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Holiday Rentals with Pools in Maitland

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    1 / 17
    Maitland
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 18
    Maitland
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 24
    Maitland
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    The following rentals are within 10 kilometres of Maitland, Florida.

    1 / 18
    Winter Park
    8 Bedrooms, 5 Bathrooms, Sleeps 17 | Quick View
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    About this property
    Top Villas does vacation rentals differently. Book with us and youll get the best homes, at the best prices, from people who really care. Best rate guarantee | Tailor-made service | 24/7 guest support Summary Located just 15 minutes from Walt Disney World, this beautiful home offers the perfect... View all property information
    Location Information
    Winter Park, Central Florida 33896
    1 / 13
    Fern Park
    8 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
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    About this property
    Top Villas does vacation rentals differently. Book with us and youll get the best homes, at the best prices, from people who really care. Best rate guarantee | Tailor-made service | 24/7 guest support Special Offer! Book today to enjoy exclusive extras unique to Top Villas! Free transfers to... View all property information
    Location Information
    Fern Park, Florida 34747
    1 / 13
    Fern Park
    8 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
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    About this property
    Top Villas does vacation rentals differently. Book with us and youll get the best homes, at the best prices, from people who really care. Best rate guarantee | Tailor-made service | 24/7 guest support Special Offer! Book today to enjoy exclusive extras unique to Top Villas! Free transfers to... View all property information
    Location Information
    Fern Park, Florida 34747
    1 / 12
    Fern Park
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Top Villas does vacation rentals differently. Book with us and youll get the best homes, at the best prices, from people who really care. Best rate guarantee | Tailor-made service | 24/7 guest support Special Offer! Book today to enjoy exclusive extras unique to Top Villas! Free transfers to... View all property information
    Location Information
    Fern Park, Florida 34747
    1 / 11
    Springs Plaza
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • ?
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    About this property
    Top Villas does vacation rentals differently. Book with us and youll get the best homes, at the best prices, from people who really care. Best rate guarantee | Tailor-made service | 24/7 guest support Special Offer! Book today to enjoy exclusive extras unique to Top Villas! Free transfers to... View all property information
    Location Information
    Springs Plaza, Florida 34747
    1 / 18
    Winter Park
    8 Bedrooms, 5 Bathrooms, Sleeps 18 | Quick View
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    About this property
    Top Villas does vacation rentals differently. Book with us and youll get the best homes, at the best prices, from people who really care. Best rate guarantee | Tailor-made service | 24/7 guest support Summary Less than 15 minutes from Walt Disney World, the exclusive new Retreat community at... View all property information
    Location Information
    Winter Park, Central Florida 33896
    1 / 12
    Fern Park
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • ?
    • ?
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    • ?
    About this property
    Top Villas does vacation rentals differently. Book with us and youll get the best homes, at the best prices, from people who really care. Best rate guarantee | Tailor-made service | 24/7 guest support Special Offer! Book today to enjoy exclusive extras unique to Top Villas! Free transfers to... View all property information
    Location Information
    Fern Park, Florida
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    1 / 18
    Fern Park
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Hot Tub
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    • ?
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    About this property
    Top Villas does vacation rentals differently. Book with us and youll get the best homes, at the best prices, from people who really care. Best rate guarantee | Tailor-made service | 24/7 guest support Special Offer Book today to enjoy exclusive extras unique to Top Villas Free transfers to... View all property information
    Location Information
    Fern Park, Florida 34747
    1 / 24
    Altamonte Springs
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    Have the Altamonte Springs trip of a lifetime with this upscale 3-bedroom, 2-bath vacation rental home, which sleeps 6. Offering wonderful amenities such as a swimming pool, screened-in porch and a central Florida location minutes from popular Orlando attractions, this quaint residence has... View all property information
    Location Information
    Altamonte Springs, Central Florida 32714
    1 / 18
    Fern Park
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • ?
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    About this property
    Top Villas does vacation rentals differently. Book with us and youll get the best homes, at the best prices, from people who really care. Best rate guarantee | Tailor-made service | 24/7 guest support Special Offer! Book today to enjoy exclusive extras unique to Top Villas! Free transfers to... View all property information
    Location Information
    Fern Park, Florida 34747
    1 / 14
    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Patio
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    • Pet-friendly
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    • x
    About this property
    This property features The following: Spacious-748 sq ft 1 bed 1 bath Fully furnished-just move in! Great location-Full Sail University next block down, off 436, mins to shopping and schools. Community pool, tennis courts, and play ground. Small dogs ok . Available 01-Aug.2015. Close to all major... View all property information
    Location Information
    Winter Park, Central Florida 32792
    1 / 19
    Longwood
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    If you need a beautiful vacation home away from home in centrally located Longwood, Florida between Disney World and Daytona Beach with a concierge service come stay with us. This 1200 Sq feet 2 bedroom 2 bathroom home is elegantly furnished down to the last detail. The living area host deluxe... View all property information
    Location Information
    Longwood, Florida 32750
    1 / 18
    Winter Park
    8 Bedrooms, 5 Bathrooms, Sleeps 18 | Quick View
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    • ?
