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Hotels in Winter Park

Vacation rentals in Winter Park, FL

Find deals on 48 vacation rentals in Winter Park, FL

Winter Park, FL
Apr 25 — Apr 262
Sat 4/20
Wed 4/24

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Top rentals in Winter Park

Find the perfect vacation rental for your stay in Winter Park
Price
$48
$543
Review Score
0+
6+
7+
8+
9+

Hostels and cheap hotels in Winter Park

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

Homestay - 1 to 2 Bedroom for Rent

Orlando, FL, United States

Homestay - Fantastic single family home

Orlando, FL, United States

A Private Bedroom

Orlando, FL, United States

8.2

Lovely and comfortable room for 2 in S. orlando

Orlando, FL, United States

private room in a quiet neighborhood

Orlando, FL, United States

6.7
A place like home

A place like home

Orlando, FL, United States

9.8

Get the best value vacation rental in Winter Park

These Winter Park vacation rentals have the best prices for their ratings
Resort Townhome: Perfect Orlando Vacation Spot!!

Resort Townhome: Perfect Orlando Vacation Spot!!

5076 Tideview Circle #93, Orlando, FL, United States

8.6
Premier Resort Condos Near Disney & Universal

Premier Resort Condos Near Disney & Universal

Orlando, FL, United States

8.4
'The Sweet Suite' - Private & Quiet, Near 408/417

'The Sweet Suite' - Private & Quiet, Near 408/417

Orlando, FL, United States

10.0
Great Condo Incredible Location

Great Condo Incredible Location

Orlando, FL, United States

8.7
Orlando Family Condo about 9 Mi to Magic Kingdom!

Orlando Family Condo about 9 Mi to Magic Kingdom!

Orlando, FL, United States

9.1
Mid Century Luxury, 1 block from Park Ave (#3)

Mid Century Luxury, 1 block from Park Ave (#3)

Winter Park, FL, United States

10.0

momondo's favorite vacation rentals in Winter Park

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

Enchanting Dreams

Orlando, FL, United States

$211

Southpointe 3644 Condo

Orlando, FL, United States

$171

Ventura Place Villa

Orlando, FL, United States

$277

Mid Century Modern Cottage in The Heart of Winter Park

Winter Park, FL, United States

10.0
$145

Hidden Treasure

Orlando, FL, United States

$396
Beautiful Condo Vista Cay, Near Parks! - 3006

Beautiful Condo Vista Cay, Near Parks! - 3006

Orlando, FL, United States

9.5
$220

Cute Guest House In Winter Park Minutes From Downtown in Car

Winter Park, FL, United States

9.3
$133

Casa Luna

Orlando, FL, United States

$240
Executive 3 Bedroom Villa at Universal

Executive 3 Bedroom Villa at Universal

Orlando, FL, United States

8.5
$261
Vista Cay Condo with Private Balcony, Screened Lanai | Sleeps 6

Vista Cay Condo with Private Balcony, Screened Lanai | Sleeps 6

Williamsburg, FL, United States

9.3
$178

Beautiful Direct Lakefront Town home In N. Orlando with WiFi

Casselberry, FL, United States

$136
Ideal Location, Charming Home, Specious Full Lap Pool!

Ideal Location, Charming Home, Specious Full Lap Pool!

Winter Park, FL, United States

9.9
$392

Just Like Home... With A Pool!

Winter Park, FL, United States

$230

Near all Theme Parks, Downtown,15 mins from main airport-MCO,UCF and Full Sail.

Orlando, FL, United States

$190

Lake or Conservation View Vacation Homes

Orlando, FL, United States

$221
Lakefront Artist's Studio- Isolate In Luxury!

Lakefront Artist's Studio- Isolate In Luxury!

Orlando, FL, United States

9.4
$172

Lovely and comfortable room for 2 in S. orlando

Orlando, FL, United States

$74

Chic Lakeside Midcentury Modern Retreat

Winter Park, FL, United States

$147
Mid Century Luxury, 1 block from Park Ave (#3)

Mid Century Luxury, 1 block from Park Ave (#3)

Winter Park, FL, United States

10.0
$168
Newly Renovated 1st-Floor Condo at Vista Cay!

Newly Renovated 1st-Floor Condo at Vista Cay!

Orlando, FL, United States

9.1
$349

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

$48
The cheapest price for a room in Winter Park found in the last 7 days is $48/night. This rate is available with Homestay - 1 to 2 Bedroom for Rent.

When to book a vacation rental in Winter Park

Check out the information below to find the best deal on a vacation rental in Winter Park
Low SeasonAprilcheapest month to stay
High SeasonMaymost expensive time to stay
32%expected price decrease
29%expected price increase

Price

$103 - $212

Cheapest day of weekTuesdayis the cheapest day of the week to book
Highest day of weekFridayis the most expensive day of the week to book
$90
$295

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 21 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 April. The cost of your apartment or rental property can be around 33% cheaper in April vs. the high season.

How many operators does momondo search for hotels in Winter Park?

As of April 2024, there are 54 operators available to choose from for hotels in Winter Park.

When did momondo last update prices for hotels in Winter Park?

Prices for hotels in Winter Park were last updated today.

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