Condo holiday rentals in Kissimmee

The master bedroom features a spacious bed with a tufted headboard, complemented by a decorative mirror and framed artwork. Natural light streams in through a large window, revealing views of greenery. A warm color palette and wood accents create a relaxing atmosphere.

4.94 out of 5 average rating, 132 reviews

*NEW* Adventureland Stay / Sleeps 6 / Near Disney

Welcome to the Adventureland bungalow! This 2 bd/ 2 ba stay features a Tiki room living room with a sofa bed. The upgraded kitchen and bamboo bar are perfect to kick back and relax, or enjoy the screened in patio with tiki torches and seating area. The Jungle Cruise master bedroom features a king size bed and lovely waterfront views with lush greenery. The Pirate bedroom is fit for a captain (or two!) and has two twin xl beds. Air conditioning throughout. Located on the third floor/stair access.

A modern living area features a plush blue sectional sofa complemented by two stylish lounge chairs. A light area rug sits under a chic coffee table, while large sliding glass doors provide a view of the outdoors and allow natural light to enhance the space.

4.92 out of 5 average rating, 197 reviews

3171-206 Resort Lake View Disney Universal Orlando

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!

The living room features a grey sofa adorned with decorative pillows, paired with a glass coffee table and a vibrant area rug. The open space leads to a dining area and modern kitchen, highlighted by yellow bar stools at the countertop under soft lighting.

4.86 out of 5 average rating, 331 reviews

BreathtakingView-1BR/2BA-1 Mile to Disney-Sleeps 5

Located 1 mile to Disney Springs in a Gated-Community A NEWLY REFURBISHED Spacious 1-bedroom, 2-bath Condo in Lakefront luxury @ Blue Heron Beach Resort nestled on shores of 400+ acre Lake Bryan, 2 blocks off I4 @ Lake Buena Vista exit. This luxurious condo overlooks the Pool & Lake Bryan. Sleeps 4 It’s all here! The ultimate Walt Disney World vacation right here at your fingertips! From the best of Disney or Work Travel this property offers the perfect environment to spend a lifelong memory

A modern living area features a white sectional sofa and a stylish coffee table with gold accents. A flat-screen television is mounted on the wall, complemented by minimalist shelving. Large windows dressed with sheer curtains allow natural light to fill the space, creating a bright and welcoming environment.

4.94 out of 5 average rating, 101 reviews

Resort Style Sunshine Oasis near Theme Parks

Discover Orlando's charm at our resort-style oasis in a gated community with lots of amenities! Nestled near Disney, this modern haven features 2 stunning pools for ultimate relaxation. Delight in nearby restaurants, perfect for foodies. Families will love the kid-friendly atmosphere, and fitness enthusiasts can stay active in the on-site gym. Our clean, contemporary design ensures a comfortable stay, making it an ideal choice for your Orlando getaway. Conveniently located on the first floor.

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.

4.86 out of 5 average rating, 126 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!

The image displays a resort landscape featuring various pastel-colored buildings surrounding a large pool area. A view of the tranquil lake is visible, with numerous palm trees and lounge chairs positioned near the water. The highlighted apartment is located on the second floor of one building.

4.98 out of 5 average rating, 401 reviews

Gorgeous❤️ Pool & Lake View Condo near Disney Parks

Welcome to Runaway Beach Club — your peaceful escape just minutes from the magic! With airy high ceilings and Key West-style decor, you’ll feel at home the moment you walk in. Whether you’re visiting theme parks or just want to relax, this cozy retreat is tucked away from the chaos but close to everything. Perfect for couples, small families, or business travelers. Book your stay and unwind in your own private slice of paradise!

An aerial view captures the expansive resort-style pool area, featuring tropical landscaping and winding water features. Sun loungers and cabanas line the poolside, while a lazy river and splash park invite guests to relax and enjoy. The serene water is bordered by a scenic lake.

4.94 out of 5 average rating, 162 reviews

O-Gated Resort-5 miles to Disney-2 FREE Water Park

Is this home booked? We have more! Click on the circular profile image, then scroll down till you see James's Listings. Gated/24 hour security. Resort living with 2 main clubhouses and a few other extra quieter pools, playground and a soccer field. 10 min to Disney 15 min to Universal 10 min to the Convention Center Within a 5 min drive: Publix Grocery Walmart Target 10-15 restaurants

The resort's heated outdoor swimming pool is surrounded by lush greenery and palm trees. Lounge chairs are arranged by the poolside, complemented by colorful umbrellas. A spacious clubhouse can be seen in the background, emphasizing the inviting environment of the complex.

