Search Rentals - Orlando Rent a Villa

2186LC - Villa de Rosa(P) Vacation rental near Disney managed by Orlando rent a villa with a screened in private pool and spa

2186LC - Villa de Rosa(P) Screened in private pool area

2186LC - Villa de Rosa(P) Safety fence

2186LC - Villa de Rosa(P) Alternate view of pool and spa

2186LC - Villa de Rosa(P) Pool and bubbling spa

2186LC - Villa de Rosa(P) Pool area with child safety fence up.

2186LC - Villa de Rosa(P) Spa and sun loungers

2186LC - Villa de Rosa(P) Themed space with foosball, gaming stations and arcade games. **Air hockey has been removed and will not be available

20 guests 10 bed 8 bath 4,399 sq ft

Windsor Island Resort | Davenport

5.0 (20)

Guest rating

Starting at $287 daily

2191LC - Island Luxury Manor (P) Vacation rental near Disney managed by Orlando rent a villa with a screened in private pool and spa.

2191LC - Island Luxury Manor (P) Stay in shape and let the fun continue with Peloton bikes in the garage with fun arcade games.

2191LC - Island Luxury Manor (P) Screened in private pool area

2191LC - Island Luxury Manor (P) Terminator arcade game located in the garage,

2191LC - Island Luxury Manor (P) Full on exercise room with weights so you don't have to go back home pudgy from your vacation experience. .

2191LC - Island Luxury Manor (P) Pool view at dusk. Beautifully pristine property with gorgeous pool views.

2191LC - Island Luxury Manor (P) Loft area games. Shown is foosball and 2 arcades.

2191LC - Island Luxury Manor (P) Close up of weighted balls and dumbbells

27 guests 10 bed 8 bath 4,383 sq ft

Windsor Island Resort | Davenport

5.0 (9)

Guest rating

Starting at $307 daily

2260LC - Magical Mansion (P) Vacation rental near Disney managed by Orlando rent a villa with a screened in private pool and spa

2260LC - Magical Mansion (P) Front of unit near Disney

2260LC - Magical Mansion (P) Games room showing ping pong table and arcade games

2260LC - Magical Mansion (P) Outdoor dining table seating for 6

2260LC - Magical Mansion (P) Pool area

2260LC - Magical Mansion (P) Alternate view of pool area

2260LC - Magical Mansion (P) Alternate view of games room

2260LC - Magical Mansion (P) 3rd view of games room

22 guests 10 bed 8 bath 4,383 sq ft

Windsor Island Resort | Davenport

4.8 (9)

Guest rating

Starting at $307 daily

3545LD - Island Getaway (P) Vacation rental near Disney managed by Orlando rent a villa with a screened in private pool and spa

3545LD - Island Getaway (P) Dinosaur themed movie room

3545LD - Island Getaway (P) Alternate view of the movie room

3545LD - Island Getaway (P) Quick look at the poolside views

3545LD - Island Getaway (P) Shaded spa

3545LD - Island Getaway (P) Pool view

3545LD - Island Getaway (P) Kitchen showing breakfast bar with seating for 4

3545LD - Island Getaway (P) Look inside this beautiful home

18 guests 9 bed 6 bath 4,398 sq ft

Windsor Island Resort | Davenport

4.8 (19)

Guest rating

Starting at $292 daily

4298LA - Lana Dream Villa (G) Vacation rental near Disney managed by Orlando rent a villa with a screened in private pool

4298LA - Lana Dream Villa (G) Front of villa near Disney

4298LA - Lana Dream Villa (G) Upstairs loft has comfortable seating and foosball game

4298LA - Lana Dream Villa (G) Kitchen through entry

4298LA - Lana Dream Villa (G) Lounge area showing patio doors to pool

4298LA - Lana Dream Villa (G) Master bedroom 2 has queen bed, wall mounted flatscreen TV

