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3,940 villas
Surfs Up Theme - Winter Park/Orlando
Central Florida / Winter Park
1 2 2 nights min
- 1 bedroom
- sleeps 2
- 2 nights min
- Nearest beach 100 mi
- Child Friendly
- Air conditioning
Map
Price per night from
$86
Responds fast!
avg. 2 hours 33 minutes
Price per night from
$86
Winter Park-College Park-Orlando-1
Central Florida / Winter Park
1 2 3 nights min
- 1 bedroom
- sleeps 2
- 3 nights min
- Nearest beach 100 mi
- Suitable for children age 5+
- Air conditioning
Map
Price per night from
$92
Responds fast!
avg. 2 hours 33 minutes
Price per night from
$92
Travel Themed Getaway Orlando / Winter Park
Central Florida / Winter Park
1 2 2 nights min
- 1 bedroom
- sleeps 2
- 2 nights min
- Nearest beach 60 mi
- Child Friendly
- Air conditioning
Map
Price per night from
$86
Responds fast!
avg. 2 hours 33 minutes
Price per night from
$86
Botanical Gardens - Orlando / Winter Park
Central Florida / Winter Park
1 2 2 nights min
- 1 bedroom
- sleeps 2
- 2 nights min
- Nearest beach 100 mi
- Child Friendly
- Air conditioning
Map
Price per night from
$92
Responds fast!
avg. 2 hours 33 minutes
Price per night from
$92
2br - 1000ft2 - Winter Park House
Central Florida / Winter Park
2 5 7 nights min
- 2 bedrooms
- sleeps 5
- 7 nights min
- Nearest beach 88 mi
- Child Friendly
- Air conditioning
Map
Price per night from
$165
Responds fast!
avg. 1 hour 25 minutes
Price per night from
$165
The Cottage on Lake Fairview, Orlando.
Central Florida / Winter Park
3 6 3 nights min
- 3 bedrooms
- sleeps 6
- 3 nights min
- Beach / lakeside relaxation
- Nearest beach 81 mi
- Child Friendly
Map
Price per night from
$516
Price per night from
$516
Live like a Local, 2/1 in the Heart of Orlando!
Central Florida / Winter Park
2 6 2 nights min
- 2 bedrooms
- sleeps 6
- 2 nights min
- Child Friendly
Map
Price per night from
$149
Price per night from
$149
The Ritz
Central Florida / Winter Park
3 5 1 night min
- 3 bedrooms
- sleeps 5
- 1 night min
- Nearest beach 30 mi
- Child Friendly
- Air conditioning
Map
Price per night from
$121
Price per night from
$121
Winter Park-College Park-Orlando -2
Central Florida / Winter Park
1 2 3 nights min
- 1 bedroom
- sleeps 2
- 3 nights min
- Nearest beach 100 mi
- Child Friendly
- Air conditioning
Map
Price per night from
$92
Responds fast!
avg. 2 hours 33 minutes
Price per night from
$92
Walkable, Peaceful, Garden District
Central Florida / Winter Park
Studio 4 2 nights min
- Studio
- sleeps 4
- 2 nights min
- Child Friendly
- Pet Friendly
Map
Price per night from
$100
Price per night from
$100
Liki Tiki Village 1 BR, Sleeps 4, FRIDAY Check-In
Central Florida / Winter Park
1 4 7 nights min
- 1 bedroom
- sleeps 4
- 7 nights min
- Child Friendly
Map
Price per night from
$70
Price per night from
$70
"Lakeside" in old Winter Park (exclusive 32789zip)
Central Florida / Winter Park
4 8 min stay varies
- 4 bedrooms
- sleeps 8
- min stay varies
- Child Friendly
- Air conditioning
- Private garden
Map
Price per night from
$682
Price per night from
$682
Ritz’s Tiny House
Central Florida / Winter Park
1 5 1 night min
- 1 bedroom
- sleeps 5
- 1 night min
- Nearest beach 80 mi
- Child Friendly
- Air conditioning
Map
Price per night from
$102
Responds fast!
avg. 3 hours 44 minutes
Price per night from
$102
Great rentals within 20 miles that match your search
Distance approx 12.87 km from Winter Park Show on Map
Vista Cay Townhome..Luxury Resort..Great Location!
