Winter Park Vacation Rentals | Hotels



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Winter Park Vacation Rentals and Hotels

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Looking for Winter Park hotels? View all hotels in the Winter Park area.

We have over 1400 properties in the Winter Park, Florida area.
Please browse our top 30 properties below

Vacation Rentals in the Winter Park/Orlando area. (4 miles away)

	Luxurious Home in Prestigious Community - Orlando #1035				From $280/night
	6 Beds	4.5 Baths	Sleeps 15	House
This elegant pool home can be found in Formosa Gardens in the Orlando area. Sleeps fifteen comfortably with six bedrooms, four bathrooms, and all the amenities you could need in a home away from home. Private pool, community pool, spa/jacuzzi, VCR, three TVs, and entertainment games all included. Gameroom ...


	2715WH - 6BR in Luxurious Windsor Hills Community #2237				From $135/night
	6 Beds	4 Baths	Sleeps 12	House
Windsor Hills is a gated resort with 24-hour security. Some of the magnificent features of this community include a luxurious water park pool with fountains, waterslides and a spa, separate toddler pool, tennis and volleyball courts as well as a children's playground. An enormous clubhouse overlooking ...


	Highlands Reserve Vacation Villa in Orlando #1069				From $179/night
	6 Beds	3 Baths	Sleeps 12	House
Outstanding Sunrise Lakes vacation home located in Orlando. Complete with six bedrooms, three bathrooms, a private pool and spa. Sleeps up to twelve guests and fully furnished with top quality furniture throughout. There are sliding glass doors in the living room, large master bedroom, and family ...


	Awesome 7 Bdrm 5 Min From Disney Sleeps 16! #1046				From $189/night
	7 Beds	5.5 Baths	Sleeps 16	House
Large seven bedroom home with three master bedrooms! You can sleep up to fifteen guests in this Orlando based vacation home. There is a nice pool in the back with a spa and a cute little view of the river. DVD player, playstation, entertainment games and seven TVs all included. Nearby activities ...


	Private Pool Home Near Great Golfing and Disney #1068				From $159/night
	4 Beds	3 Baths	Sleeps 10	House
This luxurious and spacious 4 bedroom, 3 bathroom villa is located in Orange Tree. Home is close to Disney and attractions and near great golfing. Furnished to a very high standard with many 'home away from home' comforts, the villa benefits from high vaulted ceilings and cathedral style windows to ...


	Golfers Dream Home Close to Disney and Attractions #1066				From $169/night
	5 Beds	3 Baths	Sleeps 10	House
This beautiful home is located in Highlands Reserve with a golf course view. This is a golfer's ideal vacation home; equipped with everything and just steps away from great golfing. Included with VCR, five TVs, DVD player, stereo and private pool. Close to Disney, shopping, dining and much more to ...


	Executive Pool Home on The Golf Course in Orlando #1060				From $159/night
	4 Beds	3 Baths	Sleeps 10	House
This executive home is on a golf course and in a great community. Home includes four bedrooms, three bathrooms, private pool, spa, stereo, playstation, DVD player, entertainment games and more. Enjoy a day playing golf, visiting at the community pool, take the kids to the playground or play a game ...


	Only 10 minutes from Disney with Pool and Spa #1057				From $179/night
	4 Beds	3 Baths	Sleeps 10	House
Beautiful four bedroom home only ten minutes from Disney! Perfect for two families or a group of friends as the house sleeps up to twelve guests. Includes a heated pool, spa, VCR, stereo, playstation, DVD player, entertainment games and several TVs. Close to shopping, dining, theme parks and nigh...


	Beautiful Disney Area 4Bdrm with Lake View #1052				From $159/night
	4 Beds	3 Baths	Sleeps 8	House
Enjoy a stay at our private four bedroom, four bathroom vacation villa. Perfect for a family visiting Disney as we are only a short ride away. Private pool, spa, VCR, stereo, DVD player and 5 TVs all included. Nearby golf and lots of other activities to indulge yourself in.


