Vacation Apartments & Rentals in Winter Park from $96 / night

Winter Park, FL

nov. 5 — nov. 62

momondo compares 3M+ hotel and accommodation options.

Top rentals in Winter Park

Find the perfect vacation rental for your stay in Winter Park

Price

$96

$379

Review Score

Hostels and cheap hotels in Winter Park

These hotels and hostels usually make for a cheap way to stay in Winter Park

Winter Park charm

Winter Park, FL, United States

9.5

$96

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2BR Condo with Hot tub and pool, near Disney!

Avalon Road 14200, Orlando, FL, United States

9.3

$133

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College quater charming Winter Park Historic Dist Rollins College quarters

Winter Park, FL, United States

9.0

$98

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Charming 2BR/2BA Winter Park Cottage, steps from Park Ave

Winter Park, FL, United States

$134

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Little gem apartment

Winter Park, FL, United States

$107

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Lakefront Artist's Studio- Isolate In Luxury!

Orlando, FL, United States

9.4

$135

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Get the best value vacation rental in Winter Park

These Winter Park vacation rentals have the best prices for their ratings

Winter Park charm

Winter Park, FL, United States

9.5

$96

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Cute Guest House In Winter Park Minutes From Downtown in Car

Winter Park, FL, United States

9.7

$147

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College quater charming Winter Park Historic Dist Rollins College quarters

Winter Park, FL, United States

9.0

$98

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Mid Century Modern Cottage in The Heart of Winter Park

Winter Park, FL, United States

10.0

$160

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Cottage Retreat in the City

Orlando, FL, United States

9.9

$136

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Lakefront Artist's Studio- Isolate In Luxury!

Orlando, FL, United States

9.4

$135

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momondo's favorite vacation rentals in Winter Park

Learn more about these user-preferred vacation rentals in Winter Park

Lakefront Condo w/ Sunroom, Office, & Lakeside Pool

Winter Park, FL, United States

10.0

$138

Cottage Retreat in the City

Orlando, FL, United States

9.9

$136

Pondside Retreat with Koi in Charming Winter Park, FL

Winter Park, FL, United States

$270

Charming home 3 blocks from historic Park Avenue & one block from Lake Virginia

Winter Park, FL, United States

10.0

$324

Silver Creek Sensation

Orlando, FL, United States

6.0

$287

Lakefront Paradise Near Attractions

Winter Park, FL, United States

10.0

$435

Stunning Luxury Home in Artsy Winter Park featuring Nintendo-Themed Game Room!

Winter Park, FL, United States

10.0

$766

Little gem apartment

Winter Park, FL, United States

$107

Useful insights on Winter Park vacation rentals

Get a quick overview on price and accommodation trends for your visit in Winter Park

Lowest Vacation Rental Price	$96
Average Length of Stay	8 days

The cheapest price for a room in Winter Park found in the last 7 days is $96/night. This rate is available with Winter Park charm.

On average, people stay for 8 days when lodging at vacation rentals in Winter Park. The average accommodation price for 8 days in Winter Park in the past week is $264.

Information about staying in Winter Park

Read these important travel tips before booking a vacation rental in Winter Park

How long do people typically book vacation apartments for in Winter Park?

The average length of a vacation rental booking in Winter Park is 8 nights.

When is the best time to book a vacation rental in Winter Park?

The cheapest month to rent a vacation apartment in Winter Park is usually July. The cost of your apartment or rental property can be around 74% cheaper in July vs. the high season.