Location

Dates

Guests

Vacation rentals in Kissimmee, Florida, United States

The Encore Serenity Villa

The Encore Serenity Villa

The Encore Serenity Villa

The Encore Serenity Villa

The Encore Serenity Villa

The Encore Serenity Villa

8 bedrooms·8 baths

Kissimmee • Florida

5(1 review)

1884,35 $ USD total por 3 noites

12/11/2026 – 15/11/2026

Westgate Vacation Rental-1 Bedroom

Westgate Vacation Rental-1 Bedroom

Westgate Vacation Rental-1 Bedroom

Westgate Vacation Rental-1 Bedroom

Westgate Vacation Rental-1 Bedroom

Westgate Vacation Rental-1 Bedroom

1 bedroom·1 bath

Kissimmee • Florida

500,00 $ USD total por 3 noites

12/11/2026 – 15/11/2026

Charming Kissimmee Townhouse

Charming Kissimmee Townhouse

Charming Kissimmee Townhouse

Charming Kissimmee Townhouse

Charming Kissimmee Townhouse

Charming Kissimmee Townhouse

3 bedrooms·2 baths

Kissimmee • Florida

4.92(26 reviews)

861,00 $ USD total por 6 noites

12/11/2026 – 18/11/2026

Disney Area- Resort Hot Tub & Pools + Free Parking image 1

Disney Area- Resort Hot Tub & Pools + Free Parking image 2

Disney Area- Resort Hot Tub & Pools + Free Parking image 3

Disney Area- Resort Hot Tub & Pools + Free Parking image 4

Disney Area- Resort Hot Tub & Pools + Free Parking image 5

Disney Area- Resort Hot Tub & Pools + Free Parking

3 bedrooms·2 baths

Kissimmee • Florida

550,00 $ USD total por 3 noites

16/01/2027 – 19/01/2027

CREEKSIDE (4319BD) - 5BR 3BA Pool Home

CREEKSIDE (4319BD) - 5BR 3BA Pool Home

CREEKSIDE (4319BD) - 5BR 3BA Pool Home

CREEKSIDE (4319BD) - 5BR 3BA Pool Home

CREEKSIDE (4319BD) - 5BR 3BA Pool Home

CREEKSIDE (4319BD) - 5BR 3BA Pool Home

5 bedrooms·3 baths

Kissimmee • Florida

950,70 $ USD 922,42 $ USD total por 4 noites

12/11/2026 – 16/11/2026

Safari Bowling Villa, 14 bedrooms/14.5 baths

Safari Bowling Villa, 14 bedrooms/14.5 baths

Safari Bowling Villa, 14 bedrooms/14.5 baths

Safari Bowling Villa, 14 bedrooms/14.5 baths

Safari Bowling Villa, 14 bedrooms/14.5 baths

Safari Bowling Villa, 14 bedrooms/14.5 baths

10 bedrooms·10 baths

Kissimmee • Florida

4.9(10 reviews)

6110,84 $ USD total por 3 noites

15/11/2026 – 18/11/2026

Sports Bowling Villa, 14 bedrooms/14.5 baths

Sports Bowling Villa, 14 bedrooms/14.5 baths

Sports Bowling Villa, 14 bedrooms/14.5 baths

Sports Bowling Villa, 14 bedrooms/14.5 baths

Sports Bowling Villa, 14 bedrooms/14.5 baths

Sports Bowling Villa, 14 bedrooms/14.5 baths

10 bedrooms·10 baths

Kissimmee • Florida

5(16 reviews)

6110,84 $ USD total por 3 noites

29/11/2026 – 02/12/2026

Wonder World Bowling Villa, 14 bedrooms/14.5 baths

Wonder World Bowling Villa, 14 bedrooms/14.5 baths

Wonder World Bowling Villa, 14 bedrooms/14.5 baths

wall-to-wall TV in living room

Wonder World Bowling Villa, 14 bedrooms/14.5 baths

Wonder World Bowling Villa, 14 bedrooms/14.5 baths

10 bedrooms·10 baths

Kissimmee • Florida

4.86(7 reviews)

6110,84 $ USD total por 3 noites

15/11/2026 – 18/11/2026

LAKE BERKLEY (975PT) - 4BR 3.5BA Townhome

LAKE BERKLEY (975PT) - 4BR 3.5BA Townhome

Resort Kids Splash Pool Area

bright, open Living Area, high ceilings

LAKE BERKLEY (975PT) - 4BR 3.5BA Townhome

4 bedrooms·3½ baths

Kissimmee • Florida

5(3 reviews)

627,65 $ USD 611,80 $ USD total por 3 noites

12/11/2026 – 15/11/2026

4BR Pool Home in Gated Lake Berkley Resort Near Disney, Wifi

Private Pool, Conservation View for added Privacy

4BR Pool Home in Gated Lake Berkley Resort Near Disney, Wifi

Family Room, Smart TV

4BR Pool Home in Gated Lake Berkley Resort Near Disney, Wifi

4 bedrooms·3 baths

Kissimmee • Florida

931,19 $ USD 903,20 $ USD total por 4 noites

12/11/2026 – 16/11/2026

RESORT PROPERTY *20 MINS TO DISNEY*

RESORT PROPERTY *20 MINS TO DISNEY*

RESORT PROPERTY *20 MINS TO DISNEY*

RESORT PROPERTY *20 MINS TO DISNEY*

RESORT PROPERTY *20 MINS TO DISNEY*

RESORT PROPERTY 20 MINS TO DISNEY

3 bedrooms·2½ baths

Kissimmee • Florida

4.94(16 reviews)

682,56 $ USD total por 5 noites

28/11/2026 – 03/12/2026

Elegant Luxury Villa Movie Game Room Private Pool

Elegant Dining Room. Seats 10 comfortably. (Nearby Breakfast bar seats 5. Outside Patio Seats an additional 8).

