Winter Park Vacation Rentals & Beach Rentals - 460 Rentals Available
460 Vacation rentals
Championsgate 58 - villa with pool, game room and theater room near Disney
Winter Park House
- 8 bedrooms 8
- 5 bathrooms
- sleeps 20 20
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$266.00
from $266.00 / night
Your search has been expanded 19.3 miles to include more rentals
Lovely 4BR 3bth Regal Palms Townhouse
Orlando Townhouse - 11.8 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 1 hour 30 minutes
$130.00
from $130.00 / night
Well Priced 4BR 3Bath pool home with semi-private view & game room from $133/nt
Orlando House - 11.8 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 1 hour 30 minutes
$153.00
from $153.00 / night
Lovely 5BR 4Bth Resort home with Private Pool, Spa and Gameroom
Orlando House - 11.8 miles away
- 5 bedrooms 5
- 4 bathrooms
- sleeps 10 10
- 5 nights min
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 1 hour 34 minutes
$170.00
from $170.00 / night
NEW 5 BR/Ensuite home w/ private pool in Luxury Resort w/ Lazy River from $213nt
Kissimmee House - 19.3 miles away
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 1 hour 34 minutes
$233.00
from $233.00 / night
Beautiful 8BR 5bath Champions Gate home with Private Pool and Spa
Orlando House - 11.8 miles away
- 8 bedrooms 8
- 5 bathrooms
- sleeps 16 16
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 1 hour 34 minutes
$302.00
from $302.00 / night
Casa Vista Verde II Orlando Area 1/1 Pool Disney Daytona Universal Dream House &
Altamonte Springs Apartment - 6.6 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 8 8
- 3 nights min
- Swimming pool
- Child friendly
- Air conditioning
$104.00
from $104.00 / night
Stylish, Cheerful 6BR 5Bath STOREY LAKE home with private pool and spa
Orlando House - 11.8 miles away
- 6 bedrooms 6
- 5 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 3 hours 48 minutes
$267.00
from $267.00 / night
Amazing 9BR 6.5bth Solara Resort Home with Private Pool, Spa and Gameroom
Orlando House - 11.8 miles away
- 9 bedrooms 9
- 7 bathrooms
- sleeps 18 18
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$353.00
from $353.00 / night
Beautiful 6 bedroom 5 bath Paradise Palms home with South Facing Pool
Orlando House - 11.8 miles away
- 6 bedrooms 6
- 5 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$267.00
from $267.00 / night
Beautiful 5 Bedroom Home Near Disney From 188nt
Orlando House - 11.8 miles away
- 5 bedrooms 5
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 2 hours 52 minutes
$216.00
from $216.00 / night
Luxe 8BR 5Bath Champions Gate Home with Private Pool, Spa and Gameroom
Orlando House - 11.8 miles away
- 8 bedrooms 8
- 5 bathrooms
- sleeps 16 16
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 2 hours 53 minutes
$302.00
from $302.00 / night
❤Cozy TownHome w/ Pool - Near Disney/Universal/SeaWorld/LegoLand❤
Kissimmee Townhouse - 19.1 miles away
- 5 bedrooms 5
- 4 bathrooms
- sleeps 11 11
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$330.00
from $330.00 / night
Luxury 4BR 3Bth Champions Gate Townhouse with Private Splash Pool
Orlando Townhouse - 11.8 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 2 hours 12 minutes
$147.00
from $147.00 / night
Lovely 4 bedroom 3 bath Highlands Reserve home from $178nt
Orlando House - 11.8 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 2 hours 12 minutes
$187.00
from $187.00 / night
Pleasant 5BR 4Bath pool, conservation view, 2KIng 2Queen & game room from $188
Orlando House - 11.8 miles away
- 5 bedrooms 5
- 4 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 2 hours 13 minutes
$216.00
from $216.00 / night
Splendid 8BR 5Bth Champions Gate Home w/Pool, Spa and Games and Theater Rooms
Orlando House - 11.8 miles away
- 8 bedrooms 8
- 5 bathrooms
- sleeps 16 16
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 2 hours 14 minutes
$302.00
from $302.00 / night
Orlando Area 3BR/2BA/2Ki nearby New City pool, Jacuzzi Disney Universal Daytona
Altamonte Springs House - 5.5 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 11 11
- 3 nights min
- Child friendly
- Air conditioning
- Pet friendly
Responds fast! Avg. 1 hour 16 minutes
$144.00
from $144.00 / night
Casa Vista Verde I Dream House & Vacation Paradise Orlando Area 5/2 Pool Disney
Altamonte Springs House - 6.3 miles away
- 5 bedrooms 5
- 2 bathrooms
- sleeps 20 20
- 3 nights min
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 1 hour 20 minutes
