Holiday rentals in Kissimmee, FL

Search among 6497 available holiday rentals in Kissimmee from 50+ providers

Check-in
Select date
-
Check-out
Select date
Rooms and Guests2 Guests, 1 Room
Check-in
Select date
-
Check-out
Select date
Rooms and Guests2 Guests, 1 Room
Filter & Sort
View map
Check-in
Select date
-
Check-out
Select date
Rooms and Guests2 Guests, 1 Room
1Filter & Sort
View map
View map
2381-2400 out of 6497
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
Celebrate Br 2Villa
11 adults
5 bedrooms
6 beds
Map
21.9 km from City Centre
The Celebrate Br 2 Villa Kissimmee is nestled in the West Kissimmee district, Avatar Flight of Passage is 3.9 km away.
FromC$ 334 /nightSelect
Townhouse In Paradise Palms, KissimmeeVilla
8 adults
4 bedrooms
4 beds
Map
24.2 km from City Centre
Set approximately 15 minutes by car from Tree of Life, the Townhouse In Paradise Palms, Kissimmee Villa lies in the West Kissimmee district.
FromC$ 218 /nightSelect
Storey Lake 4B3B Town Home With Private PoolVilla
10 adults
4 bedrooms
6 beds
Map
8.6 km from City Centre1.1 km from Port O'call RV Resort
While staying at the Storey Lake 4B3B Town Home With Private Pool Kissimmee you are invited to discover Give Kids The World Village, set approximately 10 minutes away by car, or Congo River Golf, which is about 1.2 km away.
FromC$ 452 /nightSelect
2901Fs - Amazing 8 Bedroom At Storey LakeVilla
24 adults
8 bedrooms
8 beds
Map
8.2 km from City Centre1.5 km from Kissimmee Go-Karts
The 2901Fs - Amazing 8 Bedroom At Storey Lake with a private pool is about 10 minutes' walk from Congo River Golf.
FromC$ 816 /nightSelect
Dream Holiday House Luxury 9 Bedrooms Pool Villa/Close To Disney-751PbdVilla
23 adults
9 bedrooms
12 beds
Map
23.3 km from City Centre
Boasting a private swimming pool, this villa is set 4.7 km from Tuscan Hills Boulevard.
FromC$ 814 /nightSelect
D - New 2 Bedroom Condo - 5 Miles To Disney - Free Water ParkApartment
8 adults
2 bedrooms
4 beds
Map
8.6 km from City Centre1.3 km from Port O'call RV Resort
Give Kids The World Village is within 4.2 km of the D - New 2 Bedroom Condo - 5 Miles To Disney - Free Water Park.
FromC$ 206 /nightSelect
Sunset Lake VillaVilla
6 adults
3 bedrooms
3 beds
Map
6.7 km from City Centre1.1 km from Medieval Times
Boasting a swimming pool, the Sunset Lake Villa By Orlando Short Term Vr is within a 5-minute drive of Kissimmee Go-Karts.
FromC$ 172 /nightSelect
Spectacular Big House, 4 Bedrooms, Private PoolVilla
10 adults
4 bedrooms
4 beds
Map
6.5 km from City Centre1.0 km from Kissimmee Value Outlet Shops
The Spectacular Big House Bedrooms Private Pool is located 30 minutes' drive from Orlando International airport and offers a private pool as well as a fitness studio.
FromC$ 274 /nightSelect
Great Vacation Home Near To Disney! 1085Villa
8 adults
4 bedrooms
4 beds
Map
6.8 km from City Centre1.3 km from Medieval Times
While staying at the Great Vacation Home Near To Disney! 1085 Kissimmee you are invited to discover Give Kids The World Village, set about a 15-minute stroll away, or Xtreme Paintball Xperience, which is nearly a 10-minute drive away.
FromC$ 267 /nightSelect
Beautiful Vacation Home Close To Disney 4810Villa
8 adults
4 bedrooms
4 beds
Map
8.6 km from City Centre1.1 km from Fantasy Surf
Located 1.5 km from Lake Buena Vista Factory Stores, this villa features a heated swimming pool and is equipped with a mini-kitchen.
