Located directly by the main pool area and clubhouse. With both lake & poolview
Condo is located right next to, and overlooking the main pool area. Which includes a Jacuzzi and kids area
Lake and poolview from the condo. Actual photo from the balcony.
Water playground for the kids, at the pool area right outside our condo
Free to use jacuzzi, at the pool area right outside our condo

5000-408 - 3 BED, 2 BATH, POOL AND LAKEVIEW

3 bedrooms·2 baths
Orlando • Florida
4.81(329 reviews)

$915.00 USD $810.75 USD total for 5 nights

Nov 29 – Dec 4, 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

Nov 23 – 27, 2026

Enjoy the imported Italian loungers on our expanded pool deck and catch the sun!
Relax in the Comfort of Your Professionally Decorated Vacation Retreat!
The fully-equipped Kitchen with seating for eight overlooks the pool & lanai.
Quality furnishings, comfort and luxury await you in the master suite!
The MasterBath with its own access to the pool area, kept meticulously clean!

Pleasant Oak Villa

4 bedrooms·2 baths
Loughman • Florida
4.82(44 reviews)

$1,097.60 USD total for 5 nights

Mar 6 – 11, 2027

Your VERY Private Pool - Maintained & heated to 89° just for you! Photo June2017
Relax in the Comfort of Your Professionally Decorated Vacation Retreat!
The secluded & private Breezy Oak Villa, surrounded by tropical Florida forest.
Your King MasterBedroom awaits. Linens are replaced annually to ensure quality.
Master ensuite with large shower and direct pool access - brand new June 2017!

Breezy Oak Villa

4 bedrooms·2 baths
Loughman • Florida
4.87(63 reviews)

$952.00 USD total for 5 nights

Nov 12 – 17, 2026

Your wonderful pool & hot tub. Catch some Florida sun in comfortable loungers!
There's plenty of room for the entire family to relax! Photo January 2023
The master bedroom features a Queen sleigh bed that will carry you off to sleep.
The peaceful and relaxing Happy Oak Villa. Where you want to be in Florida!
Meal prep is easy in our well stocked kitchen! Photo January 2023.

Happy Oak Villa

4 bedrooms·2 baths
Loughman • Florida
5(3 reviews)

$974.40 USD total for 5 nights

Nov 15 – 20, 2026

Vacation Rental Villa House of Orange at Watersong Resort
Master bedroom Vacation Rental Villa House of Orange at Watersong Resort
Front of Vacation Rental Villa House of Orange at Watersong Resort
Pool at night Vacation Rental Villa House of Orange at Watersong Resort
Entrance Vacation Rental Villa House of Orange at Watersong Resort

House of Orange at Watersong Resort, Davenport FL

4 bedrooms·3½ baths
Davenport • Florida
4.93(14 reviews)

$1,030.00 USD total for 5 nights

Nov 21 – 26, 2026

Oasis Villa with Pool overlooking Pond
Oasis Villa with Pool overlooking Pond
Oasis Villa with Pool overlooking Pond
Oasis Villa with Pool overlooking Pond
Oasis Villa with Pool overlooking Pond

Oasis Villa with Pool overlooking Pond

5 bedrooms·4 baths
Davenport • Florida

$1,215.25 USD total for 5 nights

Nov 12 – 17, 2026

Moana kids' room with bunk bed
Comfort and relaxation is the theme for our master bedrooms. It is complete with a king-sized memory foam bed, a Smart Roku TV for your entertainment needs, and its own spacious en-suite bathroom
Nemo kids' room with a custom bunk bed wall mounted TV, and color changing lights.
Pool with lake-view. (pool heat available)
Beautiful pool and lake-view from the living room.

Lakeview Luxury Villa w/ Pool Heat available

5 bedrooms·3 baths
Davenport • Florida
4.94(80 reviews)

$898.64 USD $798.34 USD total for 3 nights

Nov 12 – 15, 2026

Rear view of villa showing deck area
Drone view showing lake proximity to villa
Drive will take 4 cars for parking
Aerial view of villa pool area
Aerial view of pool and furniture

Florida Delight @ Watersong Resort, Davenport, Fl

6 bedrooms·5 baths
Davenport • Florida
4.9(89 reviews)

$1,490.00 USD total for 5 nights

Dec 6 – 11, 2026

Cosmos Villa
Cosmos Villa
Lanai with outdoor dining area, and south-facing pool deck
Lanai with outdoor dining area, and south-facing pool deck
Whirlpool spa.

Cosmos Villa

4 bedrooms·4 baths
Davenport • Florida
4.85(13 reviews)

$973.12 USD $895.17 USD total for 4 nights

Nov 16 – 20, 2026

VillaMaggiore,Watersong, Disney, SW pool,free view
VillaMaggiore,Watersong, Disney, SW pool,free view
VillaMaggiore,Watersong, Disney, SW pool,free view
VillaMaggiore,Watersong, Disney, SW pool,free view
Floor plan of the entire Villa

VillaMaggiore,Watersong, Disney, SW pool,free view

5 bedrooms·4½ baths
Davenport • Florida
4.94(48 reviews)

$1,425.00 USD $1,362.50 USD total for 5 nights

Nov 12 – 17, 2026

TIger-Villa @ Watersong Resort, Davenport, FL
TIger-Villa @ Watersong Resort, Davenport, FL
Beautiful one story villa
Modern & Spacious Foyer
Open floor plan

TIger-Villa @ Watersong Resort, Davenport, FL

4 bedrooms·3 baths
Davenport • Florida
5(24 reviews)

