Condo vacation rentals in Kissimmee

4.95 out of 5 average rating, 185 reviews

3161-305 Resort Lake View Disney Universal Orlando

Minutes from Disney World Orlando Florida, Modern & Stylish 2bed/2bath fully equipped apartment for up to 7 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!

A spacious bedroom is adorned with a blue accent wall featuring a starry pattern. A large, plush bed covered in a soft blue throw and white linens is centrally placed. A framed picture is mounted above the bed, and a small plant adds a touch of greenery.

4.9 out of 5 average rating, 244 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.

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, 211 reviews

Lakefront Resort Condo near Disney & Universal

Located minutes from Disney World and Universal Studios you are right in the middle of all the action with Disney Springs, Islands of Adventure,Sea World, Magic Kingdom,Epcot, two major outlet malls, and many other attractions .This resort style condo features a balcony overlooking beautiful Lake Bryan ,a large heated pool next to a Tiki bar with drinks/food menu.Concierge services for Park tickets available. Free parking ,24hr security. Free HBO & Netflix .No deposit required and no extra fees.

A spacious pool area is featured, surrounded by palm trees and lounge chairs. The expansive waterpark includes vibrant waterslides, providing a lively atmosphere. A relaxing hot tub is also visible nearby, complemented by a well-maintained landscaping that enhances the resort's inviting ambiance.

4.98 out of 5 average rating, 172 reviews

Poolside 3Br~Windsor Hills~Waterpark~2mi to Disney

Your Windsor Hills Getaway starts here! This top-rated condo overlooks the resort pool & waterpark and is just minutes from Disney World! New appliances and updated furnishings, this 3rd floor condo sleeps 8, with plenty of parking. The screened-in balcony can’t be beat, overlooking the pool, hot tub, and waterpark with waterslides! The clubhouse is just steps away, with a store, food, drinks, game room, and fitness center. No resort, parking, or hidden fees. Full access to all amenities!

A modern kitchen is presented with sleek white cabinetry and granite countertops. Stainless steel appliances, including a refrigerator and stove, are visible. A breakfast bar features two high-backed chairs, set with dishes and glassware, creating an inviting dining space. Ample natural light fills the area.

4.77 out of 5 average rating, 179 reviews

Newly Updated 2BR/2BA Luxury Unit at Storey Lake

NEWLY REMODELED/UPDATED! Just 5 short miles from Disney, our cozy and clean 2BR/2BA unit offers a modern kitchen, high-speed WiFi, premium streaming, and comfortable AC to escape Florida's warmth. Enjoy comfortable beds after fun and adventurous days. Enjoy complimentary water park access with pools, hot tub, lazy river, and water slides and exclusive access to a newer pool area. Ideal for exploring attractions like Disney, Universal, LEGOLAND, and Kennedy Space Center. Book your stay now!

4.83 out of 5 average rating, 299 reviews

Beautiful 2/2 Gem, 2 mi to Disney with Water Park!

Brand new flooring, mattresses, AC, water heater and more! Disney SO close! Our Property Manager will see to any needs during your stay, a rental registration is required. Beautiful, clean and comfy condo in Windsor Hills Resort with a new WATER PARK and tons of amenities. Stainless appliances and granite, free wifi/cable, desk/charging station and PS 3 with games, Pack N play, stroller, high chair, wash/dryer, a starter kit of supplies. No hidden fees, free parking. Perfect for families!

A vibrant pool area is showcased, featuring bright water play structures including a pink water umbrella and colorful fountains. Sun loungers and umbrellas in various colors surround the pool, with palm trees lining the background under a clear blue sky filled with fluffy clouds.

4.86 out of 5 average rating, 401 reviews

Gated community, 5 miles from Disney

Decorated prioritizing comfort for our guests, smart lock for a self check in. Our community is now part of Calipso Cay Resorts. All of our guests are allowed to cross over to all 3 properties including the big Holiday Inn side. 5 swimming pools in total, 3 hot spas, water slides, mini golf, basketball, tennis, volleyball, playground, rock climbing, and more. They also have a bar/lounge, a snack bar/deli, coffee shop, 300 feet ZipLine available for a purchase.

The living area is furnished with a blue couch adorned with patterned pillows. Two matching wooden side tables with lamps provide soft lighting, while a wooden coffee table sits in the center. A decorative wall piece featuring palm trees adds a touch of character to the room.

5 out of 5 average rating, 157 reviews

Disney & Epic Free Shuttle, Kitchen

Enjoy a remodeled condo with free shuttle to Disney and Universal, all just minutes away! What’s Included: • 2 Queen Beds • Full Kitchen • Free Keurig Coffee • 55” TV's • Fast Wi-Fi • Free Parking • Heated Pool & Hot Tub • Free Shuttle • Self Check-In Ideal for families, couples, or solo travelers looking to relax after the parks. Disney Springs Magic Kingdom Hollywood Studios Animal Kingdom EPCOT Epic Universe Universal SeaWorld Premium Outlet Mall

The image showcases a colorful resort with pastel-colored buildings reflecting on a calm lake. Lush greenery surrounds the area, enhancing the tranquil setting. A clear blue sky is visible, with a playful Mickey Mouse graphic indicating proximity to Disney World.

