Kissimmee Timeshares for Rent

Calypso Cay Vacation Villas

4951 Calypso Cay Way, Kissimmee, Florida, 34746

*Calypso Cay* is a Caribbean-themed resort playground for the entire family, with numerous swimming pools and water features, a lighted miniature golf course, and acres of fun. This resort is just a short drive from the many attractions central Florida has to offer,...

15 Rentals Available $650 - $1,600 (per stay)

Calypso Cay Vacation Villas V

4951 Calypso Cay Way, Kissimmee, Florida

*Calypso Cay Vacation Villas V* is a Caribbean-themed resort playground for the entire family, with numerous swimming pools and water features, a lighted miniature golf course, and acres of fun. This resort is just a short drive from the many attractions central Florida has...

1 Rental Available $700 (per stay)

Calypso Cay Vacation Villas VI

4951 Calypso Cay Way, Kissimmee, Florida

*Calypso Cay Vacation Villas VI* is a Caribbean-themed resort playground for the entire family, with numerous swimming pools and water features, a lighted miniature golf course, and acres of fun. This resort is just a short drive from the many attractions central Florida...

1 Rental Available $1,100 (per stay)

Driftwood Worldgate Resort

3011 Maingate Lane, Kissimmee, Florida, 34747

*Driftwood Worldgate Resort* is located less than one magical mile from the Walt Disney World Resort and is an "Official Disney Good Neighbor Resort." In addition to the complimentary scheduled shuttle service to the Disney parks, amenities include wireless Internet, heated...

1 Rental Available $1,050 (per stay)

Festiva Orlando Resort

7503 Atlantis Way, Kissimmee, Florida, 34747

Beautiful *Festiva Orlando Resort* is located in the heart of Florida! Whether it is a day at one of Florida's many world-renowned theme parks or sun-soaked sandy beaches, it's all just a short drive from your home-away-from-home at Festiva Orlando

6 Rentals Available $599 - $1,300 (per stay)

Florida Vacation Villas

2777 N. Poinciana Blvd, Kissimmee, Florida, 34746

*Florida Vacation Villas* in Kissimmee offers guests convenient access to all of the Orlando area attractions, including Disney World and Universal Studios. Gatorland Zoo, Kennedy Space Center and Busch Gardens are also within driving distance. At the resort, unwind with a...

2 Rentals Available $450 - $1,000 (per stay)

Florida Vacation Villas Phase III

2777 N. Poinciana Blvd., Kissimmee, Florida

*Florida Vacation Villas Phase III* in Kissimmee offers guests convenient access to all of the Orlando area attractions, including Disney World and Universal Studios. Gatorland Zoo, Kennedy Space Center and Busch Gardens are also within driving distance. At the resort,...

1 Rental Available $1,200 (per stay)

Grand Lake Resort

7770 W. Irlo Bronson Memorial, Kissimmee, Florida, 34747

*Grand Lake* resort is located only a mile and a half from Walt Disney World. The resort is on the shores of beautiful Lake Wilson. On-site amenities include a swimming pool, tennis court, games room, children's play area, sandy beach, and a boat dock with water toys. There...

3 Rentals Available $375 - $1,100 (per stay)

High Point World Resort

2951 High Point Blvd., Kissimmee, Florida, 34747

Located only one mile from Disney World and Epcot's main gate entrance, *High Point World Resort* is near all of Central Florida's major attractions! While enjoying these beautiful accommodations, take advantage of the heated swimming pool, game room, whirlpool, lighted...

1 Rental Available $900 (per stay)

Holiday Inn Club Vacations at Orange Lake Resort East Village

Route 192 West-8505 Irlo Bronson Memorial Highway, Kissimmee, Florida, 34747

While you'll have access to all the amenities at Orange Lake, the *East Village* is the place to be for those who love golf. This village is close to all the action, from the challenging Arnold Palmer-designed Legends golf...

7 Rentals Available $800 - $1,500 (per stay)

Holiday Inn Club Vacations at Orange Lake Resort North Village

Route 192 West-8505 Irlo Bronson Memorial Highway, Kissimmee, Florida

While you'll have access to all the amenities at Orange Lake, the North Village is a water lover's delight and offers a smaller, more intimate setting for family fun. Boasting an enormous swimming pool and slide with a...

7 Rentals Available $1,000 - $2,200 (per stay)

Holiday Inn Club Vacations at Orange Lake Resort River Island

Route 192W-8505 Irlo Bronson Memorial Highway, Kissimmee, Florida, 34747

Vacationing at *Holiday Inn Club Vacations at Orange Lake's River Island* provides you access to all the amenities at Orange Lake, but better yet, you'll discover that River Island is a tropical paradise offering fun for the...

