Vacation Rentals in Winter Park, FL

3star

Comfort Suites Downtown

Pool · Kitchen / Kitchenette · Air conditioner

Looking for the perfect place to call home during your trip to Winter Park? This Hotel offers a comfort and style with top-notch amenities, including Air conditioner, Internet / Wifi and Laundry, and more.

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4.0

Good(368 Reviews)

Hotel

3star

Park Plaza Hotel Orlando - Winter Park

Garden · Pets allowed · Air conditioner

The best choice in Winter Park for Hotel, for $190 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

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4.6

Outstanding(8 Reviews)

Bed and Breakfast

Winter Park charm

Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Looking for a Bed and Breakfast in Winter Park, this Bed and Breakfast for $94 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

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5.0

Outstanding(118 Reviews)

in Maitland

Temporary living that feels like home where you can relax and be yourself.

6 guests · 4 bedrooms · 2 baths

Garden · Kitchen / Kitchenette · Air conditioner

Looking to create some memories in Winter Park? Look no further than our House, Temporary living that feels like home where you can relax and be yourself.. Enjoy top-rated amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

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Explore vacation rentals with the most popular amenities in Winter Park

Vacation rentals with air conditioning in Winter Park

4.9

Outstanding(95 Reviews)

in Winter Park

Ideal Location, Charming Home, Specious Full Lap Pool! 40% Off Monthly Rental

10 guests · 4 bedrooms · 2 baths

Garden · Pool · Pets allowed

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Winter Park, at $310 per night for your next great vacation.

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4.9

Outstanding(89 Reviews)

in Winter Park

Casa Winter Park

8 guests · 4 bedrooms · 4 baths

Garden · Pool · Kitchen / Kitchenette

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Winter Park, at $320 per night for your next great vacation.

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Florida Vacation Rental about 6 Mi to Downtown Orlando

Pets allowed · Kitchen / Kitchenette · Air conditioner

Experience the best of Winter Park with this House available for $94. This property is equipped with amenities including Air conditioner, Internet / Wifi and Laundry, and more.

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5.0

Outstanding(35 Reviews)

Roy's guest house

Garden · Kitchen / Kitchenette · Air conditioner

Are you ready to indulge in a relaxing getaway? Our House in Winter Park has everything you need for a rejuvenating stay. Treat yourself to Roy's guest house's exceptional amenities, such as Air conditioner, Internet / Wifi and Laundry.

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