4.91 out of 5 average rating, 182 reviews

1-103 Legacy Dunes, Heated Pool, Gym, Free Wi-Fi

One Bedroom Apartment 1 King Sized Bed 1 Queen Sized Sofa Sleeper Bed Sleeps up to 4 guests One Full Bathroom First Floor Unit, No Stairs Fully Equipped Kitchen Screened Patio Free Washer and Dryer Roku TV's Heated Outdoor Swimming Pool Game Room Gym and Fitness Center Children's Playground Several lakes and Fountains Free Wi-Fi Free parking Gated Community with Security

A balcony view captures a vibrant sunset over Lake Bryan, with hues of pink and orange reflected on the water. Outdoor seating includes two chairs and a small round table, inviting relaxation while enjoying the scenic surroundings.

4.98 out of 5 average rating, 221 reviews

Lakefront Resort Condo near Disney and Universal

Your magical getaway starts here—just minutes from Disney & Universal Parks ! Relax on your balcony overlooking stunning Lake Bryan, splash in the heated pool, sip at the Tiki bar, and stream your favorite shows with HBO & Netflix. Concierge for park tickets, free parking, 24-hr security. No deposit, no extra fees—just fun, sun, and memories waiting!

A bright and open living area features modern furnishings including a sleek dining table and comfortable seating. Natural light filters through large windows, and a flat-screen TV is mounted on the wall. The kitchen island with a quartz countertop provides additional workspace.

4.9 out of 5 average rating, 155 reviews

SL106 - Modern Condo - Resort Access included

Welcome to Your Dream Vacation at Storey Lake Resort! Step into this stylish and spacious 2-bedroom, 2-bathroom condo, designed to comfortably accommodate up to seven guests. Nestled in the heart of Storey Lake Resort in Kissimmee, FL, this vacation rental offers the perfect blend of luxury, comfort, and convenience for an unforgettable getaway.

A family room features a neutral-toned sofa and armchair, accompanied by a mounted flat-screen TV. A children's bedroom displays two twin beds, adorned with playful wall murals. A primary bedroom includes a king bed, with bedside lamps enhancing the calm ambiance. A resort pool area showcases a large pool surrounded by lounge seating and loungers in a vibrant outdoor setting.

4.98 out of 5 average rating, 160 reviews

202_Magical and Cozy 2BR minutes from Disney

The ultimate choice for your Orlando getaway! Our cozy apartment is thoughtfully designed to make you feel right at home, with all the comforts and amenities you need. Plus, enjoy complimentary access to the waterpark – the perfect way to relax and have fun after a day of exploring the parks or shopping in Orlando!

4.97 out of 5 average rating, 131 reviews

Sol y Mar Resort Style Condo - NO RESORT FEES

This 3 bedroom, 2 bath condo has everything you could possibly need for the perfect vacation away from home. This is a gated community with 24 hour security. Located just a few miles from Walt Disney World and the Magic Kingdom, Margaritaville Resort, Epcot, Animal Kingdom, and Hollywood Studios theme parks.

Popular amenities for Kissimmee condo rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

A spacious living area showcases a comfortable sofa adorned with decorative pillows. Natural light floods the room through large sliding glass doors, which lead to a private patio. The open-concept design allows clear sightlines to the well-equipped kitchen in the background.

4.88 out of 5 average rating, 16 reviews

Lake Resort Retreat: 2BR Condo w/ Parking near WDW

A modern kitchen is highlighted with sleek white cabinetry and a granite countertop. Stainless steel appliances, including a refrigerator and stove, are visible. A dining table with white chairs is positioned in the foreground, creating a functional space for meals.

4.84 out of 5 average rating, 158 reviews

Contemporary apartment near Disney with WIFI

4.98 out of 5 average rating, 237 reviews

A modern dining area features a glass-top table surrounded by sleek white chairs. Elegant artwork adorns the brown accent wall, while natural light fills the space from sliding glass doors leading to a patio with a view of the golf course.

Condo in Four Corners

Luxury 3 Bedroom Home at ChampionsGate Golf Resort

A bright bedroom is highlighted by two large windows with sheer gray curtains, allowing natural light to fill the space. A plush queen-sized bed with a tufted blue headboard is positioned against the wall. A bedside table with a lamp is placed next to the bed.

4.9 out of 5 average rating, 40 reviews

Carri-Vision Suite, (Theme-Parks)Orlando/Kissimmee

The living room features a light-colored sectional sofa with built-in cup holders, complemented by a decorative area rug. A flat-screen TV is mounted on the wall, and large windows are adorned with sheer curtains allowing natural light to filter through.

