Free arcade in the garage
Mickey and friends queen ensuite
Evening swim
Windsor Island slides
Toy story queen ensuite

Chillax Inn Lil Lana

5 bedrooms·5½ baths
Davenport • Florida

$1,042.00 USD $942.94 USD total for 3 nights

Oct 20 – 23, 2026

Welcome to Ohana House
Favorite Place!
Ohana House at Windsor Island Resort
Fully Equipped Kitchen with a Patio Door to the Pool Area
Beautifully Decorated

Ohana House at Windsor Island Resort

5 bedrooms·5½ baths
Davenport • Florida

$1,592.64 USD total for 6 nights

Dec 12 – 18, 2026

Largest private pool and pool deck in Windsor Island Resort
Free Arcades!
Largest private pool and pool deck in Windsor Island Resort! The neighbors are jealous!
Windsor Island slides
Complete relaxation all day!

Chillax Inn Kaipo

7 bedrooms·5½ baths
Davenport • Florida

$1,203.88 USD $1,100.82 USD total for 3 nights

Oct 20 – 23, 2026

Safari Serenity
Safari Serenity
Safari Serenity
Safari Serenity
Safari Serenity

Safari Serenity

4 bedrooms·3½ baths
Davenport • Florida

$525.76 USD total for 3 nights

Oct 20 – 23, 2026

Resort Escape w/ Lazy River, Slides & Pools | 4BR
Resort Escape w/ Lazy River, Slides & Pools | 4BR
Resort Escape w/ Lazy River, Slides & Pools | 4BR
Resort Escape w/ Lazy River, Slides & Pools | 4BR
Resort Escape w/ Lazy River, Slides & Pools | 4BR

Resort Escape w/ Lazy River, Slides & Pools | 4BR

4 bedrooms·3 baths
Davenport • Florida

$577.00 USD total for 3 nights

Oct 20 – 23, 2026

Resort Escape w/ Lazy River, Slides & Pools | 4BR
Resort Escape w/ Lazy River, Slides & Pools | 4BR
Resort Escape w/ Lazy River, Slides & Pools | 4BR
Resort Escape w/ Lazy River, Slides & Pools | 4BR
Resort Escape w/ Lazy River, Slides & Pools | 4BR

Resort Escape w/ Lazy River, Slides & Pools | 4BR

4 bedrooms·3 baths
Davenport • Florida

$516.21 USD total for 3 nights

Oct 20 – 23, 2026

Resort Amenities,
Living Room - Dining room Combo
Dining Room/Living Room Combo
Primary King bedroom with private bath, located downstairs, with its own entry
Cozy Retreat w/ Fireplace 12 miles to Disney

Cozy Retreat w/ Fireplace 12 miles to Disney

4 bedrooms·3½ baths
Davenport • Florida
5(1 review)

$587.00 USD total for 3 nights

Oct 20 – 23, 2026

Sleeps 28 | Game & Themed Rooms | Heated Pool
Sleeps 28 | Game & Themed Rooms | Heated Pool
Sleeps 28 | Game & Themed Rooms | Heated Pool
Sleeps 28 | Game & Themed Rooms | Heated Pool
Sleeps 28 | Game & Themed Rooms | Heated Pool

Sleeps 28 | Game & Themed Rooms | Heated Pool

10 bedrooms·8 baths
Davenport • Florida

$1,345.00 USD total for 3 nights

Oct 25 – 28, 2026

Waterslide - don't you wish you were here!
Resort pool - shallow section
Separate heated pool at sunset
Pool in the evening with heavy clouds.
Resort entrance

Townhouse at the Regal Palms resort near Disney

4 bedrooms·3 baths
Davenport • Florida
4.87(110 reviews)

$847.55 USD total for 4 nights

Oct 20 – 24, 2026

Lazy river
Lazy river resort / Close to theme parks image 2
Living room
Kitchen
Living room

Lazy river resort / Close to theme parks

4 bedrooms·3 baths
Davenport • Florida
4.79(28 reviews)

$511.84 USD total for 3 nights

Oct 20 – 23, 2026

Discover Paradise Villa
Discover Paradise Villa
Discover Paradise Villa
Discover Paradise Villa
Discover Paradise Villa

Discover Paradise Villa

3 bedrooms·3 baths
Davenport • Florida
4.53(17 reviews)

$655.40 USD total for 3 nights

Oct 20 – 23, 2026

New Listing! Windsor Island-2166 8BR · Disney
New Listing! Windsor Island-2166 8BR · Disney
New Listing! Windsor Island-2166 8BR · Disney
New Listing! Windsor Island-2166 8BR · Disney
New Listing! Windsor Island-2166 8BR · Disney

New Listing! Windsor Island-2166 8BR · Disney

8 bedrooms·6 baths
Four Corners • Florida

$1,933.02 USD total for 3 nights

Oct 20 – 23, 2026

Mario Kart Mayhem
Mario Kart Mayhem
Mario Kart Mayhem
Mario Kart Mayhem
Mario Kart Mayhem

