Condo holiday rentals in Kissimmee

The modern living area features a spacious gray sectional sofa accented by colorful cushions. A minimalist coffee table is positioned centrally, and large sliding glass doors provide a view of the outdoor space, allowing natural light to fill the room. Light-colored cabinetry and appliances are visible in the kitchen area.

4.93 out of 5 average rating, 255 reviews

3150-303 Resort Condo w/ Water Park Near Disney

Minutes from Disney World Orlando Florida, Modern & Stylish 2bed/2bath fully equipped apartment for up to 6 guests, located in the family friendly Storey Lake Resort. FREE Clubhouse & WATERPARK amenities: Heated Pool, Hot Tub, Kids Splash Zone, Water Slides, Lazy River, Gym, Tiki Bar, Ice Cream Shop & more. The apt is located: 10 min drive to DISNEY, 25 min to UNIVERSAL STUDIOS, 18 min to SEA WORLD. FREE Parking. FREE Waterpark. No extra FEES. Gated Resort with Security 24/7 & Self check-in!

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A family-friendly living area is presented with a large, comfortable sectional sofa facing a flat-screen TV. Adjacent, a vibrant children's bedroom features a whimsical Moana theme with a sandy beach mural, complemented by a canopy bed adorned with tropical accents. The ceiling displays playful elements, enhancing the kid-friendly atmosphere.

4.97 out of 5 average rating, 219 reviews

303_To Infinity & the Ocean Breeze Apartment

Welcome to your ultimate family getaway near Disney! This spacious 3-bedroom apartment is perfectly located just minutes from the magic of Disney. Designed with families in mind, it features two beautifully themed kids’ bedrooms—a Toy Story adventure and a Moana-inspired tropical escape—guaranteed to delight the little ones. Enjoy full access to an amazing waterpark, included free of charge, making every day feel like a vacation. Whether you're unwinding after a day at the parks or splashing th

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4.91 out of 5 average rating, 179 reviews

Chic Disney Resort Condo • Pool Access Near Parks

Magical Disney getaway that sleeps up to 6 guests just 7 miles from Disney. Enjoy full resort perks & amenities, fast free Wi-Fi, and year-round pool & hot-tub access. • Enjoy a heated pool, hot tub, game room, and fitness center, and Smart TVs • Full kitchen and cookware • Free parking steps from elevator • Located in a secure, gated community Perfect for families, couples, or business travelers. Near Universal, SeaWorld & top dining! Relax on a balcony & reach every park in under 15min!🏰✨

ValueFamilyIndoor spaces

A bright living space is showcased, featuring a circular dining table set with four plates. A comfortable teal seating area is arranged against the wall, complemented by a nature-inspired wall art piece and greenery. Large glass doors provide a view of the outdoors and invite natural light.

4.87 out of 5 average rating, 148 reviews

Stylish Condo 20 mins to Disney/King Bed

Escape to our lovely vacation villa, nestled in the vibrant heart of Orlando's premier golfing destination. Just a 7-mile drive from Disney attractions and 30 minutes from Orlando International Airport. Discover the awe-inspiring Reunion Resort, offering an array of delights. Indulge in delectable dining experiences, take a dip in sparkling pools, savor refreshing drinks at poolside bars and grill. Embark on an extraordinary getaway that exceeds all expectations. Book your stay with us today!

ValueFamilyParks

A modern kitchen space is highlighted, featuring stainless steel appliances, white cabinetry, and a large island with seating for three. A dining area with a round table accommodates four, illuminated by soft overhead lighting. Neutral tones and textured tiles create a clean and open atmosphere.

4.94 out of 5 average rating, 249 reviews

BRAND NEW CONDO- 2 BR 2 Bath-Great location!

Welcome to the greatest vacation! this amazing home is located only 15 minutes from Walt Disney World. This condo has everything you need to make your vacation even more magical. Located in the heart of Orlando, this property is close to various attractions. As a guest, you will have access to a private balcony and amazing amenities. Fully equipped gym, lazy river, pool, volleyball courts, epic water slides, kayak & mini-golf that make you feel as if you were staying in an a luxury resort.

