Location

Dates

Guests

Vacation rentals in Ocoee, Florida, United States

Wonder World Bowling Villa, 14 bedrooms/14.5 baths

Wonder World Bowling Villa, 14 bedrooms/14.5 baths

Wonder World Bowling Villa, 14 bedrooms/14.5 baths

wall-to-wall TV in living room

Wonder World Bowling Villa, 14 bedrooms/14.5 baths

Wonder World Bowling Villa, 14 bedrooms/14.5 baths

10 bedrooms·10 baths

Kissimmee • Florida

4.86(7 reviews)

$6,110.84 USD total for 3 nights

Oct 27 – 30, 2026

Safari Bowling Villa, 14 bedrooms/14.5 baths

Safari Bowling Villa, 14 bedrooms/14.5 baths

Safari Bowling Villa, 14 bedrooms/14.5 baths

Safari Bowling Villa, 14 bedrooms/14.5 baths

Safari Bowling Villa, 14 bedrooms/14.5 baths

Safari Bowling Villa, 14 bedrooms/14.5 baths

10 bedrooms·10 baths

Kissimmee • Florida

4.9(10 reviews)

$6,110.84 USD total for 3 nights

Nov 1 – 4, 2026

Extended lanai with heated pool, spa, and waterfall overlook conservation area

Welcome to our luxurious Windsor Palms Villa

75" Smart TV!! Proper slate pool table, convertible ping pong/air hockey table

Fully converted, air conditioned Harry Potter themed game room!

Recently renovated with beautifully updated paint and decor throughout

Windsor Disney Castle

6 bedrooms·3½ baths

Kissimmee • Florida

4.75(8 reviews)

$2,859.47 USD total for 7 nights

Nov 29 – Dec 6, 2026

Beautifully decorated

Jocelyn who stayed in Dec 2022 said, "Awesome host! Clean house and near a ton of activities! Would consider this place again!"

Disney Family Retreat 3 BDR | Arcade Heated Pool

Private entertainment space designed for unforgettable family memories.
Challenge the kids (or the adults!) to a friendly arcade competition after a fun day at Disney.
Classic arcade games for your kids and those young at heart!

Relax by the pool just minutes from Disney: perfect after a park day!

Spacious dining area with seating for six, conveniently connected to the fully equipped kitchen. Perfect for enjoying family meals together after a fun day exploring Disney and Orlando.

Disney Family Retreat 3 BDR | Arcade Heated Pool

3 bedrooms·2 baths

Orlando • Florida

4.85(199 reviews)

$462.83 USD $448.09 USD total for 3 nights

Oct 27 – 30, 2026

Sports Bowling Villa, 14 bedrooms/14.5 baths

Sports Bowling Villa, 14 bedrooms/14.5 baths

Sports Bowling Villa, 14 bedrooms/14.5 baths

Sports Bowling Villa, 14 bedrooms/14.5 baths

Sports Bowling Villa, 14 bedrooms/14.5 baths

Sports Bowling Villa, 14 bedrooms/14.5 baths

10 bedrooms·10 baths

Kissimmee • Florida

5(16 reviews)

$6,110.84 USD total for 3 nights

Oct 27 – 30, 2026

Familien-Pool-Rückzug nur 2,5 Meilen von Disney entfernt

Familien-Pool-Rückzug nur 2,5 Meilen von Disney entfernt

Familien-Pool-Rückzug nur 2,5 Meilen von Disney entfernt

4 bedrooms·2 baths

Celebration • Florida

$199/ night(excl. fees & taxes)

Pool with Heated Hot tub

Living area with Smart TV

Primary Bedroom

Kitchen with bar top seating area and eat in kitchen area

Second Primary Suite

Mickey's Hideaway Haven with Pool and Jacuzzi

4 bedrooms·3 baths

Kissimmee • Florida

4.6(52 reviews)

$836.20 USD total for 3 nights

Oct 27 – 30, 2026

Andy's Hideaway

Woody theme on the bottom bunk and Buzz Lightyear theme on the top. The bunk bed also has a pullout trundle for extra sleeping and a bean bag for watching TV!

Master bedroom has a king sized bed

There is a pool and hot tub right behind the condo!

Kids will love the splash pad and pools!