	A Must See Villa in Emerald Island5 Min 2 Disney #1044				From $179/night
	6 Beds	4.5 Baths	Sleeps 13	House
A new six bedroom villa in the gated community of Emerald Island. Two master bedrooms and TVs in every bedroom make this villa a must. Enjoy a day relaxing by the pool and relieve the days stress in the spa. Visit with others at the community pool or bring the kids to the nearby playground. Only ...


	Fully Furnished 2 Story POOL Home Close to Disney #1021				From $149/night
	5 Beds	3 Baths	Sleeps 12	House
This wonderfully furnished villa can be your home away from home during your next vacation. Completely air conditioned with 4 TVs, private heated pool, nearby golf and much more. Enjoy a day at Disney which is only a short drive away or if you prefer, visit the sights of downtown Orlando.


	Perfect Disney Vacation Home w/ 3BR/2BA +Gameroom #1033				From $129/night
	3 Beds	2 Baths	Sleeps 8	House
This is the ideal vacation home for families visiting the Disney area. Equipped with three bedrooms, two bathrooms, a private pool and gameroom. Close to fine dining, shopping, all the attractions of the Orlando area and theme parks. Home sleeps up to eight comfortably.


	Disney Area Vacation Villa w/ 4BR/3BA + pool & spa #1030				From $155/night
	4 Beds	3 Baths	Sleeps 10	House
This four bedroom, three bathroom villa contains two master king size bedrooms and two twin size bedrooms. Our home will you give you all the luxury you will need during your stay. TVs in all the bedrooms and livings rooms plus a VCR and playstation. More importantly, a private pool and spa are included ...


	Private pool home w/ 4BR/2BA in the Orlando area #1016				From $139/night
	4 Beds	2 Baths	Sleeps 10	House
This four bedroom home includes two bathrooms, two living areas and a screened in private pool. Situated in Hampton Lakes of the Orlando area and just 15 minutes traveling time to Walt Disney World. Includes VCR, DVD player, stereo/CD, 3 TVs, and close to tennis, golf, kids playground and much more. ...


	Great Disney Area 4 Bdrm in Golf Course Community #1014				From $139/night
	4 Beds	2 Baths	Sleeps 8	House
Fully equipped Orlando area pool home in a fantastic development. Loaded with four bedrooms, two bathrooms and sleeps up to eight. Socialize at the community pool, enjoy a round of golf, or just relax in your private screened in pool. VCR, stereo/CD, entertainment games, and more included with this ...


	Fun Vacation Home in Orlando w/ Pool, Spa & Games #1062				From $159/night
	4 Beds	2.5 Baths	Sleeps 10	House
This is a beautiful four bedroom villa in Sunrise Lakes of Orlando. Fully equipped with a private pool, spa, stereo, playstation, Xbox, DVD players, TVs, pool table, and a selection of games and movies for your pleasure. Enjoy a stress free vacation at our fun and entertaining home; close to the sites ...


	Highlands Reserve Home w/ Pool & Spa near Disney #1061				From $159/night
	4 Beds	3 Baths	Sleeps 8	House
You will absolutely love this house and all it has to offer. Located in the Highlands Reserve, which is only a short ride to the Disney attractions. The back of the house holds a private screened in pool with a view of the golf course. There is also a community pool, a private jacuzzi, tennis and ...


	Peaceful Villa in Mission Park Resort Orlando #1049				From $159/night
	4 Beds	3 Baths	Sleeps 8	House
Mission Parkof Orlando is where you will find this peaceful villa. Private pool view facing a conservation area. Although it's calm it is only minutes from the buzzing shops and restaurants of Orlando's Highway 192 and the theme parks of Walt Disney World. Fully furnished and decorated to the highest ...


	Orlando Vacation Villa with 4BR/3BA and Spa #1037				From $139/night
	4 Beds	3 Baths	Sleeps 10	House
This is a brand new home situated in Orange Tree of Orlando. Equipped with four bedrooms and three bathrooms sleeping up to eight easily. Enjoy an evening by the screened in pool or relax in the spa and relieve your stress. Close to great dining, shopping and all the attractions of Orlando. ...


	Two Master Bedroom with Private Pool View #1028				From $139/night
	4 Beds	3 Baths	Sleeps 10	House
New four bedroom, two bathroom home with private pool and spa. Located in Mission Park close to Disney and only a short ride to the downtown Orlando area. Great for families or friends looking for a nice place to relax and enjoy the areas attractions.


