Location

Dates

Guests

Vacation rentals in Clermont

"Mahalo Magical" mit Whirlpool

Kitchen / Dining Room

"Mahalo Magical" mit Whirlpool

10 bedrooms·7 baths

Orlando • Florida

Premium Resort Home nr Disney! Autumn Specials!

Premium Resort Home nr Disney! Autumn Specials!

Premium Resort Home nr Disney! Autumn Specials!

Premium Resort Home nr Disney! Autumn Specials!

Premium Resort Home nr Disney! Autumn Specials!

Premium Resort Home nr Disney! Autumn Specials!

4 bedrooms·3 baths

Davenport • Florida

$554.45 USD total for 3 nights

Oct 20 – 23, 2026

Pet-Friendly Townhome 9 Mi to Disney w/ Lazy River image 1

Kitchen | Dining Area

Cozy Living room

Bedroom 4 | 2 Twin Beds | 2nd Floor

Driveway Parking | 3 Vehicles

Pet-Friendly Townhome 9 Mi to Disney w/ Lazy River

4 bedrooms·3 baths

Davenport • Florida

$638.40 USD total for 3 nights

Oct 20 – 23, 2026

Avengers has two twin beds

Plenty of sun with west facing pool and south exposure

Windsor Island water slides

Night swimming!

Chillax Inn Summer

5 bedrooms·4 baths

Davenport • Florida

$890.89 USD total for 3 nights

Nov 17 – 20, 2026

Star wars twins bedroom #8

Game room in air conditioned garage

The force is strong in this one!

Windsor Island water slides

Shoot some pool and chillax

Chillax Inn Lilac

10 bedrooms·8 baths

Davenport • Florida

$2,339.77 USD $2,122.17 USD total for 4 nights

Oct 20 – 24, 2026

Ferienvilla "Magical Memories"

6 bedrooms·5 baths

Celebration • Florida

Open space concept living area

Enjoy hassle-free parking with a spacious driveway for up to 4 cars, garage space, plus plenty of additional free street parking.

Stylish Retreat w/Pool Near The Parks image 3

Gather in a tropical organic-modern dining space with serene views of the pool, open living room, and kitchen—perfect for shared meals and memories.

Open space concept living room with smart TV

Stylish Retreat w/Pool Near The Parks

4 bedrooms·3 baths

Davenport • Florida

5(1 review)

$812.64 USD total for 3 nights

Oct 25 – 28, 2026

Chillax by the pool

Frozen twin with trundle

Chillax Inn Aloha

5 bedrooms·4 baths

Davenport • Florida

$776.65 USD total for 3 nights

Nov 3 – 6, 2026

Cruella's Fun Spot

Star Wars Movie and Game Room

Multigame arcade systems and air hockey!

Wonderfully appointed lanai

Always-on Pool Heat!

Cruella's Fun Spot

7 bedrooms·4½ baths

Kissimmee • Florida

5(28 reviews)

$299/ night(excl. fees & taxes)

Smart phone room

Windsor Island Resort

Upstairs livingroom

Chillax Inn Summer 2

5 bedrooms·5½ baths

Davenport • Florida

$787.70 USD $719.15 USD total for 3 nights

Oct 20 – 23, 2026

Queen's Fun Spot

Queen's Fun Spot

Beautiful and spacious lanai

Seating for all

Queen's Fun Spot

7 bedrooms·4½ baths

Kissimmee • Florida

5(12 reviews)

$2,179.20 USD total for 5 nights

Oct 20 – 25, 2026

Aloha Club at Windsor Island

Mickey and Minnie relaxing after a day at the parks

Watch your favorite movies on the 85 inch 4k TV

Game room with ample seating for players and observers

Open view from lanai pool side.

Ohana Gathering House

7 bedrooms·5½ baths

Davenport • Florida

5(5 reviews)

$1,197.05 USD total for 3 nights

Nov 2 – 5, 2026

Stunning Themed 7 Bed Pool Home with Theater-3229L

Stunning Themed 7 Bed Pool Home with Theater-3229L

Stunning Themed 7 Bed Pool Home with Theater-3229L

Stunning Themed 7 Bed Pool Home with Theater-3229L

Stunning Themed 7 Bed Pool Home with Theater-3229L

Stunning Themed 7 Bed Pool Home with Theater-3229L

7 bedrooms·6 baths

Four Corners • Florida

$2,370.38 USD total for 3 nights

Oct 20 – 23, 2026

Pri's Disney Villa - SW Private Pool & Spa

Pri's Disney Villa - SW Private Pool & Spa

Pri's Disney Villa - SW Private Pool & Spa

Pri's Disney Villa - SW Private Pool & Spa

Pri's Disney Villa - SW Private Pool & Spa

Pri's Disney Villa - SW Private Pool & Spa

6 bedrooms·5½ baths

Kissimmee • Florida

4.43(23 reviews)

$1,176.14 USD total for 4 nights

Oct 30 – Nov 3, 2026

2696LIC

6 bedrooms·6 baths

Orlando • Florida

€1,439.00 EUR total for 5 nights

Oct 31 – Nov 5, 2026

Living room area

Front of the house

Amazing Pool and View with no neighbors in the back

Harry potter room, game room, upstairs movie/gathering room, mickey room

Mickey mouse themed room

Brand New 7BR Home in Windsor Island Resort

7 bedrooms·5½ baths

Davenport • Florida

4.9(52 reviews)

