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Holiday Rentals in Osteen, FL

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    ₹ 10,670 Average
    ₹ 68,000+
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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 / 15
    5 of 5 bubbles (2) Excellent
    Deltona
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 39
    5 of 5 bubbles (1) Excellent
    DeLand
    1 Bedroom, 1 Bathroom, Sleeps 5 | Quick View
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    • Patio
    • Housekeeping...
    • Grill
    • Private Garden
    • Air Conditioning
    • Wi-Fi
    • Secure Parking
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    About this property
    A warm and homey welcome to all of our guests. A beautiful, cozy home in nature, privately located on a quiet street is waiting for your visit. Our home is only 5 min. walk to downtown Deland, restaurants, parades, Stetson University, ice cream places, Knick knack gift/antique shops, night life,... View all property information
    Location Information
    DeLand, Florida 32720
    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
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • 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 2 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 / 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 / 37
    DeLand
    Private Room, 1 Bathroom, Sleeps 3 | Quick View
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    • Private Garden
    • Housekeeping...
    • Parking
    • Air Conditioning
    • Patio
    • Grill
    • Wi-Fi
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    About this property
    A warm and homey welcome to all of our guests. A beautiful, cozy home in nature, privately located on a quiet street is waiting for your visit. Our home is only 5 min. walk to downtown Deland, restaurants, parades, Stetson University, ice cream places, Knick knack gift/antique shops, night life,... View all property information
    Location Information
    DeLand, Florida 32720
    1 / 89
    Deltona
    7 Bedrooms, 5 Bathrooms, Sleeps 22 | Quick View
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    • Washer
    • Patio
    • 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
    1 / 19
    Longwood
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Private Outdoor...
    • Internet Access
    • DVD Player
    • Balcony
    • Air Conditioning
    • Patio
    • Satellite TV
    • Washer
    Suitability
    • 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 / 20
    5 of 5 bubbles (5) Excellent
    Winter Springs
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • 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 32708
    5 of 5 bubbles 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
    5 of 5 bubbles (1) Excellent
    DeLand
    Private Room, 1 Bathroom, Sleeps 3 | Quick View
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    Amenities & Details
    • Ocean Views
    • Housekeeping...
    • Patio
    • Parking
    • Grill
    • Air Conditioning
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    About this property
    A warm and homey welcome to all of our guests. A beautiful, cozy home in nature, privately located on a quiet street is waiting for your visit. Our home is only 5 min. walk to downtown Deland, restaurants, parades, Stetson University, ice cream places, Knick knack gift/antique shops, night life,... View all property information
    Location Information
    DeLand, Florida 32720
    5 of 5 bubbles Reviewed 5 November 2016
    We had a great experience staying at the Swiss Floridian B&B. Nicole the host was amazing. She accepted us early with coffee, cake and a big smile that stayed on her face the...
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    1 / 26
    Oviedo
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Private Garden
    • Parking
    • Air Conditioning
    • Patio
    • Wi-Fi
    Suitability
    • 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 / 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
    • Parking
    • 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 4 days ago
    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 / 70
    Deltona
    4 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • DVD Player
    • Wi-Fi
    • Patio
    • Private Outdoor...
    • Air Conditioning
    • Grill
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 / 49
    Deltona
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Wi-Fi
    • Air Conditioning
    • Private Outdoor...
    • Parking
    • Satellite TV
    • Waterfront
    Suitability
    • 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 / 38
    5 of 5 bubbles (1) Excellent
    DeLand
    Private Room, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Private Garden
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Parking
    • Housekeeping...
    • Patio
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    About this property
    A warm and homey welcome to all of our guests. A beautiful, cozy home in nature, privately located on a quiet street is waiting for your visit. Our home is only 5 min. walk to downtown Deland, restaurants, parades, Stetson University, ice cream places, Knick knack gift/antique shops, night life,... View all property information
    Location Information
    DeLand, Florida 32720
    5 of 5 bubbles Reviewed 2 weeks ago
    It is obvious that Nicole loves people! She is a lovely host and I highly recommend her BnB! Nicole and her family were are all very hospitable (including the family dog)! The...
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    1 / 24
    Chuluota
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Parking
    • Washer
    • Patio
    • Porch
    • Grill
    • Internet Access
    • Satellite TV
    • Air Conditioning
    Suitability
    • 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 / 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
    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 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 / 19
    5 of 5 bubbles (1) Excellent
    Sanford
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    • Waterfront
    • Washer
    • Porch
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • 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 / 36
    DeLand
    Private Room, 1 Bathroom, Sleeps 3 | Quick View
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    • Grill
    • Parking
    • Housekeeping...
    • Wi-Fi
    • Patio
    • Air Conditioning
    • Private Garden
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    About this property
    A warm and homey welcome to all of our guests. A beautiful, cozy home in nature, privately located on a quiet street is waiting for your visit. Our home is only 5 min. walk to downtown Deland, restaurants, parades, Stetson University, ice cream places, Knick knack gift/antique shops, night life,... View all property information
    Location Information
    DeLand, Florida 32720
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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 / 37
    DeLand
    Private Room, 1 Bathroom, Sleeps 3 | Quick View
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    Amenities & Details
    • Patio
    • Internet Access
    • Air Conditioning
    • Private Garden
    • Grill
    • Secure Parking
    • Housekeeping...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    About this property
    A warm and homey welcome to all of our guests. A beautiful, cozy home in nature, privately located on a quiet street is waiting for your visit. Our home is only 5 min. walk to downtown Deland, restaurants, parades, Stetson University, ice cream places, Knick knack gift/antique shops, night life,... View all property information
    Location Information
    DeLand, Florida 32720
    1 / 28
    Oviedo
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Housekeeping...
    • Grill
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 32765
    1 / 24
    Lake Mary
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Washer
    • Internet Access
    • Air Conditioning
    • Parking
    • Outdoor Dining Area
    • Patio
    Suitability
    • 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 / 16
    DeLand
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Outdoor Dining Area
    • DVD Player
    • Grill
    • Patio
    • Washer
    • Internet Access
    • Sauna
    • Air Conditioning
    Suitability
    • 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
    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
    • Child-friendly
    • 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 / 5
    Orange City
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Patio
    • Parking
    • Outdoor Dining Area
    • Grill
    • Internet Access
    • Air Conditioning
    • Shared Garden
    • Satellite TV
    Suitability
    • 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 / 9
    Oviedo
    1 Bedroom, 1 Bathroom, Sleeps 1 | Quick View
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    • Central Heating
    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    About this property
    elax 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. This... View all property information
    Location Information
    Oviedo, Central Florida 32765
    1 / 21
    DeLand
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Parking
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    • Wi-Fi
    • Private Garden
    • Private Outdoor...
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    A Florida house (1,800 square feet)of wood and stone built in 1981 with an attached screened outdoor swimming pool and one acre of landscaped grounds on one the best streets in the town of DeLand, an Old Florida town, 3 miles from downtown, 55 miles from Disneyland and Orlando, thirty miles from... View all property information
    Location Information
    DeLand, Florida 32720