
Holiday rentals with outdoor seating near Old Town
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating near Old Town
Guests agree: these stays are highly rated for location, cleanliness and more.

*LAKEVIEW* Resort 4m Disney! Private Spa Wi-Fi
Welcome to our personal vacation home, Old Town Oasis! Beautiful LAKEVIEW property in Regal Oaks Resort! Coffee, Nespresso, tea, free Wi-Fi! It's close to the theme parks and everything that Orlando has to offer! Come relax in your own private spa after a long day at the parks, or enjoy the resort water slides, heated pool, pool side games & tiki bar with food & drinks, arcade games in Clubhouse and more. If you're up for more fun, walk to Old Town next door! Our place is BABY and KID FRIENDLY!

Resort Style Vacation Townhouse, 10 Mins to Disney
Located only 10 minutes from DISNEY, this RESORT STYLE townhouse provides the perfect home for your vacation! Luxury 2 bedroom, 2.5 bathroom with 1 King-sized bed, and 2 double beds. Charming conservation view with screened patio featuring private Jacuzzi. Regal Oaks at Old Town community has world class Clubhouse: large pool, water slide, indoor gym, tennis court, restaurant, bar, convenience store, and 24HR security with gates. Walking distance to Old Town and Fun Spot, restaurants and stores.

Roomy 2br w/ jacuzzi close to Disney
This townhouse provides a open main living space that allows you to connect the dining and a fully equipped kitchen. The house can accommodate up to 6 guests, divided into one luxe king en-suite, and a design theme two full en-suite. Relax in your own private spa after a long day at the parks. Clubhouse with a gym, amazing heated pool, pool bar, a restaurant and only 5 min from Disney and golfing area. Parking, wifi ,resort’s amenities are free Close to lakes, camping, beach, vineyards, farms

Modern Cottage Near Disney World | Top Rated
Our cozy, modern vacation cottage is tucked away in a quiet, private community just 4 miles from Walt Disney World and close to everything Orlando has to offer. Highly rated by past guests, (nearly 200 five star reviews) it’s known for its cleanliness, comfort, and thoughtful details. The cottage features a queen bedroom, comfortable living area, full bath, and a fully stocked kitchen with new appliances—an inviting, reliable home base to enjoy the magic and sunshine of Central Florida.

Entire townhouse, Resort style, 5 miles to Disney!
Feel right at home in our outstanding location JUST 5 MILES FROM DISNEY! Exceptional 2 bed/2.5 bath townhome features premium one King bed, 2 twin beds and a queen size sofa bed with fully equipped kitchen, washing machine, smart TVs, a private patio, Jacuzzi and lake view. Contemporary furnishings, luxury feel. Located in gated resort with clubhouse, beautiful pool, water slide, gym, tennis court and more. Within 10 minutes drive to a variety of restaurants, shops, Fun Spot and more.

Chic Vibes Comfy King Bed Next to Parks/Food/shops
Welcome to our stylish oasis in Kissimmee, which seamlessly blends sophistication with a laid-back vibe. Your stay begins in a professionally cleaned apartment for your full enjoyment. Discover resort-style amenities – a sparkling pool, a fitness center, and hammocks, offering the luxuries of a five-star retreat. Conveniently located with in walking distance of theme parks, restaurants, and shopping. Book now. We can't wait to host you in our little slice of paradise!

Lush Green Retreat 10 Min to Parks Pets Allowed
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

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!

2 BR Harmony House at Regal Oaks Resort
Come get away to our modern, super-clean, self-contained garden oasis town house in the Regal Oaks Resort - close to grocery stores and take out food - minutes walk from Old Town Kissimmee and a short drive from Disney's ESPN - World of Sports and Town Center Celebration. We are 15 minutes drive from Epic - Universal and Disney parks. Our private screened in hot tub is the perfect place to relax in the Florida sun or under our sun shade.

Family-Friendly Townhome, minutes from Disney
Located in the peaceful Regal Oaks community just minutes from Orlando’s top attractions, this family-friendly townhome offers a private spa, heated resort pool, and thrilling water slides. Baby gear is included for added comfort. Perfect for relaxing after theme park adventures, it’s the ideal base for your fun-filled vacation.

