Vacation Rentals & Villas in Winter Park

/ Home
/ Vacation Rentals
/ United States
/ Florida
/ Central Florida
/ Winter Park
Book with confidence.

Updating...

age 0-16
1286 Results

Relevance

Price: low to high

Price: high to low

Reviews

Why am I receiving these results?

1,286 villas

Why am I receiving these results?

2br - 1000ft2 - Winter Park House

Winter Park house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Internet access

All filters match

Price per night from

$115

The Mid-Century Modern Gem

Winter Park townhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Match: Internet access

All filters match

Price per night from

$184

Stylish Boutique Guest House

Winter Park house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Internet access

All filters match

Price per night from

$230

Relaxing, lake-view home near Park Avenue

Winter Park house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Internet access

All filters match

Price per night from

$333

Great rentals within 20 miles that match your search

Bonnet Creek Resort ツ 1BR SLEEPS 4 Wyndham Orlando Condo Rental!

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Internet access

All filters match

Price per night from

$91

Disney and Orlando, 2-BR Unit-Great for Families!

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Internet access

All filters match

Price per night from

$230

Wyndham Bonnet Creek Resort ツ 2BR/2BA Deluxe Rental Condo in Orlando!

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

“Nice” The hotel was beautiful. However I thought it was all inclusive and it wasn't. Breakfast per person was $33 so we drove to find a Wal Mart for meals for the week. The master bathroom had a drain that was loose so someone could've fallen in and gotten hurt had I not called and had them fix it. The dryers gasket in our room was loose so the dryer door kept popping open unless you stood there to hold it closed. And the electrical outlet and my side of the bed did not work at all. House keeping is not free. And towels we're supposed to be at each pool side Cabana but they weren't. It was hard to get towels for my family of 7. Other than that the grounds were beautiful and they had lots of activities for kids.

Match: Internet access

All filters match

Price per night from

$144

2 BDRM FAMILY CONDO WEEK APRIL 17-22, 2016

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Internet access

All filters match

Price per night from

$690

Match: Internet access

All filters match

Price per night from

$172

Wyndham Bonnet Creek Resort

Orlando hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 53 minutes

Match: Internet access

All filters match

Price per night from

$340

Ocean Front Boardwalk Property

Wildwood studio

  • Studio
  • 2 bathrooms
  • sleeps 8

Match: Internet access

All filters match

Price per night from

$460

beautiful 3 bedroom has room for all

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

Match: Internet access

All filters match

Price per night from

$312

Spectacular light show- Polynesian Villa Lakefront

Orlando villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

Match: Internet access

All filters match

Price per night from

$633

Two-Bedroom Villa

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Internet access

All filters match

Price per night from

$494

Match: Internet access

All filters match

Price per night from

$345

Orlando Florida - Westgate Lakes Resort!

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Internet access

All filters match

Price per night from

$152

A week of dream in a resort

Orlando house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Internet access

All filters match

Price per night from

$200

1 Week Rental in Orlando, FL 2 Bdm Deluxe Villa Close to Theme Parks

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Internet access

All filters match

Price per night from

$197

Wyndham Bonnet Creek Florida at Disney

Buena Ventura Lakes condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 1 minutes

Match: Internet access

All filters match

Price per night from

$102

Responds fast! avg. 30 minutes

Match: Internet access

All filters match

Price per night from

$114

1-bedroom / 1-bath Sleeps 4 in Orlando - 1 week

Williamsburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Internet access

All filters match

Price per night from

$99

Marriott's Sabal Palms

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Internet access

All filters match

Price per night from

$460

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

Orlando house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

Match: Internet access

All filters match

Price per night from

$361

$1250+fees sleep 6, available Dec 24-Dec 31, 2022 Resort Fantasy World II

Kissimmee villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Internet access

All filters match

Price per night from

$195

Vistana Rental Lake Buena Vista FL

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Internet access

All filters match

Price per night from

$296

5 Bedrooms / 4 Bathrooms / Storey Lake (3133 PP)

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 14 minutes

Match: Internet access

All filters match

Price per night from

$167

2 Bedroom Condo WestGate Palace

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Internet access

All filters match

Price per night from

$322

Runaway Beach Club Resort 2 Bedroom Vacation Condo (RW3101)

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 9

Responds fast! avg. 1 hour 50 minutes

Match: Internet access

All filters match

Price per night from

$207

2 BD Bonnet Creek in Gates of DisneyWorld

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Internet access

All filters match

Price per night from

$288

Match: Internet access

All filters match

Price per night from

$258

*CLEAN - Afforable Townhome - 5 Miles from Disney*

Kissimmee townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Exceptional” This place was beautiful... I’ve always booked hotel rooms when I go on vacations but never again will I book a hotel... this place had everything I could ask for and more my family and I were very pleased and satisfied.

Responds fast! avg. 35 minutes

Match: Internet access

All filters match

Price per night from

$115

1 week Westgate Resort Studio in Orlando_Sleeps 4

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Internet access

All filters match

Price per night from

$107

Apartment in Lake buena vista resort village & spa

Orlando condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Internet access

All filters match

Price per night from

$195

WESTGATE LAKES RESORT & SPA-Orlando Florida

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

Responds fast! avg. 51 minutes

Match: Internet access

All filters match

Price per night from

$218

House at disney Kissimmee

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Internet access

All filters match

Price per night from

$150

Match: Internet access

All filters match

Price per night from

$165

Marriott's Royal Palms Resort Orlando Near Disney

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Internet access

All filters match

Price per night from

$172

Cypress Pointe Resort Near Downtown Disney

Orlando apartment

  • 1 bedroom
  • 3 bathrooms
  • sleeps 8

Match: Internet access

All filters match

Price per night from

$214

Viewing 38 of 1,286
rentals in Winter Park

×

Also consider