4.98 out of 5 average rating, 281 reviews

Amazing ❤️ Water View Condo near Disney & Universal

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!

A picturesque view of the resort-style pool area is presented, featuring several palm trees and lounge chairs around the sparkling water. Colorful slides and a splash park are visible, with pathways leading to different activities amidst landscaped greenery.

4.91 out of 5 average rating, 172 reviews

P-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, 176 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 patio area is presented under a covered porch, featuring a round table set for two with a white tablecloth and colorful cups. Two comfortable chairs with blue cushions are positioned around the table. A scenic view of a lake with greenery can be seen in the background.

4.8 out of 5 average rating, 142 reviews

Stunning view, near Disney.

Very comfortable unit with a stunning view of the pond. Full equipped kitchen , close to everything (grocery, shopping,3 miles from Disney, sea world, universal, etc). Shuttle to Disney and Universal studio. Free access to all amenities to the hotel beside ( mini putt, pools, zip line ($), hot tubs, starbucks). Just waiting for you.

Popular amenities for Kissimmee condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

The exterior of the villa features a charming architectural design with a large arched window, allowing warm light to spill out. Lush greenery surrounds the home, providing a welcoming atmosphere. The inviting orange glow from within hints at a cozy interior.

4.67 out of 5 average rating, 61 reviews

Laguna Bay Magical Villa

An inviting bedroom features a Mickey-themed design with two spacious beds, ideal for children. The cozy living area showcases a comfortable sectional sofa, a flat-screen TV, and modern lighting. A stylish dining space with a table and six chairs is also visible, enhancing communal dining.

5 out of 5 average rating, 18 reviews

4731-103 Stay Magical • 2BR with Mickey Room & Mor

4.89 out of 5 average rating, 88 reviews

Condo in Davenport

Luxurious Living 15 minutes from Disney

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.

5 out of 5 average rating, 25 reviews

Stunning waterfront Views 1 mile to Disney 2 bath

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, 70 reviews

*Pristine* Condo minutes from Disney & more!

A modern living area features a chic futon couch adorned with decorative pillows. A round marble coffee table is positioned at its center, accompanied by a small side table with a lamp. A vibrant pink throw blanket drapes over a comfortable chair, with greenery adding a touch of nature.

4.91 out of 5 average rating, 64 reviews

Newly Renovated Condo near Disney & Universal

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.

4.86 out of 5 average rating, 80 reviews

Disney Retreat

A cozy living area is presented, featuring a brown sofa adorned with decorative pillows. Colorful wall art, including Mickey Mouse themes, complements the bright space. A stylish dining table and chairs are visible in the background, alongside a well-equipped kitchen with modern appliances.

4.94 out of 5 average rating, 31 reviews

1 Mile Disney Area + EPIC & Universal Free Shuttle

Pet-friendly condo rentals

4.94 out of 5 average rating, 136 reviews

The living room features a power reclining sofa and love seat, arranged around a dark coffee table. A modern painting adorns the wall, and natural light enters through large windows, illuminating the adjoining kitchen area visible in the background.

Condo in Davenport

9 miles from Disney - Bella Piazza spacious condo

4.86 out of 5 average rating, 285 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

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, 118 reviews

Pet friendly Orlando area near ESPN Center

4.86 out of 5 average rating, 173 reviews

10 mins to Disney-Hot tub-Queen Puffy Lux bed

A cozy sleeping area features a spacious bed dressed in crisp linens, accompanied by two bedside tables topped with lamps. A wall-mounted television offers access to various streaming services. Light-colored walls and a vibrant orange accent wall enhance the inviting atmosphere.

4.77 out of 5 average rating, 269 reviews

King Bed Small Studio Disney World Universal

4.8 out of 5 average rating, 246 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, 115 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, 224 reviews

Family Friendly I Mins from Disney I Resort Pool

Condo rentals with a pool

4.94 out of 5 average rating, 67 reviews

Lake Front Mickey House 7

A bright, modern living area features a comfortable sofa adorned with decorative pillows. Natural light filters through the window, enhancing the open layout that seamlessly transitions to a well-equipped kitchen with a spacious island and three wooden stools.

4.97 out of 5 average rating, 39 reviews

The Palms 1st floor By Pool, Fully Stocked 5 stars

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, 157 reviews

Contemporary apartment near Disney with WIFI

A cozy bedroom is featured, showcasing a spacious bed with a beige and white coverlet. Two bedside tables with lamps are placed on either side. Framed artwork adorns the walls, and a wooden dresser adds warm tones to the room.

4.94 out of 5 average rating, 79 reviews

Spacious 2BDR Disney Villa – Pool & Hot Tub

The image showcases a bright, open living space with large windows offering an expansive view of the lake. A spacious balcony extends from the living area, while a comfortable seating arrangement and dining table, framed by natural light, invite relaxation. Scenic artwork adorns the walls.

4.69 out of 5 average rating, 59 reviews

Spacious condo centrally located near theme parks

4.98 out of 5 average rating, 43 reviews

The living area features a brown leather sofa, two green accent chairs, and a wooden coffee table atop a grey rug. A dining area with metal chairs is visible in the background, along with kitchen cabinetry and pendant lighting that provides a modern touch.

Condo in Four Corners

Condo Near Theme Parks!

4.92 out of 5 average rating, 36 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)