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Lake Mary Holiday Rentals

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    Don't let other travellers get your favourite Lake Mary area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 23 Rentals in Lake Mary
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    3 bed/2 both Lake Front home1 / 25
    (1)Very good
    Lake Mary
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Lake Mary
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Lake Mary
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Lake Mary
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    • Balcony
    • Patio
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    **Please note that the homeowner lives on site, in the attached unit with some shared outdoor amenities** Experience the best of Lake Mary when you stay at this vacation rental apartment for 5! The 2-bedroom, 1-bathroom home sits on a quiet, private piece of land but is close to great attractions...
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    Location Information
    Lake Mary, Florida 32746
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    The following rentals are within 10 kilometres of Lake Mary.
    Floating Cottage . . .afloat on the St. Johns River in Florida1 / 30
    (4)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 24 November 2018
    We booked the floating cottage for some RnR and to disconnect. Indeed it was calming and relaxing for sure. We had 2 nights there and only left the cottage once. It was clean...
    Reviewed 22 August 2018
    We stayed three nights and wish it could have been longer. The cottage has everything you need to rest, relax, and enjoy life on the water. If you are looking for a beautiful...
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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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    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 7 March 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 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...
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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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    Longwood
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Longwood, Florida 32750
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Cozy Sanford Home near Orlando Resorts & Airport!1 / 24
    (1)Excellent
    Sanford
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Washer
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 April 2019
    Great place and location Having a great time and has more than I expected. Clean and cozy wifi excellent TV very good. If the tournament next year is in Sanford we will be back.
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    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 8
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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 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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    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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    Longwood
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • DVD Player
    • Balcony
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Longwood, Florida 32750
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Winter Springs
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tranquil Executive Rental/ Lease. Daily, Weekly, Monthly, Short term lease available. One year lease available. Approximately 4,000 sq. ft., Spacious 5 Bedrooms with flat screen T.Vs., 3 ½ bathroom, Family room, Master Chef Kitchen with a dual wine refrigerator, Washer and Dryer, upstairs office...
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    Location Information
    Winter Springs, Florida 32708
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Winter Springs
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Garden
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Showcase home boasting 3 bedrooms, 2 bathrooms and a large playroom full of kids toys and a basketball hoop. Quick drive to both 417 and I4 allowing easy access to all areas of Central Florida. This beautiful home has been completely renovated with a new kitchen, bathrooms, flooring, fresh paint,...
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    Location Information
    Winter Springs, Florida 32708
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Historic Craftsman1 / 48
    (2)Excellent
    Sanford
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Patio
    • Air Conditioning
    • Parking
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 days ago
    We needed a place for our family of 4 to stay for one night. Found this gem on Trip Advisor!! Quick and easy reservation, immediate response from owner who met us at the house...
    Reviewed 11 June 2019
    I recently attended a Bridal Shower in the Historic Craftsman house and it was AWESOME. The house has a great vibe and has plenty of room to entertain! The onsite caterer...
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    About this property
    Park Place Inn and Cottages is part of the Sanford Historic district and centrally located to downtown on one of the most scenic streets in town, Park Avenue. The property was built in the early 1930's in the Craftsman and Colonial style of the era. Park Place Inn is a vacation rental property that...
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    Location Information
    Sanford, Central Florida 32771
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Longwood
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy an oasis of quiet, comfortable Florida living at this 4-bedroom, 2-bathroom vacation rental house in Longwood! Whether it’s business or pleasure that brings you to town, this charming home boasts a 2,400-square-foot open-concept interior, 2 separate living spaces, an office area and a...
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    Location Information
    Longwood, Florida 32779
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Sanford
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Central Heating
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our home is located in a small private gated community just 2 minutes away from 2 major highways, I-4 & 417. The best of both worlds! Located just outside the high tourists areas, but close enough to enjoy all the fun Central Florida has to offer! You can easily access I-4 West where it's about 30...
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    Location Information
    Sanford, Central Florida 32771
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    The Ivy Cottage1 / 17
    (1)Excellent
    Sanford
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 June 2019
    The location is great! The Ivy Cottage is charming and has everything you could possible need. Conveniently close to the airport and great for a couple!
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    About this property
    Park Place Inn and Cottages is part of the Sanford Historic district and centrally located to downtown on one of the most scenic streets in town, Park Avenue. The property was built in the early 1930's in the Craftsman and Colonial style of the era. Park Place Inn is a vacation rental property that...
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    Location Information
    Sanford, Central Florida 32771
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    The Coastal Cottage1 / 13
    (1)Excellent
    Sanford
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Terrace
    • Parking
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 June 2019
    The Coastal Cottage is GREAT! The actual living space is beautiful and clean, and the balcony outside is a totally awesome added bonus. The whole location is nice and calming...
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    About this property
    Park Place Inn and Cottages is part of the Sanford Historic district and centrally located to downtown on one of the most scenic streets in town, Park Avenue. The property was built in the early 1930's in the Craftsman and Colonial style of the era. Park Place Inn is a vacation rental property that...
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    Location Information
    Sanford, Central Florida 32771
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    The Chef's Suite1 / 12
    (1)Excellent
    Sanford
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    • Parking
    • Air Conditioning
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 June 2019
    This is an awesome space, especially for someone who likes to cook! The living space is beautiful and the kitchen is very spacious. Would definitely recommend for a small family...
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    About this property
    Park Place Inn and Cottages is part of the Sanford Historic district and centrally located to downtown on one of the most scenic streets in town, Park Avenue. The property was built in the early 1930's in the Craftsman and Colonial style of the era. Park Place Inn is a vacation rental property that...
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    Location Information
    Sanford, Central Florida 32771
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    The Charming & Chic Suite1 / 10
    (1)Excellent
    Sanford
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Wi-Fi
    • Washer
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 June 2019
    Has everything you could possibly need for your home away from home! Super clean and surprisingly spacious for a studio space! It has a nice sized kitchen and a great bathroom...
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    About this property
    Park Place Inn and Cottages is part of the Sanford Historic district and centrally located to downtown on one of the most scenic streets in town, Park Avenue. The property was built in the early 1930's in the Craftsman and Colonial style of the era. Park Place Inn is a vacation rental property that...
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    Location Information
    Sanford, Central Florida 32771
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Sanford
    3 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This sweet, cozy bungalow is a perfect retreat for your vacation in Central Florida. It is located midway between the beaches and Disney (roughly 45 minutes to each) but also located in the quaint small town of Sanford, FL that can keep you occupied during your visit as well. We are just a short...
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    Location Information
    Sanford, Central Florida 32771
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 4
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    Longwood
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Wi-Fi
    • DVD Player
    • Patio
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ** NOTE: Another vacation rental unit is attached to this unit, and there may be other travelers present during your stay as the pool deck and yard are shared** Treat your family to an unforgettable Florida retreat in Longwood at this fantastic 3-bedroom, 2-bathroom vacation rental home! After...
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    Location Information
    Longwood, Florida 32779
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    Sanford
    3 Bedrooms, 3 Bathrooms, Sleeps 7 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 7 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 7
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    Longwood
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ** NOTE: Another vacation rental unit is attached to this unit, and there may be other travelers present during your stay as the pool deck and yard are shared ** The Sunshine State awaits you at this 1-bath Longwood vacation rental studio with a courtyard! Built in the 1970’s, this home maintains...
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    Location Information
    Longwood, Florida 32779
    Condo/Apartment - 1 Bathroom, Sleeps 3
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