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Vacation Rentals in Winter Springs, FL and nearby

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All 21 Rentals in the Winter Springs Area
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From
$150
Per Night
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1 / 18
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Winter Springs
4 Bedrooms, 3 Bathrooms, Sleeps 6
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From
$169
Per Night
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1 / 20
Winter Springs
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (5) Make Inquiry

The following rentals are within 10 miles of Winter Springs, Florida.

From
$159
Per Night
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1 / 19
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Sanford
1 Bedroom, 1 Bathroom, Sleeps 4
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From
$225
Per Night
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1 / 7
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Casselberry
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • TV
  • Stove
  • Dryer
  • Air Conditioning
  • Dishwasher
  • Refrigerator
  • Porch
  • Internet Access
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 right on the 16th hole at The Casselberry Golf Club. The home provides you with very convenient access to several groceries chain stores, many different types of eateries, 3 shopping mall areas, with theaters. Central Florida means you... View all property information
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From
$95
Per Night
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1 / 43
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Winter Park
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
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Amenities & Details
  • DVD Player
  • Grill
  • Washer
  • TV
  • Dishwasher
  • Parking
  • Patio
  • Dryer
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
$130
Per Night
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1 / 17
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Maitland
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
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Amenities & Details
  • Refrigerator
  • Microwave
  • Parking
  • TV
  • Fireplace
  • Dishwasher
  • Grill
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • 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
$130
Per Night
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1 / 19
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Sanford
3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
Details Reviews (1) Make Inquiry
Amenities & Details
  • Ceiling Fans
  • Parking
  • Microwave
  • Dryer
  • Washer
  • Dishwasher
  • Refrigerator
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • 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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5 of 5 stars Reviewed February 9, 2015
We booked this unit for a one-night stay prior to an early departing flight at the Sanford Airport. The property was easy to find & conveniently located very close to the...
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From
$125
Per Night
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1 / 13
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Lake Mary
2 Bedrooms, 2 Bathrooms, Sleeps 5
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Amenities & Details
  • Guest Count
  • Number Of Bedrooms
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
2 Bedroom 2.5 Bath Townhouse, sleeps 5 and small pets acceptable.Weekly, Bi-weekly, and Monthly rental. Fully furnished including washer and dryer. Townhouse is located in a gated community with a community pool and work out center. Centrally located: 4 miles to the Mall and Shopping, 5 miles from... View all property information
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From
$146
Per Night
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1 / 19
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Chuluota
4 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Number Of Bedrooms
  • Private Outdoor...
  • TV
  • Guest Count
  • Air Conditioning
  • Internet Access
  • # Of Bathrooms
  • Single Beds:(4)
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
This luxury home has been specially furnished by the owners to reflect their own high standards of style and comfort giving you the opportunity to enjoy all these facilities This generous four bedroom fully air conditioned home makes an ideal holiday home for the larger families The open plan... View all property information
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From
$167
Per Night
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1 / 10
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Oviedo
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (1) Make Inquiry
Amenities & Details
  • Refrigerator
  • Ceiling Fans
  • Patio
  • Stove
  • Dishwasher
  • Stereo System
  • Garage
  • Deck
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • 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. Extremely secluded yet the house... View all property information
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5 of 5 stars Reviewed January 4, 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...
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From
$114
Per Night
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1 / 14
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Winter Park
1 Bedroom, 1 Bathroom, Sleeps 4
Details Make Inquiry
Amenities & Details
  • Washer
  • TV
  • Microwave
  • DVD Player
  • Dryer
  • Patio
  • VCR
  • Dishwasher
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
$200
Per Night
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1 / 18
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Maitland
3 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
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Amenities & Details
  • # Of Bathrooms
  • Number Of Bedrooms
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • 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
$77
Per Night
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1 / 17
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Lake Mary
1 Bedroom, 1 Bathroom, Sleeps 4
Details Make Inquiry
Amenities & Details
  • Gym
  • Dishwasher
  • Grill
  • Refrigerator
  • Pool Table
  • TV
  • DVD Player
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This cozy top floor condo with vaulted ceiling has one bedroom with walk in closet and one bathroom with shower/bath and is located in the gated, amenity-filled community of Regency Park at Lake Mary. Open kitchen/living/dining room combination with breakfast bar and sliding glass door leading out... View all property information
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From
$131
Per Night
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1 / 22
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Alafaya
4 Bedrooms, 7 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • Parking
  • TV
  • Microwave
  • Refrigerator
  • DVD Player
  • Garage
  • Safe
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
This is a great house for families, lots of space. Professionally and tastefully decorated throughout. There is baby equipment, including cot, highchair, stroller, child safety netting across pool (removable). There is also a selection of board games for the whole family. Cable TV, 50' HDTV flat... View all property information
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From
$80
Per Night
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1 / 9
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Alafaya
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • Patio
  • Parking
  • Hot Tub
  • Refrigerator
  • Gym
  • DVD Player
  • TV
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
$300
Per Night
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1 / 17
Winter Park
8 Bedrooms, 5 Bathrooms, Sleeps 16
Details Make Inquiry
Amenities & Details
  • # Of Bathrooms
  • Guest Count
  • Number Of Bedrooms
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
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From
$105
Per Night
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1 / 28
Lake Mary
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • TV
  • Wi-Fi
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Refrigerator
  • Satellite TV
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
3 bed 3 bath town home with pool. First floor queen with TV and, shared bath Second floor twin with TV and private bath Second floor king with TV and private bath sofa sleeper. Granite counters, stainless steel appliances 3 bar stools at breakfast counter Pool area has 2 sun loungers, bistro table... View all property information
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From
$285
Per Night
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1 / 17
Winter Park
8 Bedrooms, 5 Bathrooms, Sleeps 16
Details Make Inquiry
Amenities & Details
  • Number Of Bedrooms
  • # Of Bathrooms
  • Guest Count
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
$300
Per Night
View Details
1 / 17
Winter Park
8 Bedrooms, 5 Bathrooms, Sleeps 16
Details Make Inquiry
Amenities & Details
  • Guest Count
  • # Of Bathrooms
  • Number Of Bedrooms
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
From
$850
Per Night
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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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1 / 7
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Maitland
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Number Of Bedrooms
  • # Of Bathrooms
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Updated, unfurnished single family home with two full baths, kitchen, living room, bonus room (could be used as third bedroom), large private fenced in backyard and paver driveway (3 cars). All bathrooms and kitchen have granite countertops. Home is in a great location in the heart of Maitland,... View all property information
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Suitability

  • Wheelchair access (2)
  • Elder access (10)
  • Suitable for children (8)
  • Pet friendly (5)
  • Smoking allowed (0)

Amenities

  • Air Conditioning (15)
  • Internet (14)
  • Other outdoor space (13)
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  • Washer/Dryer (12)
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