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Winter Park House Rentals

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    Travelers to Winter Park are booking July dates now. Secure your vacation rental today, and have the perfect trip.
    1,139 Matching Rentals in the Winter Park AreaView all 2,604 rentals
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    2br - 1000ft2 - Winter Park House1 / 13
    (1)Excellent
    Winter Park
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Botanical Gardens - Orlando / Winter Park1 / 22
    (3)Very good
    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Winter Park-College Park-Orlando-11 / 27
    (2)Excellent
    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    • Cable/satellite TV
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    • Balcony
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    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 1, 2016
    Rental for an entire apartment. Full kitchen livingroom and bedroom. Owners are wonderful to work with. We will rent from again. Thanks for your kindnesses.
    Reviewed April 14, 2016
    While planning to attend a family wedding, my husband and I wanted to find a nice place that was less expensive and more spacious than the hotels that were recommended to us...
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    About this property
    Comfortable 1bd/1bath home with convenient location midway between historic Winter Park and Downtown Orlando. Just a hop away from I-4. Within close distance you will find a unique selection of specialty shops, parks, and restaurants for every taste on Edgewater Dr.. Historic Dubdread golf...
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    Location Information
    Winter Park, Central Florida 32789
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
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    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Comfortable & Clean 1bd/1bath home with convenient location in historic Winter Park yet very close to Downtown Orlando or the main interstate to get you anywhere quickly. Beautiful Mead Gardens is a block down the road and is no cost to park and walk the gardens or picnic. It is close to nightlife,...
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    Winter Park, Central Florida 32789
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Winter Park
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • DVD Player
    • Wi-Fi
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    • Air Conditioning
    • Grill
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A beautifully appointed 3 bedroom cottage on 400 acre Lake Fairview. We are central to College Park, Winter Park, and Altamonte Springs giving you the most comprehensive selection of shopping, eateries, and theater selections available in Orlando. Just minutes from from Interstate 4 and the down...
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    Winter Park, Central Florida 32804
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Winter Park-College Park-Orlando -21 / 19
    (2)Average
    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Air Conditioning
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    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 3, 2017
    We had a duplex that was very clean. Near to shopping and highway, so we never got lost. In 2018 if duplex is available we will call. Dan & Shirley were so helpfully and...
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    About this property
    This is a great little neighborhood chock full of local businesses, great people, nice neighbors and just a nice homey feeling. I can't get enough of the Main Street (Edgewater Dr.) running through, you have everything from some pretty great restaurants, plenty of yoga studios (YAY), to great...
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    Location Information
    Winter Park, Central Florida 32789
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Winter Park
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
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    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The first thing you notice when you walk into this tiny house is how spacious it is. A beautiful view of the lake is is framed by a picture window. The couch is inset into a 'window-box' where you can let your troubles melt away. Relax outside on your teak chairs only steps from the lake. Lots of...
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    Location Information
    Winter Park, Central Florida 32804
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Just because it's a tiny house doesn't mean you have to skimp on style! With an open floor plan and high ceilings, this tiny home is filled with light and air. The Ritz has high-end finishes, including a full-size, stainless steel fridge, glass stove cooktop and Italian tile throughout. With 3...
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    Location Information
    Winter Park, Central Florida 32804
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 5
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    The following rentals are within 5 miles of Winter Park.
    Orlando
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    • Patio
    • Air Conditioning
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Retreat at Champions Gate - Kissimmee, Florida is a new upscale gated resort community located just 12 miles from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida and will quickly become one of the most desired locations in the Orlando area. During your stay you...
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    Location Information
    Orlando, Central Florida 32819
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Casa em Resort Perto da Disney1 / 27
    (17)Excellent
    Orlando
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Secure Parking
    • DVD Player
    • Washer
    • Private Indoor Pool
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 30, 2018
    We booked this villa on the Solterra Resort, as we were impressed by the reviews and pictures on Trip Advisor. The villa is beautifully decorated and has very comfortable large...
    Reviewed March 5, 2018
    The host was living in another country and communications were almost nonexistent. But eventually we booked the room and when we checked in the door code would not work. After...
