Serenity Simplified/Lakefront/17mi to Disney
Serenity Simplified/Lakefront/17mi to Disney
Serenity Simplified/Lakefront/17mi to Disney
Serenity Simplified/Lakefront/17mi to Disney
Serenity Simplified/Lakefront/17mi to Disney

Serenity Simplified/Lakefront/17mi to Disney

3 bedrooms·2 baths
Kissimmee • Florida
4.84(25 reviews)

$720.17 USD total for 3 nights

Sep 29 – Oct 2, 2026

Poolside Cinema: Dive into relaxation while enjoying movies under stunning sunset skies!
Circus Playroom: Dive into fun with arcade games, ping pong, and vibrant circus-themed decor!
Home Theater Oasis: Experience cinematic bliss in plush red recliners and a giant screen!
Living Room: Bright and airy space with modern decor, perfect for relaxation and fun gatherings!
Pool Hall: Play your best shot in style with a vibrant pool table and sleek bar seating!

Big Top Family Vacation Villa

9 bedrooms·6½ baths
Kissimmee • Florida
5(94 reviews)

$1,378.68 USD total for 3 nights

Sep 29 – Oct 2, 2026

Surprise your family with a trip to Disney and world class theme parks! ...while enjoying all the enormous amount of amenities that this resort offers!
Watch the sunset under the all-inclusive amenities to you!
This is a bird's eye view of the main clubhouse. It is walking distance from your resort stay. This includes water park, tennis courts, lounge areas, arcade area and so much more!
Magic is calling!
The south facing pool gives you an extended abundance of sunlight to enjoy and relax poolside.

Windsor's Avengers Villa, SF Pool, 6mi to Disney!

5 bedrooms·5 baths
Kissimmee • Florida
4.7(166 reviews)

$739.02 USD total for 3 nights

Oct 7 – 10, 2026

Bahama Bay Resort - Privacy - No rear neighbor
Bahama Bay Resort - Privacy - No rear neighbor
Bahama Bay Resort - Privacy - No rear neighbor
Bahama Bay Resort - Privacy - No rear neighbor
Bahama Bay Resort - Privacy - No rear neighbor

Bahama Bay Resort - Privacy - No rear neighbor

3 bedrooms·2 baths
Davenport • Florida

$738.26 USD total for 4 nights

Sep 29 – Oct 3, 2026

Gorgeous 4Bd TH Pool Windsor at Westside-2018WW
Gorgeous 4Bd TH Pool Windsor at Westside-2018WW
Gorgeous 4Bd TH Pool Windsor at Westside-2018WW
Gorgeous 4Bd TH Pool Windsor at Westside-2018WW
Gorgeous 4Bd TH Pool Windsor at Westside-2018WW

Gorgeous 4Bd TH Pool Windsor at Westside-2018WW

4 bedrooms·3 baths
Four Corners • Florida

$1,041.25 USD total for 3 nights

Sep 29 – Oct 2, 2026

CL2513- Spacious&Elegant ☆☆☆☆☆ w/pvt/Pool and LAKE VIEW
CL2513- Spacious&Elegant ☆☆☆☆☆ w/pvt/Pool and LAKE VIEW
CL2513- Spacious&Elegant ☆☆☆☆☆ w/pvt/Pool and LAKE VIEW
CL2513- Spacious&Elegant ☆☆☆☆☆ w/pvt/Pool and LAKE VIEW
CL2513- Spacious&Elegant ☆☆☆☆☆ w/pvt/Pool and LAKE VIEW

CL2513- Spacious&Elegant ☆☆☆☆☆ w/pvt/Pool and LAKE VIEW

7 bedrooms·3 baths
Kissimmee • Florida

$1,387.31 USD total for 4 nights

Sep 29 – Oct 3, 2026

Sunset views nightly
Eat as the sunsets over the lake
Anyone for some night swimming?
Now this feels like vacation!
Outdoor Dining for 8

Sunset Magic Villa

8 bedrooms·6 baths
Four Corners • Florida
5(14 reviews)

$1,498.20 USD total for 3 nights

Oct 5 – 8, 2026

Bahama Bay Resort Condo - 10 Mi to Disney!
Bahama Bay Resort Condo - 10 Mi to Disney!
Bahama Bay Resort Condo - 10 Mi to Disney!
Bahama Bay Resort Condo - 10 Mi to Disney!
Bahama Bay Resort Condo - 10 Mi to Disney!

Bahama Bay Resort Condo - 10 Mi to Disney!

3 bedrooms·2 baths
Davenport • Florida

$975.74 USD total for 5 nights

Sep 29 – Oct 4, 2026

Terrific Value 4Bd Pool Gm Spa Hm Sandy Ridge-640B
Terrific Value 4Bd Pool Gm Spa Hm Sandy Ridge-640B
Terrific Value 4Bd Pool Gm Spa Hm Sandy Ridge-640B
Terrific Value 4Bd Pool Gm Spa Hm Sandy Ridge-640B
Terrific Value 4Bd Pool Gm Spa Hm Sandy Ridge-640B

Terrific Value 4Bd Pool Gm Spa Hm Sandy Ridge-640B

4 bedrooms·3 baths
Davenport • Florida

$947.41 USD total for 3 nights

Sep 29 – Oct 2, 2026

5 Beds - Private Pool - 15 Mins to Theme Parks
5 Beds - Private Pool - 15 Mins to Theme Parks
5 Beds - Private Pool - 15 Mins to Theme Parks
5 Beds - Private Pool - 15 Mins to Theme Parks
5 Beds - Private Pool - 15 Mins to Theme Parks

