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Vacation Rentals in Winter Springs, FL and nearby

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All 19 Rentals in the Winter Springs Area
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From
$150
Per Night
1 / 26
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Winter Springs
4 Bedrooms, 3 Bathrooms, Sleeps 6
Booking
Details Reviews (2) Make Inquiry
From
$169
Per Night
1 / 20
Winter Springs
2 Bedrooms, 1 Bathroom, Sleeps 5
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The following rentals are within 10 miles of Winter Springs, Florida.

From
$93
Per Night
1 / 13
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Lake Mary
2 Bedrooms, 2 Bathrooms, Sleeps 5
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From
$99
Per Night
1 / 34
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Fairvilla
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Make Inquiry
Amenities & Details
  • DVD Player
  • Microwave
  • Dishwasher
  • Grill
  • Stove
  • Washer
  • Parking
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Location: Winter Park, College Park, Central-Disney-Orlando Area, Florida, USA (walking distance to the main artery of College Park -Edgewater Drive) Accommodations: House that will accomodate up to 6 guests, 3 Bedrooms, 1.5 Bath (Sleeps 6) Welcome to our recently renovated home located in the... View all property information
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From
$67
Per Night
1 / 14
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Winter Park
1 Bedroom, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Dishwasher
  • Microwave
  • Refrigerator
  • DVD Player
  • Stove
  • Washer
  • Dryer
  • Pool
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
This property features The following: Spacious-748 sq ft 1 bed 1 bath Fully furnished-just move in! Great location-full sail next block down, off 436, mins to shopping and schools Community pool, tennis courts and play ground Small dogs ok Available 07-Sept.2014 View all property information
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From
$130
Per Night
1 / 19
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Sanford
3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Refrigerator
  • Ceiling Fans
  • Stove
  • Washer
  • Parking
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
New construction 3 bedroom, 2.5 bath. Master bedroom has a queen bed, TV and master bath with soaking tub. Bedrooms 2 & 3 have bunk beds with stairs instead of ladders (twin over full) and their own TV's. Will sleep 8 comfortably. Fully equipped kitchen, separate dining area and large living... View all property information
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From
$100
Per Night
1 / 25
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Casselberry
2 Bedrooms, 3 Bathrooms, Sleeps 5
Details Make Inquiry
Amenities & Details
  • Dryer
  • DVD Player
  • Parking
  • Grill
  • Dishwasher
  • Stove
  • Refrigerator
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Direct Lake Front Condo 2 bed 2 ½ Bath Town House w/private boat dock. Please Multi Monthly rentals only - no weekly-no daily. Directly on 400 Acre Fish/Ski Lake Howell. Great for Corporate /Temporary Housing / Snowbirds/ Displaced due to Fire/ Flood etc. Expect to be impressed! Monthly rentals... View all property information
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From
$130
Per Night
1 / 13
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Maitland
2 Bedrooms, 2 Bathrooms, Sleeps 4
Booking
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Amenities & Details
  • Parking
  • Refrigerator
  • DVD Player
  • Microwave
  • Dishwasher
  • Hot Tub
  • Safe
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • ?
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
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From
$95
Per Night
1 / 43
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Winter Park
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
Details Make Inquiry
Amenities & Details
  • Grill
  • Dishwasher
  • Patio
  • Microwave
  • Washer
  • DVD Player
  • Stove
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Location: Winter Park, College Park, Central-Disney-Orlando Area, Florida, USA Accommodations: House that will accomodate up to 4 guests, 2 Bedrooms, 1 Bath (Sleeps 4) Welcome to our recently renovated home located in the heart of beautiful College Park/Winter Park. A hometown atmosphere where... View all property information
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From
$225
Per Night
1 / 7
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Casselberry
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Microwave
  • Dryer
  • Ceiling Fans
  • Porch
  • Washer
  • Dishwasher
  • Internet Access
  • Linens Provided
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Beautifully appointed home located in a quiet neighborhood on the Casselberry Golf Club. Very convenient access to several groceries, many eateries, several shopping malls, and theatres. Easy access to airports, Interstate 4, Universal, Disney, and Daytona Beach. View all property information
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From
$200
Per Night
1 / 18
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Maitland
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Inquiry
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • Smoking allowed
  • Elder access
  • x
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
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From
$80
Per Night
1 / 9
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Alafaya
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Washer
  • Dryer
  • DVD Player
  • Garage
  • Parking
  • Hot Tub
  • Dishwasher
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Beachy decorations open floor plan, 2 bedroom 2 bath 2 enclosed porches and a patio ,walk in closets , garage for a golf cart ,Carport gated community, 18 hole golf couse, 3 pools & jacuzzi, exercise room ,35 min from Disney , 20 min from the airport.Lots of shopping And restaurants within 5 min... View all property information
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From
$167
Per Night
1 / 10
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Oviedo
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Parking
  • Dryer
  • Garage
  • Patio
  • Dishwasher
  • Stove
  • Washer
  • Stereo System
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Spacious single-story 1,900 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. Boat slip rental at no additional... View all property information
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From
$100
Per Night
1 / 36
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Sanford
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Clean, comfortable, well-maintained user friendly home on private ski lake. Covered, secure garage parking for motorcycles. Fully furnished, hardwood floors & vaulted ceilings. Quiet yet easy access to 417, I4, mall, Disney, Daytona, New Smyrna Beach, Kennedy Space Center, Central Florida Zoo.... View all property information
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From
$379
Per Night
1 / 13
Winter Park
5 Bedrooms, 3 Bathrooms, Sleeps 10
Details Make Inquiry
Amenities & Details
  • Satellite TV
  • Internet Access
  • Telephone
  • Blender
  • VCR
  • DVD Player
  • Air Conditioning
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Fulfill your dream Orlando experience and stay in this 5-bedroom, 3-bathroom vacation villa ideally situated in the tranquil community of Formosa Gardens in Kissimmee. The facilities of this 2-story home are well-maintained and will truly make your stay amazing. This community is located close to... View all property information
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From
$300
Per Night
1 / 17
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Winter Park
8 Bedrooms, 5 Bathrooms, Sleeps 16
Details Make Inquiry
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
REF: TOP VILLAS – Championsgate 57 All of our villas here at Top Villas are professionally managed by an onsite property team to ensure you have a perfect stay, Call us today 24/7 for an instant quote, availability, special deals or if you have any questions, regarding our amazing villa in... View all property information
Make Inquiry
From
$300
Per Night
1 / 17
Payment Protection
Winter Park
8 Bedrooms, 5 Bathrooms, Sleeps 16
Details Make Inquiry
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
REF: TOP VILLAS – Championsgate 56 All of our villas here at Top Villas are professionally managed by an onsite property team to ensure you have a perfect stay, Call us today 24/7 for an instant quote, availability, special deals or if you have any questions, regarding our amazing villa in... View all property information
Make Inquiry
From
$850
Per Night
1 / 30
Winter Park
5 Bedrooms, 6 Bathrooms, Sleeps 11
Details Make Inquiry
Amenities & Details
  • Grill
  • Washer
  • Hot Tub
  • DVD Player
  • Refrigerator
  • TV
  • Fireplace
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
CONTACT REAL ESTATE AGENT NINA MARTINOV FOR MORE INFO AND BOOKING!!! The Orange County city of Winter Park, situated north of Orlando, was once considered a winter resort. Today, the arts- and culture-filled city includes Rollins College and the Charles Hosmer Morse Museum of Natural Art.... View all property information
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From
$300
Per Night
1 / 17
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Winter Park
8 Bedrooms, 5 Bathrooms, Sleeps 16
Details Make Inquiry
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
REF: TOP VILLAS – Championsgate 58 All of our villas here at Top Villas are professionally managed by an onsite property team to ensure you have a perfect stay, Call us today 24/7 for an instant quote, availability, special deals or if you have any questions, regarding our amazing villa in... View all property information
Make Inquiry
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Book Online(16)

Suitability

  • Wheelchair access (1)
  • Elder access (10)
  • Suitable for children (14)
  • Pet friendly (5)
  • Smoking allowed (0)

Amenities

  • Air Conditioning (13)
  • Internet (12)
  • Washer/Dryer (12)
  • Other outdoor space (11)
  • Parking (11)
  • View all amenities