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    Orlando, Central Florida 33837
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    UTOPIA -10Mins Disney.Pool/Spa,Games Room, WIFI.1 / 64
    (17)Excellent
    Orlando
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • DVD Player
    • Patio
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 16, 2018
    Our stay at this home was absolutely fantastic! Valerie was very helpful and made the check in/check out process easy and convienient. The home itself is beautiful; very clean...
    Reviewed February 19, 2018
    All I can say is thanks for presenting this house for holiday rental.The house was large, clean, tidy, and comfortable, felt secure and safe in the gated community.Excellent...
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    About this property
    This amazing 2538sqft. 5 bedroom 3 bath with SOUTH FACING pool unto conservation area has been recently constructed in a small Gated community just 2 miles from Reunion and other nearby championship golf courses. With only a 10-minute drive to Disney World and minutes from I-4, this home will give...
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    Location Information
    Orlando, Central Florida 33896
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    House is Very Near Disney World1 / 59
    (6)Excellent
    Orlando
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Hot Tub
    • Parking
    • Private Indoor Pool
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 27, 2017
    Kids loved Disney, very close, stores are close attractions are close as well.Pool was heated, the hot tub was on and ready, kids had a blast when we return to this area of...
    Reviewed November 29, 2017
    Thank you for providing wonderful accommodations for our weekend trip to Disney! The home is beautiful and located in a newly built subdivision. It’s so easy to get to the parks...
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    Location Information
    Orlando, Central Florida 34741
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Vacations home at Disney - Dream community1 / 110
    (19)Very good
    Orlando
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Balcony
    • Air Conditioning
    • Hot Tub
    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 20, 2018
    We visited Orlando to celebrate my birthday and my sons 1st Birthday. The vacation home we rented was amazing the photos online did it no justice the place was conveniently...
    Reviewed February 20, 2018
    The property was beautiful, clean , and just perfect for any family to get away for a weekend. The owner and staff were very polite and helpful. Will recommend to anyone and...
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    Location Information
    Orlando, Central Florida 34714
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    N7 - Disney Villa * Windsor at Westside * Water Park Gym Club House ac 9BR/6bath1 / 79
    (6)Excellent
    Orlando
    9 Bedrooms, 6 Bathrooms, Sleeps 24 Quick View
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    • Hot Tub
    • Washer
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 13, 2018
    Recently was lucky enough to find this house. Our group of 17 stayed for a short weekend and enjoyed every minute. So much so that we are considering going back regardless of...
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    About this property
    THE MAP ONLINE IS NOT ACCURATE, PLEASE USE THE FOLLOWING: Resort address: 2100 Tripoli Court Kissimmee, FL 34747 SIDE-BY-SIDE Villa available! We believe that when you are on a vacation, you are away from your ordinary daily stress and the noises from surrounding areas. We believe that you want...
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    Location Information
    Orlando, Central Florida 32819
    Rental Home - 9 Bedrooms, 6 Bathrooms, Sleeps 24
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    (2293-PROV) 6 Bed Lake View Golf Course Community1 / 70
    (4)Excellent
    Orlando
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Hot Tub
    • Air Conditioning
    • Parking
    • Private Outdoor Pool (Heated)
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 29, 2017
    We had a blast in Florida!!! Great weather, amazing restaurants! We would recommend the bone fish restaurant it's about 15 minutes from the house amazing food!!!!! We would...
    Reviewed September 23, 2016
    Having stayed in Florida properties for over 20 years now I can honestly say this was the best villa we had ever stayed in, it was not overlooked, looked out onto a lake, was...
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    About this property
    6 Bed 5 Bath Pool Home (sleeps 14) An Absolutely Stunning Luxury Home With Beautiful Lake Views Designed by top national builders, this gated golf community of Providence is set within a conservation area that is renowned for the tranquil atmosphere where, surrounded by lush foliage, it creates the...
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    Location Information
    Orlando, Central Florida 33837
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    Gibson Grove Villa1 / 26
    (15)Excellent
    Orlando
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Grill
    • Private Outdoor Pool (Heated)
    • Patio
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    The house was great! Beds were very comfortable. Plenty of space for 4 adults to stay comfortably and not get in each other’s way. Had everything you could ask for in a rental...