FromC$ 216 /nightSelect
Buckingham Comes Free Water Park ResortVilla
22 adults
9 bedrooms
10 beds
Map
8.2 km from City Centre1.9 km from Kissimmee Go-Karts
While staying at the Buckingham Comes Free Water Park Resort you are invited to discover Fun Spot America Kissimmee, set about a 10-minute ride away, or Disney's Typhoon Lagoon Water Park, which is 7 km away.
FromC$ 554 /nightSelect
Experience Luxury In Gorgeous 8-Bedroom Home At Golf ResortVilla
11 adults
8 bedrooms
9 beds
Map
23.4 km from City Centre
Set in West Kissimmee district, this villa offers a swimming pool and a sunny patio.
FromC$ 810 /nightSelect
Elegant 5 Bedroom Pool HomeVilla
15 adults
5 bedrooms
6 beds
Map
23.4 km from City Centre
Offering location close to Mystic Dunes Resort & Golf Club by Diamond Resorts, this property include a kitchen along with an outdoor pool.
FromC$ 635 /nightSelect
Indulge In A Lakefront Retreat 9 Bedrooms And World-Class AmenitiesVilla
10 adults
9 bedrooms
10 beds
Map
23.4 km from City Centre
Offering location close to Mystic Dunes Resort & Golf Club by Diamond Resorts, this property include a kitchen along with a private pool.
FromC$ 347 /nightSelect
Paradise Palms Home With Amenities About 7 Mi To Disney!Villa
12 adults
5 bedrooms
6 beds
Map
24.1 km from City Centre
While staying at the Resort Retreat In Paradise Palms About 10 Min To Disney you are invited to discover Pandora, set approximately a 15-minute drive away, or Highlands Reserve GC, which is 4.7 km away.
FromC$ 408 /nightSelect
86478 4 Bedroom Pool Home, Lakeside KissimmeeVilla
4 adults
4 bedrooms
4 beds
Map
4.9 km from City Centre1.2 km from Lakeside Community Park
Boasting an outdoor pool, this villa is set 1.8 km from Archie Gordon Memorial Park.
FromC$ 310 /nightSelect
950-Luxury Gated Resort Pool Games Rm-Water View HomeVilla
8 adults
Map
5.7 km from City Centre800 m from Medieval Times
Staying at the 950-Luxury Gated Resort Pool Games Rm-Water View Home Kissimmee means you will be within 2.9 km of Capone's Dinner and Show, while enjoying a private pool onsite.
FromC$ 259 /nightSelect
Storey Lake 3111 Ihr 1059 AptsApartment
6 adults
3 bedrooms
3 beds
Map
8.5 km from City Centre1.2 km from Port O'call RV Resort
The Storey Lake 3111 Ihr 1059 Apts is set within 4.5 km of Local amusement parks and approximately a 10-minute drive from The Great Magic Hall.
FromC$ 410 /nightSelect
H2U - Olive - Vc4804 AptsApartment
10 adults
Map
15.4 km from City Centre
The H2U - Olive - Vc4804 4 Bedroom Apts Kissimmee is located 20 km from Orlando International airport and 950 metres of D bus stop.
FromC$ 261 /nightSelect
7705 Comrow StreetVilla
9 adults
3 bedrooms
5 beds
Map
18.8 km from City Centre1.2 km from Orlando Discount Guide
Located within 2.5 km of Mighty Jungle Golf, the 7705 Comrow Street Villa features a swimming pool.
FromC$ 287 /nightSelect
  • 1
  • 10
  • 20
  • 30
  • 40
  • 50
  • 60
  • 70
  • 80
  • 90
  • 100
  • 110
  • 116
  • 117
  • 118
  • 119
  • 120
  • 121
  • 122
  • 123
  • 124
  • 125
  • 130
  • 140
  • 150
  • 160
  • 170
  • 180
  • 190
  • 200
  • 210
  • 220
  • 230
  • 240
  • 250
  • 260
  • 270
  • 280
  • 290
  • 300
  • 310
  • 320
  • 325