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Condo vacation rentals in Winter Springs

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Top-rated condo rentals in Winter Springs

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Guest favorite
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.
Condo in Kissimmee
4.9 out of 5 average rating, 249 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.

Top guest favorite
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.
Condo in Kissimmee
4.94 out of 5 average rating, 216 reviews

3150-303 Resort Pool 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!

Guest favorite
The modern building features multiple stories with large windows, allowing natural light to fill the interiors. Surrounding the structure are well-maintained trees and a landscaped area. A parking lot is visible in front, accommodating several vehicles.
Condo in Orlando
4.86 out of 5 average rating, 464 reviews

DELUXE STUDIO NEAR UNIVERSAL/DISNEY/CONVEN. CENTER

This is the 1st floor Deluxe Studio Suite, private porch w/ chairs & coffee table located just off famous International Drive surround shops and restaurants in walking distance & close to all attractive places: Universal studio (5 min),Disney(15 min),Seaworld (7min),Convention center (5 min), Millenia Mall & Outlet Mall (10 min), Airport (20 min) FREE PARKING & Guest can access to all amenities Fully Furnished Studio: - 2 queen beds, Sofa and towels - Fully Equipped Kitchen - Internet & cable tv

Guest favorite
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.
Condo in Orlando
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

Guest favorite
A spacious living area is showcased with a comfortable gray sofa and a round coffee table placed on a light blue area rug. Modern wall art adorns the walls, and a dining table with four chairs is visible in the background. Natural light fills the space, highlighting the vaulted ceilings.
Condo in Ventura
4.84 out of 5 average rating, 123 reviews

Entire Condominium- Luxury Gated Community

Gorgeous, recently renovated 1 bedroom condominium with vaulted ceilings and tons of natural light. This condo has the exclusivity for a single guest or the intimacy for a couple. It is even spacious enough for a small family or group of friends with a Queen Bed and Twin Bed in the bedroom and a comfortable Queen Pull-out bed in the living room. This unit is located in the Heart of Orlando. 8 minutes from the Airport. 25 minutes from Universal. 30 minutes from Disney. 15 minutes from downtown!

Guest favorite
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.
Condo in Kissimmee
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.

Guest favorite
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.
Condo in Kissimmee
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!

Top guest favorite
A cozy studio space is highlighted by a spacious bed adorned with a decorative blanket. A comfortable sofa and tufted stool provide additional seating. Light floods in through large windows, illuminating the soft tones of the wallpaper and area rug.
Condo in Orlando
4.89 out of 5 average rating, 177 reviews

Luxury Studio, Near to Universal-Epic ,And Disney!

Beautiful and Comfortable newly renovated studio right in the heart of Orlando! ❤️. One block from International Dr. and Universal Studios Area. Orlando Airport 20m. By car. Disney Park’s 15 minutes by car. Epic and Universal Studios Park’s, 4 minutes by car. SeaWorld Park 5 minutes by car. Icon Park (Orlando Eye) 2 minutes by car. Cocoa Beach 45minutes by car. Prime and Premium outlet shopping mall 5 minutes by car. Orlando Convention Center 5 minutes ,good restaurants, great location.

Top guest favorite
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.
Condo in Orlando
4.97 out of 5 average rating, 413 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.

Top guest favorite
A spacious living area features a comfortable sofa and two turquoise chairs, inviting relaxation. A large rug with geometric patterns anchors the space, while a modern art piece adds a colorful focal point. Natural light floods in through large windows, highlighting the open layout.
Condo in South Eola
4.97 out of 5 average rating, 159 reviews

Downtown Condo w/ Treetop Views & Free EV Charging

Rooftop Deck with Skyline Views - Free Downtown Parking - Free EV Charging - Fast WiFi Lots to love about this condo! We are just four blocks from Lake Eola. Plenty of great restaurants and nightlife options close, yet we are just far enough from the noise and traffic of downtown to enjoy some quiet too. Walk to Grocery Store (Publix), Fine Dining, Bars, Clubs, Performing Arts Center, Lake Eola Farmer's Market, Kia Center Concerts and Sporting Events and more!!!

Top guest favorite
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.
Condo in Orlando
4.99 out of 5 average rating, 164 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

Guest favorite
A modern kitchen is seen, featuring white cabinetry and a speckled granite countertop. Stainless steel appliances, including a microwave and toaster, are positioned conveniently. A small potted plant adds a touch of greenery, while natural light filters in through the window above the sink.
Condo in Winter Park
4.84 out of 5 average rating, 112 reviews

Lovely Winter Park Home close to Hospitals !

Lovely Condo close to Full Sail, Rollins College, Valencia College, UCF and Advent Health Winter Park Hospital. Close to Park Avenue - Winter Park’s shopping, dining and cultural gem – boasts more than 140 boutiques, sidewalk cafes, and museums, all in the shadow of oak-canopied Central Park. In addition to the shops, dining and cultural offerings, you can plan a trip around special events that include seasonal art shows, concerts and fashion events.