    Reviewed April 2, 2018
    What a great house. Super clean and the pool area was great. Convenient to the parks and lots of restaurants near by. Would definitely stay there again.
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    About this property
    Gibson Grove Villa is a perfect choice for a vacation of your lifetime. It is located inside Highgate Park gated community so you can feel safe at all times. Gibson Grove Villa has everything you need for a spectacular, relaxed, worry-free vacation. Prime location makes it a great home base for...
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    Location Information
    Orlando, Central Florida 33897
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Golf Resort with Waterpark, Restaurant Pub / 8 Bedrooms Sleeps 16/ Free WIFI1 / 38
    (11)Excellent
    Orlando
    8 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Private Outdoor Pool (Heated)
    • DVD Player
    • Hot Tub
    • Air Conditioning
    • Washer
    • Internet Access
    • Cable/satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 29, 2018
    Beautiful home nice and clean everything as expected. Cyndee was also a sweetheart.Home has everything you need they even had a little welcome basket to get us started will be...
    Reviewed January 25, 2018
    This location is fantastic. It is close to all the area attractions, yet quiet enough to go back to and relax after a long hot day at Disney. It is very family friendly and...
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    About this property
    Hello, we encourage you to inquire as we may have the perfect vacation home for you. We own homes in the most popular communities ranging from 4 to 8 bedrooms that can sleep from 8 to 16 people and you can view them when you visit us at disneypoolvillas for our up to date calendars and confirmed...
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    Location Information
    Orlando, Central Florida 33837
    Rental Home - 8 Bedrooms, 6 Bathrooms, Sleeps 16
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    5 Br-3 King Masters, Pool,Spa,Bbq,Wifi & Game Room1 / 61
    (43)Excellent
    Orlando
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Washer
    • Patio
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 21, 2018
    Hi Kimberly,Thank you for posting such a great review of your stay on Homeaway. I appreciate your very kind words and pleased you and your family, enjoyed the facilities the...
    Reviewed February 1, 2018
    I rented this house for a family vacation with my boyfriend's family. It was perfect! The house isn't fancy, but really spacious and has everything you need. It has a big...
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    About this property
    Our luxury 5 bedroom / 4 bathroom vacation rental home offers spacious family accommodation for up to 10 including children. It is located on a prestigious gated lakeside community on Hwy 27, just south of I-4 and only 20 minutes from Walt Disney World and LegoLand Florida. Many of Orlando's...
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    Location Information
    Orlando, Central Florida 33844
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Vista Cay-Orlando-3 Bedroom Luxury Monterey-VC1061 / 24
    (1)Excellent
    Orlando
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 2, 2017
    My family and I really love this place because it makes it feel like home with a living room, kitchen and 2 full baths that conveniently located near every thing. Most...
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    About this property
    This spacious 3 bedroom and 2 bathroom villa, located on a ground floor and with capacity for 8 people, offers plenty of high quality relaxation that are sure to satisfy all of your vacation needs. Our kitchen comes fully equipped with all the basic necessities your stay might require. There is...
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    Location Information
    Orlando, Central Florida 32819
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    At Tideview at Vista Cay1 / 33
    (1)Excellent
    Orlando
    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Air Conditioning
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 31, 2017
    I really enjoyed our weekend getaway it was everything I expected and more. The condo was aware some and accommodated everyone. I will do it again very soon!!!
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    About this property
    Enjoy your stay in Orlando in this newly updated 3BD/3.5BA town home located in the Vista Cay Resort! Decorated in a rustic-modern style, this town home offers your family of 10 luxury and warmth for the perfect relaxing getaway you've been looking for! The living room offers a sleeper sofa bed...
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    Location Information
    Orlando, Central Florida 32819
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    SOLTERRA RESORT 6BD, GM ROOM, PS4, FREE WIFI, PRIV POOL1 / 60
    (11)Excellent
    Orlando
    6 Bedrooms, 5 Bathrooms, Sleeps 18 Quick View
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    • Grill
    • Air Conditioning
    • Private Indoor Pool
    • Wi-Fi
    • DVD Player
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 2, 2018
    It was a really wonderful stay. Sandra, the owner, was very kind with us. The house is comfortable and big. The kids love the game room and the private pool. For sure was a good...
