Winter Park Vacation Rentals & Beach Rentals - 645 Rentals Available
645 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
Beautiful 4BR 3Bth Champions Gate Townhouse w/Splash Pool, 15 minutes to Disney
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. 46 minutes
$147.00
from $147.00 / 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. 46 minutes
$153.00
from $153.00 / night
Lovely 5BR 4.5Bth Resort Home with Private Pool and Spa
Orlando House - 11.9 miles away
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 47 minutes
$216.00
from $216.00 / night
☆★Pretty Apartment - 9 Miles to Disney World☆★
Kissimmee Apartment - 19 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Child friendly
- Air conditioning
$139.00
from $139.00 / night
Lovely 5BR 3Bth Home with Private Pool, 8 Miles 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
Responds fast! Avg. 29 minutes
$130.00
from $130.00 / 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. 29 minutes
$267.00
from $267.00 / night
8BR 5 bath Champions Gate Resort home with private pool, spa and game room
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. 29 minutes
$353.00
from $353.00 / night
Gorgeous 3BR 2Bth Festival Resort Townhouse with Hot Tub and Arcade Machine
Orlando Townhouse - 11.8 miles away
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 29 minutes
$181.00
from $181.00 / night
Beautiful 2 Bedroom 2 Bath Bahama Bay Resort Condo
Orlando Condo - 11.8 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 29 minutes
$113.00
from $113.00 / night
6BR 4.5Bath Solara Resort Home with Private Pool, Spa and Loft with Foosball
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. 29 minutes
$267.00
from $267.00 / night
Beautiful 4 Bedroom Townhouse Near Disney From 120nt
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. 29 minutes
$138.00
from $138.00 / night
Cozy 3BR 2.5Bth Resort Townhouse with Private Splash Pool, 4 miles to Disney
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. 29 minutes
$130.00
from $130.00 / night
Splendid 6BR 4.5Bath SOLTERRA home with private pool & game room from $160/nt
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. 29 minutes
$184.00
from $184.00 / 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. 29 minutes
$129.00
from $129.00 / night
Lovely 4BR 3.5 bath home with Private Pool and Pool Table
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. 29 minutes
$178.00
from $178.00 / night
Lovely, Affordable 4BR 2bath Highlands Reserve home w/pool and games
Orlando House - 11.8 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 29 minutes
$187.00
from $187.00 / night
Charming 5 bedroom 3 bath Highlands Reserve home with Private Pool and Game Room
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. 29 minutes
$204.00
from $204.00 / night
Luxury Bella Vida 4 bedroom 3 bath townhouse from $105nt
Orlando Townhouse - 11.8 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Child friendly
Responds fast! Avg. 28 minutes
$132.00
from $132.00 / night
Roomy 4 bedroom 3 bath Highlands Reserve home 7 miles to Disney from $173nt
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. 28 minutes
$187.00
from $187.00 / night
Beautiful 4BR 3 bath Resort townhouse from $112 a night
Orlando Townhouse - 11.8 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Child friendly
Responds fast! Avg. 28 minutes
$129.00
from $129.00 / night
Lovely 4BR 3Bth Regal Palms Townhouse
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. 28 minutes
$124.00
from $124.00 / night
Beautiful 4BR 3 Bath home with private pool and gameroom from $188 a 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. 28 minutes
$216.00
from $216.00 / 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. 28 minutes
$302.00
from $302.00 / night
Luxury 8BR 5bth Champions Gate home w/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. 28 minutes
$302.00
from $302.00 / night
Gorgeous 4BR 2bath Home with Private Pool, Spa and Children's Playroom
Orlando House - 11.8 miles away
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 28 minutes
$164.00
from $164.00 / night
Stylish 5BR 4.5Bath SOLTERRA pool home w/Mickey, Minions & game room from $158nt
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. 28 minutes
$181.00
from $181.00 / night
Elegant 5 bedroom 5 bath Windsor Hills Resort home from $140nt
Orlando House - 11.8 miles away
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- min stay varies
- Child friendly
Responds fast! Avg. 28 minutes
$161.00
from $161.00 / night
Brand New!! 8 bedroom 5 bath Champions Gate home from $263/nt
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. 28 minutes
$302.00
from $302.00 / night
Bargain Vacation Home near Disney
Kissimmee House - 19.2 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 1 night min
- Nearest beach 95 mi
- Child friendly
- Air conditioning
Responds fast! Avg. 2 hours 29 minutes
$98.00
from $98.00 / night
★Contemporary TownHome - 9 Miles to Disney World - 10 Miles to Universal★
Kissimmee Townhouse - 19.3 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- 3 nights min
- Swimming pool
- Child friendly
- Air conditioning
$191.00
from $191.00 / night
Lovely 9BR 5Bth Champions Gate Home with Private Pool, Spa and Gameroom
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. 28 minutes
$353.00
from $353.00 / night
Parc Corniche Orlando
Orlando Condo - 15.1 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 6 6
- 2 nights min
- Ask about children
- Air conditioning
$75.00
from $75.00 / night
Gorgeous 7BR 5Bth Resort Home with Private Pool, Spa and Gameroom
Orlando House - 11.8 miles away
- 7 bedrooms 7
- 5 bathrooms
- sleeps 14 14
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 28 minutes
$281.00
from $281.00 / night
Fabulous 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. 28 minutes
$302.00
from $302.00 / night
New Luxury 5BR 4bath Champions Gate home w/private pool & spa from $198 a night
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. 28 minutes
$227.00
from $227.00 / night
Luxury 14BR 11Bth Solterra Resort home with private pool, spa and game room
Orlando House - 11.8 miles away
- 14 bedrooms 14
- 11 bathrooms
- sleeps 28 28
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 28 minutes
$599.00
from $599.00 / 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
Responds fast! Avg. 28 minutes
$267.00
from $267.00 / night
4BR 3.5Bth Regal Palms Resort Townhouse
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. 28 minutes
$129.00
from $129.00 / 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. 28 minutes
$147.00
from $147.00 / night
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