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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Garden
Internet access
DVD player
Grill
Fireplace
Cot available
High chair
Sea view
Safe
Dishwasher
Children's pool
Cribs
Shared outdoor pool (heated)
Shared outdoor pool (unheated)
Shared indoor pool
Private outdoor pool (heated)
Private outdoor pool (unheated)
Pool or snooker table
Clothes dryer
Games room
Table tennis
Ceiling Fans
Climbing frame
Fax machine
Video player
Boat available
Staffed property
Private fishing lake or river
Trampoline
Swing set or jungle gym
Bicycles available
Towels provided
Linen provided
Microwave
Freezer
Fridge
Stove
Hair dryer
Housekeeping Included

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Pets
Pets allowed
Parking
Car not required

Children under 5
Smoking allowed
Non-Smoking property
Smoking - Ask
Wheelchair adapted
Wheelchair accessible

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City breaks
Tennis in town
Water sports
Horse riding

Fishing
Cycling trips
Golf course on site or within 15 min walk
Golf within 30mins drive

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2,349 villas

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Winter Park-College Park-Orlando-1

Winter Park house

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 8 minutes

Price per night from

$92

2br - 1000ft2 - Winter Park House

Winter Park house

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 43 minutes

Price per night from

$115

Winter Park-College Park-Orlando -2

Winter Park house

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 8 minutes

Price per night from

$92

"Lakeside" in old Winter Park (exclusive 32789zip)

Winter Park villa

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$799

Championsgate 58 - villa with pool, game room and theater room near Disney

Winter Park house

8 bedrooms / 5 bathrooms / sleeps 20

Price per night from

$278

HOME AWAY FROM HOME in beautiful Winter Park

Winter Park house

2 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$161

Winter Park, Florida Luxury Vacation Rental

Winter Park house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$218

Great rentals within 20 miles that match your search

Marriott Cypress Harbor 2 bedroom sleeps 6

Orlando house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$372

Peaceful Cozy East Orlando Home (Bedroom 1)

Orlando guest house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$59

Christmas get away in Orlando, FL

Orlando condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$327

2 Bedroom Condo WestGate Palace

Kissimmee condo

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$366

Beautiful 1 Bedroom Condo To Rent

Orlando condo

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$262

LUXURY Town Center Villa Disney Studio APT

Orlando villa

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$227

A week of dream in a resort

Orlando house

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$228

Marriott's Grande Vista # 1

Orlando villa

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$365

Golf Resort and Magic of world Disney

Orlando house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$130

Wyndham Bonnet Creek 9560 Via Encinas, Lake Buena Vista, Orlando, FL

Orlando apartment

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$425

XMAS AT DISNEY WORLD- 54 ACRE RESORT W/WATERPARK

Orlando hotel apartment

2 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$327

Ocean Front Boardwalk Property

Wildwood studio

Studio / 2 bathrooms / sleeps 8

Price per night from

$523

Beautiful Large Studio Condo on the Lake

Orlando apartment

/ 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 53 minutes

Price per night from

$261

Lovely 4BR 3bth Regal Palms Townhouse

Orlando townhouse

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 30 minutes

Price per night from

$148

2br - 2200ft2 - Beautiful one story 2 bed/3bath

Orlando house

2 bedrooms / 3 bathrooms / sleeps 4

Price per night from

$412

Marriott's Cypress Harbor Resort

Orlando house

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$393

3 bed/2 both Lake Front home

Lake Mary house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$131

Westgate Lakes Resort and SPA

Orlando condo

3 bedrooms / 2 bathrooms / sleeps 12

Price per night from

$562

Orlando Timeshare For Rent

Orlando house

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$169

Spend a week in Orlando in a 1 bedroom villa with kitchen at Harbour Lake!

Orlando villa

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$524

The Fountains Resort

Orlando villa

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$1,015

sheraton vistana resort

Orlando condo

2 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$337

2 BDRM FAMILY CONDO WEEK APRIL 17-22, 2016

Orlando condo

2 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$786

Spectacular light show- Polynesian Villa Lakefront

Orlando villa

1 bedroom / 2 bathrooms / sleeps 5

Price per night from

$721

A week in a one bed room villa

Orlando villa

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$374

Deluxe Studio at superb Marriott's for the best price

Orlando apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 12 minutes

Price per night from

$138

House Paradise Room 1

Orlando house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$99

Westgate Lake Resort & Spa - 10,000 Turkey Lake Road, Orlando, FL - CHRISTMAS Wk

Orlando villa

2 bedrooms / 2 bathrooms / sleeps 12

Price per night from

$384

Grand Villas

Orlando apartment

1 bedroom / 2 bathrooms / sleeps 2

Price per night from

$186

LUXURY Lakes Villa Disney Studio APT

Orlando villa

/ 1 bathroom / sleeps 5

Price per night from

$219

Luxurious spacious villa for rent 21 minutes to Disney

Orlando villa

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$367

Viewing 38 of 2,349
rentals in Winter Park

Also consider

Four Corners 4,425 properties
Kissimmee 2,797 properties
Davenport 1,646 properties
Orlando 1,328 properties
ChampionsGate 1,086 properties
Loughman 530 properties
Haines City 292 properties
Pine Castle 233 properties
Intercession City 73 properties
Windermere 73 properties
Bay Lake 48 properties
The Villages 22 properties
Dunnellon 19 properties
Lake Placid 15 properties
Ocala 13 properties
Sanford 11 properties
Buena Ventura Lakes 11 properties
Okeechobee 10 properties
Lakeland 9 properties
Poinciana 9 properties
Oviedo 9 properties
Lake Wales 9 properties
Winter Garden 8 properties
Ocklawaha 6 properties
Silver Springs 5 properties
Frostproof 5 properties
Sebring 5 properties
Altamonte Springs 5 properties
Key Biscayne 23 properties
Ventura 21 properties
Marineland 11 properties

COVID-19 Update

Vacation Rentals & Villas in Winter Park

Per night

2,349 villas

Viewing 38 of 2,349rentals in Winter Park

Also consider

Viewing 38 of 2,349
rentals in Winter Park