4298LA - Lana Dream Villa (G) Bedroom 5 has a princess theme

4298LA - Lana Dream Villa (G) Master bedroom features king size bed, wall mounted flatscreen TV and casual chair

10 guests 5 bed 5 bath 1,976 sq ft

Windsor Island Resort | Davenport

5.0 (18)

Guest rating

Starting at $139 daily

900PDWI - Island Paradise Villa (P) Vacation rental near Disney managed by Orlando rent a villa with a screened in private pool

900PDWI - Island Paradise Villa (P) Drone picture of resort

900PDWI - Island Paradise Villa (P) Front of villa near Disney

900PDWI - Island Paradise Villa (P) Entry

900PDWI - Island Paradise Villa (P) Entry

900PDWI - Island Paradise Villa (P) Family seating area

900PDWI - Island Paradise Villa (P) Family lounge area showing patio doors to pool area and wall mounted flat screen TV

900PDWI - Island Paradise Villa (P) View from patio doors across living area

10 guests 5 bed 5 bath 1,524 sq ft

Windsor Island Resort | Davenport

5.0 (33)

Guest rating

Starting at $146 daily

976PD - Island Hopper Villa (P) Vacation rental near Disney managed by Orlando rent a villa with a screened in pool

976PD - Island Hopper Villa (P) Front of villa near Disney

976PD - Island Hopper Villa (P) Covered Patio for outdoordining

976PD - Island Hopper Villa (P) Jetted Splash Pool showing accent lighting

976PD - Island Hopper Villa (P) Entryway

976PD - Island Hopper Villa (P) Fully equipped kitchen showing island

976PD - Island Hopper Villa (P) Living area showing sofa

976PD - Island Hopper Villa (P) Galley Style Kitchen with stainless appliances

10 guests 5 bed 4 bath 1,976 sq ft

Windsor Island Resort | Davenport

5.0 (26)

Guest rating

Starting at $139 daily

WIR_1550AR Lelani Joy

WIR_1550AR Lelani Joy

WIR_1550AR Lelani Joy

WIR_1550AR Lelani Joy

WIR_1550AR Lelani Joy

WIR_1550AR Lelani Joy

WIR_1550AR Lelani Joy

WIR_1550AR Lelani Joy

16 guests 8 bed 6 bath 4,034 sq ft

Windsor Island Resort | Davenport

4.7 (3)

Guest rating

Starting at $195 daily

WIR_1551AR Windsor Escape

WIR_1551AR Windsor Escape

WIR_1551AR Windsor Escape

WIR_1551AR Windsor Escape

WIR_1551AR Windsor Escape

WIR_1551AR Windsor Escape

WIR_1551AR Windsor Escape

WIR_1551AR Windsor Escape

10 guests 5 bed 4 bath 2,265 sq ft

Windsor Island Resort | Davenport

4.9 (11)

Guest rating

Starting at $145 daily

WIR_1552AR Windsor Oasis

WIR_1552AR Windsor Oasis

WIR_1552AR Windsor Oasis

WIR_1552AR Windsor Oasis

WIR_1552AR Windsor Oasis

WIR_1552AR Windsor Oasis

WIR_1552AR Windsor Oasis

WIR_1552AR Windsor Oasis

10 guests 5 bed 4 bath 2,265 sq ft

Windsor Island Resort | Davenport

5.0 (6)

Guest rating

Starting at $139 daily

WIR_1553AR Windsor Delight

WIR_1553AR Windsor Delight

WIR_1553AR Windsor Delight

WIR_1553AR Windsor Delight

WIR_1553AR Windsor Delight

WIR_1553AR Windsor Delight

WIR_1553AR Windsor Delight

WIR_1553AR Windsor Delight

10 guests 5 bed 5 bath 2,271 sq ft

Windsor Island Resort | Davenport

5.0 (1)