$1,163.68 USD total for 3 nights

Oct 24 – 27, 2026

WI927- ♥LUXURY BRAND NEW Cozy Pool Townhouse near to Disney♥

5 bedrooms·4½ baths

Davenport • Florida

$1,118.99 USD total for 4 nights

Oct 20 – 24, 2026

Disney Dream: 8 bdr- Themed Rooms, Pool & Games

Disney Dream: 8 bdr- Themed Rooms, Pool & Games

Disney Dream: 8 bdr- Themed Rooms, Pool & Games

Disney Dream: 8 bdr- Themed Rooms, Pool & Games

Disney Dream: 8 bdr- Themed Rooms, Pool & Games

Disney Dream: 8 bdr- Themed Rooms, Pool & Games

8 bedrooms·4 baths

Kissimmee • Florida

4.33(3 reviews)

$1,246.95 USD total for 4 nights

Oct 20 – 24, 2026

An Amazing pool with South facing views!
Have a great time swimming with family and friends. Prepare your Grilled favorites on the complimentary grill. Also enjoy the various wildlife From the waterfront and Preserve.
Have a great time swimming with family and friends. Prepare your Grilled favorites on the complimentary grill. Also enjoy the various wildlife From the waterfront and Preserve.

The Game room where you can play a game of pool on the refurbished pool table. There is a packman arcade with over 20 different style gaming options. Also and air hockey table and a tv to enjoy.

The entrance to Emerald Island Resort!

The community provides many amenities including a, pool, hot tub, tiki bar, weight room, playground, basketball court, tennis court, mini golf, volleyball, nature trail, and much more.

The main sitting room. An open concept attached to the kitchen with direct access to the screened in lanai. Featuring a 65 inch smart tv.

7 BR Villa w pool -in Kissimmee Disney Universal

7 bedrooms·4½ baths

Kissimmee • Florida

5(41 reviews)

$1,434.64 USD total for 4 nights

Oct 30 – Nov 3, 2026

Ohana Retreat a prestigious family vacation home. Newly redecorated with quality furnishings. 6 bedrooms, 4 king size beds each with en-suite bathrooms, two themed bedrooms. Private pool not overlooked and backing onto a nature reserve, spa, games room. Two lounge areas so all guests have space to socialise and have privacy. Located on Emerald Island premier resort, a 24hour manned exclusive resort with clubhouse, recreational facilities, 300 acres of landscaped grounds.

A extra deep covered Lanai so shade is available and seating stays dry.

Pool with spa (South facing - Private / Not overlooked) Extra large pool deck.

Sun loungers and seating on the large covered lanai.
This ensures there is shade available, you can still sit outside when it is raining and seating stays dry whatever the weather.

This is one of the must have features of a vacation home.

Whatever the weather you can enjoy breakfast and all meals on the lanai. A great place to watch the birds.

Ohana Retreat 6 Bed 5 Bath Un-overlooked Pool /Spa

6 bedrooms·5 baths

Kissimmee • Florida

5(47 reviews)

$2,237.15 USD total for 5 nights

Nov 11 – 16, 2026

Lovely 7 Bed Pool Home with Game Room-8510PHD

Lovely 7 Bed Pool Home with Game Room-8510PHD

Lovely 7 Bed Pool Home with Game Room-8510PHD

Lovely 7 Bed Pool Home with Game Room-8510PHD

Lovely 7 Bed Pool Home with Game Room-8510PHD

Lovely 7 Bed Pool Home with Game Room-8510PHD

7 bedrooms·4 baths

Four Corners • Florida

$1,646.78 USD total for 4 nights

Nov 12 – 16, 2026

Margaritavilla at Emerald Island

Pool Other View

Front Sitting Area

Margaritavilla at Emerald Island

7 bedrooms·4½ baths

Four Corners • Florida

4.88(8 reviews)

$1,264.66 USD total for 4 nights

Nov 1 – 5, 2026

Golf Course Views | Pool/Spa | TV in All Bedrooms image 1

Golf Course Views | Pool/Spa | TV in All Bedrooms image 2

Golf Course Views | Pool/Spa | TV in All Bedrooms image 3

Golf Course Views | Pool/Spa | TV in All Bedrooms image 4

Golf Course Views | Pool/Spa | TV in All Bedrooms image 5

LMN 362: Golf Course Views & Private Pool/Spa

5 bedrooms·3 baths

Davenport • Florida

$924.20 USD total for 4 nights

Oct 20 – 24, 2026

Luxuriöse 4-Bett-Villa in Disney

Luxuriöse 4-Bett-Villa in Disney

Luxuriöse 4-Bett-Villa in Disney

Luxuriöse 4-Bett-Villa in Disney

Luxuriöse 4-Bett-Villa in Disney

Luxuriöse 4-Bett-Villa in Disney

4 bedrooms·3 baths

Orlando • Florida

$229/ night(excl. fees & taxes)