6 Rentals Available $279 - $2,000 (per stay)

Holiday Inn Club Vacations at Orange Lake Resort West Village

Route 192W-8505 W. Irlo Bronson Memorial Highway, Kissimmee, Florida, 34747

While you'll have access to all the amenities at Orange Lake, the *West Village* is noted for its central location to all the action, with most amenities just a few steps from each other. The West Village Clubhouse conveniently...

19 Rentals Available $500 - $1,500 (per stay)

Legacy Vacation Club Orlando - Oaks

2794 North Poinciana Boulevard, Kissimmee, Florida, 34746

*Legacy Vacation Club Orlando* has one and two bedroom villas, elegantly decorated and completely furnished. Central Florida's ideal weather provides just the right temperature and Legacy Vacation Club Orlando the perfect atmosphere for enjoying great fun. Discount tickets...

2 Rentals Available $695 - $1,400 (per stay)

Legacy Vacation Club Orlando - Resort World

2800 North Poinciana Blvd, Kissimmee, Florida, 34746

*Legacy Vacation Club Orlando* offers a serene environment in the heart of Orlando! Located less than 10 minutes from Walt Disney World and SeaWorld, the resort is set amid all of Orlando's famous attractions and activities. After a busy day of sight-seeing, relax in the...

2 Rentals Available $225 - $1,000 (per stay)

Legacy Vacation Club Orlando - Resort World II

2800 N. Poinciana Blvd, Kissimmee, Florida, 34747

3 Rentals Available $699 - $1,000 (per stay)

Legacy Vacation Club Orlando - Spas

2800 North Poinciana Blvd, Kissimmee, Florida, 34746

*Legacy Vacation Club Orlando* in Kissimmee puts magic, sun and fun virtually on your doorstep! Vacation in the heart of central Florida's most famous vacation spot at this Orlando area timeshare resort. Just minutes from Walt Disney World and Universal Studios, as well as...

5 Rentals Available $800 - $1,500 (per stay)

Lifetime of Vacations Resort

7770 W. Irlo Bronson Memorial Highway, Kissimmee, Florida, 34747

Located in Kissimmee, *Lifetime of Vacations Resort* resort is only a mile and a half from Walt Disney World(R). The resort is on the shores of beautiful Lake Wilson. On-site amenities include a swimming pool, tennis court, games...

4 Rentals Available $999 - $1,800 (per stay)

Magic Tree Resort

2795 North Old Lake Wilson Road, Kissimmee, Florida, 34747

*Magic Tree* is located less than two miles from Walt Disney World and minutes from Epcot Center, SeaWorld, Cypress Gardens, Kennedy Space Center, and Gatorland. Adult and children's pools are available on site, as well as picnic areas, discounted ticket sales, and much...

1 Rental Available $550 (per stay)

Oak Plantation - A SunVest Resort

4090 Enchanted Oak Circle, Kissimmee, Florida, 34741

Come to the place that gives you the vacation of your dreams. Luxurious accommodations, exceptional amenities, and a convenient location in a city that offers you everything you can imagine. Bring your friends and family to Oak Plantation for a worry-free vacation. Ideally...

6 Rentals Available $800 - $1,400 (per stay)

Orbit One Vacation Villas

2950 Entry Point Blvd, Kissimmee, Florida, 34747

*Orbit One Vacation Villas* offers you a galaxy of resort-based activities that guarantee an out-of-this-world vacation for your entire family! Your completely furnished two-bedroom, two-bath villa comfortably accommodates six people. Children and adults alike will thrill...

1 Rental Available $800 (per stay)

Parkway International Resort

6200 Safari Trail, Kissimmee, Florida, 34747

Only one mile to Walt Disney World! Experience a vacation adventure complete with a jungle-inspired theme. Parkway offers a tropical pool, whirlpool spa, tennis, children's pool, playground, nature path, shuffleboard, game room, barbecue and picnic areas, and the poolside...

2 Rentals Available $800 (per stay)

Silver Lake Resort

7751 Black Lake Road, Kissimmee, Florida, 34747

*Silver Lake Resort* is adjacent to one of Florida's most popular attractions--Walt Disney World. The resort's Caribbean ambiance offers peace and quiet, and the location is perfect--in the heart of one of the country's most popular vacation spots. A variety of restaurants...

6 Rentals Available $500 - $1,500 (per stay)

Silver Lake Resort - Silver Points

7751 Black Lake Road, Kissimmee, Florida, 34747

8 Rentals Available $400 - $1,800 (per stay)

Star Island Resort and Club

5000 Avenue of the Stars, Kissimmee, Florida, 34746

This 65-acre retreat, just four miles from the entrance to Walt Disney World, has one- and three-bedroom Mediterranean-style villas. Each complete villa includes two whirlpool baths, one king-sized bed in the master bedroom, two full-sized beds in the guest bedroom, and two...

