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Woody’s Den – 5 Bed 4.5 Bath Sleeps 10 – from $245

,
Kissimmee, Windsor Island
, , |
5 Bedroom Vacation Homes Orlando, Private Pool, Themed Rooms
|
Windsor Island
10 Guests| 5 Bedrooms| 4.5 Baths
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Description

🏝️ Overview

Welcome to Woody’s Den, a beautifully styled 5-bedroom, 4-bathroom villa located in Windsor Island Resort Davenport FL. Designed with families in mind, this vacation rental combines comfort, fun, and convenience in one luxury package. Whether you’re soaking in the Florida sunshine or relaxing indoors, every space is crafted to make you feel at home.

This premium property is just minutes from Disney World and other top Orlando attractions, while also being steps away from Windsor Island’s exceptional resort amenities. With vibrant themed bedrooms and a private pool, Woody’s Den is your perfect retreat in Central Florida.

🛏️ Bed Configuration

This villa comfortably sleeps up to 10 guests across five well-appointed bedrooms:

  • Downstairs:
    – King-sized bedroom with en-suite bathroom and direct access to the pool
  • Upstairs:
    – King Master Suite
    – King Bedroom
    Marvel-themed twin room
    Toy Story-themed twin room

Each bedroom is equipped with premium linens, flat-screen TVs, and stylish décor that blends comfort and fun seamlessly.

🎮 Entertainment

Woody’s Den has been designed with entertainment in mind. Whether you’re looking to unwind or keep the kids entertained, you’ll enjoy:

  • Flat-screen TVs in all bedrooms
  • High-speed Wi-Fi for streaming and gaming
  • Themed bedrooms that make every night magical for little ones
  • Open-plan living and dining spaces perfect for family movie nights

For even more action, guests are just a short stroll from the Windsor Island Resort Clubhouse—home to an arcade, mini-golf, and more.

🌴 Outdoor Space

Step outside and soak up the Florida sunshine in your private outdoor retreat. Features include:

  • Screened-in private pool with patio access from the downstairs bedroom
  • Comfortable lounge chairs and shaded lanai area for relaxing
  • Outdoor dining set for enjoying meals al fresco

Pool heating is available upon request, making this space usable year-round.

🗺️ Windsor Island Resort Amenities

Guests at Windsor Island Resort Davenport FL have access to a wide range of exclusive amenities:

💦 Water Park:
– Resort-style lagoon pool
– Gentle lazy river
– Fun-filled waterslides and splash pad for kids

🏛️ Clubhouse:
– Fully equipped fitness center
Arcade room and lounge
– On-site dining and convenience store

🏀 Sports Facilities:
Basketball and volleyball courts
– Family-friendly mini-golf course

Located just minutes from Orlando’s top attractions, this resort makes the perfect base for an unforgettable Florida escape.