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Superhost

An aerial view of the scenic waterpark features winding lazy rivers, vibrant water slides, and lush palm trees. Sun loungers are arranged along the edges, offering a relaxing spot to unwind. A serene lake reflects the blue sky, enhancing the resort-like ambiance.

4.83 out of 5 average rating, 252 reviews

Disney 4 miles NEW * Heated LazyRiver & Pool*2B/2B

Discover luxurious comfort at the beautiful Sunset Paradise Condo. For your vacation we provide the best family friendly tropical getaway. The entire Condo is crafted with intentional love. We have faith that your vacation will have you feeling right at home, enhanced with our amazing amenities that exude an all inclusive resort like experience: waterpark, beach volleyball, basketball, hammocking, full service for our poolside restaurant and bar, Kayaking, and mini golf. It's magical here.

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A private balcony offers serene views of Lake Bryan and a swimming pool area. A small round table with two chairs invites relaxation, while warm colors from the sunset enhance the tranquil setting. Lush trees frame the scene, creating a peaceful atmosphere.

4.97 out of 5 average rating, 446 reviews

Waterfront Condo minutes to Disney & Universal

Just minutes from Disney World and Universal Studios, this condo places you in the heart of Orlando’s top attractions, including Disney Springs, Islands of Adventure, SeaWorld, Magic Kingdom, Epcot, two outlet malls, and more. Relax on your private balcony with breathtaking views of Lake Bryan, or enjoy the resort-style pool with a full Tiki bar and dining menu. Additional perks include free parking, 24-hour security, and complimentary HBO & Netflix. No deposit required and no extra fees.

LocationFamilyParking

4.9 out of 5 average rating, 127 reviews

An aerial view showcases a large pool surrounded by lounge chairs and palm trees. The pool area is defined by well-maintained landscaping, with a hot tub and a nearby shaded structure visible in the background, creating an inviting atmosphere.

Condo in Osceola County

Stunning Orlando Condo 3 BR/2 bath, pets OK

This resort community is amazing to drive around in, let alone stay in. Just 20 to 25 minutes away from Disney World and Universal Studios and everything Orlando has to offer. Convenience stores (7-11), Dunkin' Donuts, CVS pharmacy, restaurants and grocery stores within walking distance. Three gorgeous pools and hot tub Jacuzzis, and world-class gym in the resort in this gated community with security. 5 minute drive to Champions Gate and I-4 highway. Up to 2 dogs/cats ($25/day/animal)

LocationFamilyBreakfast

A spacious living area features large glass doors that open to a scenic balcony overlooking the Arnold Palmer PGA golf course. Soft furnishings are complemented by a stylish coffee table and decorative accents. Nearby, a vibrant Star Wars-themed bedroom displays unique decor and multipurpose seating.

4.94 out of 5 average rating, 205 reviews

*Sunset Golf Views, Reunion Resort, Pools, Disney

This modern 3-bedroom luxury condo (with an ELEVATOR right to the door) has one of the most PICTURESQUE VIEWS in the Reunion Resort of the Arnold Palmer PGA golf course. Combining STYLISH DESIGN and LUXURIOUS COMFORT, there are 2 KING bedrooms and a playful STAR WARS themed bedroom with a classic Arcade machine & Xbox. 4 TVs with DirecTV, free high-speed wifi, your own washer & dryer, access to 6 resort pools, 2 of which are only a 3 minute walk away, and only a short drive to Disney.

ValueFamilyView

4.84 out of 5 average rating, 154 reviews

Cozy space 5/10 universal & epic

Take it easy at this unique oasis and tranquil getaway that is located in the heart of Orlando!! Want to have fun?! Literally walking distance from Universal Studios, Want to go shopping?! 5 mins from Millenia Mall and Premium Outlets. Want to experience Orlandos hottest nightlife or stroll through the city it’s 15 mins from Downtown , Do you want to meet Mickey Mouse or shamu?! 15 mins from Disney and sea-world. Even take a dip in the complex pool or play tennis!!

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A master bedroom features a spacious bed with a white quilted coverlet, accented by a blue tufted headboard. Two bedside tables with lamps provide soft lighting. A ceiling fan hangs above, while light-colored walls and flooring enhance the room's bright atmosphere.

4.85 out of 5 average rating, 121 reviews

Disney Retreat

Experience the Ultimate Disney Getaway in Our Newly Remodeled Master Suite! Welcome to your dream vacation, just 15 minutes from Disney World and 30 mins from MCO! Our apartment offers a luxurious and family-friendly retreat close to Orlando's major attractions. The spacious master bedroom comfortably accommodates 2 guests, with room for 2 more in the living area. pull out queen bed Enjoy a world of comfort and convenience with our wealth of amenities.

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A balcony is depicted with four cushioned chairs arranged around a small table. The railing provides a view of a serene landscape with water and greenery in the background. Light fabric drapes softly from the sliding door frame.

4.91 out of 5 average rating, 159 reviews

Modern Condo with Lake View Near Disney 3151

STOREY LAKE RESORT A premier vacation community just 8 miles from Disney and minutes from Universal & SeaWorld, this community is surrounded by restaurants, shops, and top malls. Only 30 minutes from Orlando Airport, it offers easy access to everything you need. Book your stay for 7 days or more and unlock an exclusive 5% discount ! Stay 30+ nights and save 10% (Discount will apply on selected stays) Reserve now! we would love to be your host!

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Popular amenities for Kissimmee condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

A spacious living area features a comfortable sectional sofa and a coffee table atop a textured rug. Light blue walls enhance the bright atmosphere, while artwork adorns the walls. The open kitchen includes wooden cabinetry and modern appliances, with seating available at the countertop.

4.96 out of 5 average rating, 112 reviews

Renovated Condo 2 miles away from Disney Lake view

FamilyValueWi-Fi

4.93 out of 5 average rating, 100 reviews

A spacious living area features modern furnishings in a light color scheme. A large sectional sofa is complemented by a decorative throw. A wall-mounted television displays a colorful animation. Natural light fills the space, highlighting the wooden accent wall.

Condo in Four Corners

Orlando Family Retreat-3Beds Near Parks

LocationValueComfort

4.97 out of 5 average rating, 264 reviews

Ideal for Two Families • Sleeps 8 • Top Location

LocationFamilyAmenities

Aerial view of a resort-style pool area features winding lazy river and miniature golf course set amidst lush greenery and palm trees. Bright blue water complements the surrounding landscaping, with lounge chairs and umbrellas positioned for relaxation. A community building is visible in the background.

5.0 out of 5 average rating, 118 reviews

Top Floor, 3bd, FREE Clubhouse, Kids Room, Disney

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5.0 out of 5 average rating, 115 reviews

Cozy Condo at Secret Lake near Disney

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4.93 out of 5 average rating, 68 reviews

Condo in Horizon West

2BR Modern Pet-Friendly Condo 6 mins from Disney

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4.95 out of 5 average rating, 20 reviews

New! Seven Eagles Hideaway at Reunion Resort

LocationKitchenWalkability

5.0 out of 5 average rating, 53 reviews

Renovated Family Condo • Disney • Free Parking

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Pet-friendly condo rentals

A serene bedroom features a plush, spacious bed adorned with a floral-patterned comforter. Natural light floods the room through large windows, while two bedside tables with lamps provide soft illumination. A decorative wall mirror and neutral-toned decor enhance the inviting atmosphere.

4.87 out of 5 average rating, 430 reviews

Newly Renovated Condo near Disney!

FamilyValueOutdoor spaces

The living area features a plush gray tufted sofa with decorative cushions, paired with a dark coffee table and a light area rug. A dining area with a sleek table and black chairs is visible in the background, alongside a modern kitchen with white cabinetry.

4.86 out of 5 average rating, 111 reviews

Wonderful apartment close to Disney • 3bed • 2bath

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A clear view of a pool surrounded by lounge chairs and palm trees, reflecting the sunlight. Umbrellas provide shade, and green lawns are visible in the background. The calm water enhances the serene environment, creating a relaxing outdoor space.

4.85 out of 5 average rating, 271 reviews

Disney Dream Condo · Resort Pool · 20 Min to Parks

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Superhost

A welcoming living space features a glass dining table surrounded by four chairs. A comfortable sofa sits nearby, complemented by a coffee table. The modern kitchen showcases dark cabinetry and sleek appliances. Natural light fills the area, creating a bright atmosphere with a view of the entrance.

4.76 out of 5 average rating, 268 reviews

Quiet Family Condo Disney Universal Orlando

FamilyLocationGetting around

4.88 out of 5 average rating, 114 reviews

Condo in Davenport

Luxurious living just 15 min/Disney.

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4.89 out of 5 average rating, 187 reviews

Lake View & Coffee near Disney w/ Free Water Park!

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A spacious living area features large windows allowing natural light and views of green trees outside. A sectional sofa in a neutral tone is complemented by decorative blue cushions. A glass coffee table rests on a textured area rug, and a television is positioned on a low media console.

4.91 out of 5 average rating, 141 reviews

Home away from home for the Parks!

LocationValuePool

An open-air tiki bar is visible near the pool area, featuring a vibrant blue wall adorned with tropical decorations. The bar is equipped with a dark countertop, and barstools are arranged for seating. Guests can be seen interacting with staff behind the bar.

4.91 out of 5 average rating, 246 reviews

Tiki bar | 15 minutes to Disney

LocationFamilyComfort

Condo rentals with a pool

4.95 out of 5 average rating, 138 reviews

Modern Lake view Condo 1 mile from Disney

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A spacious living area features two light blue sofas with orange accent pillows, positioned around a wooden coffee table. A decorative wall clock and art pieces add character, while a glimpse of the kitchen is visible in the background, showcasing modern appliances and an inviting atmosphere.

4.9 out of 5 average rating, 351 reviews

Beautiful Beach Style Condo minutes from Disney

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A bright bedroom features a spacious bed with a tufted headboard, adorned with a light blue and white patterned comforter. Natural light enters through two windows beside stylish wall decor, while bedside tables with lamps create a serene ambiance.

4.8 out of 5 average rating, 272 reviews

Stunning Sunny Central Condo w/ Pool & Balcony

FamilyValueSolo travel

An aerial view of a community pool area features a curvilinear swimming pool surrounded by lounge chairs and shaded seating areas. A hot tub is located adjacent to the pool, surrounded by lush landscaping and palm trees. The clubhouse is visible, contributing to the inviting atmosphere.

4.88 out of 5 average rating, 319 reviews

Marvelous apartment near Disney first floor

ValueLocationAmenities

The image displays a resort pool area surrounded by palm trees and lush greenery. Lounge chairs are positioned near the water, with colorful umbrellas providing shade. Warm evening light highlights the modern clubhouse in the background, enhancing the tranquil setting.

4.87 out of 5 average rating, 150 reviews

8-108 Legacy Dunes, Lake View, Close to Disney

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A modern dining area is featured, with a glass-top table and six white chairs. A mirrored wall reflects the light, while a bouquet of orange flowers occupies the center of the table. A kitchen with light cabinetry is visible in the background.

4.98 out of 5 average rating, 255 reviews

Modern Apartment with lake view Close to Disney

ValueFamilyPool

Superhost

A spacious living area is showcased with modern furniture, including a comfortable sectional sofa. A large smart TV is mounted on the wall, and natural light fills the room through sliding glass doors leading to a balcony. Decorative elements enhance the inviting ambiance.

4.89 out of 5 average rating, 55 reviews

Resort Access: 2BR Condo Retreat near Disney World

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The illuminated pool area features clear blue water reflecting the vibrant colors of dusk. Surrounding palm trees create a tropical ambiance, while lounge chairs are arranged nearby. The serene waterfront view highlights the transitioning sky, offering a peaceful retreat at twilight.