    Reviewed February 25, 2018
    Upon arrival we weren’t ale to get into the house, the door lock wasn’t working won’t he code we were given. It was after hours and I did have to call the emergency number...
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    About this property
    Wonderful House, located in the Solterra Resort, 10 minutes from the Disney parks, with 06 bedrooms (04 suites), private heated pool, barbecue, games room equipped with pool table, airhockey and board darts, plasma TV 55 'and 60 'in all rooms and in both living rooms, cable TV, cinema room with...
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    Location Information
    Orlando, Central Florida 33837
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 18
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    Wonderfull Disney Vacation Home1 / 37
    (26)Excellent
    Orlando
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Private Indoor Pool
    • Cable/satellite TV
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    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    This house was amazing! The entire home is decorated beautifuy! Everything was very clean and easy tp access during our stay. We were in town for a basketball tournament and we...
    Reviewed 4 weeks ago
    Very pretty home, clean and nice, well equipped. The pool is a bit small, but within 1km there is a nice pool and recreational area with gym that is without additional cost...
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    Location Information
    Orlando, Central Florida 33896
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    NEW LUXURY 5BR 5bath Champions Gate home w/pool, spa & gameroom from $198/nt1 / 45
    (1)Excellent
    Orlando
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Patio
    • Parking
    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 29, 2018
    Our family stayed at this lovely property recently and were more than satisfied. What made this property special were the added touches. Hand soap available in the bathrooms...
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    About this property
    PLEASE NOTE: PROFESSIONAL PHOTOS ARE PENDING FOR THIS NEW HOME AND WILL BE POSTED BY LATE DECEMBER. The Retreat at Champions Gate - Kissimmee, Florida is a new upscale gated resort community located just 12 miles from Walt Disney World. This luxury home sits nestled just outside of Orlando,...
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    Location Information
    Orlando, Central Florida 32819
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Sunsplash Villa1 / 46
    (22)Excellent
    Orlando
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Balcony
    • Air Conditioning
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 3, 2018
    Plenty of room, two of the bedrooms upstairs weren't even used by us, incredibly comfortable, jaccuzzis on the first and second floor, my family is favorite was the pool and the...
    Reviewed October 21, 2017
    This spacious home is close to the Disney parks, shopping and restaurants. We enjoyed having a pool to return to after a long day at Disney.
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    About this property
    Sunsplash Villa is our own 5 bedroom/4 bathroom luxury pool home (REFURBISHED FOR THE 2014 SEASON)located in one of the best areas of Orlando.Quietly situated off highway 27 it is only 8 miles from Disney and just an hours drive to either the East or West coastal areas. With almost 2400 sq.ft. of...
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    Location Information
    Orlando, Central Florida 34714
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Sleeps 8-12 HOUSE PRIVATE YARD/ POOL/SPA1 / 27
    (2)Excellent
    Orlando
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Unheated)
    • Patio
    • DVD Player
    • Wi-Fi
    • Hot Tub
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 28, 2016
    It is a Big Place - 4 bedrooms, big living room, dining room and a big yard with pool, jacuzzi and grill. we loved it. The house is not new but is well maintained. the kitchen...
    Reviewed April 20, 2016
    Can't rate this property highly enough. Spacious, clean, comfortable, with outstanding facilities. We booked it for 3 nights for our family of five adults on a brief visit to...
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    About this property
    Our privately owned LARGE open floor plan home, has four bedrooms, two full baths with 2000 sq. ft. of living space that can accommodate up to 12 guest comfortably. Nestled in an older quite simple community in the Heart of Orlando, Florida. Families, friends or business travelers will have plenty...
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    Location Information
    Orlando, Central Florida 32809
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    Orlando
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Secure Parking
    • Private Yard
    • Cable/satellite TV
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    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This comfortable villa is located in the High Grove Resort. It features: - 6 bedrooms (2 king en-suite, 2 queen, 4 twin beds, 1 sofa bed), 3.5 bathrooms - Fully equipped kitchen with all cooking ware and dishes - Private south facing heated pool/spa with covered lanai - Free and unlimited WiFi...
