The Encore Club holiday rentals

We found 779 holiday rentals — enter your dates for availability

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October 2025

November 2025

Holiday rentals with weekly discounts - The Encore Club

Showing deals for:23 Jan - 30 Jan

Exceptional

(12 reviews)

Newly Discounted Stays! Miles from Disney/Mini Golf/Tiki Tropical Oasis

Kissimmee, FL

7% off

for 7 nights, 1 villa

S$591 per night

includes taxes & fees

Exceptional

(45 reviews)

Giant Villa! 10 BR, Pvt Pool/Spa, Resort Access, Themed Rooms, Mins to Parks

Kissimmee, FL

6% off

for 7 nights, 1 villa

S$772 per night

includes taxes & fees

Exceptional

(15 reviews)

DISNEY Villa - Kid friendly, Movie Theatre, Private Pool & Hot Tub, Waterpark

Kissimmee, FL

7% off

for 7 nights, 1 home

S$721 per night

includes taxes & fees

Exceptional

(46 reviews)

Luxury Resort Home Near Disney 10 Bedroom with Private Pool & SPA

Kissimmee, FL

6% off

for 7 nights, 1 villa

S$753 per night

includes taxes & fees

- Immerse in wizard themed bedrooms with enchanting details and custom woodwork
- Designed to spark imagination for both kids and adults during your Orlando stay
- A one of a kind space bringing fantasy to real life vacations

Exceptional

(20 reviews)

Mini Golf, Huge Pacman Arcade, Epic Wizards Alley, Theater: The Holiday House

Kissimmee, FL

15% off

for 7 nights, 1 home

S$1,120 per night

includes taxes & fees

Exceptional

(5 reviews)

Beautiful 9 Bedroom Home Near Disney With Spectacular Water Park!

Kissimmee, FL

7% off

for 7 nights, 1 home

S$1,071 per night

includes taxes & fees

- Welcome to Wonderful Worlds – a 12-bedroom retreat
- Features arcade, themed rooms, and private pool
- Sleeps 34 guests with 13 baths and endless fun

Exceptional

(21 reviews)

Arcades, Hot Air Balloon Bed, Pool Table, 10 Mins to Disney: Wonderful Worlds

Kissimmee, FL

14% off

for 7 nights, 1 home

S$1,252 per night

includes taxes & fees

Cozy up this fall with the ultimate movie night experience! Our neon-lit home theater features a massive 100" screen, 4K projector, and immersive Dolby Digital surround sound. Perfect for crisp autumn nights and blockbuster marathons—just add popcorn

Exceptional

(14 reviews)

*New 11Br Frozen Kingdom|Sleeps29|Disney|Spa+Pool

Kissimmee, FL

7% off

for 7 nights, 1 home

S$1,206 per night

includes taxes & fees

Exceptional

(5 reviews)

Mansion w/ Themed Bedrooms, Slide thru Wall, 3x Arcades, Theater, Grill, 1GB: Sunnyside

Kissimmee, FL

15% off

for 7 nights, 1 home

S$846 per night

includes taxes & fees

- Bright living room with colorful accent wall and flamingo artwork for a fun vibe
- Large sectional sofa and flat screen TV ideal for group relaxation
- Sliding doors open to outdoor space for fresh air and natural light

Exceptional

(50 reviews)

Arcades, Foosball, Jumbo Chess, Indoor Tiki Bar, 10 mins to Disney: Flamingo Bay

Kissimmee, FL

15% off

for 7 nights, 1 home

S$882 per night

includes taxes & fees

Exceptional

(53 reviews)

Arcades, Pool Table, Bubble Soccer, Mario Bros Bedroom, Giant Scrabble: The Hideaway

Kissimmee, FL

14% off

for 7 nights, 1 home

S$935 per night

includes taxes & fees

Introducing Hidden Gem by Element Vacation Homes

Exceptional

(25 reviews)

Mustang Pool Table, Arcades, Huge Treehouse, 007 Bedroom: Hidden Gem

Kissimmee, FL

14% off

for 7 nights, 1 home

S$994 per night

includes taxes & fees

- Sparkling private swimming pool with sun loungers for family vacations in Florida
- Enjoy games poolside with basketball hoop and beach ball under the sunshine
- Orlando vacation rental designed for fun relaxation and theme park adventures

Exceptional

(8 reviews)

Fruit Ninja Arcade, Fast and Furious Racing, Space Bedrooms, Theater, Pool Table: Cosmic Way

Kissimmee, FL

15% off

for 7 nights, 1 home

S$1,325 per night

includes taxes & fees

- Retro game room with classic car pool table and jukebox vibe
- Wall art and vibrant decor create a nostalgic entertainment space
- Fun hangout with TV screens perfect for group gatherings

Exceptional

(57 reviews)

Arcades, Mustang Pool Table, As Seen on TV, Massage Chair: The Adventurer

Kissimmee, FL

14% off

for 7 nights, 1 home

S$914 per night

includes taxes & fees

Exceptional

(35 reviews)

Outdoor TV, Air Hockey, Foosball, Epic Game Room, Basketball Arcade, 1GB: Summer Breeze

Kissimmee, FL

14% off

for 7 nights, 1 home

S$823 per night

includes taxes & fees

- Step into a Star Wars themed bedroom with custom spaceship bunk beds
- Unique design crafted for unforgettable family stays
- Perfect Orlando vacation rental near Disney parks

Exceptional

(26 reviews)

Arcades, Pool Table, Craps Table, Huge Galactic Bedroom: Magic Moments

Kissimmee, FL

15% off

for 7 nights, 1 home

S$1,134 per night

includes taxes & fees

- Covered outdoor lounge with pool views and dining table
- BBQ grill perfect for family cookouts under the sky
- Relax in shaded comfort while overlooking palm trees

Excellent

(18 reviews)

Arcade, Pool Table, Treehouse Bedroom w/ Slide, Foosball: The Cove

Kissimmee, FL

15% off

for 7 nights, 1 home

S$1,131 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - The Encore Club

Encore Resort

Sleeps 12 · 6 bedrooms

Fully equipped game room with air hockey, shuffleboard, and arcade games, perfect for family fun nights.

Premier Host

Superb Villa, Games Room, Themed Bedrooms, Pool & Hot Tub, Close to Disney.

Sleeps 18 · 8 bedrooms · 7 bathrooms

Top rated rentals - The Encore Club

Great backyard pool

Walking distance to resort amenities, warm pool and a toasty hot tub is everything a family of all ages could ask for.

Heather S.

Stayed Mar 2023

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

The Encore Club holiday rentals

Holiday rentals with weekly discounts - The Encore Club

Image gallery for Newly Discounted Stays! Miles from Disney/Mini Golf/Tiki Tropical Oasis

Newly Discounted Stays! Miles from Disney/Mini Golf/Tiki Tropical Oasis

Find spaces that suit your style

Find the best place to stay - The Encore Club

Encore Resort

Top rated rentals - The Encore Club

Great backyard pool

Peace of mind

More quality time

All the privacy of home

More for less

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