Apartment holiday rentals in Kissimmee

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Top-rated apartment rentals in Kissimmee

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

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Guest favourite
A spacious living area features a large sectional sofa, a glass coffee table, and a television mounted on the wall. Bright tropical wallpaper complements the decor, while natural light pours in through the large arched window. A cozy workspace is also visible.
Flat in Kissimmee
4.77 out of 5 average rating, 105 reviews

New APT 15Min Drive DisnyAirport&Parks KngBed Pets

Welcome to our exquisite studio with lake access! Enjoy a private, brand-new kitchen with a stove, dishwasher, and large fridge, plus new bathroom with stainless steel appliances. Unwind in modern comfort with stunning lake views. Ideal for remote work or relaxation, just 16 minutes from Disney and Universal. Enjoy high-speed Wi-Fi, cozy workspace, easy access to local attractions, dining, & shopping. Book now to experience the perfect blend of work and leisure in our serene convenient location!

Guest favourite
A modern living area features a gray sofa and a light wood coffee table, with decorative items placed on it. A comfortable armchair adds seating options. Large glass doors open to a private patio space with outdoor furniture, allowing natural light to fill the room.
Flat in Kissimmee
4.93 out of 5 average rating, 135 reviews

4741-104 Resort APT by Disney World 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!

Top guest favourite
Flat in Orlando
4.93 out of 5 average rating, 135 reviews

5 Minutes to Disney Free Shuttle King & queen bed

* FREE SHUTTLES * PREMIUM OUTLET MALL * EPIC * DISNEY * UNIVERSAL & SEA WORLD * FREE PARKING * NO RESORT FEE* Margarita Machine * Coffee Bar * Kitchen * Private Pool View Suite * 1 Bath * 1 KING BED 1 QUEEN * ADJUSTABLE BASE BEDS! Disney Springs 2 miles, Universal & Epic 6 miles * Heated Pool * Hot Tub * Gas BBQ Grills & Pizza Oven * OnSite Stroller Rental * Onsite Laundry * Ice Machines * Basketball * Game Room * Walk to Restaurant's & Shopping * Plush towels & Linens * MCO airport 20 Minutes

Top guest favourite
Flat in Kissimmee
4.98 out of 5 average rating, 48 reviews

Casa Oliva King Bed Near Parks/Shopping/Food/Golf

Welcome to your serene escape just minutes from Orlando’s top attractions. This thoughtfully designed space features rich textures, earthy tones, and modern touches to create a warm, elevated vibe. Enjoy resort-style perks: take a dip in the pool, workout at the gym, or relax in the hammocks under the Florida sun. Within walking distance to shops/restaurants/theme parks. Professionally cleaned and fully stocked—just bring your suitcase. Book today to experience the five star lifestyle.

Superhost
A modern living area features a green sofa and a wooden coffee table, with a well-equipped kitchenette in the background. Natural light enters through large windows draped with sheer curtains. The bedroom is visible in the distance, showcasing a king-size bed against a neutral wall.
Flat in Kissimmee
4.78 out of 5 average rating, 262 reviews

King Bed First Floor Family Condo Disney Universal

Welcome🌞! This unit is on the first floor! Your much deserved fun vacation away from home starts here 😎! Llocated in the heart 💗 of Walt Disney World and all Kissimmee and Orlando best fun spots 🎢! Includes 1 King size bed. and 1 Full size sofa bed. Just added BIG SMART TVs with Disney+, Netflix, Amazon Video perfect for relaxing after a fun-filled day.✨ 🚗 NEED A CAR? Ask us about our 8-passenger minivan. You can plan your stay and car rental all in one go. Ask us for the link!

Top guest favourite
A canopy-covered terrace is accented by a comfortable seating area featuring plush blue cushions. Sun loungers are arranged alongside a dining table with umbrella, offering views of the surrounding landscape and sky.
Flat in Orlando
4.93 out of 5 average rating, 108 reviews

Penthouse With Epic Views

Escape to a stunning, designer-remodeled 2BR/2BA penthouse with breathtaking views of the lake and four theme parks. This luxurious retreat comfortably fits 4 and features a private, wrap-around rooftop terrace, a kitchen, and full access to resort amenities like pools, a gym, and tennis courts. Perfect for a luxury vacation, this premier unit at The Enclave offers an unforgettable experience with high-end finishes and a dedicated workspace, combining comfort with unparalleled style.

Top guest favourite
A light-filled living area features a neutral-toned couch adorned with decorative pillows. A natural fiber rug lies beneath, while a dining space with white chairs is seen in the background. Coastal artwork adds a subtle nautical touch to the decor.
Flat in Kissimmee
4.89 out of 5 average rating, 112 reviews

Beach Heaven minutes from Disney

Discover the perfect blend of relaxation and adventure at our beach-themed oasis in the heart of Kissimmee. Ideally situated just minutes from the enchantment of Disney, our serene retreat offers a peaceful escape while keeping you close to all the excitement Orlando has to offer. Whether you're a family seeking magical memories, a couple looking for a romantic getaway, or solo travelers in need of a tranquil refuge, our beach retreat is your ideal home away from home.

