Kissimmee 4+ bedroom Apartments, Vacation Rentals & More - 3237 Rentals Available.
3,237 Vacation rentals
Filters applied: 4+ Bedrooms
Disney 5 Star Vacations / The Osprey Villa
Kissimmee Villa
- 5 bedrooms 5
- 4 bathrooms
- sleeps 10 10
- 5 nights min
- Swimming pool
- Child friendly
- Air conditioning
$125.00
from $125.00 / night
GIANT pool/spa, CLOSE to Disney, GameRm, Free WiFi, Completely private backyard
Kissimmee House
- 6 bedrooms 6
- 4 bathrooms
- sleeps 15 15
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 54 minutes
$189.00
from $189.00 / night
Disney World... Minutes Away! Luxury 6 BR/4 BA
Kissimmee Villa
- 6 bedrooms 6
- 4 bathrooms
- sleeps 14 14
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
Responds fast! Avg. 46 minutes
$195.00
from $195.00 / night
Grand Opening-6BR/5bt Villa with Pool/Spa/Gas Bbq
Kissimmee Villa
- 6 bedrooms 6
- 5 bathrooms
- sleeps 14 14
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$250.00
from $250.00 / night
4 Bedroomed Luxury Villa 4 miles from Disney
Kissimmee House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$114.00
from $114.00 / night
4 Bed/3 bath Condo with only 2 miles to Disney
Kissimmee Apartment
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 1 hour 49 minutes
$85.00
from $85.00 / night
Stunning Lake View House 2mls to Disney,games room
Kissimmee House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$150.00
from $150.00 / night
Luxury 5 Star 4 Bedroom Waterfront Villa
Kissimmee Villa
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 2 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
Responds fast! Avg. 2 hours 32 minutes
$95.00
from $95.00 / night
4BD/3BA,RENOVATED,EXECUTIVE VILLA WITH SPA,MUST SEE,10 MIN FROM DISNEY
Kissimmee Villa
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 1 hour 20 minutes
$95.00
from $95.00 / night
Check Into a Beautiful Resort w/ Deluxe Room+Premium Living Space+Nearby Disney
Kissimmee Villa
- 7 bedrooms 7
- 5 bathrooms
- sleeps 16 16
- min stay varies
- Nearest beach 90 mi
- Swimming pool
- Child friendly
$160.00
from $160.00 / night
Amazing 8 Bedrooms 7 bath Orlando Villa with private pool | 6 miles from Disney
Kissimmee House
- 8 bedrooms 8
- 7 bathrooms
- sleeps 18 18
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 1 hour 45 minutes
$298.00
from $298.00 / night
Certificate of Excellence
Mickey's Garden Villa! 10 minutes to Disney! Special Rate for September
Kissimmee Villa
- 6 bedrooms 6
- 4 bathrooms
- sleeps 14 14
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 1 hour 21 minutes
Certificate of Excellence
$150.00
from $150.00 / night
8 Bedroom Villa with Pool/SPA/WiFi, 3 mi to Disney
Kissimmee House
- 8 bedrooms 8
- 5 bathrooms
- sleeps 19 19
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$199.00
from $199.00 / night
⭐Gorgeous Lake+New Comfy Area+Private Pool+SpaClubhouse+Gym+Game Room⭐
Kissimmee Villa
- 7 bedrooms 7
- 5 bathrooms
- sleeps 14 14
- min stay varies
- Nearest beach 90 mi
- Swimming pool
- Child friendly
$153.00
from $153.00 / night
Debbie's Florida Retreat a Luxury Vacation Home
Kissimmee House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Nearest beach 125 mi
- Swimming pool
- Child friendly
Responds fast! Avg. 2 hours 21 minutes
$119.00
from $119.00 / night
5 Bedroom House with Private Pool and Hot Tub
Kissimmee House
- 5 bedrooms 5
- 3 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$139.00
from $139.00 / night
Certificate of Excellence
KENNEDY#1 PRIVATE POOL AND SPA! AHHHH!! EAGLE POINTE IN KISSIMMEE
Kissimmee House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Certificate of Excellence
$75.00
from $75.00 / night
TripAdvisor Award Winner 2011, 2012 & 2013.
