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Holiday Rentals and Homes in Casselberry, FL

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    The following rentals are within 15 kilometers of Casselberry, Florida.

    Winter Park
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    Altamonte Springs
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Winter Park
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Altamonte Springs
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Patio
    • Washer
    • Parking
    • Outdoor Dining Area
    • Grill
    • Porch
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • 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
    1 / 27
    5 of 5 stars (1) Excellent
    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Patio
    • DVD Player
    • Grill
    • Balcony
    • Washer
    • Porch
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
    • 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 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 / 18
    5 of 5 stars (3) Excellent
    Winter Springs
    4 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Patio
    • Washer
    • Porch
    • DVD Player
    • Air Conditioning
    • Balcony
    • Internet Access
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • 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 32708
    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 / 43
    5 of 5 stars (2) Excellent
    Winter Park
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
    • DVD Player
    • Porch
    • Satellite TV
    • Grill
    • Patio
    • Washer
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    -Due to local ordinances, we require a lease for 30 days to be signed upon arrival. This lease can be cancelled at any time. You will not be charged for days beyond your booked stay. Location: Winter Park, College Park, Central-Disney-Orlando Area, Florida, USA No Pets - We love animals but for... View all property information
    Location Information
    Winter Park, Central Florida 32789
    5 of 5 stars Reviewed 12 January 2016
    A great place to stay. Cost-effective, compared to hotel/motel; clean, great location relative to our needs. Will most likely stay there again on next trip to Winter Park area.
    5 of 5 stars Reviewed 8 January 2016
    Great place for us to stay while visiting local family. We traveled with our two kids so it was very nice to have a homey place to stay. The washer/dryer and TV options were...
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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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    • Patio
    • Washer
    • Waterfront
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Grill
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    A quiet house with a large cabin feel, tucked away from the hustle and bustle of Orlando and Daytona Beach but is within short driving distances from some of Florida's amazing springs and nature walks! The house boast an amazing view of the Saint John's river, the Lake Monroe Conservation area, and... View all property information
    Location Information
    Sanford, Central Florida 32771
    5 of 5 stars Reviewed 25 February 2016
    The most beautiful and relaxing mini-vacation I have ever taken with the family. The house was immaculate and well stocked. Annemarie is the best hostess ever! always available...
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    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
    • Waterfront
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    • 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
    Lake Mary
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Hot Tub
    • Wi-Fi
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    • DVD Player
    • Balcony
    • Washer
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • 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 32830
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    Maitland
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Wi-Fi
    • Air Conditioning
    • Satellite TV
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    • Hot Tub
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
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    • x
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    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. Our guests call our home a fun & relaxing... View all property information
    Location Information
    Maitland, Florida 32751
    Oviedo
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • Patio
    • Hot Tub
    • Central Heating
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • 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 32765
    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
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • 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 32708
    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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    Winter Park
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Wi-Fi
    • Grill
    • Parking
    • Balcony
    • Air Conditioning
    • Terrace
    • Washer
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Family friendly layout with master bedroom suite, shared bedroom (2 twin beds), main living room furnished with modern elegance. Kitchen with modern conveniences: all top line stainless steel appliances stove top, oven, dishwasher, fridge. Granite countertops and marble floors. Sunroom set up for a... View all property information
    Location Information
    Winter Park, Central Florida 32789
    1 / 19
    5 of 5 stars (2) Excellent
    Sanford
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Parking
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Elder access
    • x
    • ?
    About this property
    New construction 3 bedroom, 2.5 bath. Master bedroom has a queen bed, TV and master bath with soaking tub. Bedrooms 2 & 3 have bunk beds with stairs instead of ladders (twin over full) and their own TV's. Will sleep 8 comfortably. Fully equipped kitchen, separate dining area and large living... View all property information
    Location Information
    Sanford, Central Florida 32773
    5 of 5 stars Reviewed 30 December 2015
    We so enjoyed our stay in this beautiful home. The 3 bedrooms with two full baths and a laundry room are upstairs. The living and dining room with the kitchen and half bath are...
    5 of 5 stars Reviewed 9 February 2015
    We booked this unit for a one-night stay prior to an early departing flight at the Sanford Airport. The property was easy to find & conveniently located very close to the...
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    Lake Mary
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    • Children's Pool
    • Hot Tub
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This cozy top floor condo with vaulted ceiling has one bedroom with walk in closet and one bathroom with shower/bath and is located in the gated, amenity-filled community of Regency Park at Lake Mary. Open kitchen/living/dining room combination with breakfast bar and sliding glass door leading out... View all property information
    Location Information
    Lake Mary, Florida FL32746
    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
    • Washer
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • 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 / 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
    REF: TOP VILLAS – Championsgate 57 All of our villas here at Top Villas are professionally managed by an onsite property team to ensure you have a perfect stay, Call us today 24/7 for an instant quote, availability, special deals or if you have any questions, regarding our amazing villa in... View all property information
    Location Information
    Winter Park, Central Florida
    Oviedo
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
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    • Pet-friendly
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    • ?
    • x
    • Smoking allowed
    • Elder access
    • 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
    Location Information
    Oviedo, Central Florida 32765
    1 / 17
    Winter Park
    8 Bedrooms, 5 Bathrooms, Sleeps 18 | Quick View
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
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    • ?
    • ?
    About this property
    REF: TOP VILLAS – Championsgate 58 All of our villas here at Top Villas are professionally managed by an onsite property team to ensure you have a perfect stay, Call us today 24/7 for an instant quote, availability, special deals or if you have any questions, regarding our amazing villa in... View all property information
    Location Information
    Winter Park, Central Florida
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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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    • Private Garden
    • Balcony
    • Terrace
    • Satellite TV
    • Washer
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    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
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    • Elder access
    • x
    About this property
    COMPLETELY RENOVATED BUNGALO WITH QUEEN SIZE BEDS IN BOTH BEDROOMS. ALL NEW FURNITURE AND BEDDING. COMPLETELY NEW KITCHEN AND BATHROOM. WASHER AND DRYER IN LAUNDRY ROOM. LARGE BACK YARD. NICE FRONT PORCH WITH VIEWS OF CITY PARK. REAR DECK WITH GRILLE. FIRST TIME ON THE MARKET SINCE COMPLETE... View all property information
    Location Information
    Sanford, Central Florida 32771
    5 of 5 stars Reviewed 2 April 2016
    Absolutely loved our time spent in this adorable 2 BR Bungalow. Newly remodeled with high end kitchen and entertainment but still held on to the essence of the historic...
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    Sanford
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Porch
    • Shared Outdoor Pool...
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    • Waterfront
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • 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 32771
    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 32751
    Fern Park
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
    • Satellite TV
    • Porch
    • Air Conditioning
    • DVD Player
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    • Patio
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • 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
    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Patio
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    • Pet-friendly
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    • x
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    • 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
    1 / 17
    Winter Park
    8 Bedrooms, 5 Bathrooms, Sleeps 17 | Quick View
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    • Pet-friendly
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    • Child-friendly
    • ?
    • ?
    • ?
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    • Elder access
    • ?
    • ?
    About this property
    REF: TOP VILLAS – Championsgate 56 All of our villas here at Top Villas are professionally managed by an onsite property team to ensure you have a perfect stay, Call us today 24/7 for an instant quote, availability, special deals or if you have any questions, regarding our amazing villa in... View all property information
    Location Information
    Winter Park, Central Florida
    1 / 30
    Winter Park
    5 Bedrooms, 6 Bathrooms, Sleeps 11 | Quick View
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    • Sauna
    • Waterfront
    • Hot Tub
    • Private Outdoor...
    • DVD Player
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    • Pet-friendly
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    • Child-friendly
    • x
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    • Elder access
    • 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 32789
    Altamonte Springs
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Central Heating
    • Patio
    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    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 while still retaining the charm of its era. The kitchen is all brand new,... View all property information
    Location Information
    Altamonte Springs, Central Florida 32703