Private Cottage. Only 5 miles from Disney.
Welcome to our private cottage on a 4 star resort only 5 miles from Disney World in Kissimmee, Florida. This home is very cozy and has everything for your vacations needs from a one night stay to long month stay. This home is equipped with all the necessary equipment to have a comfortable living area.

Do you Wanna Know Why We’re Among Guest Favorites?
*For the last 2 weeks of April and for the month of May, we’re offering free early check-ins and late check-outs, subject to availability. Please request it at the time of booking so we can coordinate with housekeeping and offer you the most time possible. 🙂 Not available on weekends.
Popular amenities for rentals with outdoor seating near Old Town
House rentals with outdoor seating

Private Suite with Independent Entrance

Resort 2 bedroom Townhome near Disney World

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

#2666 Resort Home by Disney |Themed |Jacuzzi |Pool

Waterfront Wizarding Near Universal's Harry Potter

Luxurious Golf Front Oasis: Pool, Spa, View&Cinema

Cozy family home w/ heated pool 15 min. to Disney

Luxury Mario Bros. Townhome Near DisneyWorld Parks
Apartment rentals with outdoor seating

2BR Pool View Suite Near Walt Disney World Resort

Cozy Apartment Close to Disney

Awesome Place

2-Bedroom Renovated Lakeside Condo Near Disney

"3BR Luxury Home Steps from Disney"4

Apartment in Orlando

King Bed/Free Shuttle/Kitchen/Pool/Hot Tub/Kitchen

15min->Disney-Pool-HotTub-Sauna-Gym-Free Parking
Apartment rentals with outdoor seating

Magical Stay Near Disney & ESPN

A luxurious living just 15 min/Disney

Penthouse Lakeview Minutes to Disney/ Universal

A1 POOL VIEW-By Disney/Universal/Balcony view

Super Mario's Sky Suite - Epic Universe 3 BD SUITE

Chic Disney Resort Condo • Pool Access Near Parks

Modern Lake view Condo 1 mile from Disney

Modern Condo with Lake View Near Disney 3151
Other holiday rentals with outdoor seating

Comfortable 3Bdrms/Private Hot Tub-Close to Disney

2 BR near Disney, Private Hot Tub, No Resort Fees!

Clean, stylish retreat • Resort pool • Near Disney

AMAZING vacation house .Mins to Disney Regal oasks

Spacious Fun, Near Disney, Coffee, Wi-Fi, Pool

Comfy 2 Bedroom Townhouse w/ hot tub - Disney Area

Townhouse - 5 miles to Disney!

Freshly Updated/Poolside Villa/3 miles to Disney
Quick stats about holiday rentals with outdoor seating near Old Town

Total holiday rentals
Explore 200 holiday rentals in Old Town

Nightly prices starting at
Old Town holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 20,160 verified reviews to help you choose

Family-friendly holiday rentals
120 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 110 rentals that welcome pets

Holiday rentals with a pool
200 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
200 of Old Town holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Old Town rentals

4.6 Average rating
Old Town stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
- Serviced apartment rentals Old Town
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- Rentals with a hot tub Old Town
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- Townhouse rentals Old Town
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- Resort rentals Old Town
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- Rentals with a patio Old Town
- Rentals with outdoor seating Kissimmee
- Rentals with outdoor seating Osceola County
- Rentals with outdoor seating Florida
- Rentals with outdoor seating United States
- Universal Studios Florida
- Walt Disney World Resort
- Universal Orlando Resort
- Orange County Convention Center
- Disney Springs
- SeaWorld Orlando
- Universal's Volcano Bay
- Orlando / Kissimmee KOA
- Magic Kingdom Park
- Discovery Cove
- Epcot
- Disney's Animal Kingdom Theme Park
- Kia Center
- Reunion Resort Golf Courses - Palmer & Watson
- Camping World Stadium
- Aquatica
- Disney's Hollywood Studios
- ICON Park
- University of Central Florida
- Island H2O Live!
- Southern Dunes Golf and Country Club
- ChampionsGate Golf Club
- ESPN Wide World of Sports
- Universal's Islands of Adventure





