Jeeves Vacation Rentals Vacation Rentals

Compare 216 vacation rentals.
Home > USA > Florida > Jeeves Vacation Rentals

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

housing_type_house.jpg

House rentals

View 176 House rentals
housing_type_condo.jpg

Condo rentals

View 19 Condo rentals
housing_type_townhouse.jpg

Townhouses

View 18 Townhouses

Explore more vacation rental amenities in Jeeves Vacation Rentals

Pool | Lakefront | Water view | A/C | Elevator | Washer/dryer | Bikes | Golf on-site | Ping-pong table | Pool table

Jeeves Vacation Rentals vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Luxurious North Villa
3 Bed | 3 Bath | Sleeps 8

Luxurious North Villa - Kissimmee, FL

$234 avg / night
(excludes fees and taxes)
The Pop Culture House
4 Bed | 3 Bath | Sleeps 8

The Pop Culture House - Kissimmee, FL

$294 avg / night
(excludes fees and taxes)
The Entertaining Retreat
8 Bed | 6 Bath | Sleeps 16

The Entertaining Retreat - Kissimmee, FL

$577 avg / night
(excludes fees and taxes)
5.0 (1)
The Coastal Retreat
5 Bed | 4 Bath | Sleeps 12

The Coastal Retreat - Kissimmee, FL

$502 avg / night
(excludes fees and taxes)
Safari Explorer's Retreat
4 Bed | 3 Bath | Sleeps 10

Safari Explorer's Retreat - Kissimmee, FL

$335 avg / night
(excludes fees and taxes)
4.75 (4)

View 211 more homes

Recent Jeeves Vacation Rentals vacation rental reviews

The house was very clean and beautiful. Pool was very nice. The owner was very helpful. We had a bee problem they were there in less then an hour to take care off it. Would definitely stay in a Jeeves run resort again. The water park was very nice for the kids.
Pam M. | Jul 2026
Fantastic house, near Disney, all 5 stars
Leshon C. | Jul 2026
Julie house was great! Well equipped everything was thought of through out the house. Our group enjoyed our stay at the house for our sons birthday. We look forward to future stays
Yeisury G. | Jul 2026
Jeeves Vacation Rentals Frequently Asked Questions

Yes, 17 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. 216 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

People also search for

Central Florida   |   Disney World   |   Universal Studios Orlando   |   SeaWorld Orlando   |   Disney Springs   |   Encore Resort   |   Reunion Resort   |   Tuscana Resort - Davenport   |   Davenport   |   Kissimmee   |   Florida
Show more