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    Location Information
    Orlando, Central Florida 34714
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    Home Away from Home1 / 17
    (4)Excellent
    Orlando
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • DVD Player
    • Grill
    • Central Heating
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 9, 2017
    We had a fantastic time the house is nice and roomy for a family of 10 and had everything you would need the kids loved the pool and was close to everything we wanted to do
    Reviewed March 9, 2017
    We thoroughly enjoyed everything this home had to offer!The spa was definitely an added bonus. We sought a "natural Florida" trip and an early Thanksgiving gathering...
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    About this property
    Located 8 miles from Disney in quite neighborhood. Corner lot of cul-de-sac. Locally owned and operated Southern exposure pool and spa, large enclosed fence for privacy 2 master suites so easy for 2 families to share and still have room Large screen TV in living room and most bedrooms have...
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    Location Information
    Orlando, Central Florida 34714
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Orlando
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Its a beautiful property located in the heart of Orlando attractions , its very close to Orlando convention center , international drive , universal studios . with a minutes you will find a plaza with super market , liquor store , coffee shop , pharmacy , restaurants ., its about 20 minutes from...
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    Location Information
    Orlando, Central Florida 32819
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Luxury Home 5 Bed 4 Bath Private Pool & Game Room -  AWARDED EXCELLENT1 / 31
    (12)Excellent
    Orlando
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Patio
    • Wi-Fi
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 17, 2018
    This villa was ideal for our family and had everything we needed. We enjoyed our stay over Easter 2018. The villa and pool area were very clean, had lovely cream carpet and...
    Reviewed March 13, 2018
    Location was perfect, easy to get to everyplace we went. Traveled to Florida to watch our son play college baseball. Location couldn't have been better. Close to all attractions...
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    About this property
    VILLA AWARDED CERTIFICATE OF EXCELLENCE A Premier home and one of the largest and most luxurious in this prestigious community, only minutes away from Disney and all major attractions and easy location to go to all the beaches, golf courses, restaurants and shops you desire! We have 5 beautiful...
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    Location Information
    Orlando, Central Florida 33897
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Beautiful home near Disney with private pool1 / 21
    (4)Excellent
    Orlando
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Washer
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    • Internet Access
    • Grill
    • Cable/satellite TV
    • Patio
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 5, 2018
    The house was great. We stayed for 6 nights. This was our first rental so it was all a little new to us. When we arrived the house was clean and staged with dishes/towels...
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    About this property
    This Luxury 5 bedroom, 3 bathroom home is situated in the exclusive Sandy Ridge Development. The home is conveniently located just 3 miles/5 minutes to I-4. You can quickly and easily get to all major attractions including Disney Parks, Sea World, Universal Parks, over 50 golf courses and shopping...
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    Location Information
    Orlando, Central Florida 33896
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Stay in Style Near the Attractions Affordably1 / 54
    (13)Very good
    Orlando
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Washer
    • Patio
    • Private Outdoor Pool (Unheated)
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    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Thanks again Nick,for letting us check in early.Our cruise ship got back around 8:00 am and we didn't want to ride with our belongings in the car. Also we was able to show off...
    Reviewed March 28, 2018
    Our stay at the vacation home was great. Nick the owner very professional and kind. His home comfortable and easily found. The neighborhood safe, during our stay no noise from...
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    About this property
    This 3 bedroom/2 bathroom home with a screened-in private pool gives you a beautiful and modern home away from home at an affordable price. It's been recently been renovated and has brand new cabinetry with the soft-close doors, trough sinks in the bathrooms and new fans and lighting fixtures...
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    Location Information
    Orlando, Central Florida 33897
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    Florida Vacation Rental Home Near Disney1 / 56
    (3)Excellent
    Orlando
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Parking
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    The home was lovely, well maintained. The pool was perfect. Home was located near main highways making our day travel plans super easy. Highly recommend!!!
    Reviewed July 1, 2017
    Great location, close to parks and shopping. Beautiful house with private pool, that whole family enjoyed. Plenty of room for everyone. Very kids friendly. There is a crib 2...