Popular amenities for Winter Springs condo rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Weekly condo rentals

Top guest favorite
Aerial view of the resort shows a lush, tropical landscape with multiple swimming pools surrounded by palm trees. Colorful two-story condos are visible in the background, conveying a relaxed community setting. The central lagoon features serene waters, enhancing the resort's appeal.
Condo in Kissimmee
4.93 out of 5 average rating, 241 reviews

Family Fun near Disney! 2BR+Loft; 5 Pools/MiniGolf

Superhost
A living area features a comfortable gray sectional sofa paired with a decorative area rug. A round coffee table and a side table are positioned nearby. Two pieces of wall art contribute to the space, while a ceiling fan provides airflow.
Condo in South Eola
4.92 out of 5 average rating, 51 reviews

Location Lake Eola View 1 Bedroom condo

Guest favorite
A spacious living area is designed with light grey sofas and a glass coffee table, surrounded by greenery. Large windows with wooden blinds allow natural light to fill the room, while a ceiling fan enhances airflow. Soft, neutral tones create a relaxing atmosphere.
Condo in Kissimmee
4.88 out of 5 average rating, 153 reviews

Near Disney/Universal Lovely 2bedroom/2bath Condo

Guest favorite
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.
Condo in Kissimmee
4.84 out of 5 average rating, 131 reviews

Apartment with a great location in Kissimmee, FL!

Guest favorite
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.
Condo in Kissimmee
4.9 out of 5 average rating, 40 reviews

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

Guest favorite
A modern living area is featured with natural light streaming through large windows. A comfortable white leather sofa faces a sleek entertainment unit. A dining table with white chairs is positioned nearby, and a wooden cabinet adds warmth to the space, accented by indoor greenery.
Condo in Maitland
5 out of 5 average rating, 7 reviews

Chic Oasis in heart of Orlando

Guest favorite
A modern living space showcases a kitchen with white cabinetry and stainless steel appliances. The open layout includes a dining area with a red and white checkered table, comfortable seating, and a vibrant accent wall. Natural light enters through large windows, illuminating the cozy atmosphere.
Condo in Kissimmee
4.83 out of 5 average rating, 428 reviews

Mickey Mouse Themed Getaway next to Disney 1

Top guest favorite
A winding lazy river pool is surrounded by lush palm trees and tropical landscaping. Water features, including slides and spraying elements, create an engaging atmosphere. Steps lead into the pool, which is framed by natural stone and tile, offering a serene escape in a vibrant setting.
Condo in Kissimmee
4.98 out of 5 average rating, 155 reviews

Condo on the top floor with lake view near Disney!

Pet-friendly condo rentals

Guest favorite
The open-plan living area features a spacious dining table surrounded by elegant chairs, complemented by designer lighting. A comfortable sectional sofa is positioned opposite a large TV, while large windows allow natural light to illuminate the room.
Condo in Orlando
4.95 out of 5 average rating, 148 reviews

Vista Cay Luxury Vision, Walk to EPIC and OCCC

Top guest favorite
Condo in Davenport
4.94 out of 5 average rating, 141 reviews

9 miles from Disney - Bella Piazza spacious condo

Guest favorite
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
4.85 out of 5 average rating, 289 reviews

Magical Champions Gate 3/2 Tuscan Penthouse

Guest favorite
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.
Condo in Orlando
4.86 out of 5 average rating, 108 reviews

5 mins Universal 10 mins Epic park | Rustic LOFT

Guest favorite
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.
Condo in Kissimmee
4.92 out of 5 average rating, 121 reviews

Pet friendly Orlando area near ESPN Center

Top guest favorite
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.
Condo in Orlando
4.96 out of 5 average rating, 102 reviews

Penthouse Lakeview Minutes to Disney/ Universal

Guest favorite
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.
Condo in Kissimmee
4.77 out of 5 average rating, 274 reviews

King Bed Small Studio Disney World Universal

Guest favorite
A bright bedroom is presented, featuring a spacious bed with crisp white linens and a decorative orange pillow. Soft overhead lighting highlights the warm tones of the wooden headboard. The room includes an ensuite bathroom, visible through an open door, enhancing accessibility.
Condo in Orlando
4.91 out of 5 average rating, 394 reviews

Westgate Palace Resort 2 bedroom

Condo rentals with a pool

Guest favorite
A living area features a brown sectional sofa and a blue accent chair, arranged around a black coffee table. A flat-screen television is mounted on the wall, with light filtering through large windows covered by sheer curtains. A potted plant adds a natural element to the space.
Condo in Lake Nona
5 out of 5 average rating, 15 reviews

Near MCO, USTA, and Medical City in Lake Nona

Guest favorite
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.
Condo in Kissimmee
4.97 out of 5 average rating, 73 reviews

*Pristine* Condo minutes from Disney & more!

Guest favorite
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.
Condo in Kissimmee
4.91 out of 5 average rating, 66 reviews

Newly Renovated Condo near Disney & Universal

Guest favorite
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.
Condo in Kissimmee
4.9 out of 5 average rating, 156 reviews

SL106 - Modern Condo - Resort Access included

Guest favorite
The exterior of Wyndham Bonnet Creek Resort is framed by palm trees, showcasing a large building with multiple stories and a welcoming entrance. A landscaped area with pools and seating is visible in the foreground. Mickey Mouse is illustrated in the corner, enhancing the family-friendly atmosphere.
Condo in Orlando
4.98 out of 5 average rating, 64 reviews

Wyndham Bonnet Creek ツ 1 Bedroom Deluxe!

Top guest favorite
A large pool area is prominently featured, surrounded by lounge chairs arranged neatly on the deck. The pool is framed by palm trees and the building stands in the background, displaying a welcoming facade with multiple windows.
Condo in Davenport
4.97 out of 5 average rating, 87 reviews

Home Suite Home #2

Superhost
Condo in Davenport
5 out of 5 average rating, 3 reviews

Joe's Happy Place

Top guest favorite
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.
Condo in Orlando
4.95 out of 5 average rating, 44 reviews

1 Mile Disney Area + EPIC & Universal Free Shuttle

Destinations to explore