We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Winter Springs Holiday Rentals

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Price
    per night
    £140 Average
    |||
    |||
    £0£1,000+
    Suitability
    More filters
    Don't let other travellers get your favourite Winter Springs area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 66 Rentals in Winter Springs
    Sort by:
    Default
    The following rentals are within 15 kilometres of Winter Springs.
    3 BD Furnished Quaint Altamonte  / North Orlando1 / 10
    (2)Excellent
    Altamonte Springs
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Longwood
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Chuluota
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Instant Book
    4+ Star 3BR/2BA Orlando Area Pool Home w/Patio!1 / 24
    (1)Excellent
    Altamonte Springs
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Patio
    • Parking
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the Altamonte Springs trip of a lifetime with this upscale 3-bedroom, 2-bath vacation rental home, which sleeps 6. Offering wonderful amenities such as a swimming pool, screened-in porch, and an ideal central Florida location minutes from popular Orlando attractions, this quaint residence has...
    View all property information
    Location Information
    Altamonte Springs, Central Florida 32714
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Oviedo
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Balcony
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lovely, fully-furnished, three-bedroom, two-bathroom lakefront home is on a large lot in a unique location surrounded by wildlife with a large backyard. Gator's Nest is perfect for summertime relaxation; Enjoy a cool dip in your counter current spa. This vacation home is 5 minutes away from...
    View all property information
    Location Information
    Oviedo, Central Florida 32765
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Altamonte Springs
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Patio
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Enquiry
    2BR BUNGALOW IN SANFORD HISTORIC DISTRICT1 / 16
    (1)Excellent
    Sanford
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    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...
    See all reviews
    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
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    Botanical Gardens - Orlando / Winter Park1 / 22
    (1)Excellent
    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • Washer
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 July 2017
    This Small Condo is in Winter Parks and around the corner from a Botanical Garden. It is on a quiet street with nice trees and plants around. We really felt at home here within...
    See all reviews
    About this property
    Your own private unit includes 1 master bedroom with Queen bed Full Kitchen with stove, refrigerator, microwave, coffee maker 32' flat screen tv. Access to Washer/dryer Comfortable & Clean 1bd/1bath home with convenient location in historic Winter Park yet very close to Downtown Orlando or the...
    View all property information
    Location Information
    Winter Park, Central Florida 32789
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    2br - 1000ft2 - Winter Park House1 / 13
    (1)Excellent
    Winter Park
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Patio
    • Internet Access
    • DVD Player
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 January 2017
    Orlando is very spread out and very sparse public transport. With the house located in winter park it was fairly central to where we needed to be. Quiet neighbourhood. Owners a...
    See all reviews
    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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Enquiry
    Fern Park
    8 Bedrooms, 7 Bathrooms, Sleeps 20 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Instant Book
    Amenities & Details
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ACO PREMIUM – 8Bd with Private Pool and Spa (1749) LUXURY AND COMFORTABLE HOME WITH PRIVATE POOL AND SPA!! Property Type: Single Home with private pool Floor Area: 3,612 sq ft Location: Encore Resort at Reunion, Kissimmee, Disney Area This luxurious 2 story house with 8-bedroom and 7 bathrooms...
    View all property information
    Location Information
    Fern Park, Florida 34747
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 20
    Make Enquiry
    Save time - get the best Winter Springs rentals sent straight to your email!
    Get the List
    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Grill
    • Air Conditioning
    • Washer
    • Waterfront
    • Cable/satellite TV
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    Maitland
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Patio
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Close to everything. Minutes off major highway I-4. 2 bedrooms, 2 baths. Large living area, fully stocked kitchen, laundry, dinning room, great private porch & pool area. Plus outdoor shower. 30-40 minutes to attractions. 60 minutes to the beaches. Our guests call our home a fun & relaxing...
    View all property information
    Location Information
    Maitland, Florida 32751
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    Altamonte Springs
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ***** Available for Christmas and New Years Holiday ***** Amazing Location in Orlando. Close to I4 and 436 not far from the major atractions and just a short 50 minutes drive to Daytona Beach! Beautiful 3 bedrooms/2bath condo. First floor, no steps, gated upscale community. Spacious, cozy,...
    View all property information
    Location Information
    Altamonte Springs, Central Florida 32714
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 9
    Make Enquiry
    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Patio
    • Washer
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    Winter Park-College Park-Orlando-11 / 27
    (2)Excellent
    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Cable/satellite TV
    • Patio
    • Grill
    • DVD Player
    • Balcony
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 November 2016
    Rental for an entire apartment. Full kitchen livingroom and bedroom. Owners are wonderful to work with. We will rent from again. Thanks for your kindnesses.
