Kissimmee Vacation Rental Getaways


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Sort by: Type BR/BA/Sleeps Price

Tinkerbelle’s Retreat a Huge!!! 7 Bed 5.5 emerald Isle villa

Kissimmee
Thank you for visiting Tinkerbells Retreat *** Choosing the right villa for your holiday is very imp...
Villa 7 / 5.5 / 16

$230 - $400
Per Night

$1800 - $2900
Per Week

3 bedroom, 2 bathroom, Kissimmee Condo (AL2817#404)

Kissimmee
This luxurious 3 bedroom and 2 full bath condo is tastefully furnished and tiled throughout with all...
Condo 3 / 2 / 8

*
Online booking available

$91 - $143
Per Night

$637 - $1001
Per Week

2438 Sweetwater Club Circle Unit 50

Kissimmee
Why stay in a hotel room when you can rent this 3 bedroom 2 baths condominium located in Sweetwater ...
Villa 3 / 2 / 8

*
Online booking available

$85 - $105
Per Night

$595 - $735
Per Week

2263 Wyndham Palms Way

Kissimmee
This beautiful, gated Orlando vacation resort is just 2.5 miles (4km) from the gates of Walt Disney....
Home 4 / 3 / 8

*
Online booking available

$130 - $155
Per Night

$910 - $1085
Per Week

945 Emerald Green Ct

Kissimmee
Beautiful executive villa in the gated community of Crystal Cove in Kissimmee and just 10 minutes fr...
Home 4 / 3 / 8

*
Online booking available

$130 - $175
Per Night

$910 - $1225
Per Week

2974 Viscount Circle

Kissimmee
This well maintained 3 bedroom 2 baths home located in the renowned Lindfields Estate is perfectly p...
Villa 3 / 2 / 6

*
Online booking available

$95 - $140
Per Night

$665 - $980
Per Week

Windsor Hills Resort 6Br Pool Home 1.5mi to Disney World!

Kissimmee
Windsor Hills is a brand new secure guarded/gated resort community located 1.5 miles to Disney World...
Home 6 / 3.5 / 14

$250 - $349
Per Night

$1700 - $2400
Per Week

2 Bedrooms Condo at Windsor Palms Resort (ga)

Kissimmee
Windsor Palms is a family resort, only 3 miles from Disney World! With a luxury 7,500 square foot c...
Condo 2 / 2 / 4

*
Online booking available

$80 - $150
Per Night

$560 - $1050
Per Week

The villa for a luxury holiday. One of the closest to Disney

Kissimmee
Wilderness Lodge is a large premier villa located in the beautiful Emerald Island Resort. It has a s...
Villa 7 / 4.5 / 14

$1875 - $2925
Per Week

3 Bedrooms Townhouse at The Villas at Seven Dwarfs (vv)

Kissimmee
The Villas at Seven Dwarfs Lane is the #1 and newest premier resort and vacation rentals in the Orla...
Condo 3 / 2 / 6

*
Online booking available

$82 - $160
Per Night

$574 - $1120
Per Week

2545 Montego Bay Blvd.

Kissimmee
This 3 bedroom 2 bath Orlando vacation home is perfectly placed to maximize your family's vacation f...
Villa 3 / 2 / 8

*
Online booking available

$95 - $140
Per Night

$665 - $980
Per Week

Luxury of the highest quality. One of the closest to Disney

Kissimmee
Golden Palms is a luxury villa of the highest quality in Orlando, Florida. The villa is well appoint...
Villa 7 / 5.5 / 16

$2200 - $3355
Per Week

6 bedroom, 4 bathroom, Kissimmee Villa (AF2548)

Kissimmee
This tastefully decorated 2-storey villahas 6 bedrooms, 4 bathrooms and is located on cue de sac. I...
Villa 6 / 4 / 14

*
Online booking available

$268 - $339
Per Night

$1876 - $2373
Per Week

A luxurious recently renovated 4 BR, 3 BA home (Av2916Sr)

Kissimmee
Description Home 2916 is a luxurious recently renovated single story 4 bedroom, 3 bathroom home wit...
Home 4 / 3 / 8

*
Online booking available

$150 - $160
Per Night

$1016 - $1089
Per Week

Mar 16 - Dec 31   STAY 6 NIGHTS AND GET THE 7TH NIGHT FREE ON ALL NON ...