13 Rentals Available $900 - $2,000 (per stay)

Just Added!

AD # 100241709

Westgate Town Center

7700 Westgate Blvd., Kissimmee, Florida, United States

Week 35-- August 31st through September 7th, 2019 available for rent! Don't miss out, secure your next vacation today!

1 Bedroom

1 Bath

Sleeps 4

Check-In 08/31/2019

Check-Out 09/07/2019

1 Bedroom

1 Bath

Sleeps 4

Check-In 08/31/2019

Check-Out 09/07/2019

FOR RENT

$1,250

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Just Added!

AD # 1987845

Silver Lake Resort - Silver Points

7751 Black Lake Road, Kissimmee, Florida, United States

Make an offer. Flexible rental which is based on points!

Varies

Sleeps Varies

Type Points

Points 53120

Varies

Sleeps Varies

Type Points

Points 53120

FOR RENT

$1,800

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Just Added!

AD # 100239737

Holiday Inn Club Vacations at Orange Lake Resort East Village

Route 192 West-8505 Irlo Bronson Memorial Highway, Kissimmee, Florida, United States

Rental is available in week 35, August 31st through September 7th, 2019! Inquire for more details!

3 Bedroom Lockout

3 Baths

Sleeps 12

Check-In 08/31/2019

Check-Out 09/07/2019

3 Bedroom Lockout

3 Baths

Sleeps 12

Check-In 08/31/2019

Check-Out 09/07/2019

FOR RENT

$1,100

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Just Added!

AD # 100245330

Vacation Village at Parkway

2949 Arabian Knights Blvd, Kissimmee, Florida, United States

Week 47, November 24th through December 1st, 2019! Inquire for more details!

2 Bedroom Lockout

2 Baths

Sleeps 8

Check-In 11/24/2019

Check-Out 12/01/2019

2 Bedroom Lockout

2 Baths

Sleeps 8

Check-In 11/24/2019

Check-Out 12/01/2019

FOR RENT

$1,050

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100% Reservation Guarantee

AD # r283421

Holiday Inn Club Vacations at Orange Lake Resort River Island

Route 192W-8505 Irlo Bronson Memorial Highway, Kissimmee, Florida, United States

This timeshare rental can be booked online using our simple, secure checkout process, and we will guarantee your reservation at the resort.

2 Bedroom

2 Baths

Sleeps

Check-In 03/21/2020

Check-Out 03/28/2020

2 Bedroom

2 Baths

Sleeps

Check-In 03/21/2020

Check-Out 03/28/2020

FOR RENT - BOOK ONLINE

$279 pernight $ 1,953 / 7 Night Stay

Book Now

AD # 100218630

Holiday Inn Club Vacations at Orange Lake Resort West Village

Route 192W-8505 W. Irlo Bronson Memorial Highway, Kissimmee, Florida, United States

Rental is available in week 1, January 5th through January 12th, 2020! Inquire for details!

2 Bedrooms

2 Baths

Sleeps 6

Check-In 01/05/2020

Check-Out 01/12/2020

2 Bedrooms

2 Baths

Sleeps 6

Check-In 01/05/2020

Check-Out 01/12/2020

FOR RENT

$950

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AD # 67759

Holiday Inn Club Vacations at Orange Lake Resort West Village

Route 192W-8505 W. Irlo Bronson Memorial Highway, Kissimmee, Florida, United States

Available for 2019! Price Reduced! Best Offer!

2 Bedrooms

2 Baths

Sleeps 6

Check-In 04/20/2018

Check-Out 04/27/2018

2 Bedrooms

2 Baths

Sleeps 6

Check-In 04/20/2018

Check-Out 04/27/2018

FOR RENT

$999

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AD # 814604

Westgate Town Center

7700 Westgate Blvd., Kissimmee, Florida, United States

Up to 4 Banked Weeks Available for Rent! See full page Ad for usage options! Will Consider All Reasonable Offers!

4 Bedroom Lockout

4 Baths

Sleeps 16

Type Floating

Weeks 1-52

4 Bedroom Lockout

4 Baths

Sleeps 16

Type Floating

Weeks 1-52

FOR RENT

$2,100

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AD # 100242614

Vacation Village at Parkway

2949 Arabian Knights Blvd, Kissimmee, Florida, United States

Rental is available in week 31, August 4th through August 11th, 2019! Inquire for more details!