Guest rating

Starting at $139 daily

WIR_1554AR Epic Windsor Dream

WIR_1554AR Epic Windsor Dream

WIR_1554AR Epic Windsor Dream

WIR_1554AR Epic Windsor Dream

WIR_1554AR Epic Windsor Dream

WIR_1554AR Epic Windsor Dream

WIR_1554AR Epic Windsor Dream

WIR_1554AR Epic Windsor Dream

12 guests 6 bed 6 bath 4,866 sq ft

Windsor Island Resort | Davenport

5.0 (5)

Guest rating

Starting at $225 daily

WIR_1555AR Windsor Living

WIR_1555AR Windsor Living

WIR_1555AR Windsor Living

WIR_1555AR Windsor Living

WIR_1555AR Windsor Living

WIR_1555AR Windsor Living

WIR_1555AR Windsor Living

WIR_1555AR Windsor Living

12 guests 5 bed 4 bath 2,484 sq ft

Windsor Island Resort | Davenport

5.0 (5)

Guest rating

Starting at $135 daily

WIR_1556AR Windsor Island Living

WIR_1556AR Windsor Island Living

WIR_1556AR Windsor Island Living

WIR_1556AR Windsor Island Living

WIR_1556AR Windsor Island Living

WIR_1556AR Windsor Island Living

WIR_1556AR Windsor Island Living

WIR_1556AR Windsor Island Living

16 guests 8 bed 6 bath 4,034 sq ft

Windsor Island Resort | Davenport

5.0 (8)

Guest rating

Starting at $203 daily

WIR_1557AR Villa Moderna

WIR_1557AR Villa Moderna

WIR_1557AR Villa Moderna

WIR_1557AR Villa Moderna

WIR_1557AR Villa Moderna

WIR_1557AR Villa Moderna

WIR_1557AR Villa Moderna

WIR_1557AR Villa Moderna

12 guests 6 bed 5 bath 3,117 sq ft

Windsor Island Resort | Davenport

4.8 (4)

Guest rating

Starting at $169 daily

WIR_1558AR Windsor Splendor

WIR_1558AR Windsor Splendor

WIR_1558AR Windsor Splendor

WIR_1558AR Windsor Splendor

WIR_1558AR Windsor Splendor

WIR_1558AR Windsor Splendor

WIR_1558AR Windsor Splendor

WIR_1558AR Windsor Splendor

16 guests 7 bed 6 bath 3,281 sq ft

Windsor Island Resort | Davenport

4.8 (13)

Guest rating

Starting at $169 daily

WIR_1559AR The Hang Out #3

WIR_1559AR The Hang Out #3

WIR_1559AR The Hang Out #3

WIR_1559AR The Hang Out #3

WIR_1559AR The Hang Out #3

WIR_1559AR The Hang Out #3

WIR_1559AR The Hang Out #3

WIR_1559AR The Hang Out #3

24 guests 10 bed 8 bath 4,034 sq ft

Windsor Island Resort | Davenport

5.0 (5)

Guest rating

Starting at $245 daily

WIR_1560AR Windsor Luxury

WIR_1560AR Windsor Luxury

WIR_1560AR Windsor Luxury

WIR_1560AR Windsor Luxury

WIR_1560AR Windsor Luxury

WIR_1560AR Windsor Luxury

WIR_1560AR Windsor Luxury

WIR_1560AR Windsor Luxury

16 guests 8 bed 6 bath 4,034 sq ft

Windsor Island Resort | Davenport

5.0 (3)

Guest rating

Starting at $209 daily

WIR_1562AR Windsor Gem

WIR_1562AR Windsor Gem

WIR_1562AR Windsor Gem

WIR_1562AR Windsor Gem

WIR_1562AR Windsor Gem

WIR_1562AR Windsor Gem

WIR_1562AR Windsor Gem

WIR_1562AR Windsor Gem

20 guests 10 bed 8 bath 4,383 sq ft

Windsor Island Resort | Davenport

5.0 (1)

