Kissimmee Vacation Rentals

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Check prices for these dates

Next weekend
Jul 25 - Jul 27
In two weeks
Aug 1 - Aug 3
In one month
Aug 15 - Aug 17
In two months
Sep 12 - Sep 14

Browse Select Kissimmee Vacation Homes

The Berkley, Orlando
Lobby

The Berkley, Orlando

4.0 star property
9.6 out of 10, Exceptional, (1840)
"Wonderful place to stay, staff were so nice. Would stay there every time we came to florida"
The price is CA $157
CA $193 total
includes taxes & fees
Jul 16 - Jul 17
The Berkley, Orlando
Formosa Valley Resort by UNE Homes
Relax by the pool surrounded by a spacious deck and comfortable seating.

Formosa Valley Resort by UNE Homes

4.0 star property
9.4 out of 10, Exceptional, (158)
"Second time we stayed in this place. Spacious, clean and convenient."
The price is CA $190
CA $653 total
includes taxes & fees
Jul 16 - Jul 17
Formosa Valley Resort by UNE Homes
Encore Resort
Relax by the pool surrounded by a patio area and comfortable lounge seating.

Encore Resort

4.0 star property
6.4 out of 10, (117)
"Great place "
Encore Resort
Upstay: Renovated 9BR Home w Theater & Games Room
Relax in our spacious lobby, featuring a reception desk, comfortable seating area, and access to the Game Room.

Upstay: Renovated 9BR Home w Theater & Games Room

2.5 star property
9.6 out of 10, Exceptional, (4)
"Beautiful home. Close to the Clubhouse. Great communication with property manager. Amenities Galore! Highly Recommend! "
Upstay: Renovated 9BR Home w Theater & Games Room
NEW Spacious 4-bedroom house in Soaring Eagle near Disney!
Enjoy cooking in this well-equipped kitchen with a central island, stainless steel appliances, and ample counter space.

NEW Spacious 4-bedroom house in Soaring Eagle near Disney!

7.6 out of 10, Good, (7)
NEW Spacious 4-bedroom house in Soaring Eagle near Disney!
Royal Laguna Villas By Magical Memories
Lobby

Royal Laguna Villas By Magical Memories

3.5 star property
7.0 out of 10, Good, (2336)
"the apartment is comfortable and pleasant but the air conditioning does not work, there is only a ceiling fan in the main room and in the living room. They did not give us the card for the pool area and it was a problem to pay and get the lockbox code."
Royal Laguna Villas By Magical Memories
Upstay Resort Retreat w Private Pool & Hot Tub
Relax and socialize in this serene outdoor space with sofas, a round table, and lounge chairs.

Upstay Resort Retreat w Private Pool & Hot Tub

8.8 out of 10, Excellent, (10)
"Everything was exactly as described…an absolutely perfect property for our large family or family reunion, could be better if some basic cleaning products were there like dishwasher pods, garbage bags, towels, laundry pods. "
Upstay Resort Retreat w Private Pool & Hot Tub
6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ
Relax by the pool surrounded by lounge chairs and umbrellas, with palm trees and greenery in the background.

6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ

9.4 out of 10, Exceptional, (230)
"Great location if you’re visiting the parks. House was roomy and the private pool was great to have. The neighborhood pool is also great for the kids, especially the water slides! Would stay in the neighborhood again. "
6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ
Magical 4 Bedroom Villa with Private Pool Minutes from Disney! Free Pool Heat!
Relax by the central pool or enjoy the resort's water park with slides and a lazy river.

Magical 4 Bedroom Villa with Private Pool Minutes from Disney! Free Pool Heat!

10.0 out of 10, Exceptional, (138)
"Super easy and great house for the fasmily!"
Magical 4 Bedroom Villa with Private Pool Minutes from Disney! Free Pool Heat!
2Pool Home Water Park Disney 2 m Universal Sea World! By Mystic Dunes golf !
Relax by the pool surrounded by palm trees and lounge chairs.

2Pool Home Water Park Disney 2 m Universal Sea World! By Mystic Dunes golf !

8.8 out of 10, Excellent, (11)
"Nice gated community with outstanding amenities. Very close to all disney parks. Host very responsive...no problems at all with my stay"
2Pool Home Water Park Disney 2 m Universal Sea World! By Mystic Dunes golf !
*Amazing 4Bdr TH*15mins to Disney*Free Amenities!
Relax by the resort pool surrounded by lush palm trees and beautifully maintained gardens.

