Vacation Rentals & Villas in Windsor Palms

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23,669 Houses

(38) Excellent 

77

Chris and Sue's Disney Condo

Kissimmee / Windsor Palms

Kissimmee condo

3 7 min stay varies

  • 3 bedrooms
  • sleeps 7
  • min stay varies
  • Nearest beach 117 mi
  • Swimming pool
  • Child Friendly

Price per night from

$90

Responds fast!
avg. 1 hour 8 minutes

Price per night from

$90

(25) Excellent 

28

Sun Palm - 5 star Disney executive villa.

Kissimmee / Windsor Palms

Kissimmee villa

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 68 mi
  • Swimming pool
  • Child Friendly

Price per night from

$151

Responds fast!
avg. 3 hours 24 minutes

Price per night from

$151

(5) Excellent 

27

Mickey's Magical Manor at Windsor Palms Resort

Kissimmee / Windsor Palms

Kissimmee villa

4 10 3 nights min

  • 4 bedrooms
  • sleeps 10
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$155

Responds fast!
avg. 3 hours 4 minutes

Price per night from

$155

24

Sunburst Villa

Kissimmee / Windsor Palms

Kissimmee villa

5 10 3 nights min

  • 5 bedrooms
  • sleeps 10
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$225

Price per night from

$225

(1) Excellent 

13

Wish upon a Mouse

Kissimmee / Windsor Palms

Kissimmee apartment

3 6 5 nights min

  • 3 bedrooms
  • sleeps 6
  • 5 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$90

Price per night from

$90

(16) Excellent 

15

Mickeys Clubhouse Windsor Palm Frozen & New Minion themed rooms

Kissimmee / Windsor Palms

Kissimmee house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$129

Responds fast!
avg. 3 hours 15 minutes

Price per night from

$129

(21) Excellent 

28

Sundown Palm

Kissimmee / Windsor Palms

Kissimmee villa

6 13 5 nights min

  • 6 bedrooms
  • sleeps 13
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$245

Responds fast!
avg. 3 hours 26 minutes

Price per night from

$245

Great rentals within 20 miles that match your search

Distance approx 5.25 km from Windsor Palms

8

Fabulous totally renovated 4 bed villa with private pool and spa

Central Florida / Davenport

Davenport house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Ask about children

Price per night from

$146

Price per night from

$146

Distance approx 6.68 km from Windsor Palms

(9) Excellent 

20

Sweetbay Villa

Lake County / Clermont

Clermont house

3 6 5 nights min

  • 3 bedrooms
  • sleeps 6
  • 5 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Great home.” Everything was as pictured. Clean and quiet area close to many restaurants and shopping. Owner was easy to work with and responsive.
…see more

Price per night from

$106

Price per night from

$106

Distance approx 10.06 km from Windsor Palms

21

Vacation Home with Lake View near Disney

Central Florida / Kissimmee

Kissimmee house

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Nearest beach 120 mi
  • Child Friendly

Price per night from

$76

Price per night from

$76

Distance approx 1.13 km from Windsor Palms

37

Luxury 7 Br/4.5BA Disney Villa at Emerald Island

Central Florida / Four Corners

Four Corners house

7 19 min stay varies

  • 7 bedrooms
  • sleeps 19
  • min stay varies
  • Child Friendly

Price per night from

$181

Responds fast!
avg. 1 hour 20 minutes

Price per night from

$181

Distance approx 3.38 km from Windsor Palms

17

610 Tuscan Hills, Davenport Florida

Central Florida / Davenport

Davenport villa

4 8 5 nights min

  • 4 bedrooms
  • sleeps 8
  • 5 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$181

Price per night from

$181

Distance approx 0.1 km from Windsor Palms

(1) Excellent 

34

Orlando Vacation Rental 2BR Resort Condo SAVE 50% Near Disney/Universal

Florida / Celebration

Celebration condo

2 8 2 nights min

  • 2 bedrooms
  • sleeps 8
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$181

