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Osteen Vacation Rentals

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    1 / 139
    5 of 5 bubbles (2) Excellent
    Osteen
    8 Bedrooms, 4 Bathrooms, Sleeps 4 | Quick View
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    The following rentals are within 25 kilometres of Osteen, Florida.

    1 / 27
    5 of 5 bubbles (1) Excellent
    Sanford
    4 Bedrooms, 2 Bathrooms, Sleeps 13 | Quick View
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    1 / 28
    5 of 5 bubbles (1) Excellent
    Oviedo
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 18
    5 of 5 bubbles (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
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    • 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 32708
    5 of 5 bubbles 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 / 26
    Oviedo
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Private Garden
    • Parking
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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 / 15
    5 of 5 bubbles (2) Excellent
    Deltona
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Satellite TV
    • Porch
    • Private Outdoor...
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    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Lots of amenities close by, beautiful decor and furnishings. Wood flooring and tile throughout. Stainless steel appliances SOLAR heated pool etc. garage available for long term rentals if needed. Please inquire for availability and rate. Plenty of off street secure parking in driveway of... View all property information
    Location Information
    Deltona, Florida 32738
    5 of 5 bubbles Reviewed 19 March 2016
    This Is our second time renting this house and once again it is great. It has a small backyard for our dog to roam, the pool is great to relax in, and the neighborhood is great...
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    1 / 19
    5 of 5 bubbles (1) Excellent
    Sanford
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
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    • Wi-Fi
    • Air Conditioning
    • Waterfront
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    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • 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 32771
    5 of 5 bubbles 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 / 17
    5 of 5 bubbles (1) Excellent
    Oviedo
    1 Bedroom, 1 Bathroom, Sleeps 1 | Quick View
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    • Wi-Fi
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    • Private Outdoor...
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    About this property
    Relax in the Master King Suite next to the pool with private entrance. King Suite comes with a comfortable Sleep number Queen size bed, luxury bedding, private bath, Spaniard shower, office desk, and 50" TV with premiun channels. You get use of all outdoor amenities. Outdoor lounge and pool.... View all property information
    Location Information
    Oviedo, Central Florida 32765
    1 / 49
    Deltona
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Wi-Fi
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    • Private Outdoor...
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    **This wonderful home is stunning both inside and out! ! Built as a Mother-In Law/Nanny Quarters.....is in fact a spectacular 3 bedroom home offering luxury and built to satisfy the most discriminate vacation renter. Guest House: 1 King- sleeps 2 2 Queens- sleeps 4 1 Queen sofa bed-sleeps 2 1... View all property information
    Location Information
    Deltona, Florida 32738
    1 / 89
    Deltona
    7 Bedrooms, 5 Bathrooms, Sleeps 22 | Quick View
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    • Washer
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    • Private Outdoor...
    • DVD Player
    • Grill
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    It is a fantastic Florida vacation rental Estate consisting of a main 4 bedroom, 2 bath Luxury Home with full kitchen, dining seats for 6-8 and an Attached 3 bedroom 3 bath Mother-in-law's quarters that has 5 beds, a dining area with seats for 6-11 and a full kitchen with breakfast nook and french... View all property information
    Location Information
    Deltona, Florida 32738
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    1 / 23
    Orange City
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
    • ?
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    • x
    About this property
    Spacious and comfortable two bedroom RV rental that comfortably accommodates 2-6 people. The main bedroom features a queen bed, the second bedromo has a set of twin bunks. The living room has a full size sofa sleeper that can accommodate guests. There is a fully furnished kitchenette, a full... View all property information
    Location Information
    Orange City, Florida 32763
    1 / 70
    Deltona
    4 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • DVD Player
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    A fantastic vacation destination centrally located to Orlando and Daytona . This 4 bedroom vacation home with pool is airy and delightful! Rich woodwork, fine furnishings, decoration and hardwood floors give it both elegance and charm. Located about 30 miles to Orlando, Daytona and New Smyrna beach... View all property information
    Location Information
    Deltona, Florida 32738
    1 / 19
    5 of 5 bubbles (1) Excellent
    Oviedo
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Patio
    • Air Conditioning
    • Hot Tub
    • Private Garden
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    • Wi-Fi
    • Washer
    Suitability
    • 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 32765
    5 of 5 bubbles Reviewed 18 January 2017
    It was a home away from home. Property was well maintained and very peaceful. We will definitely be staying here again. Jason was a pleasure to deal with and thank you Joel for...
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    1 / 16
    5 of 5 bubbles (1) Excellent
    Sanford
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Private Garden
    • Balcony
    • Terrace
    • Satellite TV
    • Washer
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • 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 bubbles 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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    1 / 14
    Longwood
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    • Private Garden
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    1 / 5
    4.5 of 5 bubbles (7) Very good
    Geneva
    1 Bedroom, 2 Bathrooms, Sleeps 3 | Quick View
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    • Internet Access
    • Air Conditioning
    • Outdoor Dining Area
    • Satellite TV
    • DVD Player
    • Waterfront
    • Secure Parking
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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.... View all property information
    Location Information
    Geneva, Florida 32732
    3 of 5 bubbles Reviewed 2 December 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 didn't...
    4 of 5 bubbles Reviewed 1 March 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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    1 / 12
    DeLand
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Wi-Fi
    • Satellite TV
    • DVD Player
    • Washer
    • Air Conditioning
    • Patio
    • Grill
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Welcome to 1903 Hontoon - a beautiful lakefront vacation home nestled peacefully between the unspoiled nature of the St. John's River waterway and historic downtown DeLand. Secluded behind a beautiful, tree-lined drive and resting on the banks of Lake Beresford, This renovated vacation home is... View all property information
    Location Information
    DeLand, Florida 32720
    1 / 7
    Orange City
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Washer
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    • Pet-friendly
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    • Smoking allowed
    About this property
    We are pleased to offer our 3 bedroom family house in Orange City, Florida. The house is 1,928 sqft and is set on 5 acres of land. There are three bedroom one of which has an en-suite bathroom. All the bedrooms have king-size beds and there is a sofa bed in the living room. The house is well... View all property information
    Location Information
    Orange City, Florida 32763
    1 / 24
    Deltona
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Central Heating
    • Patio
    • Washer
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Deltona, Florida 32738
    1 / 23
    5 of 5 bubbles (3) Excellent
    DeLand
    5 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Pet-friendly
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    • x
    About this property
    Enjoy our beautifully renovated home in DeLand’s historic district, within walking distance of Stetson University and just blocks from our thriving downtown, with one of the ten best main streets in the USA as voted by Parade Magazine. Explore the neighborhood’s beautiful architecture including... View all property information
    Location Information
    DeLand, Florida 32720
    5 of 5 bubbles Reviewed 21 March 2017
    The house is beautiful with alot of historic feel as soon as you walk in the door. VERY Nice neighborhood and felt safe leaving our motorcycles in the driveway. Plenty of space...
    5 of 5 bubbles Reviewed 13 March 2017
    This home was so welcoming and roomy that our family begged for more more night, which Lynn graciously accommodated for us! The home is well loved and you can feel the old days...
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    1 / 5
    Orange City
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Patio
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    • Outdoor Dining Area
    • Grill
    • Internet Access
    • Air Conditioning
    • Shared Garden
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    One bedroom with full size bed, full kitchen, living/dining room, there is a private covered patio for smoking and grilling out, no smoking inside, air conditioned, cable tv and a cloths line for wet beach and springs gear. Less than a mile from famous BLUE SPRINGS STATE PARK so bring your diving... View all property information
    Location Information
    Orange City, Florida 32763
    1 / 19
    Longwood
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Private Outdoor...
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    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 / 24
    Lake Mary
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Have the Sunshine State retreat of a lifetime at this alluring 4-bedroom, 2-bath Lake Mary vacation rental house. Boasting gorgeous renovations, accommodations for 8 and a private fenced backyard with fire pit, this home doesn’t disappoint! You vacation begins the moment you arrive at the bright... View all property information
    Location Information
    Lake Mary, Florida 32746
    1 / 24
    Chuluota
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Porch
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Luminous sunshine and fond memories await you at this spectacular 3-bedroom, 2-bathroom Orlando home! With sleeping accommodations for 8 guests, modern amenities and a tranquil screened porch, this centrally located dwelling won’t disappoint! Situated amidst lush greenery and shimmering... View all property information
    Location Information
    Chuluota, Florida 32826
    1 / 19
    Longwood
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    • ?
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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
    1 / 17
    Longwood
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Shared Outdoor Pool...
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    • Pet-friendly
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    • x
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    • ?
    About this property
    Welcome to this beautiful brand new community in Storey Lake! This Deluxe 4 bedroom 4-bathroom vacation home has its own private screen in swimming pool. This vacation home features 4 bedrooms and 4 bathrooms, which is perfect for up to 8 guests! Storey Lake is ideally located 4 minutes from Disney... View all property information
    Location Information
    Longwood, Florida 34746
    1 / 11
    Longwood
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Pet-friendly
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    • x
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    • x
    About this property
    Welcome to Storey Lake Resort and this stunning 4 bedroom, 3 bathroom, 1,914 sq. ft. rental located near the theme parks in Orlando, Florida. This rental has attained the prestigious “Grand” status for having an upgraded professional furniture package. This vacation rental has all the comforts of... View all property information
    Location Information
    Longwood, Florida 34746
    1 / 18
    Lake Helen
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Secure Parking
    • Private Garden
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    • Pet-friendly
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    • x
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    • x
    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,... View all property information
    Location Information
    Lake Helen, Florida 32744
    1 / 24
    Sanford
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    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... View all property information
    Location Information
    Sanford, Central Florida 32771
    1 / 24
    Sanford
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
    • Smoking allowed
    • x
    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,... View all property information
    Location Information
    Sanford, Central Florida 32771
    1 / 16
    DeLand
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Outdoor Dining Area
    • DVD Player
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    • Sauna
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Come and spend some time in this charming Florida Main Street town! Lots to do in the area and centrally located so you are a short drive to the attractions. Deland's historic district offers shopping and dining in some unique shops and restaurants. Museums/historical sites, a sculpture walk,... View all property information
    Location Information
    DeLand, Florida 32720