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    About this property
    Top Villas does vacation rentals differently. Book with us and youll get the best homes, at the best prices, from people who really care. Best rate guarantee | Tailor-made service | 24/7 guest support Summary If you are planning a big Orlando vacation with family and friends, this is perfect... View all property information
    Location Information
    Winter Park, Central Florida 33896
    1 / 27
    5 of 5 bubbles (2) Excellent
    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
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    • x
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    • x
    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... View all property information
    Location Information
    Winter Park, Central Florida 32789
    5 of 5 bubbles Reviewed 2 November 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.
    5 of 5 bubbles Reviewed 15 April 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. This...
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    1 / 22
    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    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. Within a very close... View all property information
    Location Information
    Winter Park, Central Florida 32789
    1 / 37
    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Satellite TV
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    • Private Garden
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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,... View all property information
    Location Information
    Winter Park, Central Florida 32789
    1 / 19
    5 of 5 bubbles (1) Excellent
    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Winter Park, Central Florida 32789
    5 of 5 bubbles Reviewed 3 March 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 friendly.
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    1 / 28
    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Come enjoy the tropical splendor that is Liki Tiki Village Resort Orlando, Florida. Relax in spacious condominiums and accommodations that includes a variety of amenities, including a water park, for the whole family. Liki Tiki Village is located only seven miles from Walt Disney World, SeaWorld,... View all property information
    Location Information
    Winter Park, Central Florida 34787
    1 / 13
    5 of 5 bubbles (1) Excellent
    Winter Park
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Balcony
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    • Pet-friendly
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    • x
    About this property
    Furnished with original furniture from the 1950's era in a home built in 1955 with original wood floors, bathroom tile, plaster walls and kitchen cabinetry. Clean lines, simple and comfortable. FURNISHED Mid Century Modern Short/Long term rental located in Olde Winter Park. Two bedroom/ one and... View all property information
    Location Information
    Winter Park, Central Florida 32789
    5 of 5 bubbles Reviewed 26 January 2017
    Orlando is very spread out and very sparse public transport. With the house located in winter park it was fairly central to where we needed to be. Quiet neighbourhood. Owners a...
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    1 / 27
    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Your own private unit includes 1 master bedroom with Queen bed Full Kitchen with stove, refrigerator, microwave, coffee maker 32" flat screen tv. Access to Washer/dryer Comfortable & Clean 1bd/1bath home with convenient location in historic Winter Park yet very close to Downtown Orlando or the... View all property information
    Location Information
    Winter Park, Central Florida 32789
    1 / 40
    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
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    • x
    About this property
    Perfect spot to enjoy the sunset over our lake, sit by the outdoor fireplace, use the putting green & relax. Or walk to Baldwin Park shops & restaurants (0.8 miles)! Only 10 min drive to Park Ave/Rollins. 35 Min to Disney, 25 to Universal. Enjoy! This adorable mother-in-law cottage/suite has lots... View all property information
    Location Information
    Winter Park, Central Florida 32789
    1 / 10
    5 of 5 bubbles (1) Excellent
    Altamonte Springs
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Pet-friendly
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    • ?
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    • x
    About this property
    Located in Altamonte Springs, near Maitland, Winter Park, just minutes North of Orlando. Giving an expansive selection of Shopping, Malls, Restuarants, and Theatres available within 2 miles. Close to many Golf courses. Just blocks from Interstate 4. 30 minutes to Sea World, Universal and Disney's... View all property information
    Location Information
    Altamonte Springs, Central Florida 32750
    5 of 5 bubbles Reviewed 12 June 2016
    We had to make an unexpected visit to the area for a death in the family. Owner was great to deal with especially with such short notice. The house was great. Plenty of...
