Apartment holiday rentals in Osceola County
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Osceola County
Guests agree: these apartments are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Osceola County apartment rentals
Weekly apartment rentals
Apartment in Kissimmee
4.79 out of 5 average rating, 153 reviewsMickey's Retreat
10–17 Jul
Apartment in Kissimmee
4.94 out of 5 average rating, 104 reviewsModern Storey Lake Resort Disney Orlando 3191-106
3–10 Oct
Apartment in Kissimmee
4.84 out of 5 average rating, 249 reviewsLake View Family Condo Disney Universal Orlando
3–10 Sep
Apartment in Kissimmee
4.83 out of 5 average rating, 170 reviewsDisney Adorable Condo in the heart of it ALL! 1/1
7–14 Apr
Apartment in Kissimmee
4.81 out of 5 average rating, 182 reviews10 mins to Disney! Beautiful 3/2 Kissimmee Condo
7–14 May
Apartment in Kissimmee
4.94 out of 5 average rating, 186 reviewsLakeview Escape close to Disney&retail therapy
30 Dec – 6 Jan
Apartment in Kissimmee
4.86 out of 5 average rating, 161 reviewsBeautiful Resort-Style Condo with Waterpark!
18–25 Aug
Apartment in Kissimmee
4.83 out of 5 average rating, 130 reviews10 mins to Disney-Hot tub-Queen Puffy Lux bed
11–18 Oct
Pet-friendly apartment rentals
Apartment in Champions Gate
4.85 out of 5 average rating, 262 reviewsMagical Champions Gate 3/2 Tuscan Penthouse
10–17 Aug
Apartment in Kissimmee
4.69 out of 5 average rating, 119 reviewsModern Style Villa
7–14 Sep
Apartment in Kissimmee
4.76 out of 5 average rating, 239 reviewsModern Award Winning Renovated 2+2 Near Disney
9–16 Apr
Apartment in Kissimmee
4.86 out of 5 average rating, 262 reviewsCozy Chic Renovated 3/2 Condo- Near Disney World!
29 Jun – 6 Jul
Apartment in Poinciana
4.77 out of 5 average rating, 39 reviewsLakeside Country Home Near Entertainment and Fun.
27 Aug – 3 Sep
Apartment in Osceola County
4.88 out of 5 average rating, 59 reviewsStunning resort condo, 3 BR/2 ba, pets OK
30 Jul – 6 Aug
Apartment in River Ranch
4.86 out of 5 average rating, 7 reviewsRiver Ranch Getaway! First Floor, Steps to Pool!
8–15 Jul
Apartment in Kissimmee
4.89 out of 5 average rating, 47 reviewsThe Summer Apt (5 Beds/2 Bdrm) Sleeps 6 Full Kitch
30 May – 6 Jun
Apartment rentals with a pool
Apartment in Kissimmee
4.95 out of 5 average rating, 105 reviewsLuxurious Spot 10 Mins Away to Most Attractions!!!
6–13 Sep
Apartment in Kissimmee
4.94 out of 5 average rating, 133 reviewsMinutes from the Magic - Windsor Hills 3br 2ba
15–22 Mar
Apartment in Kissimmee
4.85 out of 5 average rating, 55 reviewsStylish Condo 20 mins to Disney/King Bed
2–9 Sep
Apartment in River Ranch
5.0 out of 5 average rating, 50 reviewsRiver Ranch Lodge
30 May – 6 Jun
Apartment in Kissimmee
5.0 out of 5 average rating, 11 reviewsResort Oasis Near Disney World
7–14 Dec
Apartment in Kissimmee
4.92 out of 5 average rating, 12 reviewsExclusive 2BR Condo W/ Console & Waterpark
4–11 May
Apartment in Kissimmee
4.93 out of 5 average rating, 15 reviewsFabulous location in the world of Disney
30 Mar – 6 Apr
Apartment in Kissimmee
5.0 out of 5 average rating, 3 reviewsCypress Palms Resort 1br suite, Friday check-in
10–17 May
Destinations to explore
- Apartment rentals Orlando
- Beach apartment rentals Florida
- Apartment rentals Florida
- Beach apartment rentals Florida
- Apartment rentals Florida
- Apartment rentals Kissimmee
- Ski-in/ski-out rentals Osceola County
- Family-friendly rentals Osceola County
- Private suite rentals Osceola County
- Rentals with a washing machine and dryer Osceola County
- Rentals with a hot tub Osceola County
- Hotel rentals Osceola County
- Rentals with an EV charger Osceola County
- House rentals Osceola County
- Rentals with outdoor seating Osceola County
- Wheelchair-accessible rentals Osceola County
- Boutique hotel rentals Osceola County
- Rentals with a sauna Osceola County
- Smoking-friendly rentals Osceola County
- Pet-friendly rentals Osceola County
- Rentals with breakfast Osceola County
- Rentals with a patio Osceola County
- Rentals with a firepit Osceola County
- Flat rentals Osceola County
- Waterfront rentals Osceola County
- Cottage rentals Osceola County
- Rentals with pools Osceola County
- Tiny house rentals Osceola County
- Monthly Rentals Osceola County
- Rentals with lake access Osceola County
- Luxury rentals Osceola County
- Rentals with beach access Osceola County
- Townhouse rentals Osceola County
- Family-friendly rentals Osceola County
- Rentals with a kayak Osceola County
- Rentals with a fireplace Osceola County
- Rentals with a cinema Osceola County
- Serviced apartment rentals Osceola County
- Resort rentals Osceola County
- Villa rentals Osceola County
- Rentals with an accessible-height bed Osceola County
- Cabin rentals Osceola County
- Fitness-friendly rentals Osceola County
- Rentals with an accessible-height toilet Osceola County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom