Thebestvacationrentals - Vacation Rentals in Winter Springs

Property Image From $128
         

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8.5 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $699
         

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9.8 (26 Reviews)
Bed & Breakfast
  • Parking
  • TV
  • Balcony/Terrace
Property Image From $242
         

9.8 (19 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Property Image From $289
         

Luxury Places to Stay in Winter Springs

Over 346+ Luxury Places to Stay in or Near Winter Springs
Property Image From $652
         

9.8 (33 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $582
         

9.8 (33 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $564
         

10.0 (20 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $559
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $541
         

9.0 (10 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Winter Springs

Over 102+ Top-Rated Vacation Rentals with a Pool in or Near Winter Springs
Property Image From $353
         

10.0 (42 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $341
         

Property Image From $421
         

Property Image From $358
         

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10.0 (2 Reviews)
Villa
  • Parking
  • Pet Friendly
  • Pool
Property Image From $323
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Winter Springs

Over 133+ Pet-Friendly Vacation Rentals in or Near Winter Springs
Property Image From $247
         

9.8 (112 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $236
         

10.0 (41 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $286
         

10.0 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $353
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $188
         

Property Image From $138
         

10.0 (2 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • TV

Large Vacation Homes & Villas in Winter Springs

Over 52+ Large Vacation Homes & Villas in or Near Winter Springs
Property Image From $189
         

10.0 (29 Reviews)
Villa
  • Air Conditioner
  • Parking
  • TV
Property Image From $189
         

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10.0 (1 Review)
House
  • Parking
  • Accessibility
  • Security/Safety
Property Image From $134
         

New
Villa
  • Parking
  • Wellness Facilities
  • Child Friendly
Property Image From $394
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Property Image From $443
         

9.8 (53 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $213
         

Wheelchair Accessible Vacation Homes in Winter Springs

Over 17+ Wheelchair Accessible Vacation Homes in or Near Winter Springs
Property Image From $122
         

Property Image From $213
         

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9.7 (3 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Pool
Property Image From $87
         

7.4 (1483 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Property Image From $295
         

9.8 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $251
         

10.0 (7 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Property Image From $234
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Property Image From $276
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Property Image From $230
         

9.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

Winter Springs Varoom and Airbnb Places to Stay Under $200

Over 166+ Winter Springs Varoom and Airbnb Places to Stay Under $200
Property Image From $178
         

10.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Property Image From $191
         

10.0 (29 Reviews)
House
  • Air Conditioner
  • Parking
  • Internet
Property Image From $85
         

6.6 (1013 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Property Image From $172
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From $132
         

Property Image From $162
         

Property Image From $197
         

9.4 (11 Reviews)
Villa
  • Air Conditioner
  • Pet Friendly
  • Pool

Instantly Bookable Vacation Homes in Winter Springs

Over 175+ Instantly Bookable Vacation Homes in or Near Winter Springs
Property Image From $231
         

Property Image From $251
         

10.0 (59 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Property Image From $203
         

10.0 (29 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Property Image From $285
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety
Property Image From $336
         

10.0 (1 Review)
House
  • Security/Safety
  • Child Friendly
Property Image From $286
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV

About Winter Springs Vacation Rentals

With more than 355 Winter Springs vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Thebestvacationrentals and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Winter Springs.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Thebestvacationrentals Winter Springs, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Winter Springs. Places to stay near Winter Springs are 948.25 ft² on average, with prices averaging $244 a night.

Thebestvacationrentals makes it easy and safe to find and compare vacation rentals in Winter Springs with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Winter Springs

Type Count
Vacation Homes 246
Holiday Apartments 56
Villas 15
Cottages 13
Hotels with Suites 10
B&B 2
Ski Chalet Rentals 2
Others 1

Use these Quick Filters to Find a Vacation Rental in Winter Springs

Pro Tip: Thebestvacationrentals makes it easy to compare the best listings on Thebestvacationrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Thebestvacationrentals homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Winter Springs.

Weather in Winter Springs

View the weather forecast for Winter Springs before booking your Winter Springs Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F