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Apartment holiday rentals in Winter Springs

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Top-rated apartment rentals in Winter Springs

Guests agree: these apartments are highly rated for location, cleanliness and more.

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Top guest favourite
Apartment in Orlando
4.99 out of 5 average rating, 135 reviews

Disney Area Updated Lake View Orlando Resort Condo

Updated Disney area condo Amazing private lakeview and location! Special Mickey touches Spacious one bedroom plus bunk bed nook & TWO full bathrooms King bed in main bedroom with ensuite Two bunk beds in hall nook Queen size sleeper sofa in living area 2nd bathroom has access from hall Upgraded Stainless Steel kitchen New Washer & Dryer New AC & Heat Balcony overlooking pools & lake New furnishings 885 sq ft No resort fees Free Parking Disney 1 mi Seaworld 5mi Convention Center 6mi Universal 8mi

Top guest favourite
An open dining area showcases a wooden table set for six with stylish plates and glasses. Adjacent to the dining space, a comfortable living area features a light blue sofa adorned with colorful pillows and a mounted flat-screen TV. Large sliding glass doors reveal a view of the outdoor space.
Apartment in Kissimmee
4.9 out of 5 average rating, 171 reviews

3191-204 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!

Guest favourite
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.
Apartment in Orlando
4.84 out of 5 average rating, 127 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 favourite
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.
Apartment in Kissimmee
4.87 out of 5 average rating, 145 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!

Guest favourite
Apartment in Orlando
4.83 out of 5 average rating, 143 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!!

Guest favourite
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.
Apartment in Orlando
4.96 out of 5 average rating, 173 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!!!

Guest favourite
Apartment in Davenport
4.88 out of 5 average rating, 109 reviews

A luxurious living just 15 min/Disney

Get ready for an exciting family adventure at our fabulous 2-bedroom condo in the breathtaking Tuscana Resort. Our unbeatable location places you at the center of all the action, whether you're eager to dive into the thrilling theme parks, tee off on a beautiful golf course, treat yourself to some fantastic shopping, or simply soak up the radiant Florida sun. This is the perfect spot for an unforgettable Orlando vacation—there's endless fun waiting for everyone!

Guest favourite
A modern living area features a large sectional sofa and a glass coffee table. Natural light floods the space through multiple windows, enhancing the warm wooden flooring. A round dining table is set for four, while a decorative artwork piece adorns the wall.
Apartment in Orlando
4.87 out of 5 average rating, 179 reviews

Beautiful Downtown Condo 1/1

This fully furnished 1/1 apartment, comes fully equipped with all the necessities you need for your vacation or short stay to Orlando, The City Beautiful. We have fully remodeled our house and would like to share the experience with you. The bedroom come with California king bed. Our kitchen has pots, pans, plates and silverware, as well as a Nespresso coffee machine for your morning wake up! We have our laundry machines in-house and yes, you can use them.

Guest favourite
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.
Apartment in Kissimmee
4.85 out of 5 average rating, 115 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.

Guest favourite
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.
Apartment in Winter Park
4.83 out of 5 average rating, 127 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.

Guest favourite
A private balcony offers seating with a view of the shimmering lake, highlighting the surrounding landscape. Adjacent images reveal family-friendly amenities, including a vibrant water park with slides, an elegant kitchen space, and a welcoming sleeping area featuring playful decor.
Apartment in Kissimmee
4.89 out of 5 average rating, 200 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

Superhost
A bright and airy studio is showcased with large windows allowing natural light to fill the space. A king-size bed with a patterned quilt is paired with a comfortable daybed. A 65" TV is mounted on the wall, and a small dining area features two chairs with a vase of flowers.
Apartment in Orlando
4.78 out of 5 average rating, 104 reviews

XLPatio Studio/KingBed/Universal

2 miles from Universal Studios, 4 miles from SeaWorld, 9 miles from Disney, and 15 miles from Orlando International Airport . Located right on the famous International Drive . Steps away from Universal CityWalk . Oversized balcony with a partial fireworks view . King-size bed and a comfortable daybed . Mini kitchen . 65" 4K TV . High-speed WiFi . 24-hour self-check-in . Free parking . Access to resort pools and amenities

Popular amenities for Winter Springs apartment rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Weekly apartment rentals

Top guest favourite
A decorative display featuring a Mickey Mouse-shaped shelf with a deck of Bicycle playing cards. The shelf is flanked by two potted green plants, placed on a textured runner that complements the natural elements of the arrangement.
Apartment in Orlando
4.99 out of 5 average rating, 105 reviews

Classy Disney Themed Condo with FREE shuttle!

Guest favourite
The living area features a comfortable seating arrangement with a dark leather sofa and loveseat. A rustic coffee table is centered on a wood-style floor, while a stone fireplace adds warmth. Natural light enters through multiple windows adorned with blinds, enhancing the inviting space.
Apartment in Lake Mary
4.9 out of 5 average rating, 40 reviews

3/2 near beaches and theme parks

Top guest favourite
An aerial view of the clubhouse area is displayed, featuring a large pool surrounded by lounge chairs. Palm trees provide greenery around the poolside, while guests can be seen enjoying the water. The architecture of the clubhouse complements the inviting outdoor space.
Apartment in Orlando
4.92 out of 5 average rating, 153 reviews

Location,Location 3bd 2bth near parks conv.ct/Int.