    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...
    See all reviews
    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
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    Pleasant Point River Retreat1 / 5
    (7)Very good
    Geneva
    1 Bedroom, 2 Bathrooms, Sleeps 3 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Outdoor Dining Area
    • Cable/satellite TV
    • DVD Player
    • Waterfront
    • Secure Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    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.
    See all reviews
    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
    Cabin Holiday Rental - 1 Bedroom, 2 Bathrooms, Sleeps 3
    Make Enquiry
    The Cottage at Oviedo1 / 28
    (2)Excellent
    Oviedo
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
    • Secure Parking
    • Grill
    • Housekeeping Included
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    While checking hotel prices on Trip Advosor, The Cottage popped up. We needed a room for the night but wanted our college age daughter to join us. She won’t share a hotel room...
    Reviewed 29 March 2017
    My wife and I live in PA and have rented the Cottage at Oviedo two years running for extended stays in the Orlando area. It is perfect! It is 20 minutes from our daughter...
    See all reviews
    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
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    Maitland
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful 3 bedroom, 2 full bathrooms home is located in a lovely and quiet community. Close to shops, restaurants, just minutes away from Winter Park. Great for Disney vacations, corporate housing, holidays, UCF, or just to relax in sunny Florida. While in Florida this is your lovely home to...
    View all property information
    Location Information
    Maitland, Florida 32751
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    Three-Bedroom Two Bath Lake Jesup Home at Gator Den1 / 21
    (1)Excellent
    Oviedo
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Porch
    • Patio
    • Parking
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 January 2015
    The house was exactly what we needed. It's a quality home located on Lake Jessup. We liked the location. It's walking distance to the Black Hammock and local Lady Gator bar...
    See all reviews
    About this property
    This beautiful three-bedroom, two-bathroom home on Lake Jesup is surrounded by wildlife but also 5 minutes from SR 417 and 15 minutes to downtown Orlando. Gator Den comfortably sleeps six people in its 1,720 square foot layout. This home is perfect for those who love to fish! From your backyard you...
    View all property information
    Location Information
    Oviedo, Central Florida 32765
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Air Conditioning
    • Parking
    • Grill
    • Private Garden
    • Cable/satellite TV
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your own private unit includes 1 master bedroom with Queen bed Full Kitchen with stove, refrigerator, microwave, coffee maker 32' flat screen tv. Access to Washer/dryer Comfortable & Clean 1bd/1bath home with convenient location in historic Winter Park yet very close to Downtown Orlando or the...
    View all property information
    Location Information
    Winter Park, Central Florida 32789
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    Oviedo
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This brand new two-bedroom, one-bathroom cottage sits on five acres located just fifteen minutes away from downtown Orlando and five minutes from SR 417. You will be within walking distance of The Black Hammock. This quaint cottage comfortably sleeps four people and can be added as an extension of...
    View all property information
    Location Information
    Oviedo, Central Florida 32765
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    Longwood
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    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...
    View all property information
    Location Information
    Longwood, Florida 32750
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Make Enquiry
    Winter Park
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Grill
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A beautifully appointed 3 bedroom 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 theater selections available in Orlando. Just minutes from from Interstate 4 and the down...
    View all property information
    Location Information
    Winter Park, Central Florida 32804
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Oviedo
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Waterfront
    • Wi-Fi
    • Balcony
    • Patio
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This brand new five-bedroom, four-bathroom home sits on 5 acres located just fifteen minutes outside of the City Beautiful, Orlando, and five minutes from SR417. Gator Palace is perfect for large families and groups. Within walking distance of The Black Hammock, this residency comfortably sleeps 12...
    View all property information
    Location Information
    Oviedo, Central Florida 32765
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
    Make Enquiry
    Ninovan on the Shore, A river retreat with history1 / 27
    (1)Excellent
    Sanford
    4 Bedrooms, 2 Bathrooms, Sleeps 13 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Washer
    • Waterfront
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    See all reviews
    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...
    View all property information
    Location Information
    Sanford, Central Florida 32771
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 13
    Make Enquiry
    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Washer
    • Patio
    • Housekeeping Included
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    Oviedo
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Washer
    • Private Garden
    • Wi-Fi
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This newly renovated two-bedroom, one-bathroom home in beautiful Oviedo is located just fifteen minutes away from downtown Orlando and five minutes from SR 417. Gator Lodge is perfect for a fishing getaway! You will be within walking distance of The Black Hammock where you can store your boat in...
