We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals in Winter Park

List your property
Owner log in
Where to?
Check-in
— / — / —
Check-out
— / — / —
Guests
0 rooms, 2+ guests

Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

1 km
1076 rentals in Winter Park.
Sort by:
Tripadvisor Sort
Revenue impacts this sort order. Learn more.
Luxurious 2 Masters, 2 Family Rooms, Hot Tub & WiFi, holiday rental in Winter Park
Luxurious 2 Masters, 2 Family Rooms, Hot Tub & WiFi, holiday rental in Winter Park
Luxurious 2 Masters, 2 Family Rooms, Hot Tub & WiFi, holiday rental in Winter Park

Luxurious 2 Masters, 2 Family Rooms, Hot Tub & WiFi

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out

RiverViews TopFlr Private HideawayPark Cozy InTown, holiday rental in Winter Park
RiverViews TopFlr Private HideawayPark Cozy InTown, holiday rental in Winter Park
RiverViews TopFlr Private HideawayPark Cozy InTown, holiday rental in Winter Park

RiverViews TopFlr Private HideawayPark Cozy InTown

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out

Beautiful two bedroom condo in Winter Park! Pool, hot tub, free transportation., holiday rental in Winter Park
Beautiful two bedroom condo in Winter Park! Pool, hot tub, free transportation., holiday rental in Winter Park
Beautiful two bedroom condo in Winter Park! Pool, hot tub, free transportation., holiday rental in Winter Park

Beautiful two bedroom condo in Winter Park! Pool, hot tub, free transportation.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out

Slopeside Paradise--3 BR, 2.5 Bath 2 Minutes from Village, Mtn Biking, Hiking, holiday rental in Winter Park
Slopeside Paradise--3 BR, 2.5 Bath 2 Minutes from Village, Mtn Biking, Hiking, holiday rental in Winter Park
Slopeside Paradise--3 BR, 2.5 Bath 2 Minutes from Village, Mtn Biking, Hiking, holiday rental in Winter Park

Slopeside Paradise--3 BR, 2.5 Bath 2 Minutes from Village, Mtn Biking, Hiking

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
Check-in
Check-out

Fantastic downtown townhouse. Perfect for 2 families or group., holiday rental in Winter Park
Fantastic downtown townhouse. Perfect for 2 families or group., holiday rental in Winter Park
Fantastic downtown townhouse. Perfect for 2 families or group., holiday rental in Winter Park

Fantastic downtown townhouse. Perfect for 2 families or group.

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps
More info
Check-in
Check-out

Zephyr Mtn Lodge Slopeside - True ski-in / ski-out at WP base - UPGRADES, holiday rental in Winter Park
Zephyr Mtn Lodge Slopeside - True ski-in / ski-out at WP base - UPGRADES, holiday rental in Winter Park
Zephyr Mtn Lodge Slopeside - True ski-in / ski-out at WP base - UPGRADES, holiday rental in Winter Park

Zephyr Mtn Lodge Slopeside - True ski-in / ski-out at WP base - UPGRADES

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out

Fresh & clean platinum-rated condo, W&D, pool, in-town, fast internet, 3 HDTVs., holiday rental in Winter Park
Fresh & clean platinum-rated condo, W&D, pool, in-town, fast internet, 3 HDTVs., holiday rental in Winter Park
Fresh & clean platinum-rated condo, W&D, pool, in-town, fast internet, 3 HDTVs., holiday rental in Winter Park

Fresh & clean platinum-rated condo, W&D, pool, in-town, fast internet, 3 HDTVs.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out

Luxury 3 Bdrm, 3.5 Bath Townhome in Downtown WP, holiday rental in Winter Park
Luxury 3 Bdrm, 3.5 Bath Townhome in Downtown WP, holiday rental in Winter Park
Luxury 3 Bdrm, 3.5 Bath Townhome in Downtown WP, holiday rental in Winter Park

Luxury 3 Bdrm, 3.5 Bath Townhome in Downtown WP

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out

Luxury in Downtown Winter Park CO, holiday rental in Winter Park
Luxury in Downtown Winter Park CO, holiday rental in Winter Park
Luxury in Downtown Winter Park CO, holiday rental in Winter Park

Luxury in Downtown Winter Park CO

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out

Stage Views! Steps to dining & shops!, holiday rental in Winter Park
Stage Views! Steps to dining & shops!, holiday rental in Winter Park
Stage Views! Steps to dining & shops!, holiday rental in Winter Park

Stage Views! Steps to dining & shops!