Kissimmee House
- 6 bedrooms 6
- 4 bathrooms
- sleeps 12 12
- 4 nights min
- Nearest beach 113 mi
- Swimming pool
- Child friendly
Responds fast! Avg. 3 hours 19 minutes
$190.00
from $190.00 / night
Florida Sunset villa - Simply stunning
Kissimmee Villa
- 6 bedrooms 6
- 5 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$129.00
from $129.00 / night
Certificate of Excellence
Lake Berkley- Lakefront Home w/ Pool, HotTub,10 miles to Disney
Kissimmee Villa
- 6 bedrooms 6
- 4 bathrooms
- sleeps 12 12
- 7 nights min
- Beach/lakeside relaxation
- Nearest beach 120 mi
- Swimming pool
Responds fast! Avg. 54 minutes
Certificate of Excellence
$200.00
from $200.00 / night
Executive Villa, 8 Bedrooms, 4.5 Baths (Sleeps 19)
Kissimmee Villa
- 8 bedrooms 8
- 5 bathrooms
- sleeps 19 19
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$199.00
from $199.00 / night
Family Friendly Home Near Disney! New 2018 photos with upgrades!
Kissimmee House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 4 nights min
- Nearest beach 122 mi
- Swimming pool
- Child friendly
$130.00
from $130.00 / night
Certificate of Excellence
Tropical Seasons-2 master suites-Pool & Spa- game room-6 mi to Disney-South Pool
Kissimmee House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 14 minutes
Certificate of Excellence
$95.00
from $95.00 / night
Six bedroom, pet friendly, executive pool home
Kissimmee House
- 6 bedrooms 6
- 5 bathrooms
- sleeps 15 15
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$150.00
from $150.00 / night
Super-Close to Disney, Luxury Villa
Kissimmee Villa
- 7 bedrooms 7
- 5 bathrooms
- sleeps 16 16
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$143.00
from $143.00 / night
Exclusive Orlando Vacation Home
Kissimmee House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- 2 nights min
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 2 hours 24 minutes
$119.00
from $119.00 / night
7 Beds/7 Baths,SOUTH FACING POOL WITH WATER VIEW,ALL NEW FURNITURE,10 MIN. DISNEY
Kissimmee Villa
- 7 bedrooms 7
- 7 bathrooms
- sleeps 16 16
- min stay varies
- Beach/lakeside relaxation
- Nearest beach 113 mi
- Swimming pool
Responds fast! Avg. 1 hour 20 minutes
$150.00
from $150.00 / night
Spring Hill - 6 Bedroom Luxury Pool Home at Windsor Hills
Kissimmee House
- 6 bedrooms 6
- 4 bathrooms
- sleeps 14 14
- 5 nights min
- Swimming pool
- Child friendly
- Air conditioning
$230.00
from $230.00 / night
Close to Disney World 6 Bedroom luxury villa/ pool
Kissimmee Villa
- 6 bedrooms 6
- 5 bathrooms
- sleeps 13 13
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 1 hour 2 minutes
$195.00
from $195.00 / night
5 bed 3 bath Disney Villa, Pool, Spa, Netflix
Kissimmee Villa
- 5 bedrooms 5
- 3 bathrooms
- sleeps 11 11
- min stay varies
- Nearest beach 115 mi
- Swimming pool
- Child friendly
$109.00
from $109.00 / night
7 Bedroom 5 Bath Lakeview House near Disney
Kissimmee House
- 7 bedrooms 7
- 6 bathrooms
- sleeps 16 16
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$150.00
from $150.00 / night
Luxury Bella Vida 6 bedroom 6.5 bath home from $160nt
Kissimmee House
- 6 bedrooms 6
- 7 bathrooms
- sleeps 12 12
- min stay varies