1 Bedroom

1 Bath

Sleeps 4

Check-In 08/04/2019

Check-Out 08/11/2019

1 Bedroom

1 Bath

Sleeps 4

Check-In 08/04/2019

Check-Out 08/11/2019

FOR RENT

$1,000

View Rental

AD # 100242612

Vacation Village at Parkway

2949 Arabian Knights Blvd, Kissimmee, Florida, United States

Rental is available in week 31, August 2nd through August 9th, 2019! Inquire for more details!

1 Bedroom

1 Bath

Sleeps 4

Check-In 08/02/2019

Check-Out 08/09/2019

1 Bedroom

1 Bath

Sleeps 4

Check-In 08/02/2019

Check-Out 08/09/2019

FOR RENT

$1,000

View Rental

AD # 100239981

Westgate Town Center

7700 Westgate Blvd., Kissimmee, Florida, United States

Also Selling Ad#100193480! Rental is Available in week 31, August 3rd through August 10th, 2019! Inquire for more details!

1 Bedroom Deluxe

1 Bath

Sleeps 4

Check-In 08/03/2019

Check-Out 08/10/2019

1 Bedroom Deluxe

1 Bath

Sleeps 4

Check-In 08/03/2019

Check-Out 08/10/2019

FOR RENT

$1,299

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AD # 2037898

Calypso Cay Vacation Villas VI

4951 Calypso Cay Way, Kissimmee, Florida, United States

Rental is available! Enjoy a 2019 Christmas through New Years week with this rental!

2 Bedroom Lockout

2 Baths

Sleeps 8

Type Fixed

Week 52

2 Bedroom Lockout

2 Baths

Sleeps 8

Type Fixed

Week 52

FOR RENT

$1,100

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AD # 100240105

Westgate Town Center

7700 Westgate Blvd., Kissimmee, Florida, United States

Rental is available in week 41, Oct 11th through Oct 18th, 2019! Some flexibility on the amount of days/nights preferred. Inquire for more details!

3 Bedrooms

3 Baths

Sleeps 12

Check-In 10/11/2019

Check-Out 10/18/2019

3 Bedrooms

3 Baths

Sleeps 12

Check-In 10/11/2019

Check-Out 10/18/2019

FOR RENT

$1,000

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AD # 100241710

Westgate Town Center

7700 Westgate Blvd., Kissimmee, Florida, United States

Week 42-- October 18th through the 25th, 2019 available for rent! Great time to enjoy the theme parks! Book today!

1 Bedroom

1 Bath

Sleeps 4

Check-In 10/18/2019

Check-Out 10/25/2019

1 Bedroom

1 Bath

Sleeps 4

Check-In 10/18/2019

Check-Out 10/25/2019

FOR RENT

$1,400

View Rental

AD # 100241680

Westgate Town Center

7700 Westgate Blvd., Kissimmee, Florida, United States

Week 47-- November 22nd through the 29th, 2019 available for rent! Thanksgiving Day Week!

3 Bedroom Lockout

3 Baths

Sleeps 12

Check-In 11/22/2019

Check-Out 11/29/2019

3 Bedroom Lockout

3 Baths

Sleeps 12

Check-In 11/22/2019

Check-Out 11/29/2019

FOR RENT

$1,400

View Rental

AD # 100240768

Festiva Orlando Resort

7503 Atlantis Way, Kissimmee, Florida, United States

Rental is available in week 50, December 13th through December 20th, 2019! Inquire for more details!

2 Bedroom Lockout

2 Baths

Sleeps 8

Check-In 12/13/2019

Check-Out 12/20/2019

2 Bedroom Lockout

2 Baths

Sleeps 8

Check-In 12/13/2019

Check-Out 12/20/2019

FOR RENT

$1,300

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AD # 674530

Westgate Vacation Villas

2770 Old Lake Wilson Road, State Road 545S, Kissimmee, Florida, United States

Reserve Your Orlando Getaway During Spring Break/St. Patrick's Day - Don't Miss This Golden Opportunity!

2 Bedrooms

2 Baths

Sleeps 6

Type Fixed

Week 11

2 Bedrooms

2 Baths

Sleeps 6

Type Fixed

Week 11

FOR RENT

$899

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AD # 100212128

Westgate Vacation Villas

2770 Old Lake Wilson Road, State Road 545S, Kissimmee, Florida, United States

All Offers Considered! Close Proximity to Disney! Rental is available in week 29, July 21st through July 28th, 2019! Inquire for more details!