    View all property information
    Location Information
    Oviedo, Central Florida 32765
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    Fern Park
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Parking
    • Cable/satellite TV
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Top Villas does vacation rentals differently. Book with us and youll get the best homes, at the best prices, from people who really care. Best rate guarantee | Tailor-made service | 24/7 guest support Special Offer! Book today to enjoy exclusive extras unique to Top Villas! Free transfers to...
    View all property information
    Location Information
    Fern Park, Florida 34747
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    Lake Mary
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Parking
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the Sunshine State retreat of a lifetime at this alluring 4-bedroom, 2-bath Lake Mary vacation rental house. Your vacation begins the moment you arrive at the bright residence, surrounded by a vibrant green lawn and verdant tropical plantings that lead you right up to the front door. Boasting...
    View all property information
    Location Information
    Lake Mary, Florida 32746
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    Altamonte Springs
    8 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Instant Book
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Overview This 8 bedroom home, located in a prime location at the Encore Club, is less than 10 minutes away to Walt Disney World and their 4 incredible theme parks! You and your loved ones can experience and enjoy the magic all while on vacation in the heart of Orlando! The Encore Club also offers...
    View all property information
    Location Information
    Altamonte Springs, Central Florida 34747
    Condo/Apartment - 8 Bedrooms, 7 Bathrooms, Sleeps 16
    Make Enquiry
    Winter Park-College Park-Orlando -21 / 19
    (2)Average
    Winter Park
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Parking
    • Grill
    • Patio
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 March 2017
    We had a duplex that was very clean. Near to shopping and highway, so we never got lost. In 2018 if duplex is available we will call. Dan & Shirley were so helpfully and...
    See all reviews
    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
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    Winter Park
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    Fern Park
    8 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Instant Book
    Amenities & Details
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ACO PREMIUM – 8Bd with Private Pool and Spa (1747) LUXURY AND COMFORTABLE HOME WITH PRIVATE POOL AND SPA!! Property Type: Single Home with private pool Floor Area: Location: Encore Resort at Reunion, Kissimmee, Disney Area This luxurious 2 story house with 8-bedroom/ 7-bathroom vacation home is the...
    View all property information
    Location Information
    Fern Park, Florida 34747
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 18
    Make Enquiry
    Fern Park
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Instant Book
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Overview This 6 bedroom rental home is located at the Encore Club, less than a 10 minute drive to Walt Disney World! You and your loved ones can experience and enjoy their 4 incredible theme parks all while staying in the heart of central Florida! The Encore Club also provides exclusive amenities...
    View all property information
    Location Information
    Fern Park, Florida 34747
    Condo/Apartment - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    Make Enquiry
    Fern Park
    8 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Instant Book
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Overview This 8 bedroom vacation rental home is located at the Encore Club, less than a 10 minute journey to Walt Disney World! Offering 4 incredible theme parks for you and your loved ones to experience and enjoy, Disney World's proximity is only one of the many perks of staying on Encore Club...
    View all property information
    Location Information
    Fern Park, Florida 34747
    Condo/Apartment - 8 Bedrooms, 7 Bathrooms, Sleeps 16
    Make Enquiry
    Fern Park
    8 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Top Villas does vacation rentals differently. Book with us and youll get the best homes, at the best prices, from people who really care. Best rate guarantee | Tailor-made service | 24/7 guest support Special Offer! Book today to enjoy exclusive extras unique to Top Villas! Free transfers to...
    View all property information
    Location Information
    Fern Park, Florida 34747
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 16
    Make Enquiry
    Aloma
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Patio
    • Grill
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in a quiet neighborhood NE of downtown, this light & bright, 4br/2 bath, private pool home has easy access to airports, theme parks, Performing Arts, Park Ave, colleges, Daytona & the Space Coast. Relax on a boat tour or have a fun-filled day at one of Orlando's many theme parks. Then come...
    View all property information
    Location Information
    Aloma, Florida 32751
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    Fern Park
    8 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • DVD Player
    • Parking
    • Air Conditioning
    • Internet Access
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Top Villas does vacation rentals differently. Book with us and youll get the best homes, at the best prices, from people who really care. Best rate guarantee | Tailor-made service | 24/7 guest support Special Offer! Book today to enjoy exclusive extras unique to Top Villas! Free transfers to...
    View all property information
    Location Information
    Fern Park, Florida 34747
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 16
    Make Enquiry
    Maitland
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Internet Access
    • Air Conditioning
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    An unforgettable Florida adventure awaits your arrival at this 3-bedroom, 2.5-bath Maitland bungalow! This spacious home sleeps 6, is situated on a spacious quarter acre of land, and is close to Orlando, Winter Park, and the unique shops and restaurants of Park Avenue. You and your crew will soak...