Guest favourite
A spacious living area features modern furnishings, including a gray sofa and an orange chair. Wood coffee tables are placed on a textured rug. A dining area with six chairs is visible in the background, complemented by a well-equipped kitchen with sleek cabinetry and appliances.
Apartment in Kissimmee
4.83 out of 5 average rating, 149 reviews

2BD/2BA Brand-new condo near Disney World #119

Top guest favourite
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.
Apartment in Orlando
4.96 out of 5 average rating, 125 reviews

Penthouse Lakeview Minutes to Disney/ Universal

Top guest favourite
A modern studio presents a king-size bed with a plush gray comforter, elegantly complemented by a decorative throw. A cozy seating area features a blue tufted ottoman and stylish bar stools. Large windows allow natural light to fill the space, framed by sheer and dark curtains.
Apartment in Orlando
4.89 out of 5 average rating, 288 reviews

Maria Luz Studio-Huge Terrace/Universal area.

Top guest favourite
Apartment in Kissimmee
5 out of 5 average rating, 111 reviews

Cozy Condo at Secret Lake near Disney

Guest favourite
Apartment in Orlando
4.95 out of 5 average rating, 137 reviews

Modern Lake view Condo 1 mile from Disney

Pet-friendly apartment rentals

Guest favourite
Apartment in Orlando
4.94 out of 5 average rating, 173 reviews

Vista Cay Luxury Vision, Next to EPIC and OCCC

Guest favourite
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.
Apartment in Kissimmee
4.77 out of 5 average rating, 265 reviews

Quiet Family Condo Disney Universal Orlando

Top guest favourite
Apartment in Orlando
4.97 out of 5 average rating, 175 reviews

Magically Close To Disney- Easy Access Universal

Guest favourite
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.
Apartment in Kissimmee
4.91 out of 5 average rating, 138 reviews

Home away from home for the Parks!

Guest favourite
A stylish living room features a large gray sectional sofa complemented by bright orange cushions. A black coffee table stands in the center, while two lamps provide soft lighting. Wall decor includes mirrors and artwork, enhancing the airy ambiance created by the large windows.
Apartment in Orlando
4.81 out of 5 average rating, 161 reviews

Newly Renovated Premium Condo, Vista Cay - 2002

Guest favourite
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.
Apartment in Kissimmee
4.85 out of 5 average rating, 106 reviews

Wonderful apartment close to Disney • 3bed • 2bath

Top guest favourite
A themed room is showcased with stone-accented walls and decorative portraits. A cozy electric fireplace adds warmth, while a vibrant bedspread displays a whimsical design. Two lanterns provide gentle lighting, and large windows with blinds invite natural light into the space.
Apartment in Kissimmee
4.92 out of 5 average rating, 130 reviews

Your Magical Adventure min to Theme Parks

Guest favourite
A spacious living area features a large sectional sofa and two blue accent chairs arranged around a round coffee table. Large windows allow plenty of natural light to fill the space, while a colorful artwork hangs on the wall, complemented by a soft area rug underfoot.
Apartment in Kissimmee
4.77 out of 5 average rating, 144 reviews

Luxury • Modern • CLOSE2DISNEY • 3bed • 2bath

Apartment rentals with a pool

Guest favourite
Apartment in Winter Park
4.95 out of 5 average rating, 38 reviews

Charming 2/1 Condo on a Lake in Winter Park

Top guest favourite
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.
Apartment in Orlando
5 out of 5 average rating, 20 reviews

Modern super clean condo at Ventura Country Club !

Superhost
A modern living space is illuminated by natural light from large windows, offering expansive views of the skyline. A plush gray sofa is complemented by a wooden coffee table and decorative plants. A stylish lamp hangs from the ceiling, enhancing the contemporary design.
Apartment in Central Business District
5 out of 5 average rating, 4 reviews

The Maximus 1BR - King Bed, Rooftop Pool, Gym

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

2BR Resort Condo Near Disney – Family Ready

Guest favourite
A cozy dormitory space features two bunk beds draped with red fabric. A wooden door leads to the room, where a starry ceiling complements golden light fixtures. A Victorian-style chair and a small trunk add charm, while natural light filters through a window with red curtains.
Apartment in Kissimmee
4.94 out of 5 average rating, 62 reviews

Fully Themed Harry Potter Magical Experience!

Top guest favourite
Apartment in Kissimmee
4.91 out of 5 average rating, 176 reviews

Chic Disney Resort Condo • Pool Access Near Parks

Top guest favourite
Apartment in Orlando
5 out of 5 average rating, 31 reviews

Lake & Pool View 3BR Condo • Spacious Near Disney

Guest favourite
Apartment in Orlando
4.91 out of 5 average rating, 181 reviews

VISTA CAY RESORT, 2 BEDROOM STANDARD APARTMENT

Destinations to explore