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Vacation Rentals in Longwood, FL and nearby

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    The following rentals are within 15 kilometres of Longwood, Florida.

    1 / 10
    5 of 5 stars (1) Excellent
    Altamonte Springs
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    1 / 16
    5 of 5 stars (1) Excellent
    Sanford
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 27
    5 of 5 stars (1) Excellent
    Sanford
    4 Bedrooms, 2 Bathrooms, Sleeps 13 | Quick View
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    1 / 27
    5 of 5 stars (1) Excellent
    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Washer
    • Satellite TV
    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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
    5 of 5 stars Reviewed 14 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 / 32
    Apopka
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Patio
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
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    • ?
    About this property
    This Beautiful 4 bed 3 bath pool home is located on a quiet cul-de-sac in the wonderful community of Rock Springs Ridge. The home can accommodate up to 10 guests comfortably. Home offers full size living room- dining room- kitchen 4 bedrooms- fully equipped laundry room- 3 full baths and a private... View all property information
    Location Information
    Apopka, Florida
    1 / 13
    Winter Park
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Balcony
    • Patio
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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
    1 / 26
    Oviedo
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Private Garden
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    • Pet-friendly
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    • x
    About this property
    Spacious single-story 1,742 sq foot house on beautiful Lake Jesup. The perfect place to relax with wide water views and covered lanai. Gourmet granite kitchen, tv and wifi. Luxurious master bath with messaging bathtub. Boat ramp access and the perfect fishing spot. Secluded yet the house is only 5... View all property information
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    Oviedo, Central Florida
    1 / 40
    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
    • Waterfront
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    • Pet-friendly
    • Child-friendly
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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
    1 / 18
    5 of 5 stars (3) Excellent
    Winter Springs
    4 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Patio
    • Washer
    • Porch
    • DVD Player
    • Air Conditioning
    • Balcony
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    7 nights $1,500 14 nights $3,000 High Season is in effect right now. Hi my name is Beth Goldstein, I live in Winter Springs Florida. You can see more pictures and information on FB under Birdnest Retreat Short Term Rental I rent my well loved home out short term as I travel frequently to visit... View all property information
    Location Information
    Winter Springs, Florida
    5 of 5 stars Reviewed 12 January 2015
    We loved our stay at Bird Nest, the house is very comfortable, our girls had a lot of fun in Orlando and we could relax and enjoy every moment during our Holiday vacations...
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    1 / 17
    Altamonte Springs
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Central Heating
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    • Pet-friendly
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    • x
    • Smoking allowed
    • x
    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
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    1 / 19
    5 of 5 stars (1) Excellent
    Sanford
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Shared Outdoor Pool...
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    • x
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    • x
    About this property
    This custom built Floating Bungalow is built for a simple, relaxed, yet luxurious vacation. It has a stainless steel full size refrigerator, range, and dishwasher, granite countertops, hardwood floors, full size shower and a flush toilet (an uncommon feature on a boat). It has a queen size bed and... View all property information
    Location Information
    Sanford, Central Florida
    5 of 5 stars Reviewed 27 June 2016
    Very delightful place. Top quality everything. Owner met us and suggested things to do and places to go. Great place to stay. Gotta go back. Having the boat off the porch was...
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    1 / 35
    Winter Park
    3 Bedrooms, 1 Bathroom, 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 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 theatre selections available in Orlando. Just minutes from from Interstate 4 and the down town area... View all property information
    Location Information
    Winter Park, Central Florida
    1 / 17
    Maitland
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Wi-Fi
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    • Hot Tub
    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    Close to everything. Minutes off major highway I-4. 2 bedrooms, 2 baths. Large living area, fully stocked kitchen, laundry, dinning room, great private porch & pool area. Plus outdoor shower. 30-40 minutes to attractions. 60 minutes to the beaches.<BR>Our guests call our home a fun & relaxing... View all property information
    Location Information
    Maitland, Florida
    1 / 18
    Maitland
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    This beautiful 3 bedroom, 2 full bathrooms home is located in a lovely and quiet community. Close to shops, restaurants, just minutes away from Winter Park. Great for Disney vacations, corporate housing, holidays, UCF, or just to relax in sunny Florida. While in Florida this is your lovely home to... View all property information
    Location Information
    Maitland, Florida
    1 / 36
    Lake Mary
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Hot Tub
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Closest to Disney Magic! Located in Lake Buena Vista, Wyndham Bonnet Creek Resort is mere minutes from the gates of Walt Disney World®. You'll will enjoy a very rewarding stay on site. From the full activities calendar to special touches like the tranquil Lazy River, beautiful pool and private... View all property information
    Location Information
    Lake Mary, Florida
    1 / 19
    Oviedo
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
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    • Hot Tub
    • Private Garden
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    this house has a unique location, in the middle of the wild life but only 5 minutes from the 417 15 minutes from downtow Orlando 40 minutes from Disney sea world universal studio... 30 minute from Orlando airport 15 minutes from Sanford airport direct access to the lake and fishing from the front... View all property information
    Location Information
    Oviedo, Central Florida
    1 / 20
    5 of 5 stars (5) Excellent
    Winter Springs
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
    • Waterfront
    • Satellite TV
    • Internet Access
    • DVD Player
    • Hot Tub
    • Children's Pool
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Beautiful LAKEFRONT guest apartment located in Winter Springs, FL. The large guest apartment balcony offers spectacular views of the lake and pool. The property is conveniently located near Oviedo, Winter Park, Casselberry, and Longwood. If you are interested in staying in a setting where you can... View all property information
    Location Information
    Winter Springs, Florida
    5 of 5 stars Reviewed 18 November 2014
    This lakefront property was absolutely perfect for my parents, boyfriend and I when we were in town visiting family this past weekend! I had been in search of a location that...