Price per night from

$181

Distance approx 9.07 km from Windsor Palms

(14) Excellent 

24

Luxury Lakeside Bellavida Villa 4Bed near Disney

Central Florida / Kissimmee

Kissimmee villa

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Refreshing” Just the place for a relaxing fun get away. Everything is super close so you don't waste time! Perfect
…see more

Price per night from

$148

Responds fast!
avg. 3 hours 3 minutes

Price per night from

$148

Distance approx 3.96 km from Windsor Palms

23

Golf Course Heaven-

Central Florida / Reunion

Reunion house

5 12 4 nights min

  • 5 bedrooms
  • sleeps 12
  • 4 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$371

Price per night from

$371

Distance approx 1.07 km from Windsor Palms

100

Beautiful 7 Bedroom 5.5 Bath Private Pool/Spa Villa Near Disney

Central Florida / Four Corners

Four Corners villa

7 15 min stay varies

  • 7 bedrooms
  • sleeps 15
  • min stay varies
  • Child Friendly

Price per night from

$353

Price per night from

$353

Distance approx 2.76 km from Windsor Palms

5

3 Bed Room Condo Bahama Bay Resort Orlando

Central Florida / Davenport

Davenport villa

3 8 3 nights min

  • 3 bedrooms
  • sleeps 8
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$126

Price per night from

$126

Distance approx 12.54 km from Windsor Palms

(58) Excellent 

68

Luxurious

Central Florida / Orlando

Orlando apartment

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
“Absolutly Wonderful!” Best value, best decor, most room for the $ Would have had to pay 3x more for a resort suite of the same size!
…see more

Price per night from

$140

Price per night from

$140

Distance approx 8.84 km from Windsor Palms

16

(19-10)2 4 Bedroom/ 3 Bathroom Seven Dwarfs

Central Florida / Kissimmee

Kissimmee townhouse

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$256

Responds fast!
avg. 2 hours 20 minutes

Price per night from

$256

Distance approx 3.74 km from Windsor Palms

51

4 BR 3.5 Townhome 15MIN>

Central Florida / Four Corners

Four Corners villa

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Child Friendly

Price per night from

$90

Responds fast!
avg. 1 hour 26 minutes

Price per night from

$90

Distance approx 2.61 km from Windsor Palms

(2) Very Good 

8

UK Owned vacation home 10 mins from Disney Gates

Central Florida / Winter Garden

Winter Garden house

3 8 5 nights min

  • 3 bedrooms
  • sleeps 8
  • 5 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$84

Price per night from

$84

Distance approx 2.37 km from Windsor Palms

14

Ground floor condo - 5 miles to Disney

Central Florida / Kissimmee

Kissimmee condo

4 10 3 nights min

  • 4 bedrooms
  • sleeps 10
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$110

Price per night from

$110

Distance approx 9.15 km from Windsor Palms

57

Get Away From Stress★Cure Yourself With This Affordable Baby Friendly Home

Kissimmee / Coral Cay

Kissimmee townhouse

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Nearest beach 97 mi
  • Swimming pool
  • Child Friendly

Price per night from

$75

Price per night from

$75

Distance approx 14.14 km from Windsor Palms

40

NEW for 2018 3-UP SPARK and separate deck overlooking Lake NO EXTRA CLEANING FEE

Lake County / Clermont

Clermont cottage

3 8 1 night min

  • 3 bedrooms
  • sleeps 8
  • 1 night min
  • Nearest beach 0.05 mi
  • Child Friendly
  • Air conditioning

Price per night from

$182

Price per night from

$182

Distance approx 8.84 km from Windsor Palms

28

Townhome - 4 Bedroom/ 3 Bathroom Seven Dwarfs

Central Florida / Kissimmee

Kissimmee townhouse

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$256

Responds fast!
avg. 2 hours 20 minutes

Price per night from

$256

Distance approx 1.25 km from Windsor Palms

31

Emerald Island Resort Villa

Central Florida / Four Corners

Four Corners house

6 12 4 nights min

  • 6 bedrooms
  • sleeps 12
  • 4 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$273

