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Places to stay near Old Town

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Top-rated vacation rentals near Old Town

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

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Guest favorite
The dining area features a wooden table set for six, adorned with colorful placemats and plates. The bright space flows into a living area with a comfortable sectional sofa and a flat-screen television. Natural light streams through sliding doors leading to a patio.
Townhouse in Kissimmee
4.91 out of 5 average rating, 142 reviews

Amazing Location in Regal Oaks close to Disney

🏠 Vacation home 3 bedrooms In Regal Oaks Resort Winning Award 👮🏻 Secured gated community 🛌 KING, QUEEN & TWIN BEDS 🏊🏻‍♀️ Free use of large heated pool 🛝 Dual water slide pool, jacuzzi 🏃🏻 Fitness center 🎾 Tennis court 🏘️ Clubhouse 🍴restaurant 🍸 bar 🌡️ Private HOT TUB 🧑‍🍳 Fully equipped modern kitchen 🎡 10 min' walk to Old Town Park 🎢 Disney parks, just 5 miles 🏞️ Universal Studios, 13 miles 🍽️ Dining options within 2 miles 🅿️ Free parking

Top guest favorite
The master bedroom features a king-size bed adorned with plush pillows and a cozy blanket. Large sliding doors open to a private balcony with serene views. Stylish lamps illuminate the room, complemented by rich maroon and neutral tones on the walls.
Townhouse in Kissimmee
5 out of 5 average rating, 262 reviews

BOOK your Disney inspired Lakefront retreat NOW!

Begin and end your dream vacation in a place where modern comfort meets magical wonder! This one-of-a-kind retreat is sure to please the family looking for adventure in Orlando as well as couples in search of a relaxing, romantic getaway. Great location just minutes from Disney, Universal, SeaWorld, numerous restaurants, tourist attractions and easy access to major highways such as SR417 and I4. *FREE WIFI, Netflix & Disney+ included! *STROLLER, BABY GATE, HIGH CHAIR, PACKNPLAY, TODDLER BED

Top guest favorite
Aerial view of the resort features multiple pools, waterslides, and palm trees in a vibrant environment. Below, a cozy living room showcases a comfortable sofa, decorative pillows, and a beach-themed wall art. A dining area with a modern pendant light and table is visible, indicating a welcoming space.
Townhouse in Kissimmee
4.96 out of 5 average rating, 119 reviews

3BR w/Private Hot Tub - Heated Pool - 4mi Disney

✨ Close to Disney, Universal, SeaWorld ✨ Fully stocked kitchen, Free parking, Free WiFi ✨ Access to all resort’s amenities: Heated Pool, Dual WaterSlides, Clubhouse, Restaurant, Bar, Gym, Arcades, & more ✨ No Resort Fee ✨ Steps to Old Town for dining, shopping, live music, & entertainment, and to Fun Spot America Family Rides for rollercoasters, arcades & more! ✨ Perfect for families and groups to relax after a day of magic at Disney or explore Orlando’s best attractions ✨ Secured community

Guest favorite
The image displays a variety of spaces within the resort-style house. A comfortable living area is observed with two gray sofas and decor accents, while a cozy sleeping area features a large bed and artwork. A private hot tub and a sparkling pool surrounded by palm trees add to the appeal.
Home in Kissimmee
4.91 out of 5 average rating, 120 reviews

Resort Style 3Br/2.5Ba w/ Private Jacuzzi, and BBQ

Welcome to our new resort-style house with a private Jacuzzi and BBQ. Very quiet neighborhood with free parking, free WIFI, swimming pool, a gym, tennis courts, and other amenities. Very centric location with short distances to the best places: - Walt Disney World: Magic Kingdom, Animal Kingdom, Disney Springs, and Epcot are all approx. 10 min drive - Universal Studios: approx. 30 min drive - There is a mini market inside the resort, and all types of supermarkets within a 5-10min drive.

Top guest favorite
A private heated pool is surrounded by a screened enclosure, featuring a brightly colored tiled edge. Sun loungers are positioned nearby, offering a relaxing space to unwind. A covered BBQ grill is accessible on the patio, creating an inviting setting for outdoor gatherings.
Home in Kissimmee
4.93 out of 5 average rating, 110 reviews

3BR / 2BR Heated Pool Home 7 Min to Disney |

✨ Experience comfort, style, and a private heated pool 💦 (optional) just 7 minutes from Disney World! This 3BR/2BA Kissimmee home is perfectly located near theme parks, shopping, and dining — and designed for families looking to unwind in a sparkling-clean, beautifully curated space. 📍Prime Kissimmee Location ⭐7 Min– Walt Disney World ⭐5 min–Orlando Premium Outlets ⭐15 min – Universal Studios, SeaWorld, Epic Universe 🎢 ⭐ 25 min – MCO Airport ✈️ ⭐ Walk to Walmart, Publix & Starbucks ☕️

Guest favorite
An aerial view of a uniquely shaped swimming pool is seen, surrounded by lush palm trees and blue umbrellas. The pool is designed with a gradual slope and steps, providing a relaxing environment for guests.
Townhouse in Kissimmee
4.84 out of 5 average rating, 309 reviews

*Private jacuzzi!* Spacious home! Next to parks!

Soak in a hot tub under the stars at this comfortable home! This home sits in the quiet and well located resort of Regal Oaks. The place offers all resort style amenities with the comfort of a home away from home to enjoy and relax. Enjoy your vacation at the outdoor private spa, have a nice homemade meal in the outdoor terrace, or let others take care of you in the resort restaurant in front of the pool, while kids enjoy the slides and resort activities. Disney parks are 10 min away!

