Winter Park Vacation Rentals & Beach Rentals - 386 Rentals Available
386 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 19.6 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
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
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
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
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
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
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
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 23 minutes
$290.00
from $290.00 / night
Beautiful 5 bedroom 4.5 bath home from 145 nt
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 8 minutes
$132.00
from $132.00 / night
Relaxing 4BR 3.5Bath REGAL PALMS 1KING bed 3FULL beds townhouse from $112/night
Orlando Townhouse - 11.8 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 1 hour 16 minutes
$129.00
from $129.00 / night
6 Bedroom 5 bath Champions Gate Resort home with Private Pool, Spa & Air Hockey
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. 1 hour 30 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. 1 hour 29 minutes
$292.00
from $292.00 / night
Amazing 8BR 5bth Champions Gate home w/pool, spa & gameroom from $263 a night
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 40 minutes
$147.00
from $147.00 / night
Inviting 4 bedroom 3 bath Highlands Reserve home 7 miles to Disney from $175nt
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. 3 hours 2 minutes
$187.00
from $187.00 / night
Lovely 5 Bedroom 3.5 Bath Home w/Private Pool and Gameroom 15 Minutes to Disney
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. 3 hours 2 minutes
$204.00
from $204.00 / 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
- 1 night min
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 1 hour 44 minutes
$217.00
from $217.00 / night
Beautiful 6BR 5Bth Champions Gate Home with Private Pool, Spa and Gameroom
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 48 minutes
$267.00
from $267.00 / night
Lovely 4BR 3Bth Highlands Reserve Home with Private Pool with No Rear Neighbors
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. 3 hours 18 minutes
$187.00
from $187.00 / night
Luxury 6 bedroom 5 bath Champions Gate Resort home from $233nt
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 39 minutes
$267.00
from $267.00 / night
Lovely 4 bedroom 3 bath Highlands Reserve home 7 miles to Disney from $163nt
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. 3 hours 39 minutes
$187.00
from $187.00 / night
BUDGET FRIENDLY OLDER 5BR 3Bath south facing pool & game room from $128nt
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. 3 hours 11 minutes
$159.00
from $159.00 / night
Beautiful 4 Bedroom Townome Near Disney From 95nt
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. 3 hours 11 minutes
$104.00
from $104.00 / night
Economical, Cozy 3BR 2Bath Condo w/resort pool 2 miles from Disney from $85/nt
Orlando Condo - 11.8 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 3 hours 11 minutes
$104.00
from $104.00 / night
Updated 4BR 3.5Bath REGAL PALMS townhouse from $112/night
Orlando House - 11.8 miles away
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 3 hours 11 minutes
$129.00
from $129.00 / night
Beautiful 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. 3 hours 11 minutes
$302.00
from $302.00 / night
Sunny 8BR 5Bth Champions Gate Home w/Private Pool, Spa and Theater & Game 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. 3 hours 11 minutes
$302.00
from $302.00 / night
Comfortable 4BR 3Bh Home w/Private Pool, Spa and Gameroom 20 minutes to Legoland
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. 3 hours 11 minutes
$153.00
from $153.00 / night
Luxury 8BR 5 bath Storey Lake home with private pool and game room
Kissimmee House - 19.4 miles away
- 8 bedrooms 8
- 5 bathrooms
- sleeps 16 16
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 3 hours 11 minutes
$336.00
from $336.00 / night
Beautiful 9BR 5Bth Champions Gate Home w/Private Pool, Spa and Gamerom=om
Orlando House - 11.8 miles away
- 9 bedrooms 9
- 5 bathrooms
- sleeps 18 18
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 3 hours 11 minutes
$353.00
from $353.00 / night
DISNEY ORLANDO LAKE 4 BED LUXURY POOL VILLA
Kissimmee Villa - 19.3 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 5 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$138.00
from $138.00 / night
Beautiful 8 Bedroom Home Near Disney From 200nt
Orlando House - 11.8 miles away
- 8 bedrooms 8
- 6 bathrooms
- sleeps 16 16
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 3 hours 11 minutes
$230.00
from $230.00 / night
6BR 6Bth Champions Gate home with Private Pool, Spa and Game and Media Rooms
Orlando House - 11.8 miles away
- 6 bedrooms 6
- 6 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 3 hours 11 minutes
$267.00
from $267.00 / night
6BR 5bth Resort Home w/Private Pool, Spa and Game Room w/Large Projection Screen
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 11 minutes
$267.00
from $267.00 / night
Lovely 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. 3 hours 11 minutes
$147.00
from $147.00 / night
Beautiful 8BR 5Bth Champions Gate Home w/Private Pool, Spa Game & 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. 3 hours 11 minutes
$302.00
from $302.00 / night
Stylish, Inviting 5 Bedroom 5 Bath SOLTERRA pool house from $145/night
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. 3 hours 11 minutes
$167.00
from $167.00 / night
Affordable luxury! 3 bdrm pet friendly pool home 4 mi from Disney.
Kissimmee House - 19.6 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 8 8
- 3 nights min
- Swimming pool
- Child friendly
- Air conditioning
$132.00
from $132.00 / night
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