Price per night from

$273

Distance approx 12.81 km from Windsor Palms

19

Diane's Southern Dunes Home

Central Florida / Haines City

Haines City house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$90

Responds fast!
avg. 3 hours 22 minutes

Price per night from

$90

Distance approx 6.8 km from Windsor Palms

20

Unoverlooked! Luxury - 4 BR/3 BA Disney Villa -with peacefull Conservation view

Lake County / Clermont

Clermont house

4 8 4 nights min

  • 4 bedrooms
  • sleeps 8
  • 4 nights min
  • Nearest beach 150 mi
  • Swimming pool
  • Child Friendly

Price per night from

$133

Price per night from

$133

Distance approx 8.59 km from Windsor Palms

38

7 Bedroom/5 Bathroom Terra Verde (112MB)

Central Florida / Kissimmee

Kissimmee house

7 16 min stay varies

  • 7 bedrooms
  • sleeps 16
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$445

Price per night from

$445

Distance approx 0.1 km from Windsor Palms

16

Luxury 5 bd near Disney - pet friendly - free WIFI

Central Florida / Kissimmee

Kissimmee house

5 12 7 nights min

  • 5 bedrooms
  • sleeps 12
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$216

Responds fast!
avg. 1 hour 27 minutes

Price per night from

$216

Distance approx 8.84 km from Windsor Palms

16

4 Bedroom/ 3 Bathroom Seven Dwarfs (19-102)

Central Florida / Kissimmee

Kissimmee house

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$122

Price per night from

$122

Distance approx 5.95 km from Windsor Palms

23

Regal Resort 4 Bedroom 3 Bathroom Townhouse

Florida / Old Town

Old Town house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly

Price per night from

$107

Responds fast!
avg. 1 hour 26 minutes

Price per night from

$107

Distance approx 1.91 km from Windsor Palms

27

Josey's house

Central Florida / Four Corners

Four Corners house

8 16 3 nights min

  • 8 bedrooms
  • sleeps 16
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$403

Price per night from

$403

Distance approx 8.84 km from Windsor Palms

28

4 Bedroom/ 3 Bathroom Seven Dwarfs (22-102)

Central Florida / Kissimmee

Kissimmee house

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$122

Price per night from

$122

Distance approx 2.1 km from Windsor Palms

(1) Excellent 

23

Open, Airy 4BR Villa with Private Heated Pool

Central Florida / Four Corners

Four Corners villa

4 8 4 nights min

  • 4 bedrooms
  • sleeps 8
  • 4 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$96

Responds fast!
avg. 1 hour 49 minutes

Price per night from

$96

Distance approx 12.61 km from Windsor Palms

17

North/East Village Orange Lake

Kissimmee / Orange Lake Resort

Kissimmee villa

2 8 3 nights min

  • 2 bedrooms
  • sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning

Price per night from

$220

Price per night from

$220

Distance approx 13.19 km from Windsor Palms

16

Cozy 4 Bedroom 3 Bath Home with Private Pool

Central Florida / Orlando

Orlando house

4 8 5 nights min

  • 4 bedrooms
  • sleeps 8
  • 5 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$114

Responds fast!
avg. 1 hour 38 minutes

Price per night from

$114

Distance approx 1.1 km from Windsor Palms

(2) Excellent 

103

Disney Magic Villa by Emerald Island Rentals

Kissimmee / Emerald Isle Kissimmee

Kissimmee villa

7 16 min stay varies

  • 7 bedrooms
  • sleeps 16
  • min stay varies
  • Nearest beach 70 mi
  • Swimming pool
  • Child Friendly

Price per night from

$227

Responds fast!
avg. 1 hour 11 minutes

Price per night from

$227