
Condo vacation rentals in Kissimmee
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Top-rated condo rentals in Kissimmee
Guests agree: these condos are highly rated for location, cleanliness, and more.

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.

*NEW* Adventureland Stay / Sleeps 6 / Near Disney
Welcome to the Adventureland bungalow! This 2 bd/ 2 ba stay features a Tiki room living room with a sofa bed. The upgraded kitchen and bamboo bar are perfect to kick back and relax, or enjoy the screened in patio with tiki torches and seating area. The Jungle Cruise master bedroom features a king size bed and lovely waterfront views with lush greenery. The Pirate bedroom is fit for a captain (or two!) and has two twin xl beds. Air conditioning throughout. Located on the third floor/stair access.

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

Chic Disney Resort Condo • Pool Access Near Parks
Magical Disney getaway that sleeps up to 6 guests just 7 miles from Disney. Enjoy full resort perks & amenities, fast free Wi-Fi, and year-round pool & hot-tub access. • Enjoy a heated pool, hot tub, game room, and fitness center, and Smart TVs • Full kitchen and cookware • Free parking steps from elevator • Located in a secure, gated community Perfect for families, couples, or business travelers. Near Universal, SeaWorld & top dining! Relax on a balcony & reach every park in under 15min!🏰✨

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.

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!

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.

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 Calypso 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.

Gorgeous❤️ Pool & Lake View Condo near Disney Parks
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!

O-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

SL106 - Modern Condo - Resort Access included
Welcome to Your Dream Vacation at Storey Lake Resort! Step into this stylish and spacious 2-bedroom, 2-bathroom condo, designed to comfortably accommodate up to seven guests. Nestled in the heart of Storey Lake Resort in Kissimmee, FL, this vacation rental offers the perfect blend of luxury, comfort, and convenience for an unforgettable getaway.

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
Weekly condo rentals

Spacious 2BDR Disney Villa – Pool & Hot Tub

Pet friendly Orlando area near ESPN Center

Modern Apartment with lake view Close to Disney

**LOCATION**Clean/sanitized 1BR apt next to Disney

2BD Champions Gate Magical Near Disney (CG 1177)

Modern Condo with Lake View Near Disney 3151

*Pristine* Condo minutes from Disney & more!

Wyndham Bonnet Creek ツ 1 Bedroom Deluxe!
Pet-friendly condo rentals

Magical Champions Gate 3/2 Tuscan Penthouse

5 mins Universal 10 mins Epic park | Rustic LOFT

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

Penthouse Lakeview Minutes to Disney/ Universal

Cozy single story condo near Disney

Home away from home for the Parks!

Family Friendly I Mins from Disney I Resort Pool

Westgate Vacation Villas - 1 Bedroom
Condo rentals with a pool

Bahama Bay awesome Star Wars room

Near Disney/Universal Lovely 2bedroom/2bath Condo

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

Disney Area! Modern Luxe King Villa! Resort Pool!

Disney Retreat

Newly Renovated Condo near Disney & Universal

Home Suite Home #2

Orlando Fun: Minutes to Disney and Margaritaville
When is the best time to visit Kissimmee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$23,013 GYD | G$23,850 GYD | G$24,059 GYD | G$22,804 GYD | G$20,711 GYD | G$21,758 GYD | G$22,176 GYD | G$20,293 GYD | G$18,829 GYD | G$20,293 GYD | G$21,339 GYD | G$25,942 GYD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
Quick stats about condo rentals in Kissimmee

Total vacation rentals
Explore 450 vacation rentals in Kissimmee

Nightly prices starting at
Kissimmee vacation rentals start at G$4,184 GYD per night before taxes and fees

Verified guest reviews
Over 30,830 verified reviews to help you choose

Family-friendly vacation rentals
400 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 70 rentals that welcome pets

Vacation rentals with a pool
410 properties feature pools

Rentals with dedicated workspaces
250 properties have a dedicated workspace

Wi-Fi availability
450 of Kissimmee vacation rentals include wi-fi 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!
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- Universal Studios Florida
- Orange County Convention Center
- Universal Orlando Resort
- Disney Springs
- SeaWorld Orlando
- Walt Disney World Resort Golf
- Magic Kingdom Park
- Disney's Animal Kingdom Theme Park
- Old Town
- Epcot
- ESPN Wide World of Sports
- Kia Center
- Reunion Resort Golf Courses - Palmer & Watson
- Universal's Volcano Bay
- Discovery Cove
- Aquatica
- Island H2O Water Park
- Disney's Hollywood Studios
- ICON Park
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- Universal's Islands of Adventure
- Ventura Country Club
- Shingle Creek Golf Club