Mario Kart Mayhem

4 bedrooms·3 baths
Davenport • Florida

$554.74 USD total for 3 nights

Oct 28 – 31, 2026

Regal Palms Getaway
Regal Palms Getaway
Regal Palms Getaway
Regal Palms Getaway
Regal Palms Getaway

Regal Palms Getaway

4 bedrooms·3 baths
Davenport • Florida

$410.09 USD total for 3 nights

Oct 20 – 23, 2026

Hogwarts Express House
Hogwarts Express House
Hogwarts Express House
Hogwarts Express House
Hogwarts Express House

Hogwarts Express House

3 bedrooms·3 baths
Davenport • Florida

$541.44 USD total for 3 nights

Oct 20 – 23, 2026

Aloha Oasis- Windsor Island Resort
Downstairs Living Room
Kitchen
Dining
Laundry Room

Aloha Oasis- Windsor Island Resort

5 bedrooms·5½ baths
Davenport • Florida
5(9 reviews)

$1,284.68 USD total for 4 nights

Nov 1 – 5, 2026

Gorgeous 8BR/8Bath Windsor Island Dry Sauna
Gorgeous 8BR/8Bath Windsor Island Dry Sauna
Entry way
16 seater dining room table
Living Room w/ fireplace

Gorgeous 8BR/8Bath Windsor Island Dry Sauna

8 bedrooms·8 baths
Davenport • Florida
4.87(60 reviews)

$1,690.02 USD total for 3 nights

Oct 30 – Nov 2, 2026

Car pool table and movie room
Free arcade garage conversion
Chillax at night
Windsor Island slides
Home theater area with 85" TV

Chillax Inn Lana

8 bedrooms·6 baths
Davenport • Florida

$1,321.81 USD $1,224.14 USD total for 3 nights

Oct 26 – 29, 2026

La Mirage Vacation Villa - Where memories begin!
La Mirage Vacation Villa - Where memories begin!
Inside Out inspired bedroom. A pack & play is provided for you convenience.
La Mirage Vacation Villa - Where memories begin!
La Mirage Vacation Villa - Where memories begin!

La Mirage Vacation Villa - Where memories begin!

4 bedrooms·3 baths
Davenport • Florida

$489.56 USD total for 3 nights

Oct 20 – 23, 2026

Mirage Family Haven
Mirage Family Haven
Mirage Family Haven
Mirage Family Haven
Mirage Family Haven

Mirage Family Haven

3 bedrooms·3 baths
Davenport • Florida

$401.14 USD total for 3 nights

Oct 29 – Nov 1, 2026

Villa w/ Lazy River, Pet-Friendly, Steps to Disney
Villa w/ Lazy River, Pet-Friendly, Steps to Disney
Villa w/ Lazy River, Pet-Friendly, Steps to Disney
Villa w/ Lazy River, Pet-Friendly, Steps to Disney
Villa w/ Lazy River, Pet-Friendly, Steps to Disney

Villa w/ Lazy River, Pet-Friendly, Steps to Disney

3 bedrooms·3 baths
Four Corners • Florida

$620.30 USD total for 3 nights

Oct 24 – 27, 2026

Enjoy a beautiful sunset from your private pool with no rear neighbors and a view of the nightly fireworks from Disney. Bistro lights, palm trees, outdoor games, outdoor seating, sofa, TV and mini fridge complete this outdoor oasis!
SEEN ON TV | Themed Rooms | Arcade, Pool & Resort
professionally designed open concept living and dining room with spacious kitchen, 75" Smart TV, Nintendo switch, karaoke, and ample comfortable seating for a comfortable and fun experience.
Game room with 9 Arcade Games, a pool table, TV, full size Darth Vader and glow in the dark Custom Murals.
Windsor Island Resort & Aloha Clubhouse amenities included with your stay!

SEEN ON TV | Themed Rooms | Arcade, Pool & Resort

9 bedrooms·8 baths
Davenport • Florida

$1,431.00 USD total for 3 nights

Nov 15 – 18, 2026

Luxurious Pool Home with Private Pool-2061LC
Luxurious Pool Home with Private Pool-2061LC
Luxurious Pool Home with Private Pool-2061LC
Luxurious Pool Home with Private Pool-2061LC
Luxurious Pool Home with Private Pool-2061LC

Luxurious Pool Home with Private Pool-2061LC

8 bedrooms·6 baths
Four Corners • Florida

$1,489.50 USD total for 3 nights

Nov 4 – 7, 2026

Star Wars Retreat
Star Wars Retreat
Star Wars Retreat
Star Wars Retreat
Star Wars Retreat

Star Wars Retreat

3 bedrooms·3 baths
Davenport • Florida

$482.25 USD total for 3 nights

Oct 26 – 29, 2026