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Vacation Rentals in Maitland, FL and nearby

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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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    The following rentals are within 10 kilometres of Maitland, Florida.

    1 / 28
    Winter Park
    5 Bedrooms, 5 Bathrooms, Sleeps 9 | Quick View
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    1 / 10
    5 of 5 stars (1) Excellent
    Altamonte Springs
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Washer
    • DVD Player
    • Porch
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    • Patio
    • Grill
    • Air Conditioning
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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 stars 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 / 13
    Winter Park
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Balcony
    • Patio
    • Internet Access
    • DVD Player
    • Washer
    • Air Conditioning
    • Satellite TV
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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 32789
    1 / 35
    Winter Park
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Waterfront
    • DVD Player
    • Wi-Fi
    • Satellite TV
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    • Air Conditioning
    • Grill
    • Porch
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    • Pet-friendly
    • Child-friendly
    • 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 32804
    1 / 27
    5 of 5 stars (1) Excellent
    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Washer
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    • Patio
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    • Balcony
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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 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 / 22
    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Air Conditioning
    • Satellite TV
    • Patio
    • Washer
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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 32789
    1 / 26
    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
    • Waterfront
    • Patio
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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 / 37
    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Satellite TV
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Patio
    • Washer
    • Private Garden
    Suitability
    • 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
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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
    • Washer
    Suitability
    • 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 32792
    1 / 24
    Altamonte Springs
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Parking
    • Internet Access
    • Balcony
    • Washer
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Patio
    Suitability
    • 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 32701
    1 / 17
    Altamonte Springs
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Central Heating
    • Patio
    • DVD Player
    • Washer
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    • Pet-friendly
    • Child-friendly
    • 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 32703
    1 / 28
    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • DVD Player
    • Central Heating
    • Balcony
    • Terrace
    • Housekeeping...
    • Patio
    • Hot Tub
    Suitability
    • 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
    Location Information
    Winter Park, Central Florida 34787
    1 / 35
    Winter Park
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • 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 32789
    1 / 17
    Winter Park
    8 Bedrooms, 5 Bathrooms, Sleeps 18 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    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
    1 / 17
    Winter Park
    8 Bedrooms, 5 Bathrooms, Sleeps 18 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    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
    1 / 19
    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
    • Child-friendly
    • ?
    • Smoking allowed
    • 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
    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Wi-Fi
    • Air Conditioning
    • Washer
    • Private Garden
    • Parking
    • Patio
    • Satellite TV
    • DVD Player
    Suitability
    • 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
    1 / 24
    Fern Park
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
    • Satellite TV
    • Porch
    • Air Conditioning
    • DVD Player
    • Grill
    • Washer
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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
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    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
    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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    Amenities & Details
    • Sauna
    • Waterfront
    • Hot Tub
    • Private Outdoor...
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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