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out

Save time - get the best Winter Park rentals sent straight to your email!
2BR + Loft Winter Park Condo; Forest and Creek Views, Free bus, new bathrooms, holiday rental in Winter Park
2BR + Loft Winter Park Condo; Forest and Creek Views, Free bus, new bathrooms, holiday rental in Winter Park
2BR + Loft Winter Park Condo; Forest and Creek Views, Free bus, new bathrooms, holiday rental in Winter Park

2BR + Loft Winter Park Condo; Forest and Creek Views, Free bus, new bathrooms

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out

**Downtown** Private Hot Tub, Garage, Fireplace & Washer/Dryer, holiday rental in Winter Park
**Downtown** Private Hot Tub, Garage, Fireplace & Washer/Dryer, holiday rental in Winter Park
**Downtown** Private Hot Tub, Garage, Fireplace & Washer/Dryer, holiday rental in Winter Park

**Downtown** Private Hot Tub, Garage, Fireplace & Washer/Dryer

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out

Bring Fido! | The Coolest & Newest Four Bedroom Downtown Condo w/ Views | Sleeps, holiday rental in Winter Park
Bring Fido! | The Coolest & Newest Four Bedroom Downtown Condo w/ Views | Sleeps, holiday rental in Winter Park
Bring Fido! | The Coolest & Newest Four Bedroom Downtown Condo w/ Views | Sleeps, holiday rental in Winter Park

Bring Fido! | The Coolest & Newest Four Bedroom Downtown Condo w/ Views | Sleeps

Condo/Apartment
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out

2BR/2BA  **Just Read Our Reviews!**  Beautiful Condo & Grt Value!, holiday rental in Winter Park
2BR/2BA  **Just Read Our Reviews!**  Beautiful Condo & Grt Value!, holiday rental in Winter Park
2BR/2BA  **Just Read Our Reviews!**  Beautiful Condo & Grt Value!, holiday rental in Winter Park

2BR/2BA **Just Read Our Reviews!** Beautiful Condo & Grt Value!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out

☝ ONE GORGEOUS PLACE | Stellar Views from Balcony | Walk To The Best Restaurants, holiday rental in Winter Park
☝ ONE GORGEOUS PLACE | Stellar Views from Balcony | Walk To The Best Restaurants, holiday rental in Winter Park
☝ ONE GORGEOUS PLACE | Stellar Views from Balcony | Walk To The Best Restaurants, holiday rental in Winter Park

☝ ONE GORGEOUS PLACE | Stellar Views from Balcony | Walk To The Best Restaurants

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out

One block from all restaurans, shopping and nightlife., holiday rental in Winter Park
One block from all restaurans, shopping and nightlife., holiday rental in Winter Park
One block from all restaurans, shopping and nightlife., holiday rental in Winter Park

One block from all restaurans, shopping and nightlife.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

Luxury 5 br 4.5 bath 2 Masters! Across from Winter Park Ski Resort Sleeps 12, holiday rental in Winter Park
Luxury 5 br 4.5 bath 2 Masters! Across from Winter Park Ski Resort Sleeps 12, holiday rental in Winter Park
Luxury 5 br 4.5 bath 2 Masters! Across from Winter Park Ski Resort Sleeps 12, holiday rental in Winter Park

Luxury 5 br 4.5 bath 2 Masters! Across from Winter Park Ski Resort Sleeps 12

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out

Spacious Retreat With Great Amenities!, holiday rental in Winter Park
Spacious Retreat With Great Amenities!, holiday rental in Winter Park
Spacious Retreat With Great Amenities!, holiday rental in Winter Park

Spacious Retreat With Great Amenities!

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out

Zephyr Mountain Lodge/Slope Side Bldg True Ski/Bike in/ out with patio walk out, holiday rental in Winter Park
Zephyr Mountain Lodge/Slope Side Bldg True Ski/Bike in/ out with patio walk out, holiday rental in Winter Park
Zephyr Mountain Lodge/Slope Side Bldg True Ski/Bike in/ out with patio walk out, holiday rental in Winter Park

Zephyr Mountain Lodge/Slope Side Bldg True Ski/Bike in/ out with patio walk out

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out

Lakota Reserve - Luxurious Six Bedroom Home Near Winter Park Resort, holiday rental in Winter Park
Lakota Reserve - Luxurious Six Bedroom Home Near Winter Park Resort, holiday rental in Winter Park
Lakota Reserve - Luxurious Six Bedroom Home Near Winter Park Resort, holiday rental in Winter Park

