Osprey Point Villa – 7 bedroom private pool home in Windsor at Westside

• DO

  Donzel

  April 2026

  Excellent experience

• MA

  Mallory

  February 2026

  Everything was great and very clean… we booked this property less than 24 hrs before checking in so not having the ability to prepay for the pool heater was a bummer but obvi not an issue if you book in advance. My only complaint would be not having cleaning products on site to wipe down the counter/do a quick mop. We were there for a short period of time so to buy a few diff products to have to throw out 3-4 days later didn’t make sense for me. Other than that - excellent communication and would recommend.

• MA

  Margaret

  July 2024

  I have been visiting for the last 5 years me and my family really enjoy our stay

• FD

  Faye D.

  January 2024

  Overall it was a comfortable stay!

  Our house was clean, stocked with the basics and comfortable. We paid to have pool heat on and the temperatures dropped a little bit during our stay so the pool was not usable due to the cold temperatures. We were told if the temperatures dropped below 60 that the pool heater shuts off and there's nothing we can do about it. It would have been nice to know this before paying for the week. Other than that everything was good!

• TY

  Tynisha

  June 2022

  Very clean house. My family and I had a great time.

• ZR

  Zina R.

  June 2022

  Will definitely come back

  My family and I had a great time. Great location, neighborhood, more than enough space for everyone. I also like the fact that the trash is picked up everyday. Especially with 11 people staying at the property.

• BJ

  Brooke J.

  May 2022

  Home away from home

  Great experience. It was our first family vacation. The house was beautiful!!!

• RL

  Rick L.

  February 2022

  Disney vacation

  Loved the house. Had more than enough room for 10 of us to spread out and enjoy. Awesome pool. House Had everything to make us feel at home. Kids loved the pool, game room and splash pad and lazy river at club house. Would definitely recommend and rent again. Family can't wait to go back next year

• CM

  Cortney M.

  January 2022

  Okay property

  So the property was everything that they listed , but I will avoid ever renting from a business again and try and do private owners again . They make sure to try and charge extra for every little thing . Pack n plays cribs grill etc . But overall it was clean and just to be expected.

• HW

  Hwang

  March 2021

  Will recommend to everyone.

• JY

  Jackie Y.

  June 2019

  Family reunion

  Excellent home for multiple families, beautiful kitchen, family tv room upstairs worked great for kids video games, the private pool, water park and lazy river are perfect ways to cool off after a hot day in the parks. The air hockey and basketball games in the garage were a big hit! Thanks for sharing your home!

• JB

  Jim B.

  January 2018

  Annual family reunion with my kids & theirs

  Accommodations and layout perfect for our group of four families and kids. Everyone thought beds were comfortable, pool was warm and hot tub warmer. Everyone really enjoyed the one afternoon at the common pool area. Lazy river and in-pool playground were a hit. Spent most of time at Disney which was w/in 20 minute easy drive. Towels were plush, not the cheap scratchy kind. My only gripe is not knowing which size filter to buy for coffee maker; filters are cheap - wish rental owners/managers would keep appropriate size on hand. If we do the Disney thing again, we'll definitely consider this unit again.

• VW

  Val W.

  June 2017

  Awesome Home!!!!!

  We enjoyed our stay at this house. This home is close to Disney Parks and also places to eat. There were nine of us and there was still plenty of room left in the house for additional guests. The home provided everything we needed for a wonderful vacation. The kids enjoyed the game room a lot. We only used the pool once due to us getting home late almost every evening. The check-in and check-out process was very simple. We will keep this home in mind the next time we are in Orlando, FL. Thank you for sharing your home with us.

• LS

  LaTrina S.

  June 2017

  Absolutely Loved It!

  We loved this home. It's new, well decorated, and equipped with every thing you need. This house looks even better than the pictures. The resort has a free arcade and a great pool with a lazy river and a large water play area for kids. It's great if you have small children because you don't have to leave the resort if you don't want to.

• MG

  Michael G.

  March 2017

  Great home in new subdivision, everything was in good condition.

  The home was newer with all nice finishings. We have been taking our yearly golf trip for 20 years now and renting different homes. The beds here were excellent!! The houses we have rented before have had less than stellar beds, but everyone slept great on these beds. Pool is a little on the smaller size but worked perfectly for us. With the pool heat, we used that pool and hot tub every day, several times a day. We had an issue checking in, our access code was not working properly. After calling the service number, they couldn't fix it on the phone but they sent one of their people to the house within 15 minutes and gave us access to the property. They were very responsive. Would definitely come back next year if available.

Where you'll be

Windsor at Westside · Kissimmee, FL

What we offer

When you book directly with Florida Premier Rentals you deal with us — real people, not a faceless marketplace. That means a better rate, personal service from a family team, and a stay we stand behind from the moment you book to the day you check out.

Frequently asked questions

How many guests can Osprey Point accommodate?

Osprey Point has 7 bedrooms and sleeps up to 15 guests.

Does Osprey Point have a private pool?

Yes. Osprey Point features a private pool and spa/hot tub.

Is Osprey Point pet-friendly?

Osprey Point is not pet-friendly. Contact us if you have questions about our pet policy.

How do I book Osprey Point?

You can book Osprey Point directly on this page or contact Florida Premier Rentals for assistance. Booking direct guarantees the best available rate.