    View all property information
    Location Information
    Maitland, Florida 32751
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    Sanford
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    View all property information
    Location Information
    Sanford, Central Florida 32771
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    Fern Park
    8 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Instant Book
    Amenities & Details
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ACO PREMIUM – 8Bd with Private Pool and Spa (1747) LUXURY AND COMFORTABLE HOME WITH PRIVATE POOL AND SPA!! Property Type: Single Home with private pool Floor Area: Location: Encore Resort at Reunion, Kissimmee, Disney Area This luxurious 2 story house with 8-bedroom/ 7-bathroom vacation home is the...
    View all property information
    Location Information
    Fern Park, Florida 34747
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 18
    Make Enquiry
    Fern Park
    8 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Instant Book
    Amenities & Details
    • DVD Player
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Overview This 8 bedroom rental home, located at the Encore Club, is less than a 10 minute drive down the road to Walt Disney World! Offering 4 incredible theme parks for you and your loved ones to experience and enjoy, Disney World's proximity is only one of the many perks of staying on Encore Club...
    View all property information
    Location Information
    Fern Park, Florida 34747
    Condo/Apartment - 8 Bedrooms, 7 Bathrooms, Sleeps 16
    Make Enquiry
    Winter Park
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The first thing you notice when you walk into this tiny house is how spacious it is. A beautiful view of the lake is is framed by a picture window. The couch is inset into a 'window-box' where you can let your troubles melt away. Relax outside on your teak chairs only steps from the lake. Lots of...
    View all property information
    Location Information
    Winter Park, Central Florida 32804
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
    Make Enquiry
    Fern Park
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Instant Book
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Overview This 6 bedroom rental home, located at the Encore Club, is less than a 10 minute journey down the road to Walt Disney World and their 4 incredible theme parks! You and your loved ones can experience and enjoy them all while in the luxury of very own vacation home in the heart of Orlando!...
    View all property information
    Location Information
    Fern Park, Florida 34747
    Condo/Apartment - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    Make Enquiry
    Fern Park
    8 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Instant Book
    Amenities & Details
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ACO PREMIUM – 8Bd with Private Pool and Spa (1747) LUXURY AND COMFORTABLE HOME WITH PRIVATE POOL AND SPA!! Property Type: Single Home with private pool Floor Area: Location: Encore Resort at Reunion, Kissimmee, Disney Area This luxurious 2 story house with 8-bedroom/ 7-bathroom vacation home is the...
    View all property information
    Location Information
    Fern Park, Florida 34747
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 18
    Make Enquiry
    Longwood
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    Maitland
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Internet Access
    • DVD Player
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Top Villas does vacation rentals differently. Book with us and youll get the best homes, at the best prices, from people who really care. Best rate guarantee | Tailor-made service | 24/7 guest support Special Offer! Book today to enjoy exclusive extras unique to Top Villas! Free transfers to...
    View all property information
    Location Information
    Maitland, Florida 34747
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    Make Enquiry
    Oviedo
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Private Garden
    • Children's Pool
    • Secure Parking
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very warm, cozy, and clean. The house located is a very nice quiet neighborhood close to UCF(university of central Florida), Disney, Universal studios, Beaches, NASA(Kennedy space center) and many more.. 5 minutes from UCF (University of Central Florida), Panera bread,Starbucks. 10 minutes from...
    View all property information
    Location Information
    Oviedo, Central Florida 32765
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    Make Enquiry
    Winter Park
    8 Bedrooms, 5 Bathrooms, Sleeps 18 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Internet Access
    • Private Outdoor Pool (Heated)
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Top Villas does vacation rentals differently. Book with us and youll get the best homes, at the best prices, from people who really care. Best rate guarantee | Tailor-made service | 24/7 guest support Key features 8 bedrooms 5 bathrooms Sleeps 18 Private pool Game room Access to resort...
    View all property information
    Location Information
    Winter Park, Central Florida 33896
    Holiday Rental House - 8 Bedrooms, 5 Bathrooms, Sleeps 18
    Make Enquiry
    Master Suite w/Private entrance and Pool1 / 17
    (1)Excellent
    Oviedo
    1 Bedroom, 1 Bathroom, Sleeps 1 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    • Private Outdoor Pool (Unheated)
    • Grill
    • Cable/satellite TV
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 1
    Make Enquiry
    Previous
    List your property
    Owner log in