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    1 / 35
    Winter Park
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
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    • x
    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
    1 / 7
    Apopka
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Patio
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    • Pet-friendly
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    • x
    • Smoking allowed
    • x
    About this property
    Best kept secret to commute to Disney and Universal. This home allows less time because you are coming from the west. Enjoy more time on vacation and less time in TRAFFIC. 3 family, Door to Disney LIGHT TRAFFIC. Amenities within walking distance. Private pool. Public pool and golf course... View all property information
    Location Information
    Apopka, Florida
    1 / 17
    Winter Park
    8 Bedrooms, 5 Bathrooms, Sleeps 17 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Summary Located just 15 minutes from Walt Disney World, this beautiful home offers the perfect luxury environment for family and friends to share a vacation of a lifetime! With a spacious open layout living space, and two floors of bedrooms, there's comfort, privacy and luxury for 3 or 4 families... View all property information
    Location Information
    Winter Park, Central Florida
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    1 / 14
    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Patio
    • DVD Player
    • Shared Garden
    • Shared Outdoor Pool...
    • Air Conditioning
    • Secure Parking
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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
    1 / 17
    Winter Park
    8 Bedrooms, 5 Bathrooms, Sleeps 18 | Quick View
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    • Pet-friendly
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    • ?
    • ?
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    • ?
    About this property
    Summary Less than 15 minutes from Walt Disney World, the exclusive new Retreat community at Champions Gate offers luxury travelers, the perfect place to call home during their magical vacation in the Sunshine State! With a stylish and modern design, this 8 bedroom luxury pool home offers space... View all property information
    Location Information
    Winter Park, Central Florida
    1 / 24
    Altamonte Springs
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Private Garden
    • Internet Access
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    • Patio
    • Satellite TV
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This house has over 1700-sq and sleeps up to 8 people comfortably. Master bedroom as a new queen size bed and separate bathroom with private entrance. Second bedroom has a new double bed that sleeps 2. Third bedroom has 2 new single beds. Fourth room has a leather futon, plus we can add another... View all property information
    Location Information
    Altamonte Springs, Central Florida
    1 / 17
    1 of 5 stars (1) Terrible
    Winter Park
    8 Bedrooms, 5 Bathrooms, Sleeps 18 | Quick View
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    • Pet-friendly
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    • ?
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    • ?
    About this property
    Summary If you are planning a big Orlando vacation with family and friends, this is perfect for you! Designed purely for large groups of fun seeking visitors, this 8 Bedroom home offers the opportunity to save on accommodation costs, without giving up any comfort, space or style. The added... View all property information
    Location Information
    Winter Park, Central Florida
    1 / 22
    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Air Conditioning
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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. Within a very close... View all property information
    Location Information
    Winter Park, Central Florida
    1 / 34
    Apopka
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | 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
    MONTHLY RATES 4 weeks from $2200 - $2400. Please CHECK WITH OWNER! Designer touches throughout this beautifully renovated 1950s home in the upscale Bear Lakes area. 3 bedrooms, 2 bathrooms, spacious living room/dining area. Private screened porch overlooking private back yard. Best location for... View all property information
    Location Information
    Apopka, Florida
    1 / 19
    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Wi-Fi
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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
    1 / 27
    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    • x
    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
    1 / 37
    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Satellite TV
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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
    1 / 13
    Oviedo
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    Minutes to Disney/Daytona Beach/UCF 5 Acre Gated Property and The Cottage is nestled on this property Secluded but close to everything Entire Cottage for your enjoyment. Between Orlando and Daytona Beach. easy I-4/417 access close by. Beautiful Get Away/private gated 5 acres. Cottage Comfy King... View all property information
    Location Information
    Oviedo, Central Florida
    1 / 28
    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
    • Central Heating
    • Balcony
    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
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    Winter Park, Central Florida
    1 / 24
    Altamonte Springs
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    • x
    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
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    Altamonte Springs, Central 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
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    Fern Park, Florida
    1 / 30
    Winter Park
    5 Bedrooms, 6 Bathrooms, Sleeps 11 | Quick View
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    • Sauna
    • Waterfront
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    • x
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    About this property
    CONTACT REAL ESTATE AGENT NINA MARTINOV FOR MORE INFO AND BOOKING!!! The Orange County city of Winter Park, situated north of Orlando, was once considered a winter resort. Today, the arts- and culture-filled city includes Rollins College and the Charles Hosmer Morse Museum of Natural Art.... View all property information
    Location Information
    Winter Park, Central Florida
    1 / 17
    Apopka
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    BEAUTIFUL SINGLE FAMILY HOME CONSISTING OF 3,000 SQ FT(4) BEDROOMS (3)BATH ISLAND KITCHEN HUGE FAMILY ROOM FORMAL DINING ROOM LIVING ROOM LOTS OF CLOSET 2 CAR GARAGE PRIVATE POOL IN A VERY QUIET NEIGHBORHOOD. sorry NO PETS NO... View all property information
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    Apopka, Florida
    1 / 30
    Apopka
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • x
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    • x
    About this property
    UPGRADE YOUR VACATION HOME -- WITHOUT UPGRADING THE PRICE! Please visit GolfLuxuryExecutiveHome (under 'External Links' at bottom of page) for current availability and reviews. 3000 square feet (on one level), nicely appointed, five bedroom, three full bath golf luxury executive home on... View all property information
    Location Information
    Apopka, Florida