Guest rating

Starting at $229 daily

WIR_1563AR Sunny Stays

WIR_1563AR Sunny Stays

WIR_1563AR Sunny Stays

WIR_1563AR Sunny Stays

WIR_1563AR Sunny Stays

WIR_1563AR Sunny Stays

WIR_1563AR Sunny Stays

WIR_1563AR Sunny Stays

12 guests 5 bed 4 bath 2,504 sq ft

Windsor Island Resort | Davenport

5.0 (7)

Guest rating

Starting at $165 daily

WIR_1564AR_LEA Windsor Island Gem

WIR_1564AR_LEA Windsor Island Gem

WIR_1564AR_LEA Windsor Island Gem

WIR_1564AR_LEA Windsor Island Gem

WIR_1564AR_LEA Windsor Island Gem

WIR_1564AR_LEA Windsor Island Gem

WIR_1564AR_LEA Windsor Island Gem

WIR_1564AR_LEA Windsor Island Gem

10 guests 5 bed 4 bath 2,283 sq ft

Windsor Island Resort | Davenport

5.0 (4)

Guest rating

Starting at $145 daily

WIR_1565AR Windsor Island Splendor

WIR_1565AR Windsor Island Splendor

WIR_1565AR Windsor Island Splendor

WIR_1565AR Windsor Island Splendor

WIR_1565AR Windsor Island Splendor

WIR_1565AR Windsor Island Splendor

WIR_1565AR Windsor Island Splendor

WIR_1565AR Windsor Island Splendor

14 guests 7 bed 5 bath 3,282 sq ft

Windsor Island Resort | Davenport

Starting at $175 daily

WIR_1500M | Windsor Island Luxury Welcome to Windsor Island Luxury | PHOTOS TAKEN: February 2021

WIR_1500M | Windsor Island Luxury

WIR_1500M | Windsor Island Luxury

WIR_1500M | Windsor Island Luxury

WIR_1500M | Windsor Island Luxury Relax with everyone after a fun day at the parks in the gathering room

WIR_1500M | Windsor Island Luxury

WIR_1500M | Windsor Island Luxury

WIR_1500M | Windsor Island Luxury

16 guests 7 bed 6 bath 4,034 sq ft

Windsor Island Resort | Davenport

Starting at $265 daily

WIR_1509M | Coastal Haven Vacation in paradise at Coastal Haven! This 7-bedroom home has everything you need to have the most memorable vacation experience! | Photos taken: June 2023

WIR_1509M | Coastal Haven

WIR_1509M | Coastal Haven

WIR_1509M | Coastal Haven

WIR_1509M | Coastal Haven

WIR_1509M | Coastal Haven

WIR_1509M | Coastal Haven

WIR_1509M | Coastal Haven

14 guests 7 bed 6 bath 4,000 sq ft

Windsor Island Resort | Davenport

Starting at $355 daily

WIR_1510M | Windsor Island Dream Indulge in a luxurious and tranquil vacation at Windsor Island Dream! | Photos Taken: Dec 2023

WIR_1510M | Windsor Island Dream

WIR_1510M | Windsor Island Dream

WIR_1510M | Windsor Island Dream

WIR_1510M | Windsor Island Dream

WIR_1510M | Windsor Island Dream

WIR_1510M | Windsor Island Dream

WIR_1510M | Windsor Island Dream

12 guests 5 bed 5 bath 2,550 sq ft

Windsor Island Resort | Davenport

Starting at $80 daily

WIR_1512M | Charming Villa Welcome to your ultimate Orlando getaway at our breathtaking 6-bedroom home in Windsor Island Resort!

WIR_1512M | Charming Villa

WIR_1512M | Charming Villa

WIR_1512M | Charming Villa

WIR_1512M | Charming Villa

WIR_1512M | Charming Villa

WIR_1512M | Charming Villa

WIR_1512M | Charming Villa

14 guests 6 bed 5 bath 3,127 sq ft

Windsor Island Resort | Davenport

Starting at $135 daily