Lakota Reserve - Luxurious Six Bedroom Home Near Winter Park Resort

Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 18
Match: Sleeps
More info
Check-in
Check-out

Top Floor with Beautiful Views! Great reviews!  Monthly booking is available!!!, holiday rental in Winter Park
Top Floor with Beautiful Views! Great reviews!  Monthly booking is available!!!, holiday rental in Winter Park
Top Floor with Beautiful Views! Great reviews!  Monthly booking is available!!!, holiday rental in Winter Park

Top Floor with Beautiful Views! Great reviews! Monthly booking is available!!!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out

Renovated June 2021! Huge, 6 BDRM, 3 Living Areas. Hot tub, Sauna., holiday rental in Winter Park
Renovated June 2021! Huge, 6 BDRM, 3 Living Areas. Hot tub, Sauna., holiday rental in Winter Park
Renovated June 2021! Huge, 6 BDRM, 3 Living Areas. Hot tub, Sauna., holiday rental in Winter Park

Renovated June 2021! Huge, 6 BDRM, 3 Living Areas. Hot tub, Sauna.

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 24
Match: Sleeps
More info
Check-in
Check-out

Remodeled, Ground Level, Family Friendly Mountain Haven   Flexible cancellation, holiday rental in Winter Park
Remodeled, Ground Level, Family Friendly Mountain Haven   Flexible cancellation, holiday rental in Winter Park
Remodeled, Ground Level, Family Friendly Mountain Haven   Flexible cancellation, holiday rental in Winter Park

Remodeled, Ground Level, Family Friendly Mountain Haven Flexible cancellation

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out

Upscale 3BR In Town with Pool, Walking Distance To Shops/Restaurants/Park, holiday rental in Winter Park
Upscale 3BR In Town with Pool, Walking Distance To Shops/Restaurants/Park, holiday rental in Winter Park
Upscale 3BR In Town with Pool, Walking Distance To Shops/Restaurants/Park, holiday rental in Winter Park

Upscale 3BR In Town with Pool, Walking Distance To Shops/Restaurants/Park

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out

Fantastic front corner 2BD/2BA Condo At Base Of Winter Park, holiday rental in Winter Park
Fantastic front corner 2BD/2BA Condo At Base Of Winter Park, holiday rental in Winter Park
Fantastic front corner 2BD/2BA Condo At Base Of Winter Park, holiday rental in Winter Park

Fantastic front corner 2BD/2BA Condo At Base Of Winter Park

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

Large Glass Front with Beautiful Mountain Views, holiday rental in Winter Park
Large Glass Front with Beautiful Mountain Views, holiday rental in Winter Park
Large Glass Front with Beautiful Mountain Views, holiday rental in Winter Park

Large Glass Front with Beautiful Mountain Views

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

THE SLOPESIDE BUILDING! ON THE MOUNTIAN! SKI DOWN 110 FT TO THE GONDOLA!, holiday rental in Winter Park
THE SLOPESIDE BUILDING! ON THE MOUNTIAN! SKI DOWN 110 FT TO THE GONDOLA!, holiday rental in Winter Park
THE SLOPESIDE BUILDING! ON THE MOUNTIAN! SKI DOWN 110 FT TO THE GONDOLA!, holiday rental in Winter Park

THE SLOPESIDE BUILDING! ON THE MOUNTIAN! SKI DOWN 110 FT TO THE GONDOLA!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

WP Base! Zephyr Mtn Lodge 1BR Ski In/Out, Smart TV, dedicated WiFi, NEW CARPET!, holiday rental in Winter Park
WP Base! Zephyr Mtn Lodge 1BR Ski In/Out, Smart TV, dedicated WiFi, NEW CARPET!, holiday rental in Winter Park
WP Base! Zephyr Mtn Lodge 1BR Ski In/Out, Smart TV, dedicated WiFi, NEW CARPET!, holiday rental in Winter Park

WP Base! Zephyr Mtn Lodge 1BR Ski In/Out, Smart TV, dedicated WiFi, NEW CARPET!

