Jeeves Vacation Rentals Vacation Rentals

Compare 237 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.

Top Jeeves Vacation Rentals property types

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House rentals

View 196 House rentals
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Condo rentals

View 21 Condo rentals
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Townhouses

View 19 Townhouses

Popular amenities for Jeeves Vacation Rentals vacation rentals

Popular
Dog-friendly Hot tub Internet
W360 - The Captivating Castle
6 Bedroom | 4 Bath | Sleeps 14

W360 - The Captivating Castle - Kissimmee, FL

$400 avg / night
(excludes fees and taxes)
EC013 - The Classic Encore Estate - KNG
6 Bedroom | 5 Bath | Sleeps 13

EC013 - The Classic Encore Estate - KNG - Kissimmee, FL

$298 avg / night
(excludes fees and taxes)
EC364 - The Artistic Hideaway - STF2
6 Bedroom | 6 Bath | Sleeps 13

EC364 - The Artistic Hideaway - STF2 - Kissimmee, FL

$314 avg / night
(excludes fees and taxes)
EC367 - The Sun-Dazzled Villa - LAN3
8 Bedroom | 6.5 Bath | Sleeps 18

EC367 - The Sun-Dazzled Villa - LAN3 - Kissimmee, FL

$511 avg / night
(excludes fees and taxes)
EC368 - The Vibrant Sunny Estate - STCRX1
4 Bedroom | 3 Bath | Sleeps 8

EC368 - The Vibrant Sunny Estate - STCRX1 - Kissimmee, FL

$224 avg / night
(excludes fees and taxes)

View 232 more homes

Browse more vacation rental amenities in Jeeves Vacation Rentals

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

Recent Jeeves Vacation Rentals guest reviews

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
It's a beautiful home, and I loved the way the building is laid out. Everybody had their own room, so that was great. Being with family was what truly mattered, and as long as everyone was safe, loved, and happy, that's all that counts. It's a nice place, and despite some issues, we'd still consider staying there.
Janice E. | Jan 2026
Jeeves Vacation Rentals vacation rental FAQ

Yes, 15 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. 237 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 the 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 problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Jeeves Vacation Rentals , log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons cleaning
Professional cleaning

Nearby destinations

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