Studio

1 Bath

Sleeps 4

Check-In 07/21/2019

Check-Out 07/28/2019

Studio

1 Bath

Sleeps 4

Check-In 07/21/2019

Check-Out 07/28/2019

FOR RENT

$850

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AD # 100212130

Westgate Town Center

7700 Westgate Blvd., Kissimmee, Florida, United States

All Offers Considered! Close proximity to Disney! Rental is available in week 30, July 28th through August 4th, 2019! Inquire for details!

1 Bedroom

1 Bath

Sleeps 4

Check-In 07/28/2019

Check-Out 08/04/2019

1 Bedroom

1 Bath

Sleeps 4

Check-In 07/28/2019

Check-Out 08/04/2019

FOR RENT

$1,050

View Rental

AD # 100212131

Westgate Town Center

7700 Westgate Blvd., Kissimmee, Florida, United States

All Offers Considered! Close proximity to Disney! Rental is available in week 31, August 4th through August 11th, 2019! Inquire for more details!

1 Bedroom

1 Bath

Sleeps 3

Check-In 08/04/2019

Check-Out 08/11/2019

1 Bedroom

1 Bath

Sleeps 3

Check-In 08/04/2019

Check-Out 08/11/2019

FOR RENT

$1,050

View Rental

AD # 2189251

Westgate Towers - North

7600 West Irlo Bronson Memorial Highway, Kissimmee, Florida, United States

Book this week today and see why people come back year after year!

2 Bedroom Lockout

3 Baths

Sleeps 6

Type Fixed

Week 36

2 Bedroom Lockout

3 Baths

Sleeps 6

Type Fixed

Week 36

FOR RENT

$800

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AD # 773231

Westgate Towers - North

7600 West Irlo Bronson Memorial Highway, Kissimmee, Florida, United States

Come Play in the Orlando Sunshine! Will Consider All Reasonable Offers; Make Your Reservation Today!

2 Bedroom Lockout

2 Baths

Sleeps 8

Type Fixed

Week 45

2 Bedroom Lockout

2 Baths

Sleeps 8

Type Fixed

Week 45

FOR RENT

$1,200

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AD # 2100501

Westgate Town Center

7700 Westgate Blvd., Kissimmee, Florida, United States

Book your week today and see why everyone comes back year after year! Option to try before you buy!

4 Bedroom Lockout

4 Baths

Sleeps 12

Type Floating

Weeks 1-5, 8-13, 16-25, 27-50

4 Bedroom Lockout

4 Baths

Sleeps 12

Type Floating

Weeks 1-5, 8-13, 16-25, 27-50

FOR RENT

$4,000

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AD # 474181

Westgate Vacation Villas

2770 Old Lake Wilson Road, State Road 545S, Kissimmee, Florida, United States

Week 21 Available to Rent! Family fun-filled vacation location! All reasonable offers considered!

2 Bedrooms

2 Baths

Sleeps 8

Type Fixed

Week 21

2 Bedrooms

2 Baths

Sleeps 8

Type Fixed

Week 21

FOR RENT

$1,000

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AD # 88396

Westgate Vacation Villas

2770 Old Lake Wilson Road, State Road 545S, Kissimmee, Florida, United States

Don't miss out, book today!

2 Bedrooms

2 Baths

Sleeps 8

Type Fixed

Week 22

2 Bedrooms

2 Baths

Sleeps 8

Type Fixed

Week 22

FOR RENT

$1,400

View Rental

city In Kissimmee

Calypso Cay Vacation Villas Calypso Cay Vacation Villas V Calypso Cay Vacation Villas VI Driftwood Worldgate Resort Festiva Orlando Resort Florida Vacation Villas Florida Vacation Villas Phase III Grand Lake Resort High Point World Resort Holiday Inn Club Vacations at Orange Lake Resort East Village Holiday Inn Club Vacations at Orange Lake Resort North Village Holiday Inn Club Vacations at Orange Lake Resort River Island Holiday Inn Club Vacations at Orange Lake Resort West Village Legacy Vacation Club Orlando - Oaks Legacy Vacation Club Orlando - Resort World Legacy Vacation Club Orlando - Resort World II Legacy Vacation Club Orlando - Spas Lifetime of Vacations Resort Magic Tree Resort Oak Plantation - A SunVest Resort Orbit One Vacation Villas Parkway International Resort Silver Lake Resort Silver Lake Resort - Silver Points Star Island Resort and Club The Berkley, Orlando Vacation Village at Parkway Vacation Village at Parkway II Vacation Villas at FantasyWorld Vacation Villas at FantasyWorld II Villas at Fortune Place II Westgate Towers Westgate Towers - North Westgate Town Center Westgate Vacation Villas Westgate Vacation Villas Phase II Wyndham Cypress Palms Wyndham Star Island Resort