$213.00
from $213.00 / night
Lovely 5 bedroom 3 bath Highlands Reserve home 7 miles to Disney from $183nt
Orlando House - 11.8 miles away
- 5 bedrooms 5
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 1 hour 39 minutes
$210.00
from $210.00 / night
Well Priced 4BR 3Bth Hampton Lakes Resort Home with Private Pool and Gameroom
Orlando House - 11.8 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 1 hour 39 minutes
$130.00
from $130.00 / night
Lovely 4BR 3Bath pool home with conservation view & game room from $163/night
Orlando House - 11.8 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 1 hour 37 minutes
$187.00
from $187.00 / night
Gorgeous 3 Bedroom Townhome Near Disney From 95nt
Orlando Townhouse - 11.8 miles away
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 2 hours 0 minutes
$104.00
from $104.00 / night
Stunning 5BR 5bth Champions Gate home with Private Pool, Spa and Gameroom
Orlando House - 11.8 miles away
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 2 hours 0 minutes
$227.00
from $227.00 / night
Luxury 8BR 5Bth Champions Gate Home w/Private Pool, Spa, Games & Theater Rooms
Orlando House - 11.8 miles away
- 8 bedrooms 8
- 5 bathrooms
- sleeps 16 16
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 2 hours 0 minutes
$302.00
from $302.00 / night
Exquisite 8 bedroom 5 bath Champions Gate Resort home from $263nt
Orlando House - 11.8 miles away
- 8 bedrooms 8
- 5 bathrooms
- sleeps 16 16
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 2 hours 0 minutes
$302.00
from $302.00 / night
Lovely 3BR 2Bth Windsor Hills Resort Condo, 2 Miles From Disney
Orlando Condo - 11.9 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 2 hours 0 minutes
$147.00
from $147.00 / night
Comfy 3 bedroom 2 bath Windsor Hills Condo from $85nt
Orlando Condo - 11.8 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Child friendly
Responds fast! Avg. 2 hours 2 minutes
$104.00
from $104.00 / night
LUXURY 5BR 5.5bath Reunion Resort home with private pool
Orlando House - 11.8 miles away
- 5 bedrooms 5
- 6 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 2 hours 10 minutes
$290.00
from $290.00 / night
Fabulous 6 BR 4 bath Windsor Hills Resort home from $175nt
Orlando House - 11.8 miles away
- 6 bedrooms 6
- 4 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 2 hours 10 minutes
$195.00
from $195.00 / night
Lovely 6BR 4.5bath Windsor at Westside Home with Private Pool and Spa
Orlando House - 11.8 miles away
- 6 bedrooms 6
- 5 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 2 hours 40 minutes
$267.00
from $267.00 / night
Champions Gate 8BR 5Bath Frozen room, south facing pool & 2 game rooms from $255
Orlando House - 11.8 miles away
- 8 bedrooms 8
- 5 bathrooms
- sleeps 16 16
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
Responds fast! Avg. 2 hours 40 minutes
$292.00
from $292.00 / night
Disney/Orlando/Universal/Convention C/ Luxurious Executive 5*3Br Villa Vista Cay
Orlando Condo - 12.9 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$205.00
from $205.00 / night
Relaxing 4Bed 3Bath PARADISE PALMS townhouse w/private splash pool from $123/nt
Orlando Townhouse - 11.8 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$147.00
from $147.00 / night
Wonderful 5BR 3Bth Home with Private Pool and Spa, 15 Minutes to Disney
Orlando House - 11.8 miles away
- 5 bedrooms 5
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$216.00
from $216.00 / night
Superb 4 BR 3 Bath resort townhome with private pool 4 mi to Disney from $120/nt
Orlando Townhouse - 11.8 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$138.00
from $138.00 / night
Well Priced 4BR 3Bth Home with Private Pool and Gameroom
Orlando House - 11.8 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$164.00
from $164.00 / night
Inviting 4BR 3bth Home w/Private Pool, Spa & Gameroom 20 minutes from Legoland!
Orlando House - 11.8 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$153.00
from $153.00 / night
Lovely 5BR 4.5Bth Watersong Resort Home with Private Pool, Spa and Gameroom
Orlando House - 11.8 miles away
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$132.00
from $132.00 / night
Orlando Area 5BR/2BA Home w/ Jacuzzi!
Wekiva Springs House - 6.7 miles away
- 5 bedrooms 5
- 2 bathrooms
- sleeps 12 12
- 3 nights min
- Child friendly
- Air conditioning
- Pet friendly
Responds fast! Avg. 2 hours 15 minutes
$213.00
from $213.00 / night
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