Back yard overlooks a peaceful forest conservation preserve. (Does not backup to another house like many listings).

Elegant Luxury Villa Movie Game Room Private Pool

Elegant Luxury Villa Movie Game Room Private Pool

Elegant Luxury Villa Movie Game Room Private Pool

9 bedrooms·5 baths

Kissimmee • Florida

4.93(15 reviews)

4155,20 $ USD total por 4 noites

23/11/2026 – 27/11/2026

Welcome to Joy House One - your dream vacation house in Kissimmee

Nemo Room w/ Double & Twin Beds

Storey Lake Clubhouse & pools

Brand-new Storey Lake 9-bedroom villa w/ lake view

9 bedrooms·5 baths

Kissimmee • Florida

5(43 reviews)

5840,09 $ USD total por 3 noites

16/11/2026 – 19/11/2026

Once Upon A Time@Storey Lake-9 bedrooms, Sleeps 20

Once Upon A Time@Storey Lake-9 bedrooms, Sleeps 20

Once Upon A Time@Storey Lake-9 bedrooms, Sleeps 20

Once Upon A Time@Storey Lake-9 bedrooms, Sleeps 20

Once Upon A Time@Storey Lake-9 bedrooms, Sleeps 20

Once Upon A Time@Storey Lake-9 bedrooms, Sleeps 20

9 bedrooms·5 baths

Osceola County • Florida

1460,62 $ USD total por 3 noites

14/11/2026 – 17/11/2026

Beautifully decorated

Jocelyn who stayed in Dec 2022 said, "Awesome host! Clean house and near a ton of activities! Would consider this place again!"

Disney Family Retreat 3 BDR | Arcade Heated Pool

Private entertainment space designed for unforgettable family memories.
Challenge the kids (or the adults!) to a friendly arcade competition after a fun day at Disney.
Classic arcade games for your kids and those young at heart!

Relax by the pool just minutes from Disney: perfect after a park day!

Spacious dining area with seating for six, conveniently connected to the fully equipped kitchen. Perfect for enjoying family meals together after a fun day exploring Disney and Orlando.

Disney Family Retreat 3 BDR | Arcade Heated Pool

3 bedrooms·2 baths

Orlando • Florida

4.85(202 reviews)

528,29 $ USD total por 3 noites

22/11/2026 – 25/11/2026

Disney Magic Condo 1st Flr 3BR Disney-Themed Pool image 1

Disney Magic Condo 1st Flr 3BR Disney-Themed Pool image 2

Disney Magic Condo 1st Flr 3BR Disney-Themed Pool image 3

Disney Magic Condo 1st Flr 3BR Disney-Themed Pool image 4

Disney Magic Condo 1st Flr 3BR Disney-Themed Pool image 5

Stacy's Disney Retreat Kissimmee

3 bedrooms·2 baths

Kissimmee • Florida

4.84(79 reviews)

484,78 $ USD 452,42 $ USD total por 3 noites

15/11/2026 – 18/11/2026

33 Disney Villa ★ GameRoom ★ Movie Theater ★ Pool

Private Heated Pool and Jacuzzi

Avengers Game Room with Xbox and Nintendo Switch Stations. Pool Table, Video Arcade Game, Twin Bunk Bed.

Club House Waterpark Slide

Bedroom #7. Mickey Room. 2 Full Beds. Smart TV.

33 Disney Villa ★ GameRoom ★ Movie Theater ★ Pool

9 bedrooms·5 baths

Kissimmee • Florida

4.92(39 reviews)

3134,60 $ USD total por 3 noites

12/11/2026 – 15/11/2026

204 - Mickey's Quest Below the Sea

204 - Mickey's Quest Below the Sea

204 - Mickey's Quest Below the Sea

204 - Mickey's Quest Below the Sea

204 - Mickey's Quest Below the Sea

204 - Mickey's Quest Below the Sea

2 bedrooms·2 baths

Kissimmee • Florida

5(8 reviews)

635,60 $ USD total por 3 noites

15/11/2026 – 18/11/2026

Love makes a House a Home....

Nice & Cozy - Vacation Home

Nice & Cozy - Vacation Home

2 bedrooms·2 baths

Kissimmee • Florida

4.83(104 reviews)

505,60 $ USD total por 3 noites

27/12/2026 – 30/12/2026

Kwest Rentals

4 bedrooms·2 baths

Orlando • Florida

5(5 reviews)

700,00 $ USD total por 3 noites

12/11/2026 – 15/11/2026

Endless Summer Villa

Endless Summer Villa

Endless Summer Villa

Dining Room Table

Dining Room Table capable of adding 2 leaves

Endless Summer Villa

3 bedrooms·2 baths

Kissimmee • Florida

4.85(26 reviews)

919,35 $ USD 880,76 $ USD total por 4 noites

12/11/2026 – 16/11/2026

Pet Friendly Large 1 Bed 1 Bath at the Melia Hotel

1 bedroom·1 bath

Kissimmee • Florida

544,80 $ USD total por 3 noites

15/11/2026 – 18/11/2026

Pet Friendly in Orlando Area near Disney.

2 bedrooms·2 baths

Celebration • Florida

5(67 reviews)

630,90 $ USD total por 3 noites

15/11/2026 – 18/11/2026

Pet friendly Orlando area near ESPN Center

2 bedrooms·2 baths

Kissimmee • Florida

4.87(31 reviews)

630,90 $ USD total por 3 noites

15/11/2026 – 18/11/2026