Condo holiday rentals in Kissimmee

4.91 out of 5 average rating, 253 reviews

Disney Oasis by the lake

Discover our charming condo near Disney, nestled in a resort-style community. Enjoy complimentary parking and No resort fees!The beautiful clubhouse offers a game room, gathering areas, and a fitness center. Unwind by the serene heated pool or take advantage of the second pool. Engage in activities at the golf cage, tennis, basketball, and volleyball courts, or let kids play at the playground. Stroll along scenic walking trails that wind through landscaped areas and ponds for a tranquil retreat.

4.98 out of 5 average rating, 132 reviews

Private Rooftop Suite! No resort fees!

Enjoy a stylish experience at this centrally-located rooftop terrace. Located at the Enclave Suites, this unit features a rooftop terrace with views overlooking Sandy Lake. Recently remodeled, it boasts practical functionality with beautiful design. This unit is everything you need to enjoy a vacation in Orlando. It is centrally located off of International Drive and minutes from Universal Studios, Volcano Bay, SeaWorld, Disney World and much more. Enjoy a luxurious stay without the hefty price.

An aerial view captures a large swimming pool curving gracefully, surrounded by palm trees and lounge chairs. Adjacent to the pool, a kiddie pool is visible. The tranquil waters of Lake Bryan glimmer in the background, bordered by lush greenery.

4.95 out of 5 average rating, 122 reviews

Modern Lake view Condo 1 mile from Disney

You will love our updated 1 bedroom, 2 bathrooms, spacious 798 sq ft condo so close to Disney at Blue Heron Beach Resort in wonderful Lake Buena Vista, home to lots of restaurants and shopping! Enjoy spectacular sunrise views from your private balcony overlooking the lake. Resort amenities include large swimming pool, kiddie pool, hot tub, tiki bar, fitness rooms & game room. Located on peaceful Lake Bryan, you have access to water sports like kayaking, boating, jet skis & fishing on the lake.

4.93 out of 5 average rating, 206 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 comfortable sofa and two accent chairs, complemented by a wooden coffee table. A flat-screen TV is mounted on the wall, and natural light fills the space from sliding glass doors that lead to a private outdoor area.

4.9 out of 5 average rating, 330 reviews

Amazing 2 Bed, 2 Bath condo only 10 min to Disney

Tuscana Resort Orlando is a Mediterranean-style villa resort minutes from DisneyWorld. Universal, Sea World ,LEGOLAND are close as well. A family friendly villa resort the amenities are top notch with a beautiful swimming complex that includes pool, hot tub, cabanas, kiddie pool, fitness centre. The very spacious 2-bed/2-bath condo is 1200sqft! Recently painted with fully equipped kitchen and washer and dryer! The unit has 1 King size bed in Master room and two twin beds in the spare bedroom.

An inviting pool area is framed by white columns and a pergola. Palm trees and lush greenery surround the space, enhancing the serene atmosphere. Sunlight reflects off the calm water, creating a peaceful setting for relaxation. Lounge chairs are neatly arranged beside the pool.

4.97 out of 5 average rating, 128 reviews

Golf Front Luxury Penthouse: Views, Marvel, 2Pools

This modern 3-bedroom TOP FLOOR (with an ELEVATOR right to the door) luxury condo 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 MARVEL themed bedroom with a classic Arcade machine & PlayStation. 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, only a short drive to Disney.

A well-lit pool area is featured, showcasing a curved swimming pool with clear blue water. Surrounding amenities include several lounge chairs and palm trees. The building in the background contains multiple balconies, reflecting warm light from the interior.

4.89 out of 5 average rating, 263 reviews

Maria Luz Studio-Huge Terrace/Universal area.

We are sure that you will fall in love with our STUDIO!! Beautiful, Romantic and incredible lake view Studio!! King side bed and sofabed. Enjoy a LARGE PRIVATE TERRACE. Enjoy the jacuzzi bathtub inside the bathtub. Our Studio is located one block from the famous International Dr. In Orlando City. In the center of everything!! Universal Studio’s area. FREE PARKING. -Universal Studio 8 minutes by car -Disney park’s 10 to 15 minutes by car. Airport 15 minutes by car. -Seaworld Park’s 8 minutes.

A spacious outdoor pool is surrounded by palm trees and lounge chairs, inviting relaxation. The shimmering water reflects the clear sky. In the background, the serene Lake Bryan and a wooden pier are visible, contributing to the tranquil lakefront setting.

4.97 out of 5 average rating, 422 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.

4.89 out of 5 average rating, 118 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)

4.95 out of 5 average rating, 148 reviews

The exterior of a modern two-story building is shown, featuring a combination of light grey and white siding. Lush palm trees frame the front, with a paved driveway visible. A parked vehicle is positioned in front of the entrance, and a sunny blue sky is above.

Condo in Champions Gate

Spacious Condo for 8 Golf Waterpark 15 min Disney

Welcome to your Orlando family getaway! This 3-BR condo at Champions Gate offers a direct Golf Course view and sleeps up to 4 adults and four kids. Two rooms feature King beds, and one has two Full beds. Just 15 mins from Disney Parks! Enjoy complimentary access to the fabulous Oasis Club (3 pools, gym, Tiki Bar) and the Retreat Club. Full kitchen access saves you money. Champions Gate also boasts a 36-hole Greg Norman championship golf course! Location & luxury for all ages.