Central Florida / Orlando
3 8 4 nights min
- 3 bedrooms
- sleeps 8
- 4 nights min
- Beach / lakeside relaxation
- Nearest beach 103 mi
- Swimming pool
Map
Price per night from
$161
Price per night from
$161
Distance approx 16.22 km from Winter Park Show on Map
The Fountains Resort in Sunny Orlando Florida
Central Florida / Orlando
2 6 2 nights min
- 2 bedrooms
- sleeps 6
- 2 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$196
Price per night from
$196
Distance approx 18.36 km from Winter Park Show on Map
Beautiful 1 Bedroom Condo To Rent
Central Florida / Orlando
1 4 7 nights min
- 1 bedroom
- sleeps 4
- 7 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$229
Price per night from
$229
Distance approx 15.09 km from Winter Park Show on Map
Elegant Sanford Studio w/ Courtyard Near Downtown!
Central Florida / Sanford
Studio 2 3 nights min
- Studio
- sleeps 2
- 3 nights min
- Child Friendly
- Air conditioning
Map
Price per night from
$138
Responds fast!
avg. 9 minutes
Price per night from
$138
Distance approx 3.75 km from Winter Park Show on Map
The Vue at Downtown Orlando
Central Florida / Orlando
1 4 30 nights min
- 1 bedroom
- sleeps 4
- 30 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$138
Price per night from
$138
Distance approx 18.24 km from Winter Park Show on Map
Sheraton Vistana Fountains 2 2 Bedroom Villa. 7 nights avalible. I'm and out on
Central Florida / Orlando
2 8 7 nights min
- 2 bedrooms
- sleeps 8
- 7 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$178
Price per night from
$178
Distance approx 16.11 km from Winter Park Show on Map
NEW YEARS AT DISNEY WORLD- 54 ACRE RESORT W/WATERPARK
Central Florida / Orlando
2 8 3 nights min
- 2 bedrooms
- sleeps 8
- 3 nights min
- Nearest beach 64 mi
- Swimming pool
- Child Friendly
Map
Price per night from
$246
Price per night from
$246
Distance approx 19.84 km from Winter Park Show on Map
Wyndham Bonnet Creek Resort. Closest to Disney
Central Florida / Celebration
2 8 7 nights min
- 2 bedrooms
- sleeps 8
- 7 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$278
Responds fast!
avg. 2 hours 36 minutes
Price per night from
$278
Distance approx 19.84 km from Winter Park Show on Map
Disney Wyndham Bonnet Creek Presidential Suite
Central Florida / Orlando
2 8 min stay varies
- 2 bedrooms
- sleeps 8
- min stay varies
- Child Friendly
Map
Price per night from
$288
Price per night from
$288
Distance approx 5.18 km from Winter Park Show on Map
Free delivery and pick to Disney ft wilderness campground,2018 model sleeps 8
Central Florida / Orlando
1 7 1 night min
- 1 bedroom
- sleeps 7
- 1 night min
- Child Friendly
- Air conditioning
- Pet Friendly
Map
Price per night from
$127
Responds fast!
avg. 44 minutes
Price per night from
$127
Distance approx 16.95 km from Winter Park Show on Map
3 COZY 2BR/2BA APTs, 4 POOLS, 2 HOT TUBS, FREE SHUTTLE TO THE PARKS
Central Florida / Celebration
6 18 min stay varies
- 6 bedrooms
- sleeps 18
- min stay varies
- Swimming pool
- Child Friendly
- Car not necessary
Map
Price per night from
$404
Price per night from
$404
Distance approx 19.42 km from Winter Park Show on Map
Calypso Cay Vacation Villas 1 BR Suite, Saturday Check-In
Central Florida / Kissimmee
1 4 7 nights min
- 1 bedroom
- sleeps 4
- 7 nights min
- Child Friendly
Map
Price per night from
$71
Price per night from
$71
Distance approx 13.78 km from Winter Park Show on Map
1 Week Rental in Orlando, FL 2 Bdm Deluxe Villa Close to Theme Parks
Central Florida / Orlando
2 8 7 nights min
- 2 bedrooms
- sleeps 8
- 7 nights min
- Beach / lakeside relaxation
- Swimming pool
- Child Friendly
Map
Price per night from
$157
Price per night from
$157
Distance approx 16.86 km from Winter Park Show on Map
Orlando 2X2BR close to Universal -sleeps 12 Resort Amenities CPV
Central Florida / Orlando
4 12 2 nights min
- 4 bedrooms
- sleeps 12
- 2 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$1,004
Price per night from
$1,004
Distance approx 11.84 km from Winter Park Show on Map
Cozy 3BR 2Bth Home with Private Pool, Spa and Gameroom 20 Minutes to Legoland
Central Florida / Orlando
3 6 5 nights min
- 3 bedrooms
- sleeps 6
- 5 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$138
Responds fast!