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out

Large, Luxury Private Home in Downtown Winter Park on Vasquez Creek*, holiday rental in Winter Park
Large, Luxury Private Home in Downtown Winter Park on Vasquez Creek*, holiday rental in Winter Park
Large, Luxury Private Home in Downtown Winter Park on Vasquez Creek*, holiday rental in Winter Park

Large, Luxury Private Home in Downtown Winter Park on Vasquez Creek*

Holiday Rental House
9 bedrooms
9 bathrooms
Sleeps 25
Match: Sleeps
More info
Check-in
Check-out

Fantastic Creekside Condo in the town of Winter Park, holiday rental in Winter Park
Fantastic Creekside Condo in the town of Winter Park, holiday rental in Winter Park
Fantastic Creekside Condo in the town of Winter Park, holiday rental in Winter Park

Fantastic Creekside Condo in the town of Winter Park

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

Winter Park 2 bdrm, Beautifully Updated, Walk2town, Summer Getaway!, holiday rental in Winter Park
Winter Park 2 bdrm, Beautifully Updated, Walk2town, Summer Getaway!, holiday rental in Winter Park
Winter Park 2 bdrm, Beautifully Updated, Walk2town, Summer Getaway!, holiday rental in Winter Park

Winter Park 2 bdrm, Beautifully Updated, Walk2town, Summer Getaway!

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out

Boutique hotel style in a family-friendly 2-bed condo, free shuttles to Resort, holiday rental in Winter Park
Boutique hotel style in a family-friendly 2-bed condo, free shuttles to Resort, holiday rental in Winter Park
Boutique hotel style in a family-friendly 2-bed condo, free shuttles to Resort, holiday rental in Winter Park

Boutique hotel style in a family-friendly 2-bed condo, free shuttles to Resort

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out

MOST AMAZING VIEWS from this condo. Only minutes from slopes. Shared hot tub, holiday rental in Winter Park
MOST AMAZING VIEWS from this condo. Only minutes from slopes. Shared hot tub, holiday rental in Winter Park
MOST AMAZING VIEWS from this condo. Only minutes from slopes. Shared hot tub, holiday rental in Winter Park

MOST AMAZING VIEWS from this condo. Only minutes from slopes. Shared hot tub

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out

Private hot tub with views of the ski runs!
STR#008934, holiday rental in Winter Park
Private hot tub with views of the ski runs!
STR#008934, holiday rental in Winter Park
Private hot tub with views of the ski runs!
STR#008934, holiday rental in Winter Park

Private hot tub with views of the ski runs! STR#008934

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out

Luxury Condo * Standard Pricing. GREAT VIEWS. Private deck. POOL & HOT TUB, holiday rental in Winter Park
Luxury Condo * Standard Pricing. GREAT VIEWS. Private deck. POOL & HOT TUB, holiday rental in Winter Park
Luxury Condo * Standard Pricing. GREAT VIEWS. Private deck. POOL & HOT TUB, holiday rental in Winter Park

Luxury Condo * Standard Pricing. GREAT VIEWS. Private deck. POOL & HOT TUB

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out

Slopeside Luxury Villa #136/Great Ski Views/Steam Shower - FREE Activities & Equ, holiday rental in Winter Park
Slopeside Luxury Villa #136/Great Ski Views/Steam Shower - FREE Activities & Equ, holiday rental in Winter Park
Slopeside Luxury Villa #136/Great Ski Views/Steam Shower - FREE Activities & Equ, holiday rental in Winter Park

Slopeside Luxury Villa #136/Great Ski Views/Steam Shower - FREE Activities & Equ

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out

Luxury Villa #190 Next To Resort/Hot Tub & Great Views - FREE Activities, holiday rental in Winter Park
Luxury Villa #190 Next To Resort/Hot Tub & Great Views - FREE Activities, holiday rental in Winter Park
Luxury Villa #190 Next To Resort/Hot Tub & Great Views - FREE Activities, holiday rental in Winter Park

Luxury Villa #190 Next To Resort/Hot Tub & Great Views - FREE Activities

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out

Family/ Pet Friendly Downtown Winter Park Condo 3BD/2BA, holiday rental in Winter Park
Family/ Pet Friendly Downtown Winter Park Condo 3BD/2BA, holiday rental in Winter Park
Family/ Pet Friendly Downtown Winter Park Condo 3BD/2BA, holiday rental in Winter Park

Family/ Pet Friendly Downtown Winter Park Condo 3BD/2BA

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out

Winter Park Ski Condo., holiday rental in Winter Park
Winter Park Ski Condo., holiday rental in Winter Park
Winter Park Ski Condo., holiday rental in Winter Park

Winter Park Ski Condo.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out

Walk to town, easy access to free shuttle, minutes from WInter Park resort, holiday rental in Winter Park
Walk to town, easy access to free shuttle, minutes from WInter Park resort, holiday rental in Winter Park
Walk to town, easy access to free shuttle, minutes from WInter Park resort, holiday rental in Winter Park

Walk to town, easy access to free shuttle, minutes from WInter Park resort

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out

New Riverfront Ground-level Suite - Walk to Village!, holiday rental in Winter Park
New Riverfront Ground-level Suite - Walk to Village!, holiday rental in Winter Park
New Riverfront Ground-level Suite - Walk to Village!, holiday rental in Winter Park

New Riverfront Ground-level Suite - Walk to Village!

