Vacation Rentals & Villas in Highlands Reserve Golf Course

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6,943 Houses

VILLA ORLANDO JOY

Davenport house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 59 minutes

Price per night from

$193

VILLA ORLANDO BLISS - ORLANDO/DAVENPORT. FLORIDA

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

“Home from home - with benefits ! !” Just returned from 2 weeks of bliss staying in Villa Bliss and cannot recommend this property highly enough . On a lovely corner plot with everything on hand for a comfortable and relaxing stay . Very spacious inside and added benefit of pool and heated spa outside . Location good with supermarket and Chinese / Italian and other takeaways within less than 5 minute drive and only 10 minutes to numerous restaurants and fast food outlets . Only 20 minutes to be within Disney World itself . The owners couldn't have been more helpful and friendly prior , during and after our stay and if we were to be visiting Orlando again we wouldn't hesitate to stay in this wonderful villa.

Responds fast! avg. 1 hour 59 minutes

Price per night from

$188

Lovely Family Executive Townhouse at Regal Palms Resort

Davenport townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Price per night from

$155

My-Villa-in-Florida

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Price per night from

$201

Cork Way Villa

Davenport villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

“Our stay was so very nice” From my first email to Neil, I could tell that he was attentive to my needs. He answered every email almost right away. Neil was so easy to deal with. That is oh so important to me. The home we stayed in was very nice. The location was great. It was near some of my favorite stores. The home was very spacious. More spacious than it looked on line. There were two separate living spaces so it did not feel cramped inside. Overall the accommodations were great. We are looking forward to staying here again.

Responds fast! avg. 2 hours 2 minutes

Price per night from

$143

Highlands Reserve villa :South facing private Pool

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$208

Woodhall Spa Executive, Highlands Reserve

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$286

Great rentals within 20 miles that match your search

Simba's Pride - Luxury villa Disney

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$179

Stunning Lakeview Luxury Villa with WiFi and Hot Tub

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$250

4 Bed Villa, Davenport Area

Davenport villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$136

Sundown Palm

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

Price per night from

$344

Pineview

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$173

Valencia

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$155

One of the closest communities to Disney!

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$200

Price per night from

$220

Davenport Villa Rental Florida

Davenport villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 50 minutes

Price per night from

$123

Closesttothemagic tuscan villa close to Disney

Davenport villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

“Just as described, Perfect for Families with young children. We highly recommend” We found this home to be just as described on the website and the owner was very responsive to our inquiries. The house was very clean and well maintained, the carpet on the main floor appeared to be virtually brand new, though I'm not sure carpet is the best choice for the main living area, tile or hardwood floors would be better, but that's just a personal preference. The sofas in the living room were very comfortable and the large TV was nice as well. The kitchen is very well appointed with basically everything you need to cook. They even have plastic cups, plates and utensils available which were great for the kids. Our kids were in love with the game-room/toy area in the garage which has tons of great toys, and we had to drag them out of there every morning to leave for the park. The park by the way is about 20 minutes away and there is quite a lot of traffic, so plan accordingly. The pool was very nice and clean, and it appeared the pool decking was just freshly painted. My only issue with the pool was the temperature; it was extremely cold which I honestly didn't expect since the temps outside were in the high 80s and low 90s. The kids enjoyed the pool despite the temperature, but the adults rarely swam because it was just too chilly. I mistakenly thought the pool was heated, but after contacting the management company and the owner realized that you are required to pay extra daily for pool heat. It was my mistake for not reading the description more closely, but I do disagree with charging a daily fee for the heat. It is necessary during the non-summer months and should be included in the rental price. I would much rather the rental price be slightly higher and include the pool heat, than be forced to pay an exorbitant amount each day, and have to deal with the management company to come and turn on the heat. Which by the way, when I called the management company to turn it on, they didn't show up when they promised and the heat was never turned on. To be honest, the lady who came to check the pool chemicals while we were there was quite rude and a little nasty to us, but the owner has no control over her behavior. Despite all of that, the pool was a big hit with the kids, which is all that really matters anyway. Additionally, the patio furniture was nice and in good condition, with plenty of comfortable seating. The only real maintenance issue we had was with the sliding glass door to the pool area; it kept coming off the track and was a bit difficult to close and probably needs some repair or adjustment, but it wasn't a big problem. The bedrooms and bathrooms were all fantastic, there is a lot of space if you have a large family, and the closets are very good size for a vacation trip. We used the washer and dryer several times, which was very convenient as well. We also thought the home was very tastefully decorated throughout. The stroller came in very handy; we thought our 4 year old would be fine without one but quickly discovered he needed one. Luckily we didn't have to rent one at the park since the owners provided them. I would highly recommend this property and will consider staying here again on our next trip. Overall our stay was very pleasant, the issues we had we minor and certainly did not take away from our trip.

Price per night from

$201

Keyvilla-The Disney Retreat. Free Spa Heat!

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$186

Westgate Vacation Villas

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 10

Price per night from

$232

Bridgewater Crossing Villa near Disney

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$128

4 Bedroom 3 bath Luxury Villa

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“Amazing” Our stay at this property was perfect. Loved the pool and games room. The house was the perfect size for our group.