avg. 1 hour 30 minutes
Price per night from
$138
Distance approx 11.84 km from Winter Park Show on Map
Luxury 6 bedroom 5.5 bath Watersong Resort home from $155nt
Central Florida / Orlando
6 12 min stay varies
- 6 bedrooms
- sleeps 12
- min stay varies
- Child Friendly
Map
Price per night from
$178
Responds fast!
avg. 1 hour 30 minutes
Price per night from
$178
Distance approx 11.83 km from Winter Park Show on Map
New 5BR 4bath Champions Gate Townhouse w/private splash pool from $138 a night!
Central Florida / Orlando
5 10 min stay varies
- 5 bedrooms
- sleeps 10
- min stay varies
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$159
Responds fast!
avg. 1 hour 30 minutes
Price per night from
$159
Distance approx 11.83 km from Winter Park Show on Map
Luxury 5BR 4bath Champions Gate townhouse w/private splash pool from $138/nt
Central Florida / Orlando
5 10 min stay varies
- 5 bedrooms
- sleeps 10
- min stay varies
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$159
Responds fast!
avg. 1 hour 30 minutes
Price per night from
$159
Distance approx 5.18 km from Winter Park Show on Map
Villa 6 BR/4BA South Pool/Spa Near Disney
Central Florida / Orlando
6 12 3 nights min
- 6 bedrooms
- sleeps 12
- 3 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$148
Price per night from
$148
Distance approx 11.83 km from Winter Park Show on Map
Breathtaking 8BR 5bth Champions Gate home w/pool, spa & gameroom
Central Florida / Orlando
9 16 min stay varies
- 9 bedrooms
- sleeps 16
- min stay varies
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$301
Responds fast!
avg. 1 hour 30 minutes
Price per night from
$301
Distance approx 19.53 km from Winter Park Show on Map
Runaway Beach Resort Apartments 3
Central Florida / Celebration
3 8 2 nights min
- 3 bedrooms
- sleeps 8
- 2 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$285
Responds fast!
avg. 2 hours 8 minutes
Price per night from
$285
Distance approx 11.84 km from Winter Park Show on Map
Comfortable 5 bedroom 3 beth Highlands Reserve home from $188nt
Central Florida / Orlando
5 10 min stay varies
- 5 bedrooms
- sleeps 10
- min stay varies
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$215
Responds fast!
avg. 1 hour 30 minutes
Price per night from
$215
Distance approx 13.85 km from Winter Park Show on Map
The best place to Orlando
Central Florida / Orlando
1 4 7 nights min
- 1 bedroom
- sleeps 4
- 7 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$183
Price per night from
$183
Distance approx 19.6 km from Winter Park Show on Map
Poinciana
Central Florida / Celebration
2 6 2 nights min
- 2 bedrooms
- sleeps 6
- 2 nights min
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$233
Responds fast!
avg. 2 hours 5 minutes
Price per night from
$233
Distance approx 11.84 km from Winter Park Show on Map
Stunning 8 bedroom 5 bath Champions Gate home w/ Private South Facing Pool & Spa
Central Florida / Orlando
8 16 min stay varies
- 8 bedrooms
- sleeps 16
- min stay varies
- Swimming pool
- Child Friendly
- Air conditioning
Map
Price per night from
$303
Responds fast!
avg. 1 hour 30 minutes
Price per night from
$303
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