Superhost
Flat in Kissimmee
4.87 out of 5 average rating, 135 reviews

Exquisite First-Floor Condo, 7 Min. to Disney

Step into our charming condo, where coziness awaits you! Our incredible property has everything you need to make your holiday even more magical. Situated in the heart of Orlando, this property is close to various attractions. Our guests have access to a private balcony and exceptional amenities. The community has a fully equipped gym, lazy river, pool, volleyball courts, epic water slides, kayak & mini-golf that make you feel like you were staying in a luxury resort.

Top guest favourite
Flat in Kissimmee
4.96 out of 5 average rating, 200 reviews

Top1% *La Piu Belle* Retreat at Storey Lake View

Welcome to **La Piu Belle Retreat** – a stylish, sunny, and serene escape at Storey Lake Resort. This 2-bedroom condo features boho-chic decor, a fully equipped kitchen, a bright balcony, and cozy vibes throughout. Enjoy access to a water park, gym, and more. Perfectly located just minutes from Disney, premium outlets, and top restaurants. Excellent Reviews: Our guests rave about their experiences, highlighting our cleanliness, location, and exceptional service.

Guest favourite
A cozy living room is shown with a brown sofa and bright orange throw pillows. A coffee table with yellow legs sits on a plush area rug. Large windows allow natural light, complemented by a ceiling fan and decorative wall art.
Flat in Kissimmee
4.87 out of 5 average rating, 143 reviews

Contemporary Stay 10 min to Parks Pets Friendly

Welcome to Your Magical Gateway – Just 10 Minutes from Orlando's Magical Parks! Location: Perfectly located for Disney and Universal, our apartment offers a peaceful retreat with all the comforts of home. Whether you’re here to explore the magic unwind, or even stay for longer terms, you’ll love every moment of our cozy space. The property sleeps 4 people! PLEASE CONTACT US TO INQUIRY ABOUT ADDITIONAL POTENTIAL DISCOUNTS FOR MULTIPLE DAYS STAY

Guest favourite
An open-concept kitchen and living area showcase a stylish design. A cozy sofa and armchair are paired with a light-colored rug. The kitchen features modern stainless steel appliances, white cabinetry, and two gold-accented bar stools positioned by the kitchen island.
Flat in Kissimmee
4.91 out of 5 average rating, 34 reviews

Chic Pink 2BR | Pool · Patio · Gym · Free Parking

Escape to this modern 2BR/2BA vacation rental just minutes from Disney, Universal, and Old Town Kissimmee! Families, couples, and friends will love the bright open layout, fully equipped kitchen, smart TV, and free Wi-Fi. Enjoy the resort pool, private balcony, and in-unit laundry, perfect for short or extended stays. With stylish décor and a prime location near theme parks, dining, and shopping, this home is your ideal Florida getaway.

Guest favourite
The modern kitchen is equipped with stainless steel appliances, including a large refrigerator, microwave, and oven. A granite countertop offers ample workspace, complemented by sleek cabinets. Pendant lights hang above the island, and a dining area is visible in the background.
Flat in Kissimmee
4.93 out of 5 average rating, 134 reviews

Serenity Lake: Spacious & comfy 3BR/2BA Apartment

Enjoy a relaxing stay in our spacious 3BR Orlando apartment! Located on the 2nd floor, it features lake views, a peaceful setting, and a master with a king bed, plus 2 queen beds and a bunk bed with full and twin bed. Includes a full kitchen with dishwasher, washer/dryer, and fast Wi-Fi. Close to top attractions: Disney (16 mi), Universal (22 mi), SeaWorld (16 mi), airport (13 mi), and stores just 1.6 mi away.

Popular amenities for Kissimmee apartment rentals

When is the best time to visit Kissimmee?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$150 SGD$155 SGD$162 SGD$142 SGD$131 SGD$136 SGD$140 SGD$125 SGD$114 SGD$121 SGD$136 SGD$159 SGD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°C

Quick stats about flat rentals in Kissimmee

  • Total holiday rentals

    Explore 500 holiday rentals in Kissimmee

  • Nightly prices starting at

    Kissimmee holiday rentals start at $25 SGD per night before taxes and fees

  • Verified guest reviews

    Over 20,390 verified reviews to help you choose

  • Family-friendly holiday rentals

    350 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Holiday rentals with a pool

    410 properties feature pools

  • Rentals with dedicated workspaces

    190 properties have a dedicated workspace

  • Wifi availability

    490 of Kissimmee holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Kissimmee rentals

  • 4.8 Average rating

    Kissimmee stays are highly rated by guests – averaging 4.8 out of 5!

Destinations to explore

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