Superhost
The exterior of the hotel is presented with a welcoming façade, featuring the reception area prominently displayed. Outdoor seating is visible, along with light fixtures. A vibrant sunset adds color to the sky, enhancing the inviting atmosphere of the entrance.
Apartment in Kissimmee
4.82 out of 5 average rating, 28 reviews

Celebration Suites - 2 Miles from Disney - For 6

1-bedroom PRIVATE apartment suite with a full kitchen including all cookware/utensils, and 2 TVs in this suite in total. The room includes 3 full-sized beds. The bedroom has your choice of 2 full-sized beds or 1 King bed. Let us know after you confirm what you prefer. We also offer a great fitness center and guest laundry rooms so you can wash/dry clothing. You can pick up keys easily as our Front desk staff is on-site 24-hours per day and speaks English, Spanish, and Portuguese.

Top guest favorite
A spacious outdoor pool area is surrounded by lounge chairs and palm trees, with a large building in the background. A waterslide can be seen to the left, and the setting sun casts a warm glow over the entire scene.
Townhouse in Kissimmee
4.96 out of 5 average rating, 249 reviews

Resort-style home close to Disney with jacuzzi

This beautifully decorated vacation home sits in the quiet and well located resort of Regal Oaks. The place offers all resort style amenities with the comfort of a home away from home to enjoy and relax. Enjoy your vacation at the outdoor private spa, have a nice homemade meal in the outdoor terrace, or let others take care of you in the resort restaurant in front of the pool, while kids enjoy the slides and resort activities. The Disney parks are 10 min away!

Guest favorite
The image presents a four-part collage, featuring a bright bedroom with two spacious beds adorned with decorative pillows, a private hot tub surrounded by nature, a resort pool with loungers and a water slide, and a clubhouse area with expansive outdoor seating and vibrant landscaping.
Townhouse in Kissimmee
4.83 out of 5 average rating, 144 reviews

♥Disney-3 Miles from ♥Private HotTub ♥to Top♥ Resort

Our gated-community townhouse offers a resort feeling with all the comforts of home, peaceful & quiet, yet central to Disney, Old Town, and all major attractions. After an exciting family day, relax in your private patio hot tub and enjoy the nature, or soak up some sun poolside at the resort. Fun for adults and kids of all ages! Also enjoy the resort tennis courts, pool table, gym, restaurant, and poolside snack bar! NO RESORT FEES! FREE PARKING!

Top guest favorite
A private patio features a bubbling hot tub alongside a dining area with a table and chairs, shaded by a vibrant orange umbrella. The space is enclosed by screens, offering a bright atmosphere with clear blue skies in the background.
Townhouse in Kissimmee
4.85 out of 5 average rating, 260 reviews

Resort Style 12 min Disney, Jacuzzi, Sleeps 8

Escape the crowds and enjoy your private oasis in our family-friendly townhouse, just 12 min from Disney! Located in the gated Regal Oaks Resort, you’ll enjoy resort perks—heated pool, gym, tennis & kids-eat-free restaurant—plus the comfort of home. Professional cleaning, fresh linens, free highchair & Pack ’n Play, sofa bed sheets on request, stroller rentals, starter kit & discounted park tickets. Comfort, savings & fun for up to 8 guests!

Top guest favorite
A yellow cottage is featured, with a welcoming entrance that includes a set of wooden steps leading to a covered porch. White railings frame the porch, while a ceiling fan hangs above. Lush greenery and flowering plants are positioned near the entrance, enhancing the overall charm.
Cottage in Kissimmee
4.95 out of 5 average rating, 513 reviews

Bright & Cozy Cottage Near Disney

My place located within 10 miles of: Disney World, Celebration, Universal, Water Parks, Old Town & Fun Spot USA's More than 70 Restaurants and Dining, Gifts Shop. My place is good for couples, solo adventurers, business travelers, and families (with kids). You’ll love my place because of In Our Cozy and Comfortable Sand Castle Cottage You'll discover that perfect Mix of High-Energy Fun and Laid Back Florida Lifestyle Right Here.

Top guest favorite
A bright bedroom contains two spacious beds dressed in light blue bedding. Floral accent pillows add color, while a large mural of a castle and lush greenery serves as a captivating backdrop. Natural light filters through pink curtains, enhancing the cheerful ambiance.
Townhouse in Kissimmee
4.89 out of 5 average rating, 119 reviews

Pets Welcome, Close to Parks, Stocked Kitchen

- 4 miles from Disney and 15 from Universal - Next door to Old Town - 2 minute walk to pool - Fully stocked Kitchen - Family Friendly with travel crib, high chair, stroller, baby gate, kids dishes - Pets welcome - Fast Wifi - 70” smart TV in living room - Smart TV’s in all bedrooms - Comfortable Furniture - Fun Disney decorations in every room!

Popular amenities for vacation rentals near Old Town

Quick stats about vacation rentals in Old Town

  • Total vacation rentals

    Explore 460 vacation rentals in Old Town

  • Nightly prices starting at

    Old Town vacation rentals start at G$8,368 GYD per night before taxes and fees

  • Verified guest reviews

    Over 28,240 verified reviews to help you choose

  • Family-friendly vacation rentals

    270 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 240 rentals that welcome pets

  • Vacation rentals with a pool

    440 properties feature pools

  • Rentals with dedicated workspaces

    220 properties have a dedicated workspace

  • Wi-Fi availability

    460 of Old Town vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Old Town rentals

  • 4.7 Average rating

    Old Town stays receive an average rating of 4.7 out of 5 from guests

  1. Airbnb
  2. United States
  3. Florida
  4. Osceola County
  5. Kissimmee
  6. Old Town