20 Best Vacation Rentals in Windsor Palms - Holiday Lettings - Cabins

Close

Windsor Palms

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this vacation rental you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

21 Vacation rentals

(11) Excellent 

23

Kissimmee Vacation villa rental

Kissimmee / Windsor Palms

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Windsor Palms is a fabulous resort style community and has all the facilities that you would expect from its 5 star status all completely free when you stay at Disney Paradise. It is one of the closest communities to Disney located along Formosa Gardens Boulevard just  …see more

from $115 / night

$800 - $875 / week

Book View

from $115 / night

(29) Excellent 

77

Vacation condo with golf nearby in Kissimmee

Kissimmee / Windsor Palms

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 117 mi
  • Swimming pool
  • Child friendly
FREE PHONE CALLS AND WIFILuxurious 3 bedroom/2 bathroom, fully equipped Condo is located in the exclusive gated community of Windsor Palms, Kissimmee, less than 3 miles from Walt Disney World. A perfect location for all that Central Florida has to offer  …see more

from $79 / night

$488 - $869 / week

Book View

from $79 / night

(6) Very Good 

13

Vacation villa with shared pool, golf nearby in Kissimmee

Kissimmee / Windsor Palms

6 14 3 nights min

  • 6 bedrooms
  • Sleeps 14
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This luxury rental villa is located within the 5 star secure gated resort of Windsor Palms in Kissimmee, Florida. Windsor Palms is one of the most sought after rental locations for families staying in Orlando & Kissimmee. Windsor Palms is the closest residential com  …see more

from $188 / night

$875 / week

Book View

from $188 / night

23

Vacation villa in Kissimmee

Kissimmee / Windsor Palms

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Our villa is a beautiful, luxurious home from home that offers only the very best in holiday accommodation. Everything you need to make your visit to the Orlando area has been carefully and tastefully selected. The ground floor comprises a spacious open plan liv  …see more

from $150 / night

$1000 - $1438 / week

Book View

from $150 / night

(5) Excellent 

27

Vacation villa rental

Kissimmee / Windsor Palms

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Beautiful 4 bedroom, 2 bath luxury villa in a private gated community with 24 hr.security, just 2.5 miles from Disney. Private 15x30ft built-in pool & jacuzzi with cushioned loungers and table/chairs/parasol, pool toys and inflatables. Preferred cable TV with on dem  …see more

from $150 / night

$1032 / week

Book View

from $150 / night

(1) Excellent 

38

Vacation apartment in Kissimmee

Kissimmee / Windsor Palms

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
A few amenities include: Central Air Conditioning, Free WiFi, TV, Cable, Screened Balcony, High-chair, Refrigerator, Stove, Oven, Microwave, Dishwasher, Coffee Maker, Toaster, Crockpot, Pots, Pans, Bakeware, Storage containers, Dishes, Cups, Cutlery, Utensils. Location  …see more

from $61 / night

$551 - $784 / week

Book View

from $61 / night

(14) Excellent 

25

Kissimmee Vacation home rental

Kissimmee / Windsor Palms

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Mickey's Clubhouse is our immaculate 4 bedroom ,3 bathroom home with own private south facing pool in the fabulous 5 star, 24 hour gated Windsor Palms resort. The house boasts 2 master suites, both with en-suite facilities. One includes private pool access. Our two twin  …see more

from $134 / night

$938 - $1063 / week

Inquire View

from $134 / night

(1) Excellent 

13

Apartment rental in Kissimmee

Kissimmee / Windsor Palms

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
3 bedroom 2 bath condo just 3 1/2 miles from Disney.24hr gated security, heated pool, tennis courts and more. Fully equipped with sheets & towels and kitchen with dishes, pots and pans etc. Small grocery store on premises.Third floor in  …see more

from $90 / night

$604 / week

Book View

from $90 / night

(21) Excellent 

27

Vacation villa with golf nearby in Kissimmee

Kissimmee / Windsor Palms

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
- The villa has two Master en-suite bedrooms and two further bedrooms with twin beds. These bedrooms share a third bathroom. One of the twin Bedrooms is a Disney themed room. The main bedroom has its own dressing room and has direct access to the pool (via a safety fe  …see more

from $147 / night

$998 - $1512 / week

Inquire View

from $147 / night

(21) Excellent 

24

Vacation villa in Kissimmee

Kissimmee / Windsor Palms

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Sundown Palm is our stunning and luxuriously designed 6 bedroom, 3.5 bath villa which has recently been totally renovated with everything being brand new including the opulent fully equipped modern kitchen with granite worktops and stainless steel appliances.A b  …see more

from $238 / night

$1663 - $2313 / week

Book View

from $238 / night

19

Vacation apartment with shared pool in Kissimmee

Kissimmee / Windsor Palms

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This gorgeous Kissimmee 3 bedroom vacation rental home, is only 20 minutes drive from Orlando International airport, and is without a doubt, a home away from home. Comfortably sleeping 6 and fully equipped with towels, bedlinen, washer, dryer (highchair and travel cot a  …see more

from $80 / night

$558 / week

Book View

from $80 / night

25

Vacation villa in Kissimmee

Kissimmee / Windsor Palms

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Child friendly
  • Air conditioning
Sunpalm Villa at Windsor Palms really is the ultimate Orlando vacation rental villa, the luxury villa occupies a large, south facing, corner plot overlooking nothing but a beautiful conservation area.Not all rental villas offer the same degree of comfort and exc  …see more

from $212 / night

$1482 - $2044 / week

Book View

from $212 / night

(2) Excellent 

12

Vacation villa in Kissimmee

Kissimmee / Windsor Palms

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 5 mi
  • Swimming pool
  • Child friendly
LESS THAN 10 MINUTES FROM DISNEY ! Luxury villa located in popular 5 star holiday resort " Windsor Palms " ! free high speed WiFi ! CHILD FRIENDLY ! The new system makes salt water swimming in the pool more enjoyable. A chlorine pool has the great disadvantage that the  …see more

from $172 / night

$1200 / week

Book View

from $172 / night

24

Vacation villa with swimming pool, golf nearby in Kissimmee

Kissimmee / Windsor Palms

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
A wonderfully luxurious, exquisitely furnished, 5 bed 5 bath villa with 30ft south-facing pool is totally private with uninterrupted views over a scenic area all on the gated community of Windsor Palms. The house is 2434 square feet which is the biggest 5 bedroo  …see more

from $204 / night

$1518 - $1790 / week

Book View

from $204 / night

(2) Excellent 

5

Kissimmee / Windsor Palms

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly

 …see more

from $76 / night

$646 / week

Book View

from $76 / night

38

Kissimmee / Windsor Palms

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $73 / night

$511 - $762 / week

Book View

from $73 / night

28

Kissimmee / Windsor Palms

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $80 / night

$560 / week

Book View

from $80 / night

(3) Excellent 

20

Kissimmee / Windsor Palms

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $100 / night

$699 / week

Book View

from $100 / night

37

Kissimmee / Windsor Palms

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $90 / night

$636 / week

Book View

from $90 / night

(1) Excellent 

20

Kissimmee / Windsor Palms

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $192 / night

$1341 - $2259 / week

Book View

from $192 / night

13

Kissimmee / Windsor Palms

3 8 5 nights min

  • 3 bedrooms
  • Sleeps 8
  • 5 nights min
  • Air conditioning

 …see more

from $80 / night

$554 / week

Book View

from $80 / night

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page