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 191 House rentals
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Condo rentals

View 21 Condo rentals
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Townhouses

View 17 Townhouses

Explore more vacation rental amenities in Jeeves Vacation Rentals

Pool | Lake view | Water view | A/C | Elevator | Fireplace | Washer/dryer | Balcony | Bikes | Golf on-site

Jeeves Vacation Rentals vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
EC295 - The Modern Hideaway - STF2
6 Bed | 6 Bath | Sleeps 13

EC295 - The Modern Hideaway - STF2 - Kissimmee, FL

$404 avg / night
(excludes fees and taxes)
5.0 (1)
W457 - The Charming Townhouse
3 Bed | 2 Bath | Sleeps 7

W457 - The Charming Townhouse - Kissimmee, FL

$163 avg / night
(excludes fees and taxes)
ENC104-7525-5-GP - Encore at Reunion Resort - Near Disney with H
5 Bed | 5 Bath | Sleeps 17

ENC104-7525-5-GP - Encore at Reunion Resort - Near Disney with H - Kissimmee, FL

$502 avg / night
(excludes fees and taxes)
5.0 (5)
EC488 - The Family Reunion - BIL
11 Bed | 13 Bath | Sleeps 24

EC488 - The Family Reunion - BIL - Kissimmee, FL

$814 avg / night
(excludes fees and taxes)
EC156 - The Stylish Sensation - KNG
6 Bed | 5 Bath | Sleeps 12

EC156 - The Stylish Sensation - KNG - Kissimmee, FL

$487 avg / night
(excludes fees and taxes)

View 225 more homes

Recent Jeeves Vacation Rentals vacation rental reviews

We absolutely loved our time at this home!! It had everything we needed and more for our large group. It was the perfect place for us to spend time together on our Florida vacation and our host was extremely responsive and helpful!! Would 10/10 recommend!!!
Camille Y. | Jan 2026
Good and convenient location. Clean and safe environment. Adequate facilties and overall enjoyable stay.
Narinder A. | Jan 2026
Apartment was clean, well equipped and super responsive .
Marci B. | Jan 2026
Jeeves Vacation Rentals Frequently Asked Questions

Yes, 16 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. 230 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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