	Beautiful Disney Area 4Bdrm with Lake View #1025				From $139/night
	4 Beds	3 Baths	Sleeps 8	House
This beautiful Orlando vacation villa is equipped with a private pool, spa and lake view. Relax in the pool and enjoy the view over the lake. This is the perfect vacation area, just a short drive from downtown Orlando, Disney, golf, tennis, shopping, dining, and loads more. The home is equipped with ...


	Orlando Pool Vacation Home Near Fantastic Golfing #1067				From $159/night
	4 Beds	3 Baths	Sleeps 10	House
This beautiful single storey 4 bed 3 bath villa is situated right in the heart of Highlands Reserve on peaceful Belfry Drive. Built on a larger than usual plot and with an overall living space of 2356 sq. ft. and cathedral ceilings giving the villa a wonderfully spacious feeling. Perfect for the vacationer ...


	Cute villa close to Disney, Old Town and Kissimmee #1047				From $169/night
	5 Beds	4 Baths	Sleeps 10	House
This executive home is a five bedroom, four bathroom masterpiece. All of the bedrooms have their own TV and two have a VCR. The children's bedroom is themed around Winnie the Pooh & friends. There is a DVD player and stereo unit in the great living room with a selection of films & music to ...


	Four Bdrm Luxury Home 5 Minutes From Disney #1027				From $139/night
	4 Beds	2.5 Baths	Sleeps 10	House
This is a very large Orlando based vacation villa with a private pool. Equipped with everything needed to make your vacation stay complete including a VCR, Stereo/CD, 5 TVs, and lots of space. Located within a short drive to shopping, dining, Disney, nightlife and much more. Stay at our home during ...


	Disney Orlando vacation home in Four Corners #1003				From $139/night
	4 Beds	2 Baths	Sleeps 8	House
Welcome to our Orlando vacation villa situated in a new community and close to shopping, dining, golfing, nightlife and the Disney attractions. Private heated pool, 3 TV's, and VCR all included. Enjoy a day in downtown Orlando, at one of the many Disney attractions, or enjoy a game of golf. Whatever ...


	Ideal Disney Area Vacation Home Perfect for Kids #1070				From $169/night
	5 Beds	4 Baths	Sleeps 12	House
Perfect Disney vacation home located in Orange Tree. Your children will never want to leave as the home is fully equipped and complete with a private pool, spa, playroom and pool table. Two King master bedrooms! DVD player, entertainment games, stereo, two TVs, VCR and more included!


	Breathtaking Fairway Views with this Orlando Home #1064				From $159/night
	4 Beds	3 Baths	Sleeps 10	House
Enjoy the breathtaking view over the fairways at this Orlando vacation villa. If you are a golfer, this home is a must for you and your family. Relax in the private pool and spa or head to the community pool if you would like to be social. Along with golf there is nearby tennis, shopping and dining ...


	The Ideal Disney Vacation Home Close to Everything #1040				From $139/night
	4 Beds	3 Baths	Sleeps 8	House
This luxurious villa is close to nearly everything in the Orlando area. Boasts four double bedrooms, three bathrooms, a fully fitted kitchen, and a pool with spa. The great room has a large screen cable TV, VCR and quality stereo CD player. To the rear of the Villa is your own enclosed private pool ...


	3BR/2BA villa with pool and spa - Orlando area #1001				From $135/night
	3 Beds	2 Baths	Sleeps 8	House
This brand new three bedroom, two bathroom villa is located in the Orlando area. Very spacious with to living rooms giving you all the comfort you need. Relax in the spa or cool off in the pool on those hot and sunny Florida days. Perfect area for vacation; near golfing, shopping, dining, and nightlife ...


	Vacation Home Near Golf, Disney, Dining & More! #1039				From $175/night
	5 Beds	4 Baths	Sleeps 12	House
This Orlando vacation villa is near everything that you could possibly imagine to make your stay a memorable one. Equipped with a pool, spa, DVD player, VCR, four TVs and much more. Sleeps 12 comfortably with five bedrooms and four bathrooms. Two King Master bedrooms and gameroom in the garage. Close ...

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