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    About this property
    5 Bedroom, 4 bathroom executive 2 story home for rent in gated community in Davenport, Orlando with 2 Master ensuites. Located in Tuscan Hills, free wifi, free long distance calling in North America, all flat screen TVs in rooms, granite countertops throughout. Very clean and beautifully decorated....
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    Location Information
    Orlando, Central Florida 33897
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Orlando
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Wi-Fi
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This completely renovated townhome is the perfect Orlando getaway, boasting modern upgrades and décor. You'll be less than 10 miles from Disney property and can relax in this tucked away, quiet private community with a massive pool and Jacuzzi that's walking distance from the unit. The patio area...
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    Location Information
    Orlando, Central Florida 33897
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Lucaya Village 4br close to Disney Parks & Outlets1 / 23
    (10)Very good
    Orlando
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Wi-Fi
    • Cable/satellite TV
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    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 5, 2017
    On the positive side this condo is conveniently located to all the major Disney attractions and shopping. It is also priced very well for the number of people it can...
    Reviewed January 30, 2017
    My family loved this place, very spacious, beds are comfortable, clean, fully equipped. Very close to the park. Eliana was very nice assisting us. I would definitely be back...
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    About this property
    New house at Lucaya Village Resort, close to Disney Parks, Orlando Premium Outlet, Walmart, Walgreens, Lake Buena Vista Factory Stores, Celebration, Falcon's Golf Club, Downtown Disney, Highway 192. It's a gated community, has a heated community swimming pool, hot tub, fitness room, kid's room,...
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    Location Information
    Orlando, Central Florida 34746
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    The Haven  Emerald Island close to Disney Parks1 / 100
    (15)Excellent
    Orlando
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Private Indoor Pool
    • Air Conditioning
    • Washer
    • Sauna
    • Wi-Fi
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 6, 2017
    We stayed in this villa for nearly four weeks. It was clean and had everything in it we needed for our stay. The owner was amazing and always replied to any questions we had...
    Reviewed July 24, 2017
    The house was more than I was expecting.. a real home from my children had a ball in the pool .. I found everything I needed and more ..the only thing I would say was that the...
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    About this property
    In our house, fell like you are at home, with the comfort of a King suíte and an attached bathroom with garden tub and 3 more bedrooms : queen bedroom suite and fully attached bathroom and kids rooms with 2 twin beds in each and their own bathroom to share. Enjoy the heated swimming pool and spa...
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    Location Information
    Orlando, Central Florida 34747
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    6Bd Solterra (5384) - Disney1 / 46
    (3)Excellent
    Orlando
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
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    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 17, 2017
    The house was spacious, clean, lots of bedrooms for kids and adults, great pool, and the movie room provided an added benefit for us to watch a movie or 2 in the evenings. Good...
    Reviewed August 28, 2017
    Although we never stayed at this rental, the rental service was absolutely wonderful. The service and communication was brilliant throughout our stay, with everything as...
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    About this property
    Luxurious 6 bedroom 4.5 bathroom brand new holiday house in Solterra Resort with pool and extended pool deck, Jacuzzi and a huge home cinema loft with a 70 inches flat TV screen. This incredible home is situated close to Disney and golf courses. Have unforgettable vacations at our spectacular...
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    Location Information
    Orlando, Central Florida 33837
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    Lovely 6BR 5.5bth Watersong home w/private pool & spa from $135/nt1 / 43
    (1)Excellent
    Orlando
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • DVD Player
    • Patio
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 26, 2018
    My five frat btouthers and myself get together every year for a reunion this was our 11th and best. Our average is 71 and this was the perfect location with beds and bathrooms...
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    About this property
    PLEASE NOTE: PROFESSIONAL PHOTOS ARE PENDING AND WILL BE POSTED BY LATE AUGUST. Watersong Resort - Davenport, Florida is a 46 acre paradise only 20 minutes to the area's main attraction... Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida and has quickly become...
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    Location Information
    Orlando, Central Florida 32819
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Casa Bella Vila Resort - Proximo da Disney1 / 15
    (1)Excellent
    Orlando
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Indoor Pool
    • Wi-Fi
    • Secure Parking
    • Air Conditioning
    • Cable/satellite TV
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 6, 2018
    Going on vacation with a family of 8 can make hotels and meals very costly. We checked and found a very reasonable price on a rental, and it wasn't a million miles from...
