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Osteen Vacation Rentals

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    Don't let other travellers get your favourite Osteen area vacation rental. You're so close to securing your perfect getaway. Book today.
    All 20 Rentals in Osteen
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    SunShine Ranch1 / 139
    (3)Average
    Osteen
    8 Bedrooms, 4 Bathrooms, Sleeps 4 Quick View
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    Osteen
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    The following rentals are within 15 kilometres of Osteen.
    Luxury Florida Pool home 2 Bedroom 2 Bath1 / 15
    (2)Excellent
    Deltona
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Ninovan on the Shore, A river retreat with history1 / 27
    (2)Excellent
    Sanford
    4 Bedrooms, 2 Bathrooms, Sleeps 13 Quick View
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    Amenities & Details
    • Patio
    • Washer
    • Waterfront
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 7, 2018
    We rented this property for multifamily use with 3 generations as it was our son's wedding week/weekend and it was a wonderful choice! My daughter and I arrived early enough to...
    Reviewed February 25, 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...
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    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...
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    Location Information
    Sanford, Central Florida 32771
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 13
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    Sanford
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    From this amazing property, there is a plethora of fun activities to partake in such as going for a boat cruise on the river, hanging out by the marina, getting fresh air as you jog by the Riverwalk, shopping downtown, grabbing a bite to eat at on the of the local restaurants or purchasing fresh...
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    Sanford, Central Florida 32771
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2BR BUNGALOW IN SANFORD HISTORIC DISTRICT1 / 16
    (1)Excellent
    Sanford
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Private Garden
    • Balcony
    • Terrace
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 2, 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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    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...
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    Location Information
    Sanford, Central Florida 32771
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Pleasant Point River Retreat1 / 5
    (7)Very good
    Geneva
    1 Bedroom, 2 Bathrooms, Sleeps 3 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Outdoor Dining Area
    • Cable/satellite TV
    • DVD Player
    • Waterfront
    • Secure Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 2, 2016
    It was Charming even had nice Collectibles a handmade ship on the fireplace everything we needed we had. Perfect place to put the boat in nice and quiet. The only thing we...
    Reviewed March 1, 2016
    Great place for fishing or just to relax and escape the city life and enjoy a retreat with amazing wild life surrounding.
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    About this property
    Located on the scenic St. John's River in Geneva, Seminole County, Florida these 2 fully furnished 1 bedroom 2 bathroom non-smoking luxury cabins are overlooking the water for spectacular sunrises and fishing from the back deck. Safe, secure and private with a private boat ramp for launching....
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    Location Information
    Geneva, Florida 32732
    Cabin Holiday Rental - 1 Bedroom, 2 Bathrooms, Sleeps 3
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    Floating Cottage . . .afloat on the St. Johns River in Florida1 / 23
    (2)Excellent
    Sanford
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 7, 2018
    The entire booking experience from start to finish was absolutely SUPERB!!Kim was very engaged and amiable from our first interaction. Her customer service is far beyond...
    Reviewed April 10, 2018
    I took my daughter and 6 & 3 year old grandsons here. From the moment we saw the little Cottage - to the moment we had to check out - this Little Floating Cottage kept us in...
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    About this property
    Welcome to FLOATING COTTAGE . . . charming and unique houseboat vacation rental on the St. Johns River . Imagine relaxation, gently afloat in a quiet, clean-water designated marina in Sanford, Florida. Poised to delight, Floating Cottage provides a peaceful environment to relax, replenish and...
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    Location Information
    Sanford, Central Florida 32771
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Lake Helen
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful country home in the historic, Lake Helen, FL. The 1600 sq ft home features a 3bd/2b, open-concept, floor plan that has plenty of room for entertainment or just some tranquility and peace away from home. During your stay you can enjoy the gorgeous view, through the living room windows,...
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    Location Information
    Lake Helen, Florida 32744
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Deltona Private Oasis Awaits! ONLY 30MIN T0 DAYTONA, 45MIN TO DISNEY & UNIVERSAL1 / 27
    (2)Excellent
    Deltona
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Central Heating
    • Grill
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 24, 2017
    This house was amazing, it looked like it was newly upgraded and it had lots of space! 4 bedrooms, 2 bathrooms, and lots of space for the kids to run around. There is a lake...
