastal chic decor, pet-friendly, and 2 master bedroom suites (that easily sleeps 5-6 & children) make this villa an ideal vacation retreat. With your own private fenced yard enclosing the gorgeous new pool with waterfall feature. The villa is located in the HOT new area two blocks from the...
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    Delray Beach, Florida 33483
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    About this property
    2/1 Historic Key West Style Cottage. 3 block stroll to the heart of Downtown Delray. 1 mile to the beach. Big, beautiful backyard oasis. Total privacy. 8 foot fence and high trees. You'll want to relax among the bamboo in the large hammock, and barbecue. 1940's historic cottage, with an incredible...
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    Delray Beach, Florida 33483
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Private Outdoor Pool (Unheated)
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Marigold Cottage welcomes you! This home offers contemporary and comfortable light filled rooms. The oversized windows and airy decor are both updated and homey, the perfect backdrop for you and your family's game night, laughs and relaxation. Lots of spaces to chat, watch TV or snuggle up on the...
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    Delray Beach, Florida 33444
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    This idyllic and peaceful home is surrounded by lush tropical landscape. The blue lagoon like pool is a wonderful space to spend a lazy afternoon under the shade of the many palms and verdant foliage. Inside the spaces are spacious, open and airy. The living room looks out to a green tropical...
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    Delray Beach, Florida 33483
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming Beach Cottage located in the heart of Delray Beach. Original exposed wood beams, wood floors and loads of charm will make SeaGrape Cottage a family favorite for years to come. Completely updated with modern interior appointments including the kitchen and 2 bathrooms. Ensuite master bath...
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    Delray Beach, Florida 33483
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Key West Style Home with a Pool, Close to Delray Beaches and Atlantic Ave1 / 26
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Air Conditioning
    • DVD Player
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    • Private Outdoor Pool (Unheated)
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    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 September 2017
    Very well distributed house, comfortable and well located. Loved the pool area and the close proximity to everything we needed, beaches, restaurants and much more. I will be...
    Reviewed 29 September 2017
    Location was great, close to Atlantic Avenue, great bars and restaurants. 5 min drive to the beach and less to 3 different types of supermarkets. The host Greg was a great...
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    About this property
    Classic French style cottage with high ceilings, wooden floors, and a pool Welcome to our classic Florida beach home, located less than 5 minutes from two of Delray’s best beaches. Beachy, fun, Key West furnishings inside, original hardwood floors throughout. Three bedrooms and two completely...
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    Delray Beach, Florida 33483
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nice comfy 2 bedroom and 2 bathroom condo on second floor not far from the Ocean and beautiful Delray downtown. Condo has 2 full bathrooms. There is nice shaded balcony to enjoy morning coffee. Kitchen freshly updated with newer appliances. The Delray Mall and the Shoppes of Congress Square are...
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    Delray Beach, Florida 33445
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    • Hot Tub
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    New construction completed in May 2017: 3 Bedroom/3 Full Bath + office new construction: Richard Jones designed island style home in Delray Beach's Lake IDA neighborhood is minutes away from Atlantic Ave and the best Beaches in Florida. The home is 1 block off the lake yet located in a private...
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    Delray Beach, Florida 33444
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This new to market one level , bright and cheery home is a 1 bedroom, 1 bath beach duplex (only 1 other unit on the property), with modern touch and feel. Home includes for your exclusive use a New Kitchen with stainless steel appliances, and an open floor plan that opens up to a modern Living...
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    Delray Beach, Florida 33483
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Housekeeping Included
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This vintage one level Florida charmer is a 1 bedroom, 1 bath beach duplex (only 1 other unit on the property), but feels like a single- family home. In addition to the standard Kitchen, Bedroom, Bathroom and Living room/Dining room, you also have an extra sun room which can serve as an additional...
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    Delray Beach, Florida 33483
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Balcony
    • Central Heating
    • Patio
    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Retreat to the Florida Coast by booking this 5-bedroom, 3-bathroom vacation rental house in Delray Beach. Split into a 3-bedroom house and 2-bedroom cottage, this property boasts spacious accommodations for up to 14 guests and optimum privacy for multiple families or large groups of friends. Spend...
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    Delray Beach, Florida 33483
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Summer Sky is a beautifully decorated 2 bedroom 1 bathroom single family home. You enter into the living room with cool terazzo floors and new furnishings. The curtains offer extra privacy and let the soft light flood the room. Your living room has ample seating and boasts a flat screen TV with...
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    Delray Beach, Florida 33483
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    About this listing We welcome you to stay at 'The Captain's Quarters' our 2 Bedroom 2 Bathroom house in Downtown Delray. About a 10 - 12 min walk to the beach and minutes away from Downtown's dining and shopping, our home has everything you'll need for a perfect vacation! The space Master...
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    Delray Beach, Florida 33483
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
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    Pet friendly
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    Smoking allowed
    About this property
    Beautiful 4000sq ft, waterfont home in sunny Delray Beach! This home is ideally located in a quiet residential area, yet it's minutes from gorgeous beaches and trendy Atlantic Ave. Well appointed, there are 3 bedrooms, a full office and a nicely equipped gym. Each bedroom as well as the gym has...
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    Delray Beach, Florida 33444
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 8
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious light-filled home is moments from the beach, walking distance to shopping and dining and a short drive to Delray's famous Atlantic Ave. restaurants and night life. ABOUT THE HOUSE Enter into a breezy, relaxed space full of special touches. Stretch out in the open-concept living...
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    Delray Beach, Florida 33483
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Location, location, location!! This is a pet-friendly, charming 2200 square foot 3 bedroom 2 bath beach house in prestigious Gulf Stream, FL. Located on A1A (Ocean Blvd) across the street from the beach. Surrounded by multi-million dollar homes. The house is directly across the street from the Gulf...
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    Delray Beach, Florida 33483
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Smoking allowed
    About this property
    This cozy home is conveniently close to all amenities. It has been lovingly maintained and cared for. From the beautiful landscaping to the spacious interior. To the currently updated kitchen with new stainless steel appliances. This lovely home is upscale urban living at its best. Imagine...
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    Delray Beach, Florida 33445
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    About this property
    Newly renovated two units in a private duplex property in quiet residential area. Just 2 block stroll to charming Atlantic Avenue and 5 blocks to beach. Large fenced-in back yard with covered patio area. Perfect for sipping coffee in the morning or dining al fresco. Garage space available or...
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    Delray Beach, Florida 33483
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    • Air Conditioning
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    30 DAY MINIMUM RENTALS ONLY PLEASE Minimum booking for January to March is 90 days. This home was refurbished in November 2012 with new furniture, three large flat screen T.V.'s including a 70 inch in the living area, a 46 inch in the master bedroom and a 46 inch in the second bedroom. Also...
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    Delray Beach, Florida 33446
    Holiday Rental House - 3 Bedrooms, Sleeps 7
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful, spacious and fun home is located in Historic Downtown DelRay Beach, Florida, only a 4 minute drive to Atlantic Ave. with all the delicious restaurants, cafes, fun shops and beautiful beach. There are many fun events and activities in Downtown DelRay, very close to the home. It's in...
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    Delray Beach, Florida 33444
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    About this property
    Amazing 4 bedroom, 4 bathroom, 2 story lake house. Multiple decks to enjoy the incredible sunsets. Jet ski, water ski, canoe, fish and paddle board right outside the door - right off the dock. Every bedroom enjoys great views. Perfect for entertaining family and guests. Updated kitchen with...
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    Delray Beach, Florida 33444
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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