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    Location Information
    Orlando, Central Florida 34746
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Floridabluesky1 / 21
    (30)Very good
    Orlando
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Private Yard
    • DVD Player
    • Wi-Fi
    • Washer
    • Parking
    • Hot Tub
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 10, 2017
    We had a wonderful time staying at Florida. The pool was amazing and very much enjoyed by children and adults. The kids also loved the games room. I would have given 5 star...
    Reviewed April 23, 2017
    This Is the perfect home base for a family visiting the Orlando parks.. & a great alternative to pricey hotels. Every comfort of home is here including 4 twin beds for the...
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    About this property
    If you are looking to rent a house in Florida, less than 15 minutes from Disney yet also convenient for you to experience everything else that Florida has to offer then you need look no further. Floridabluesky is a modern four bedroom family home on the Sunrise Lakes subdivision within Clermont,...
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    Location Information
    Orlando, Central Florida 34714
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    2BR Luxury townhome - Waterpark! 10 min to Disney1 / 36
    (1)Excellent
    Orlando
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Patio
    • Central Heating
    • Terrace
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 12, 2018
    Lovely home, very clean, tastefully decorated, everything you need is there. The resort was also quite nice, with everything just a short walk away. We had a great stay over the...
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    About this property
    WELCOME to our beautifully renovated 2BR 2bath townhome located in the amenity rich 'Fantasy world resort', just 10 minutes from Disney world. Bedrooms: 1st bedroom - King bed 2nd bedroom - 2X Double bed, Endless amenities: - Free shuttle service to the parks - Free WIFI - Free Parking - Bar -...
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    Location Information
    Orlando, Central Florida 34746
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beautful New Luxury Vacation Home near Disney World Orlando Florida1 / 38
    (4)Excellent
    Orlando
    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Secure Parking
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Private Indoor Pool
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 19, 2017
    This home was absolutely gorgeous!!! Very spacious and modern. It had all the right amenities to make it a great vacation home. Pool, Jacuzzi, personal space (if needed), close...
    Reviewed July 14, 2017
    The house was nice lots of space and the pool was very clean. Near to shops and very close to Disney I will recommended to friends and I be renting in Bella vista again...
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    About this property
    Pool with Spa Game Room for kid in the Garage Extra Activity Room for Kids with TV 8 TV's in the House Gated Community with Security Big Club House with Pool and Spa Gym, Video Game Machine Reading Room Property Manager offer services during the day lots of Restaurant and Walmart and other...
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    Location Information
    Orlando, Central Florida 34746
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    **CLOSE TO DISNEY   **   Sunny Pool  Stainless Steel Appliances1 / 132
    (63)Excellent
    Orlando
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Washer
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 13, 2017
    We had a great time staying at this home for our trip to Disney! From the moment I booked until the time of our trip Cheri was extremely helpful in providing me with all of the...
    Reviewed October 14, 2017
    I'm so glad I found this home on trip advisor! We wanted to find a place close to Disney World that could fit our family at an affordable price. This place was perfect! There...
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    About this property
    This beautiful home is just so inviting from the minute you walk in. It's 2400 square footage gives you so much space to relax you worries just fade away. With 4 bedrooms and 3 baths all at each corner of the house, privacy is at it's best. The over sized pool brings relaxation like you never...
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    Location Information
    Orlando, Central Florida 33896
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Sunny Seasons Villa1 / 17
    (1)Excellent
    Orlando
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Parking
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    • Private Outdoor Pool (Heated)
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    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxury villa backs onto conservation area in a peaceful community close to the vibrant area of Kissimmee Orlando. Season's Sunshine Villa is our fantastic, five bedroom, two-story villa situated only ten minutes away from the Magical Walt Disney World. King sized master bedroom with en-suite....
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    Location Information
    Orlando, Central Florida 34746
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Villa - 4 Bed/2 Bathroom Private South Facing Pool1 / 18
    (18)Excellent
    Orlando
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Hot Tub
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 29, 2017
    Peter was awesome and quick to response. House was beautiful and we felt like we were home . I would definitely reserve again.
