Jeeves Vacation Rentals Vacation Rentals

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Make Jeeves Vacation Rentals your next getaway

Orlando may be known for its theme parks, but your vacation home should be something to return to—not just crash in. Jeeves Vacation Rentals offers curated resort homes steps from all the fun, plus the space, peace, and premium amenities that make downtime the best part of the day.

Explore Jeeves Vacation Rentals house rentals, condo rentals, townhouses, and more

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House rentals

View 185 House rentals
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Condo rentals

View 19 Condo rentals
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Townhouses

View 17 Townhouses

Explore more vacation rental amenities in Jeeves Vacation Rentals

Pool | Lake view | Lakefront | Water view | A/C | Air conditioning | Elevator | Washer/dryer | Balcony | Bikes

Jeeves Vacation Rentals vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
The Tranquil Escape
5 Bed | 4.5 Bath | Sleeps 10

The Tranquil Escape - Kissimmee, FL

$389 avg / night
(excludes fees and taxes)
The Ocean Breeze Lux Retreat
6 Bed | 6.5 Bath | Sleeps 14

The Ocean Breeze Lux Retreat - Kissimmee, FL

$430 avg / night
(excludes fees and taxes)
Modern Duplex at Reunion
5 Bed | 4.5 Bath | Sleeps 10

Modern Duplex at Reunion - Kissimmee, FL

$327 avg / night
(excludes fees and taxes)
Castle Getaway - Fairway Ridge at Reunion
14 Bed | 13.5 Bath | Sleeps 36

Castle Getaway - Fairway Ridge at Reunion - Kissimmee, FL

$1,274 avg / night
(excludes fees and taxes)
3.38 (34)
The Dream Getaway
5 Bed | 6 Bath | Sleeps 12

The Dream Getaway - Kissimmee, FL

$382 avg / night
(excludes fees and taxes)
5.0 (1)

View 231 more homes

Recent Jeeves Vacation Rentals vacation rental reviews

Absolutely loved the size and convenient access of the home. Parking size was decent. Absolutely will come again.
Rachel G. | Aug 2026
We have stayed in many vacation homes in Reunion over the years, and this was truly one of the nicest. The home was beautiful and clean, spacious, well-maintained, and had everything we needed for a wonderful family vacation. The resort-style backyard and private swimming pool were the crown jewel of the property and quickly became one of our favorite places to relax. The kitchen was incredibly well-stocked with everything we could possibly need to prepare meals during our stay, making it feel like home. We really appreciated the countertop ice maker---it was such a thoughtful touch that we used each and every day. It was little additions like this that elevated the overall experience and made our stay feel extra special. A sincere thank you to Mark, who was an outstanding property manager. He was friendly, responsive, and made sure everything went smoothly from beginning to end. We wouldn't hesitate to stay here again and highly recommend this home to anyone looking for the perfect Reunion retreat!
Tiffany . | Jul 2026
The house was beautiful. Great amenities and my grtandchildren enjoyed the game room. Everyone liked having a bathroom to themselves. The pool and hot tub were enjoyable after long ays in the parks. the location was great for all our outside activities. Would absolutely return to the Joyful Oasis.
Carmencita B. | Jul 2026
Jeeves Vacation Rentals Frequently Asked Questions

Yes, 23 of our Jeeves Vacation Rentals homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 236 of our Jeeves Vacation Rentals vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Jeeves Vacation Rentals vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Jeeves Vacation Rentals team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Jeeves Vacation Rentals , log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

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