The Villas At Seven Dwarfs Lane. Minutes To Disney World.

Kissimmee
The Villas At Seven Dwarfs Lane is located in the heart of Walt Disney World Parks. We are just off ...
Condo 3 / 2 / 8

$89 - $115
Per Night

2809 Almaton Loop Unit 304

Kissimmee
Beautiful 3 bedroom, 2 bath, 1,447 sq. ft. condo featuring a "Platinum plus" furniture and appliance...
Condo 3 / 2 / 6

*
Online booking available

$150 - $220
Per Night

$1050 - $1540
Per Week

2562 Archfeld Blvd

Kissimmee
Windsor Hills Spencer ll - 2382 sq. ft. Welcome to this elegant, and professionally decorated Orland...
Home 5 / 5 / 10

*
Online booking available

$310 - $420
Per Night

$2170 - $2940
Per Week

2510 Oneida Loop

Kissimmee
Lovely 4 Bedroom/ Bathroom private pool home located in Kissimmee. The bedding consists: 2 King and ...
Home 4 / 2 / 8

*
Online booking available

$205 - $250
Per Night

$1435 - $1750
Per Week

4 Bedrooms Townhouse at The Villas at Seven Dwarfs (ks)

Kissimmee
The Villas at Seven Dwarfs Lane is the #1 and newest premier resort and vacation rentals in the Orla...
Condo 4 / 3 / 8

*
Online booking available

$90 - $170
Per Night

$630 - $1190
Per Week

6 bedroom, 4 bathroom, Kissimmee Villa (AF2583)

Kissimmee
This tastefully decorated 2-storey villa has 6 bedrooms and 4 bathrooms. It is spacious enough for ...
Villa 6 / 4 / 12

*
Online booking available

$268 - $339
Per Night

$1876 - $2373
Per Week

3 bedroom, 2 bathroom, Kissimmee Condo (CPW8101#302)

Kissimmee
An extensively updated 3 bedroom, 2 bath modern condo with over 1400 square feet of living space is ...
Condo 3 / 2 / 8

*
Online booking available

$100 - $100
Per Night

$700 - $700
Per Week

6 bedroom, 5.5 bathroom, Kissimmee Villa (SEB1155)

Kissimmee
This luxury villa has all you need to enjoy a family vacation. This beautiful villa boasts nearly 3,...
Villa 6 / 5.5 / 14

*
Online booking available

$191 - $274
Per Night

$1337 - $1918
Per Week

Beautiful 4 Bed 3.5 Bath Luxury Cumbrian Lakes Home, Near...

Kissimmee
Beautiful 4 Bed 3.5 Bath Luxury Cumbrian Lakes Home, Near Disney (Av4827Cl) Fantastic Location 10 m...
Villa 4 / 3.5 / 10

*
Online booking available

$156 - $160
Per Night

$1083 - $1089
Per Week

Majesty Palm (Majesty8956Nto) Stylish 4 BR Townhome With ...

Kissimmee
Majesty Palm (Majesty8956Nto) Stylish 4 BR Townhome With Private Pool Fairways Florida Villas is pr...
Condo 4 / 3 / 8

*
Online booking available

$137 - $192
Per Night

$958 - $1344
Per Week

Cane Island (101Nto) Wonderful Two BR Unit 2.5 miles to D...

Kissimmee
Cane Island (101Nto) Wonderful Two BR Unit 2.5 miles to Disney! Inside this lovely resort apartment...
Apartment 2 / 2 / 4

*
Online booking available

$121 - $165
Per Night

$684 - $989
Per Week

Kissimmee Getaway Information

Rich in history, Lake Kissimmee was a prominent site during the Seminole War and the Civil War and served as an important early American industrial site. Today, visitors can enjoy the 5,930-acre park through many recreational activities. A living history farm, open weekends and holidays, is a favorite for individuals of all ages. The park has always harbored a large number of plant and animal species and even today the park boasts 50 species of plants and animals that are either threatened or endangered.

Lake Kissimmee State Park is a quiet destination that offers a variety of recreations including mountain biking, horseback riding, hiking, boating, canoeing, picnicking, nature photography, bird-watching, camping, and more.

More Getaway Locations and Properties