Andy's Hideaway

3 bedrooms·2 baths

Davenport • Florida

$456.62 USD total for 3 nights

Nov 10 – 13, 2026

Fully fenced pool

Mickeys Family Funhouse

relaxing sun deck

Mickey's Funhouse, very cute and lots of fun

3 bedrooms·2 baths

Kissimmee • Florida

4.74(42 reviews)

$925.70 USD total for 3 nights

Oct 27 – 30, 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

$996.69 USD total for 5 nights

Oct 27 – Nov 1, 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

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 $783.16 USD total for 3 nights

Oct 27 – 30, 2026

Sunny Oaks Poolside, pool spa games,4m to Disney

Sunny Oaks Poolside, pool spa games,4m to Disney

Sunny Oaks Poolside, pool spa games,4m to Disney

Sunny Oaks Poolside, pool spa games,4m to Disney

Sunny Oaks Poolside, pool spa games,4m to Disney

Sunny Oaks Poolside, pool spa games,4m to Disney

4 bedrooms·2 baths

Kissimmee • Florida

$833.55 USD total for 3 nights

Oct 31 – Nov 3, 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)

$867.14 USD total for 3 nights

Oct 31 – Nov 3, 2026

Front of our beautiful home

even when the sun goes down, our house keeps his beauty

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

7BR Themed Villa | Private Pool & Games | Disney

7BR Themed Villa | Private Pool & Games | Disney

Minions-themed bedroom with bunk beds—kids will love this playful yellow paradise!

Finding Nemo room with sea turtles—dive into this magical underwater adventure!

Windsor at Westside splash pad—colorful water fun just steps from your villa!

7BR Themed Villa | Private Pool & Games | Disney

7 bedrooms·5½ baths

Kissimmee • Florida

$1,287.82 USD total for 3 nights

Oct 27 – 30, 2026

Something for Everyone!

X Wing Twin/Full Bunk Bed

South Facing Pool and Spa

Star Wars Theater

Disney Magic

7 bedrooms·5½ baths

Four Corners • Florida

5(1 review)

$1,449.40 USD total for 3 nights

Nov 19 – 22, 2026

The Grand Village 4BR Pool Home near Disney Parks image 1

The Grand Village 4BR Pool Home near Disney Parks image 2

The Grand Village 4BR Pool Home near Disney Parks image 3

The Grand Village 4BR Pool Home near Disney Parks image 4

The Grand Village 4BR Pool Home near Disney Parks image 5

The Grand Village 4BR Pool Home near Disney Parks

4 bedrooms·4 baths

Davenport • Florida

$629.77 USD total for 3 nights

Oct 27 – 30, 2026

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

Nov 30 – Dec 3, 2026

Orlando Resort Home✦Sleeps 19

Orlando Resort Home✦Sleeps 19

Orlando Resort Home✦Sleeps 19

Orlando Resort Home✦Sleeps 19

Orlando Resort Home✦Sleeps 19

Orlando Resort Home✦Sleeps 19

8 bedrooms·6 baths

Kissimmee • Florida

4.96(217 reviews)

$119 – $989/ night(excl. fees & taxes)

Impressive curb appeal

mcinema (4).jpg

Movie room,5 bed, Pool , Spa, Pickleball close by

5 bedrooms·3 baths

Kissimmee • Florida

4.6(53 reviews)

$1,000.00 USD total for 3 nights

Oct 27 – 30, 2026

Twin Palms Family Vacation Villa

Twin Palms Family Vacation Villa

Twin Palms Family Vacation Villa

Twin Palms Family Vacation Villa

Twin Palms Family Vacation Villa

9 bedrooms·6 baths

Kissimmee • Florida

5(84 reviews)

$1,409.89 USD total for 3 nights

Oct 27 – 30, 2026

Home, but Away! image 1

Home, but Away! image 2

Home, but Away! image 3

Home, but Away! image 4

Home, but Away! image 5

Home, but Away!

5 bedrooms·4 baths

Davenport • Florida

4.32(34 reviews)

$984.00 USD total for 3 nights

Oct 27 – 30, 2026

Downstairs Living Area

Resort Water Park

Saleda at Windsor

7 bedrooms·5½ baths

Kissimmee • Florida

$1,015.71 USD total for 3 nights

Nov 1 – 4, 2026