Price per night from

$173

Florida Palms

Haines City villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 19 minutes

Price per night from

$136

Price per night from

$321

LUXURY Lakes Villa Disney Studio APT

Orlando villa

  • 1 bathroom
  • sleeps 5

Price per night from

$192

The Haven Emerald Island close to Disney Parks

Emerald Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 31 minutes

Price per night from

$172

Price per night from

$292

The Fabulous SKC Villa

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$172

Vista Cay Luxury Condo 3 bed/2 bath (#3030)

Orlando apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Perfect for large families” I have stayed in Vizta Cay many times before, but through a different leasing agency. I must say, this time I was highly impressed with the unit as well as all the items that were included and made our stay so nice and relaxing will be sure to book with you guys again.

Responds fast! avg. 2 hours 52 minutes

Price per night from

$172

Vista Cay Luxury 3 bedroom condo #3066

Orlando apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Love Vista Cay” I have stayed at a Vusta Cay resort 3 times. I'm never disappointed in how the places are so clean nicely decorated. If available they will always be my 1st choice. The only thing I was disappointed in was the cable. It did not have a variety of channels and the signal did not work for every channel.

Responds fast! avg. 2 hours 52 minutes

Price per night from

$184

ENCHANTING DISNEY VACATION RENTAL HOME

Davenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“A house that I could see living in permanently.” I can't think of anything negative to say, OK if I lived there I'd put a couple palm trees and a bar by the pool... I really liked the look of the tile floor in the living room and I really appreciated the fact that there is a DVR connected to the main TV. It is an awesome house.

Responds fast! avg. 5 minutes

Price per night from

$192

Fresh poolvilla with free WI-FI and BBQ

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great stay!” When we got to the house it was very clean and felt cozy like you are in you own house. The pool was also great not to mention the kitchen was absolutely good they got everything we needed it to make a good mealfoe my family and save some money.

Price per night from

$121

Disney Pool Home in Gated Resort, Amenities for All

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 15

Price per night from

$189

Cloud Nine Villa - The Finest Villa In The Disney Area

Davenport house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 43 minutes

Price per night from

$250

Disney Pool Home, Great view, Gated resort near Golf

Orlando villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

“Spacious and comfortable” Although this was not the home pictured in the photos of the home we chose and thought we were staying, it provided the same spacious and comfortable space needed for a family reunion. The lanai with the pool and hot tub was really nice with amazing sunsets in the evening and moonsets in the early morning. There was a resident Sandhill crane who meandered by for a visit each day. The location of this quiet resort community was pleasantly out of the way of the crowds, yet reasonably convenient to anything you would need or want to do. Our main concern was that we were unable to consistently lock the back sliding glass door and there was no bar to place to lock it. (And, the crumb tray on the toaster was broken.) Other than that, the home was a little tired, but more than adequate. Thank you for a delightful week!

Price per night from

$189

A Bit of Disney World Paradise Aka Villas at Seven Dwarfs Lane!

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$109

4BD/3BA,RENOVATED,EXECUTIVE VILLA WITH SPA,MUST SEE,10 MIN FROM DISNEY

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“All you need for a wonderful vacation” great villa at a reasonable price , great location and great pool, hot-tub, all you could want when you want to relax and have a day off the parks, A1 service

Responds fast! avg. 1 hour 28 minutes

Price per night from

$132

CLOSE TO DISNEY WORLD ORLANDO LUXURY 4BR/3BA SOUTH FACING POOL/SPA

ChampionsGate house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great home, owner, and neighborhood!” My family of five and three grandparents shared the villa for a week at the end of January and had a great experience. This is a spotless home and is in like new condition. The pictures represented it very well and we were pleasantly surprised when we actually arrived. This was the first time I rented a house online and I could not have been happier with the process and the owner. There were no surprises or hidden costs and they were very responsive with any requests or questions. Kids absolutely loved the pool and the free grill was nice. The location seems very safe, it's fairly private with no one in the back yard, and there is a shopping center five minutes away. We really liked the big kitchen and dining area. All in all, we had a great stay.

Price per night from

$287

“great place” Great property, location plus and the community of Windsor Hills is fantastic. We stayed for 4 weeks and had a perfect time, the townhouse fit our needs to a tee. We have rented before and this was far the best one we stayed at. The owner was on top of everything and went out of her way to make sure everything was perfect. We dealt with the property management team a couple of times and Micheal and Paula were fantastic they were very responsive to our needs. The townhouse was very clean and was well stocked with all of the essentials . The location is also great if you want to spend time in Disney or other parks everything you need is within 15 minute drive. As for the community of Windsor Hills it is very child friendly and great for every age group, the pool was real nice and so was the club house. We would recommend this property to all age groups, it is comfortably good for 4 to 5 people. We hope to go back again next year. If staying there during the colder months I would recommend to heat the pool if you want to swim at the house the community pool is only a 5 minute walk and is heated to around 83 degrees.

Price per night from

$166

Viewing 38 of 6,943
rentals in Highlands Reserve Golf Course

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Top Destination reviews

Cork Way Villa
Last summer vacation

Perfect, quiet and dashing summer vacation home. Super spacious, lovely and comfortable furniture in the main living room. Our hosts communication was exceptional and friendly. Thank you to making our vacation a breeze. … see more
VILLA ORLANDO BLISS - ORLANDO/DAVENPORT. FLORIDA
Great place!

Great place. All amenities were great. Within a 20-30 min drive to EVERYTHING near Orlando. 1.5 hr drive to Clearwater Beach and 1.5 hr drive to Cocoa Beach. Golf Course on site and clubhouse is in walking distance. Owner was very great to work with. I would definitely rent from him again and recommend this place to anyone.see more
Highlands Reserve villa :South facing private Pool
Beautiful Villa

We had a great experience! Place was clean and met all of our expectations. Would definitely rent this villa again. We were a family of seven and fit perfectly. … see more

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