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out

Luxury condo in the heart of Town of WP. Access to pool, hot tub & pool table, holiday rental in Winter Park
Luxury condo in the heart of Town of WP. Access to pool, hot tub & pool table, holiday rental in Winter Park
Luxury condo in the heart of Town of WP. Access to pool, hot tub & pool table, holiday rental in Winter Park

Luxury condo in the heart of Town of WP. Access to pool, hot tub & pool table

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out

Spacious Luxury condo in the heart of Town of WP. Access to pool & hot tub, holiday rental in Winter Park
Spacious Luxury condo in the heart of Town of WP. Access to pool & hot tub, holiday rental in Winter Park
Spacious Luxury condo in the heart of Town of WP. Access to pool & hot tub, holiday rental in Winter Park

Spacious Luxury condo in the heart of Town of WP. Access to pool & hot tub

Condo/Apartment
3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out

Mountaintop Luxury Villa/Amazing Views/Hot Tub/Firepit - FREE Activities & Equip, holiday rental in Winter Park
Mountaintop Luxury Villa/Amazing Views/Hot Tub/Firepit - FREE Activities & Equip, holiday rental in Winter Park
Mountaintop Luxury Villa/Amazing Views/Hot Tub/Firepit - FREE Activities & Equip, holiday rental in Winter Park

Mountaintop Luxury Villa/Amazing Views/Hot Tub/Firepit - FREE Activities & Equip

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out

Cozy Cabin set in the Mtns. Infrared Sauna - Hot tub - AWESOME for families, holiday rental in Winter Park
Cozy Cabin set in the Mtns. Infrared Sauna - Hot tub - AWESOME for families, holiday rental in Winter Park
Cozy Cabin set in the Mtns. Infrared Sauna - Hot tub - AWESOME for families, holiday rental in Winter Park

Cozy Cabin set in the Mtns. Infrared Sauna - Hot tub - AWESOME for families

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
More info
Check-in
Check-out

Luxurious Townhouse with STUNNING views of ?? Winter Park Resort ??, holiday rental in Winter Park
Luxurious Townhouse with STUNNING views of ?? Winter Park Resort ??, holiday rental in Winter Park
Luxurious Townhouse with STUNNING views of ?? Winter Park Resort ??, holiday rental in Winter Park

Luxurious Townhouse with STUNNING views of ?? Winter Park Resort ??

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out

Live Like A King!  Save 40% On March Stays At This Amazing Luxury Home., holiday rental in Winter Park
Live Like A King!  Save 40% On March Stays At This Amazing Luxury Home., holiday rental in Winter Park
Live Like A King!  Save 40% On March Stays At This Amazing Luxury Home., holiday rental in Winter Park

Live Like A King! Save 40% On March Stays At This Amazing Luxury Home.

Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 20
Match: Sleeps
More info
Check-in
Check-out

Exquisite Riverfront Home with Mountain Views and Private Hot Tub, Downtown, holiday rental in Winter Park
Exquisite Riverfront Home with Mountain Views and Private Hot Tub, Downtown, holiday rental in Winter Park
Exquisite Riverfront Home with Mountain Views and Private Hot Tub, Downtown, holiday rental in Winter Park

Exquisite Riverfront Home with Mountain Views and Private Hot Tub, Downtown

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out

Beautiful 3 story townhome. Only minutes from Winter Park Ski Resort, holiday rental in Winter Park
Beautiful 3 story townhome. Only minutes from Winter Park Ski Resort, holiday rental in Winter Park
Beautiful 3 story townhome. Only minutes from Winter Park Ski Resort, holiday rental in Winter Park

Beautiful 3 story townhome. Only minutes from Winter Park Ski Resort

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out

Hot Tub, Pool Table HUGE Master Suite & More - WOW, holiday rental in Winter Park
Hot Tub, Pool Table HUGE Master Suite & More - WOW, holiday rental in Winter Park
Hot Tub, Pool Table HUGE Master Suite & More - WOW, holiday rental in Winter Park

Hot Tub, Pool Table HUGE Master Suite & More - WOW

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
More info
Check-in
Check-out

PreviousNext
123456