More Windsor Island Resort Rentals
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Rates
Property protection fee: $ 250
Cleaning fee: $ 260
Pool and Spa Heat per night (optional): $ 25
Rates
Price per night
Price per night (7n+)
Price per night (30n+)
Minimum Night Stay
Extra price per guest
Price per night in weekends
Booking starts only on
Booking starts/ends only on
From 14-04-2025 To 25-04-2025
$ 350
-
-
4
-
$ 350
All
All
From 26-04-2025 To 15-06-2025
$ 245
-
-
4
-
$ 245
All
All
From 16-06-2025 To 20-08-2025
$ 290
-
-
4
-
$ 290
All
All
From 21-08-2025 To 23-11-2025
$ 245
-
-
4
-
$ 245
All
All
From 24-11-2025 To 01-12-2025
$ 280
-
-
4
-
$ 280
All
All
From 02-12-2025 To 21-12-2025
$ 245
-
-
4
-
$ 245
All
All
From 22-12-2025 To 03-01-2026
$ 490
-
-
5
-
$ 490
All
All
From 04-01-2026 To 28-02-2026
$ 255
-
-
3
-
$ 255
All
All
From 01-03-2026 To 28-03-2026
$ 310
-
-
4
-
$ 310
All
All
From 29-03-2026 To 12-04-2026
$ 400
-
-
5
-
$ 400
All
All
From 13-04-2026 To 20-06-2026
$ 255
-
-
3
-
$ 255
All
All
From 21-06-2026 To 16-08-2026
$ 310
-
-
4
-
$ 310
All
All
From 17-08-2026 To 23-11-2026
$ 255
-
-
3
-
$ 255
All
All
From 24-11-2026 To 30-11-2026
$ 330
-
-
5
-
$ 330
All
All
From 01-12-2026 To 21-12-2026
$ 255
-
-
3
-
$ 255
All
All
From 22-12-2026 To 04-01-2027
$ 540
-
-
5
-
$ 540
All
All
Period
From 14-04-2025 To 25-04-2025
Price per night
$ 350
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 350
Booking starts only on
All
Booking starts/ends only on
All
Period
From 26-04-2025 To 15-06-2025
Price per night
$ 245
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 245
Booking starts only on
All
Booking starts/ends only on
All
Period
From 16-06-2025 To 20-08-2025
Price per night
$ 290
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 290
Booking starts only on
All
Booking starts/ends only on
All
Period
From 21-08-2025 To 23-11-2025
Price per night
$ 245
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 245
Booking starts only on
All
Booking starts/ends only on
All
Period
From 24-11-2025 To 01-12-2025
Price per night
$ 280
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 280
Booking starts only on
All
Booking starts/ends only on
All
Period
From 02-12-2025 To 21-12-2025
Price per night
$ 245
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 245
Booking starts only on
All
Booking starts/ends only on
All
Period
From 22-12-2025 To 03-01-2026
Price per night
$ 490
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
5
Extra price per guest
-
Price per night in weekends
$ 490
Booking starts only on
All
Booking starts/ends only on
All
Period
From 04-01-2026 To 28-02-2026
Price per night
$ 255
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
3
Extra price per guest
-
Price per night in weekends
$ 255
Booking starts only on
All
Booking starts/ends only on
All
Period
From 01-03-2026 To 28-03-2026
Price per night
$ 310
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 310
Booking starts only on
All
Booking starts/ends only on
All
Period
From 29-03-2026 To 12-04-2026
Price per night
$ 400
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
5
Extra price per guest
-
Price per night in weekends
$ 400
Booking starts only on
All
Booking starts/ends only on
All
Period
From 13-04-2026 To 20-06-2026
Price per night
$ 255
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
3
Extra price per guest
-
Price per night in weekends
$ 255
Booking starts only on
All
Booking starts/ends only on
All
Period
From 21-06-2026 To 16-08-2026
Price per night
$ 310
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
4
Extra price per guest
-
Price per night in weekends
$ 310
Booking starts only on
All
Booking starts/ends only on
All
Period
From 17-08-2026 To 23-11-2026
Price per night
$ 255
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
3
Extra price per guest
-
Price per night in weekends
$ 255
Booking starts only on
All
Booking starts/ends only on
All
Period
From 24-11-2026 To 30-11-2026
Price per night
$ 330
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
5
Extra price per guest
-
Price per night in weekends
$ 330
Booking starts only on
All
Booking starts/ends only on
All
Period
From 01-12-2026 To 21-12-2026
Price per night
$ 255
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
3
Extra price per guest
-
Price per night in weekends
$ 255
Booking starts only on
All
Booking starts/ends only on
All
Period
From 22-12-2026 To 04-01-2027
Price per night
$ 540
Price per night (7n+)
-
Price per night (30n+)
-
Minimum Night Stay
5
Extra price per guest
-
Price per night in weekends
$ 540
Booking starts only on
All
Booking starts/ends only on
All
Property Address
Address: 617 Jasmin Lane
City:
County: Davenport
State: Florida
Zip: 33897
Country: United States
Bed Configuration
Property Name:
87242
Property Size: 2,271 ft2
Bedrooms: 5
Bathrooms: 4.5
King : 3
Twin/Single: 4
Features and Amenities
Private Pool
Themed Bedrooms
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What's Nearby

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Availability

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Customer Reviews

Florida Premier Rentals

Customer Reviews

Sean Burke 02/12/2025

House was well laid out for multiple generations to be comfortable. Very clean and well kept. 25-30 minute drive to Disney World.

Jon Slodysko 29/11/2025

Great communication, clean, easy to work with more than enough amenities!

Tim Young 29/11/2025

The heated pool was perfect to soak away the tired aches and pains of big days at Disney . Lots of room and very well equipped . We would come back with a big group in a heart beat !

Lauren McKenna 20/11/2025

Loved the pool and game room!

Mary Redmond 10/11/2025

They so flexible to allow us to check in early and get jumpstart to our vacation!

Tony esposito 01/11/2025

The house was great, location was great, rooms were great , and the kid friendly entertainment and bedrooms made it perfect.

Steffen Nizinski 09/22/2025

Beautiful property! We will definitely be coming back! Perfect for a family Disney vacation!

Joshua Hembrough 09/03/2025

Beautiful and modern home that is great for large families! The kids loved the Harry Potter Room and the game room! We enjoyed having space and loved having access to the resort's pool club. The drive is only 15 minutes from Disney Parks, which was the main reason we chose this location. Highly recommend this place and we will be back in the future!

Brenda VandeVelde 08/12/2025

Clean, comfortable, spacious house
This was the first time we rented a house for our vacation. Everyone was comfortable and enjoyed the pool. The kitchen was convenient and had all the utensils we needed. Location was good, as well.

Jennifer DeLeonardis

07/07/2025
Beautiful property. The pool and game room were definitely the best part of the whole stay! The pool was very clean, someone came twice in the week we were there to clean it. The kids had a blast in the game room! There was plenty of room for everyone. The property manager was quick to respond to all our questions. We will definitely come back. We made a lot of memories with the other family we were with!
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