$988.80 USD total for 4 nights

Nov 12 – 16, 2026

SUNNY SOUTH-FACING POOL HOME WITH GAME ROOM
Beautiful south-facing pool with spa
Master Bedroom / 1 Ground Floor En-suite
Master En-Suite
Master Bedroom 1

SUNNY SOUTH-FACING POOL HOME WITH GAME ROOM

5 bedrooms·5 baths
Davenport • Florida
5(6 reviews)

$1,836.16 USD $1,723.03 USD total for 7 nights

Dec 1 – 8, 2026

Central Disney+pool, jacuzzi 2 En-Suite BD 2,5 BA
Central Disney+pool, jacuzzi 2 En-Suite BD 2,5 BA
Central Disney+pool, jacuzzi 2 En-Suite BD 2,5 BA
Central Disney+pool, jacuzzi 2 En-Suite BD 2,5 BA
Central Disney+pool, jacuzzi 2 En-Suite BD 2,5 BA

Central Disney+pool, jacuzzi 2 En-Suite BD 2,5 BA

2 bedrooms·2½ baths
Kissimmee • Florida
5(5 reviews)

$545.00 USD total for 3 nights

Nov 12 – 15, 2026

Disney Dreams Vacation Rentals
Disney Dreams Vacation Rentals
Disney Dreams Vacation Rentals
Disney Dreams Vacation Rentals
Disney Dreams Vacation Rentals

Disney Dreams Vacation Rentals

3 bedrooms·3 baths
Kissimmee • Florida
4.93(113 reviews)

$1,119.11 USD total for 5 nights

Nov 21 – 26, 2026

A Date With Disney image 1
A Date With Disney image 2
A Date With Disney image 3
A Date With Disney image 4
A Date With Disney image 5

A Date With Disney

3 bedrooms·3 baths
Kissimmee • Florida
4.78(67 reviews)

$624.25 USD total for 4 nights

Nov 12 – 16, 2026

Your Home Away From the Magic
Your Home Away From the Magic
Your Home Away From the Magic
Your Home Away From the Magic
Your Home Away From the Magic

Your Home Away From the Magic

2 bedrooms·2 baths
Kissimmee • Florida

$300.00 USD total for 3 nights

Nov 12 – 15, 2026

Magical 11 Bedroom Harry Potter Mansion Sleeps 30
Sleeps Five in our Magical Harry Potter Room
Frozen ready themed two queen beds.
Updated New Furniture
Inviting outdoor oasis with sitting area for 30 guest.

Magical 11 Bedroom Harry Potter Mansion Sleeps 30

10 bedrooms·10 baths
Kissimmee • Florida
4.89(72 reviews)

$2,319.05 USD total for 3 nights

Nov 16 – 19, 2026

The lanai has a table that seats 8, privacy bushes, 4 lounge chairs & BBQ
The outdoor table under the lanai seats 8 and the pool has a security fence
The Game room has a pool table, air hockey, foosball, & Air Conditioning
Private screened in, heated salt water pool and spa with oversized pool deck
The covered lanai, lounge chairs & basketball hoop, salt water pool & spa

Villa By The Castle

6 bedrooms·4 baths
Kissimmee • Florida
5(385 reviews)

$2,298.38 USD total for 3 nights

Nov 21 – 24, 2026

Pool
Front of house
Entry
Open area
Dreams Come True Villa LLC

Dreams Come True Villa LLC

5 bedrooms·5 baths
Kissimmee • Florida
4.93(27 reviews)

$1,897.54 USD total for 5 nights

Nov 12 – 17, 2026

Disney Playhouse, everything you need
Disney Playhouse, everything you need
Disney Playhouse, everything you need
Disney Playhouse, everything you need
Disney Playhouse, everything you need

Disney Playhouse, everything you need

3 bedrooms·2 baths
Kissimmee • Florida
4.92(133 reviews)

$847.84 USD total for 3 nights

Nov 15 – 18, 2026

Starlight Kingdom - Windsor Hills Resort image 1
Starlight Kingdom - Windsor Hills Resort image 2
Starlight Kingdom - Windsor Hills Resort image 3
Starlight Kingdom - Windsor Hills Resort image 4
Starlight Kingdom - Windsor Hills Resort image 5

Starlight Vacation Homes

3 bedrooms·3 baths
Four Corners • Florida
5(7 reviews)

$819.47 USD total for 3 nights

Dec 12 – 15, 2026

Pool and Patio Area
Our Windsor Hills Water Park!
Welcome to Windsor Hills!
Layout of our 6BR 4 BA Disney Villa
Air-Conditioned Game room with air hockey, two video games, Basketball and fun for kids and teenagers!

Waterpark! 5 Star 6BR4BA Pool/Game Room/Disney

6 bedrooms·4 baths
Kissimmee • Florida
4.84(122 reviews)

$1,332.85 USD $1,137.40 USD total for 3 nights

Nov 12 – 15, 2026

Cinderella's Castle 4/2 4m to Disney!
Cinderella's Castle 4/2 4m to Disney!
Cinderella's Castle 4/2 4m to Disney!
Cinderella's Castle 4/2 4m to Disney!
Cinderella's Castle 4/2 4m to Disney!

Cinderella's Castle 4/2 4m to Disney!

4 bedrooms·2 baths
Celebration • Florida
4.95(64 reviews)

$883.95 USD total for 3 nights

Dec 6 – 9, 2026