*Amazing 4Bdr TH*15mins to Disney*Free Amenities!

10.0 out of 10, Exceptional, (5)
"We’ve had the pleasure of staying in Storey Lake a couple times now and this rental has by far been the best. The communication with the owner alone made it very easy. The kids rooms are super cute and true to the pictures. The living room space was big enough for all 6 of us. Loved it!!"
The price is CA $206
CA $552 total
includes taxes & fees
Aug 5 - Aug 6
*Amazing 4Bdr TH*15mins to Disney*Free Amenities!
Great Location to Theme Parks, Relaxing Lakeview off pool area, Free wifi, Gated Resort w/ Water slides
Relax by the resort's central pool, surrounded by palm trees and lounge chairs, with access to smaller pools and a lazy river.

Great Location to Theme Parks, Relaxing Lakeview off pool area, Free wifi, Gated Resort w/ Water slides

9.4 out of 10, Exceptional, (32)
"We enjoyed our stay and would recommend the property to others. "
Great Location to Theme Parks, Relaxing Lakeview off pool area, Free wifi, Gated Resort w/ Water slides
Home 8 Bdrm at Windsor Westside with Top Amenities
Relax by the resort's winding pool surrounded by palm trees and lounge chairs.

Home 8 Bdrm at Windsor Westside with Top Amenities

Home 8 Bdrm at Windsor Westside with Top Amenities
Stunning Game Room & Pool Jacuzzi Storey Lake 2799
Water park

Stunning Game Room & Pool Jacuzzi Storey Lake 2799

2.0 star property
10.0 out of 10, Exceptional, (1)
Stunning Game Room & Pool Jacuzzi Storey Lake 2799
Sun & Fun Storey Lake – For 16 w/ Pool, Hot Tub, & Resort Amenities
Enjoy a thrilling water slide experience surrounded by lush palm trees and a paved walkway.

Sun & Fun Storey Lake – For 16 w/ Pool, Hot Tub, & Resort Amenities

10.0 out of 10, Exceptional, (1)
"Amazing property with plenty of space and easy access to all attractions. I highly recomend this property and the host which was very helpful and available 24/7. "
Sun & Fun Storey Lake – For 16 w/ Pool, Hot Tub, & Resort Amenities
5 Bedrooms / 4 Bathrooms / Storey Lake (4814 RC)
Relax by one of our multiple pools, each offering a unique experience.

5 Bedrooms / 4 Bathrooms / Storey Lake (4814 RC)

9.4 out of 10, Exceptional, (3)
"Great house! In town for AAU volleyball tournament. Perfect!"
The price is CA $187
CA $595 total
includes taxes & fees
Aug 12 - Aug 13
5 Bedrooms / 4 Bathrooms / Storey Lake (4814 RC)
Upstay: Ultimate Orlando Retreat w Pool & Hot Tub
Relax by the pool surrounded by a geometric-patterned deck and lounge chairs.

Upstay: Ultimate Orlando Retreat w Pool & Hot Tub

8.6 out of 10, Excellent, (26)
"8 rooms with adult beds. Great place to stay if you are a bunch of boys to play golf in Orlando"
Upstay: Ultimate Orlando Retreat w Pool & Hot Tub
Magical Family Townhome Retreat – Comfort & Convenience Near Top Attractions!
Cozy retreat with a large bed, nightstand, and dresser, plus a ceiling fan and artwork on the walls.

Magical Family Townhome Retreat – Comfort & Convenience Near Top Attractions!

9.0 out of 10, Wonderful, (18)
"Good place to stay nice and comfortable"
Magical Family Townhome Retreat – Comfort & Convenience Near Top Attractions!
Cozy Single Home with BBQ, Private Pool & Hot Tub
Pool

Cozy Single Home with BBQ, Private Pool & Hot Tub

9.0 out of 10, Wonderful, (24)
"We all had a great stay with lots of room to spread out."
Cozy Single Home with BBQ, Private Pool & Hot Tub
3 Bedroom Townhome in Gated Community. Pet Friendly!
Relax by the pool surrounded by lush greenery and palm trees.

3 Bedroom Townhome in Gated Community. Pet Friendly!

9.6 out of 10, Exceptional, (116)
"This is a great 3 bedroom condo within a short distance to any Orlando attractions. Host was very responsive on any messages sentWill stay here again "
3 Bedroom Townhome in Gated Community. Pet Friendly!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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