- Child friendly
Responds fast! Avg. 55 minutes
$160.00
from $160.00 / night
Certificate of Excellence
4 Bedroom 2 Bath with Pool & Spa
Kissimmee House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Certificate of Excellence
$80.00
from $80.00 / night
Certificate of Excellence
Private Secluded Pool - 8 Miles to Disney
Kissimmee Villa
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 3 nights min
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 57 minutes
Certificate of Excellence
$100.00
from $100.00 / night
Regal Oaks Resort - Beautiful 4 BR/4BT,1900Sq.3 Mi to Disney,New Pool/Slide,WiFi
Kissimmee Villa
- 4 bedrooms 4
- 4 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Car not necessary
Responds fast! Avg. 2 hours 3 minutes
$70.00
from $70.00 / night
4 Bedrooms, 3 bathrooms vacation home in Kissimmee
Kissimmee Townhouse
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 4 nights min
- Nearest beach 120 mi
- Child friendly
- Air conditioning
Responds fast! Avg. 2 hours 55 minutes
$80.00
from $80.00 / night
Certificate of Excellence
Distinctively Orlando Palms
Kissimmee Villa
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 4 nights min
- Nearest beach 105 mi
- Swimming pool
- Child friendly
Responds fast! Avg. 3 hours 23 minutes
Certificate of Excellence
$100.00
from $100.00 / night
Certificate of Excellence
Superb 4 Bedroom Home, just 3 minutes from Disney
Kissimmee House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Nearest beach 72 mi
- Swimming pool
- Child friendly
Responds fast! Avg. 1 hour 30 minutes
Certificate of Excellence
$140.00
from $140.00 / night
5 bed/4 bath- 5 min to Disney-private pool & spa
Kissimmee House
- 5 bedrooms 5
- 4 bathrooms
- sleeps 10 10
- 2 nights min
- Swimming pool
- Child friendly
- Air conditioning
$129.00
from $129.00 / night
8 Bedroom Pool Home with Water Park near Disney
Kissimmee Villa
- 8 bedrooms 8
- 7 bathrooms
- sleeps 18 18
- min stay varies
- Beach/lakeside relaxation
- Nearest beach 138 mi
- Swimming pool
Responds fast! Avg. 1 hour 5 minutes
$359.00
from $359.00 / night
- Chatham Park
- Cumbrian Lakes
- Eagle Pointe
- Kissimmee City
- Lake Berkley
- Lake Marion
- Rolling Hills at Formosa
- Terra Verde Resort
- The Hamlets
- Windsor Palms
- Emerald Isle Kissimmee
- Formosa Gardens
- Seasons Resort
- Winward Cay
- Creekside
- Liberty Village
- Venetian Bay Villages
- Windsor Hills Resort
- Indian Ridge Oaks
- Bellavida Resort
- Indian Creek
- Fiesta Key
- Trafalgar Village
- Crescent Lakes
- Villasol
- Sunset Lakes
- Cane Island
- Coral Cay
- Westside
- Oak Island Cove
- Paradise Palms
- Lindfields
- Remington
- Encantada Resort
- Compass Bay
- Regal Oaks
- Crestwynd Bay
- Heritage Key
- Veranda Palms
- Legacy Dunes Resort
- Crystal Cove Resort
- Tuscany, Florida
- Lucaya Village
- Oak Island Harbor
- Indian Ridge
- Vista del lago
- Orange Lake Resort
- Calabria, Orlando
- Doral Woods
- Bass Lakes Estate
- Indian Point
- Country Creek
- Hamilton's Reserve
What is Certificate of Excellence?
TripAdvisor gives a Certificate of Excellence to accommodations, attractions and restaurants that consistently earn great reviews from travelers.