A modern living space features a gray sectional sofa adorned with blue accent pillows, positioned near a glass coffee table. Light fills the room through large windows, highlighting the open layout that connects to a dining area with elegant furnishings and a kitchen visible in the background.

4.9 out of 5 average rating, 184 reviews

NEW APARTMENT WITH WATER PARK AND NEAR DISNEY

Enjoy a carefree vacation at Storey Lake Resort. Located minutes from Disney, Falcon's Fire Golf Club, Universal, Epic Universal, SeaWorld, Orange County Convention, Premium Outlets. Less than 1 mile from Walmart, Target, and restaurants, your family will have everything they need. Water Park, gym, and all amenities FREE. Free parking, 24/7 security in this gated resort and with an automatic check-in with direct access code and elevator available

A sparkling pool is framed by lush palm trees and lounge chairs, inviting guests to relax. The cheerful two-story building in the background features vibrant blue-green accents and large windows, complementing the clear sky above.

4.93 out of 5 average rating, 122 reviews

Modern, spacious, and relaxing!

This stylish place to stay is perfect for group trips, from 1 day to a week stay, or a long stay. Very large patio for outside dining, open space living room, kitchen, and dining. Spacious master bedroom and bathroom. Spacious 2nd bedroom and bathrooms. Everything you'll need for you fine dining, or mac & cheese. Car seat, booster seat, and stroller available. Washer and dryer and iron available,

Popular amenities for Kissimmee condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

4.75 out of 5 average rating, 4 reviews

Mickey's Dream * Themed Game Area 2 BR

The living area features a large wall-mounted smart TV displaying a scenic beach view. Comfortable seating is provided by a gray sofa and two accent chairs. A coffee table sits in the center, complemented by a stylish blue area rug that adds vibrancy to the space.

5 out of 5 average rating, 69 reviews

Aqua Dream > Tropical Bahama Bay Condo Near Disney

4.97 out of 5 average rating, 58 reviews

Condo in Four Corners

Condo Near Theme Parks!

A modern living area is showcased with a geometric patterned feature wall. Comfortable blue sofas are arranged around a glass coffee table, while a large TV is mounted on the wall. Natural light enters through sliding glass doors that lead to outdoor seating.

4.8 out of 5 average rating, 59 reviews

Charming Storey Lake Escape near Disney, Kissimmee

4.92 out of 5 average rating, 13 reviews

Cozy condo in waterpark resorts and golf course

5 out of 5 average rating, 40 reviews

Harry Potter Family Vacation• Windsor+ Pool•Disney

4.93 out of 5 average rating, 40 reviews

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, 75 reviews

*Pristine* Condo minutes from Disney & more!

Pet-friendly condo rentals

4.85 out of 5 average rating, 292 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.

4.84 out of 5 average rating, 118 reviews

5 mins Universal 10 mins Epic park | Rustic LOFT

The image captures a vibrant pool area surrounded by lush palm trees and comfortable lounge chairs. An inviting infinity pool is centrally located, accompanied by cabanas and umbrellas. Multiple water slides are visible in one corner, enhancing the family-friendly atmosphere of the space.

4.92 out of 5 average rating, 128 reviews

Pet friendly Orlando area near ESPN Center

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, 106 reviews

Penthouse Lakeview Minutes to Disney/ Universal

The living room features a spacious sectional sofa and a flat-screen TV mounted on a wooden console. Large glass doors provide a view of the patio and golf course, while natural light fills the room through the sheer curtains. A potted plant adds a touch of greenery.

4.94 out of 5 average rating, 141 reviews

3 Bedroom w/large patio on Resort Golf Course

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, 413 reviews

Newly 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, 129 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.

4.83 out of 5 average rating, 240 reviews

Family Friendly I Mins from Disney I Resort Pool

Condo rentals with a pool

4.97 out of 5 average rating, 239 reviews

Comfortable, Spacious Condo. Perfect for Families

5 out of 5 average rating, 19 reviews

A modern living area features two sleek black sofas positioned around a circular table with a bowl of yellow fruit. A decorative wall art piece is mounted above, complemented by lamps and framed mirrors. Natural light streams through expansive windows draped in sheer curtains.

Condo in Ventura

Modern super clean condo at Ventura Country Club !

4.93 out of 5 average rating, 73 reviews

Heated Pools | Stylish Relaxing | 3 mile to Disney

A modern kitchen is featured with elegant cabinetry, stainless steel appliances, and granite countertops. A dining table is positioned to the left, surrounded by several chairs. Natural light enters through a nearby doorway, enhancing the sleek tile and hardwood flooring throughout the space.

4.92 out of 5 average rating, 86 reviews

Gated resort minutes from all major attractions

5 out of 5 average rating, 13 reviews

Magic Spring

5 out of 5 average rating, 46 reviews

The image features a collage of six photos showcasing various aspects of the condo. Highlights include a vibrant water park with dueling slides, a Star Wars themed bedroom with two beds and neon lights, a master bedroom with decorative bedding, a cozy living room with ample seating, and a modern kitchen equipped with stainless steel appliances and granite countertops.

Condo in Four Corners

Windsor Hill Fun Condo Starwars, Moana, Pool, Spa

The image showcases a resort pool surrounded by lounge chairs with palm trees in the background. A comfortable living area features a sectional couch and large windows allowing natural light. A themed bedroom displays a bed with a Mickey Mouse design. A backdrop of Cinderella Castle and Disney characters concludes the collage.

4.93 out of 5 average rating, 107 reviews

Fireworks Nightly Penthouse, Two Exits From Disney

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.