4.95 out of 5 average rating, 225 reviews

Gorgeous Apartment Close to Disney (Storey Lake)

5 out of 5 average rating, 10 reviews

Condo in Davenport

Cozy condo in waterpark resorts and golf course

4.92 out of 5 average rating, 39 reviews

A large resort-style pool is viewed in the foreground, surrounded by a spacious deck featuring lounge chairs. A clubhouse sits in the background, with palm trees lining the perimeter under a clear blue sky scattered with clouds.

Condo in Four Corners

2BD Champions Gate Magical Near Disney (CG 1177)

A comfortable living area features a spacious gray sectional couch paired with an ottoman, creating a welcoming seating arrangement. Two framed artworks adorn the walls, while a red tray with snacks is placed on the ottoman. The open layout connects to a modern kitchen area with bar seating.

4.97 out of 5 average rating, 73 reviews

*Pristine* Condo minutes from Disney & more!

Pet-friendly condo rentals

4.85 out of 5 average rating, 289 reviews

An aerial view of a resort pool area showcases a winding pool surrounded by lush palm trees and tropical landscaping. Lounge chairs are arranged along the poolside, with shaded cabanas nearby. The resort features a terracotta roof and is set against a backdrop of greenery.

Condo in Champions Gate

Magical Champions Gate 3/2 Tuscan Penthouse

A warm living space features a dark wooden ceiling and an accent wall with textured concrete. Comfortable seating faces a mounted television, while wooden shelves are adorned with books and decorative plants. Natural light enters through large windows, enhancing the inviting atmosphere.

4.86 out of 5 average rating, 108 reviews

5 mins Universal 10 mins Epic park | Rustic LOFT

The living room features large sliding glass doors that open to the balcony, providing a view of the lake. A contemporary electric fireplace sits beneath a 65-inch smart TV. Comfortable seating includes a sofa, an armchair, and a coffee table, with warm curtains adding a touch of color.

4.96 out of 5 average rating, 102 reviews

Penthouse Lakeview Minutes to Disney/ Universal

4.79 out of 5 average rating, 247 reviews

A spacious bedroom features a plush, tufted headboard and a large window allowing natural light to fill the room. Two bedside lamps provide additional illumination, while modern furnishings add contemporary flair. A round mirror is mounted above the bed, reflecting the inviting ambiance.

Condo in Davenport

Brand New AwardWinning Renovated Condo Near Disney

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.

4.9 out of 5 average rating, 119 reviews

Home away from home for the Parks!

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.

4.82 out of 5 average rating, 233 reviews

Family Friendly I Mins from Disney I Resort Pool

4.99 out of 5 average rating, 114 reviews

Bongo’s Pad~ Gated Resort~ 3 Miles to Disney!

The exterior of the Westgate Vacation Villas showcases an elegantly designed building with multiple levels. Soft lighting from street lamps illuminates the entrance. Rows of golf carts are parked in front, surrounded by manicured landscaping and palm trees under a clear blue sky.

4.85 out of 5 average rating, 119 reviews

Westgate Vacation Villas - 1 Bedroom

Condo rentals with a pool

A tranquil entrance is featured, with a fountain surrounded by lush greenery and colorful flower beds. Tall palm trees provide a tropical feel, while a welcoming building is visible in the background, hinting at a serene atmosphere for guests.

4.93 out of 5 average rating, 85 reviews

Blue Serenity Condo – Minutes from Disney

A charming exterior view showcases a two-story building with a stone archway leading to a pathway. Lush greenery and neatly trimmed shrubs border the pathway, framing the vibrant facade of the building, which features multiple balconies and large windows that enhance natural light.

4.84 out of 5 average rating, 131 reviews

Apartment with a great location in Kissimmee, FL!

5 out of 5 average rating, 89 reviews

Cozy Condo at Secret Lake near Disney

4.94 out of 5 average rating, 64 reviews

3 BR Disney-Area Condo Pool, Free Parking & Wi‑Fi

5 out of 5 average rating, 7 reviews

Direct resort access~Balcony~Pool~Upgraded Inside

5 out of 5 average rating, 5 reviews

206 Lakeview Magic Stay – Mickey & Stitch Rooms

The expansive resort area is showcased, featuring a winding lazy river with water slides. Palm trees and lush landscaping surround the pool area, complemented by shaded lounge spaces. The modern buildings and outdoor recreational facilities provide a vibrant backdrop for relaxation and leisure.

4.76 out of 5 average rating, 127 reviews

Luxurious 2BR Condo Near Disney