5 Beds - Private Pool - 15 Mins to Theme Parks

4 bedrooms·3 baths
Davenport • Florida

$710.48 USD total for 3 nights

Sep 29 – Oct 2, 2026

Endless Summer Villa
Endless Summer Villa
Endless Summer Villa
Dining Room Table
Dining Room Table capable of adding 2 leaves

Endless Summer Villa

3 bedrooms·2 baths
Kissimmee • Florida
4.85(26 reviews)

$919.35 USD total for 4 nights

Oct 11 – 15, 2026

The Villa
kitchen bar
Shaboo's Villa
Shaboo's Villa
kitchen

Shaboo's Villa

4 bedrooms·4 baths
Davenport • Florida
4.67(3 reviews)

$970.98 USD total for 4 nights

Sep 30 – Oct 4, 2026

Your family will love the elegant theming of our vacation villa.
Fall asleep watching a quidditch match in this spectacular Harry Potter room with a king sized bed.
Our relaxing lanai features table seating for 12, four sun loungers, a hot tub, and a gas BBQ.
Our captivating Frozen bedroom has elegant theming that will delight young and old. Fall asleep to a ceiling fireworks display and experience the magic of the parks at home!
Our Peter Pan Bedroom (#6) features a twin over full bunk and whimsical Peter Pan decor. It makes a great family suite with the connecting Jack n Jill Bathroom on the left that connects to bedroom #7 (queen).

Magic Moments

9 bedrooms·6 baths
Celebration • Florida
4.93(68 reviews)

$1,376.38 USD total for 3 nights

Sep 30 – Oct 3, 2026

New Listing! Value! Pool & Spa! 7 mi 2 Disney! 116
New Listing! Value! Pool & Spa! 7 mi 2 Disney! 116
New Listing! Value! Pool & Spa! 7 mi 2 Disney! 116
New Listing! Value! Pool & Spa! 7 mi 2 Disney! 116
New Listing! Value! Pool & Spa! 7 mi 2 Disney! 116

New Listing! Value! Pool & Spa! 7 mi 2 Disney! 116

5 bedrooms·3 baths
Davenport • Florida

$18,959.25 USD total for 3 nights

Sep 29 – Oct 2, 2026

Front of our beautiful home
Backyard pool
even when the sun goes down, our house keeps his beauty
Pool at night
Hillcrest Villa

Hillcrest Villa

4 bedrooms·2 baths
Davenport • Florida
4.8(69 reviews)

$1,257.42 USD total for 7 nights

Nov 21 – 28, 2026

Come Relax & Enjoy, Poolside
Communal Pool, Children's Play Area
Good Eats, Kitchen
Come Entertain, Family & Dining
Good Eats, Kitchen

Upscale Kissimmee Retreat

8 bedrooms·6 baths
Kissimmee • Florida
5(1 review)

$1,447.88 USD total for 3 nights

Oct 17 – 20, 2026

H&K Florida Vacation Villa
H&K Florida Vacation Villa
H&K Florida Vacation Villa
H&K Florida Vacation Villa
H&K Florida Vacation Villa

H&K Florida Vacation Villa

5 bedrooms·3 baths
Polk County • Florida
5(2 reviews)

$846.84 USD total for 3 nights

Oct 4 – 7, 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

$1,420.00 USD total for 3 nights

Oct 4 – 7, 2026

Magical Vacation Home near Disney
Magical Vacation Home near Disney
Magical Vacation Home near Disney
Magical Vacation Home near Disney
Magical Vacation Home near Disney

Magical Vacation Home near Disney

4 bedrooms·2 baths
Davenport • Florida

$342.54 USD total for 3 nights

Sep 29 – Oct 2, 2026

Disney Vacation Home
Disney Vacation Home
Disney Vacation Home
Disney Vacation Home
Disney Vacation Home

Disney Vacation Home

4 bedrooms·2 baths
Davenport • Florida
$143/ night(excl. fees & taxes)
Vista Home near Disney - NEW heated hot tub - games room
Welcome to Vista
Pool view dining
Vista Home near Disney - NEW heated hot tub - games room
Vista Home near Disney - NEW heated hot tub - games room

Vista Home near Disney - NEW heated hot tub - games room

5 bedrooms·4 baths
Davenport • Florida

$835.09 USD total for 3 nights

Sep 29 – Oct 2, 2026

1D Disney Fun Steps Away – Pool & Kids’ Activities
1D Disney Fun Steps Away – Pool & Kids’ Activities
1D Disney Fun Steps Away – Pool & Kids’ Activities
1D Disney Fun Steps Away – Pool & Kids’ Activities
1D Disney Fun Steps Away – Pool & Kids’ Activities

1D Disney Fun Steps Away – Pool & Kids’ Activities

2 bedrooms·1 bath
Kissimmee • Florida
4.65(79 reviews)

$293.08 USD total for 3 nights

Oct 15 – 18, 2026

1b Disney Adventures Start at This Cozy Suite
1b Disney Adventures Start at This Cozy Suite
1b Disney Adventures Start at This Cozy Suite
1b Disney Adventures Start at This Cozy Suite
1b Disney Adventures Start at This Cozy Suite

1b Disney Adventures Start at This Cozy Suite

2 bedrooms·1 bath
Kissimmee • Florida
4.67(69 reviews)

$275.15 USD total for 3 nights

Sep 29 – Oct 2, 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
4.93(28 reviews)

$1,470.84 USD total for 3 nights

Sep 30 – Oct 3, 2026