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    1 / 17
    Altamonte Springs
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • x
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    About this property
    MONTHLY RATES For 4 weeks or longer $2200 - $2400. ASK Owner FOR QUOTE! You will love our 1950s home in the Beautiful Bear Lakes Area and we can't wait to welcome our Guests! We purchased this home in January 2012 and transformed it into a beautiful jewel. We put in all the modern conveniences... View all property information
    Location Information
    Altamonte Springs, Central Florida 32703
    1 / 35
    Winter Park
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Lakeside, on the shores of Lake Killarney, is in the exclusive village town of Winter Park (32789). You are 7 min to downtown Orlando, 20 min to Universal/ Disney. A 5,700 sq. ft family estate home with 285 ft of shoreline situated in an eco-sanctuary of rare birds & teeming aquatic life.... View all property information
    Location Information
    Winter Park, Central Florida 32789
    1 / 24
    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    Nestled between the cities of Winter Park and Orlando, Audubon Park is a gem that recently won the National Main Street Award for its uniqueness! This quiet little street is close to local parks, dining, nightlife, shopping, yoga and more! You’ll love the coziness, in-garden-feeling and locally... View all property information
    Location Information
    Winter Park, Central Florida 32789
    1 / 35
    Winter Park
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
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    • Pet-friendly
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    • x
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    • x
    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... View all property information
    Location Information
    Winter Park, Central Florida 32804
    1 / 26
    Hiawassee
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Welcome to the SINGLE FAMILY HOME of your dreams in Kissimmee!! This 5 bedroom and 5 bathroom rental home in 2 floors is located in the Storey Lake Resort Community. The 5 bedrooms and 2 living rooms, all together with 7 LED TVs, come in handy to sleep up to 1O guests (2 king beds 2 queen and 1 set... View all property information
    Location Information
    Hiawassee, Florida
    1 / 24
    Fern Park
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Recent upgrades! The property has new carpets, counter tops, 46" flat screen TV in the living room, new paint on kitchen cabinets, DVD player and entertainment center. For your next Florida getaway, come escape to this charming Fern Park vacation rental home. Offering wonderful amenities, such as... View all property information
    Location Information
    Fern Park, Florida 32730
    1 / 9
    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    About this property
    Enjoy our guest house in our back yard with your private entrance. We are in Winter Park where you are minutes away from the Park Ave strip and Winter Park Village with a car. Make this your home away from home while in town. The studio was fully furnished in late 2015. We added a kitchen with 2... View all property information
    Location Information
    Winter Park, Central Florida 32789
    1 / 26
    Hiawassee
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Welcome to the SINGLE FAMILY HOME of your dreams in Kissimmee!! This 5 bedroom and 5 bathroom rental home in 2 floors is located in the Storey Lake Resort Community. The 5 bedrooms and 2 living rooms, all together with 7 LED TVs, come in handy to sleep up to 1O guests (2 king beds 2 queen and 1 set... View all property information
    Location Information
    Hiawassee, Florida
    1 / 17
    Winter Park
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Custom Home with Designer Appointments. Beautifully furnished with a mix of antique and modern furnishings. Beautiful Private back yard with a private pool, exotically landscaped with Oranges, Jasmine, Grapes, and Camelias Inside you can enjoy a Gourmet Kitchen, including a Keurig, and A French... View all property information
    Location Information
    Winter Park, Central Florida 32789
    1 / 14
    Longwood
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • x
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    About this property
    Our place is in the quiet suburb of Longwood, Florida, 20 minutes from mid-town Orlando. The furnishings and fixtures are new, with beautiful oriental rugs and hardwood floors. Shopping malls, parks, restaurants, groceries and pharmacies are nearby and also brand new Wawa! We are 15 minutes from... View all property information
    Location Information
    Longwood, Florida 32750
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    Longwood
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Welcome to Storey Lake Resort This gorgeous 5 bedroom 4 bathroom townhome is sure to please The open floor plan is beautifully decorated throughout and includes a 55 inch flat screen in the living room The 5 bedrooms sleeps up to 10 and consists of 1 king bedroom 2 queen bedrooms and 2 twin... View all property information
    Location Information
    Longwood, Florida 34746
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    College Plaza
    Studio, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Just minutes to ALL of Central Florida's Tourist attractions, this serene and beautiful setting can be yours for your next family vacation or months long retreat!  make the Orlando Lake House your place to come home to! Fantastic, fully furnished and appointed executive rental with a location... View all property information
    Location Information
    College Plaza, Florida 32804
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    Fairvilla
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Private Garden
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    Our property is in walking distance to top-rated restaurants, family-friendly activities, trendy, retail boutiques, nightlife. You’ll love my place because of the location, ambiance, neighborhood, people, and the outdoors space. My place is good for couples, solo adventurers, business travelers,... View all property information
    Location Information
    Fairvilla, Florida 32804
    1 / 21
    Springs Plaza
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Located on the Regal Palms resort in Davenport this is a pretty end of terrace 2 storey town home with 4 bedrooms and 3 5 bathrooms The downstairs has been newly tiled and the whole villa is tastefully decorated and furnished As you enter there is a master bedroom with queen bed double closet... View all property information
    Location Information
    Springs Plaza, Florida 33897