    Reviewed September 15, 2017
    Perfect and more than adequate for a family of 5. Clean, spacious with a fantastic pool area and all mod cons. Stable and fast internet for those who need to stay in touch...
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    About this property
    Welcome to Our Fun Florida villa, this is our luxurious executive villa on the privately owned resort of Glenbrook, Orlando Florida. Our stunningly designed, fully air conditioned, four bedroom villa, comes complete with beautifully designed furniture and sleeps 8 comfortably.The Villa has two...
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    Location Information
    Orlando, Central Florida FL34711
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    STOP!!! THIS IS THE ONE! Amazing 7 BR 6 bath Watersong Resort home from $299nt1 / 23
    (2)Excellent
    Orlando
    7 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Grill
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    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    This house made our vacation 100 times better. There were 6 adults and 2 kids that stayed with us and it was perfect! The kids swimmer everyday and adults got to hang out in the...
    Reviewed October 21, 2017
    The house was all that was promised and more. Comfy beds and spacious. Easy to work with owner and zero issues. Will definitely stay again.
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    About this property
    Top Canadian designers, event managers, prop makers, custom builders and former Disney painters have all come together to create magic at both 174 and 216 Yellow Snapdragon Drive vacation villas. This home features four, highly detailed themed spaces. The villa’s three-car garage has been...
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    Location Information
    Orlando, Central Florida 32819
    Rental Home - 7 Bedrooms, 6 Bathrooms, Sleeps 14
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    NEW 6BR 5Bath Solterra home with south facing pool and pool table from $213/nt1 / 40
    (1)Very good
    Orlando
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Balcony
    • Children's Pool
    • Patio
    • Washer
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 21, 2017
    This was a very clean, spacious and beautifully furnished house with a nice pool and lanai. We had a group of what I believe were 4 Cranes who appeared at the house every day...
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    About this property
    Solterra Resort - Davenport, Florida is a paradise located only 15 minutes to the area's main attraction... Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida and has quickly become one of the most desired resorts in the Orlando area. During your stay you will enjoy...
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    Location Information
    Orlando, Central Florida 32819
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    Villa for your Dream Vacation: 5/15 mins to Supermarket/Disney World1 / 38
    (3)Average
    Orlando
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
    • Ocean Views
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Children's Pool
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 1, 2016
    Bill & Helen´s was a perfect fit for us. We were four adults a three kids (12, 12, and 14 y/o) on a Disney Holiday. The confortable beds, spacious rooms and numerous...
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    About this property
    -- Highlights * Luxurious, peaceful, convenient, private * New management and recent whole renovation (new pool heat pump, new wash machine, new dryer, kitchen appliances, new furniture, new whole house carpet, new HDTV and cable TV program, PS2 Play Station ...etc.) * Comfortably sleep 12: 5...
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    Location Information
    Orlando, Central Florida 34714
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    4845 Vista Cay1 / 36
    (4)Excellent
    Orlando
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Washer
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Air Conditioning
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 9, 2017
    Great place , felt like home the 4 days we were there. Clean, convenient, honestly not a single complaint!
    Reviewed April 19, 2014
    A wonderful spacious home, beautifully furnished and luxurious living. Stylish kitchen and all mod cons. Would highly recommend.
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    About this property
    Professionally furnished 3 bedroom 3.5 bath town home, close to Disney and walk to Convention Center Beautiful, professionally furnished Town Home at Vista Cay Resort that is fully equipped ideally suited to your vacation or business needs! This Home is located in the gated community of Vista Cay...
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    Location Information
    Orlando, Central Florida 32819
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Orlando
    9 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    • Cable/satellite TV
    • Patio
    • DVD Player
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Solterra Resort - Davenport, Florida is a paradise located only 15 minutes from the area's main attraction... Walt Disney World. This luxury resort sits nestled just outside of Orlando, Florida and has quickly become one of the most desired resorts in the Orlando area. During your stay, you will...
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    Location Information
    Orlando, Central Florida 32819
    Rental Home - 9 Bedrooms, 7 Bathrooms, Sleeps 18
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    Winter Park Flight and Weather Info
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    85° 67°
    June
    85° 68°
    July
    86° 69°
    August

    Additional Winter Park Info

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