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    About this property
    Located in a safe and clean neighborhood. Our Home is on a cul de sac over-viewing a lake, so it feels like your own private oasis! It has a open concept floor-plan, you can be in the kitchen and still enjoy the views of the lake. It also has a spacious drive-way that can fit a trailer, multiple of...
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    Location Information
    Deltona, Florida 32738
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Deltona Pines
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Parking
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    • Patio
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home is located on a quiet street with no front neighbors. Enjoy this newly decorated 3 bed, 2 bath pool home with private fenced in yard. As you enter this home you will notice how clean and clutter free it is. This home has been decorated and fitted to feel like a home away from home. Enjoy...
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    Location Information
    Deltona Pines, Florida 32725
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Sanford
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Washer
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Take the family on a trip to an Orlando oasis when you stay at this 3-bedroom, 3-bathroom vacation rental home that sleeps 8 in Sanford. Sitting just outside of the city, this home offers all the comforts of home paired with an ideal location to reach the excitement of Orlando nearby. Whether...
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    Location Information
    Sanford, Central Florida 32773
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Deltona
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Parking
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This well-equipped and clean one-story open concept ranch home nestled on the edge of town is just the place to breath easy, relax and unwind, spend time with family, steal away for some couple time, or for the adventurer to enjoy everything Central Florida has to offer, including its much coveted...
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    Location Information
    Deltona, Florida 32738
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Sanford
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience the beauty of Florida from this studio vacation rental house in the heart of Sanford. This luxurious space is perfect for a secluded getaway and features elegantly stocked cupboards, plush furniture, and a complete kitchenette. Moments away are the attractions and activities of Sanford -...
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    Location Information
    Sanford, Central Florida 32771
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Sanford
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Patio
    • Cable/satellite TV
    • Wi-Fi
    • Terrace
    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gather your loved ones for a relaxing getaway to this 2-bedroom, 1-bathroom vacation rental apartment in Sanford, Florida. You’ll love staying at this quaint property that features large windows, high ceilings, and beautiful french doors that open to a great balcony sitting under a giant oak tree....
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    Location Information
    Sanford, Central Florida 32771
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    Sanford
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Patio
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy all the lively attractions and scenic beauty of this quaint Florida town from this 2-bedroom, 1-bathroom vacation rental apartment, which comfortably sleeps 6 in Sanford. This 2nd-story unit offers a beautiful, residential location, a handsome garden, patio and deck, and 750 square feet of...
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    Location Information
    Sanford, Central Florida 32771
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Sanford
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Terrace
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Elevate your next trip to central Florida by staying at this pristine 3-bedroom, 2-bathroom vacation rental townhouse in Sanford. This 1,920-square-foot unit sleeps 5 travelers and offers access to the community pool. Eat with the locals in downtown after a visit to the Zoo & Botanical Gardens near...
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    Location Information
    Sanford, Central Florida 32771
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Sanford
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Patio
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Visit the historic town of Sanford from this vintage 3-bedroom, 3.5-bathroom vacation rental house with 1,400 square-feet of living space and sleeping accommodations for 6. Located just a few minutes from Main Street, enjoy quick access to a plethora of restaurants, antique shops, farmers markets,...
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    Location Information
    Sanford, Central Florida 32771
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    DeBary
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Patio
    • DVD Player
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ** Please inquire w/ Evolve about 10% Military Discount ** Nestled between Daytona Beach and Orlando, this 3-bedroom, 2-bath Debary vacation rental house provides up to 9 guests with a prime location! From this newly renovated home, enjoy easy access to several white sandy beaches while also...
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    Location Information
    DeBary, Florida 32713
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    Sanford
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled under a 100-years-old live oak tree, this executive vacation rental apartment offers comfort, intimacy, and upscale living in historic Sanford, FL. Enjoy a peaceful resort-like experience at this quiet, 1-bedroom end-unit, elegant and fully functional with all the modern essentials for an...
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    Location Information
    Sanford, Central Florida 32771
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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