Kissimmee 4+ bedroom Apartments, Vacation Rentals & More - 3079 Rentals Available.
3,079 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
$144.00
from $144.00 / 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. 2 hours 8 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
- 2 nights min
- Swimming pool
- Ask about children
- Air conditioning
Responds fast! Avg. 49 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
$287.00
from $287.00 / 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. 2 hours 3 minutes
$98.00
from $98.00 / 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

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
Responds fast! Avg. 3 hours 5 minutes
$131.00
from $131.00 / 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
$98.00
from $98.00 / 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 31 minutes
$327.00
from $327.00 / 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 11 minutes
$109.00
from $109.00 / 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 19 minutes
$109.00
from $109.00 / 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
$157.00
from $157.00 / 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 19 minutes
$172.00
from $172.00 / 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
$264.00
from $264.00 / night
Certificate of Excellence

Mickey's Garden Villa 10 minutes to Disney Now booking late spring and summer!
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
$228.00
from $228.00 / 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
$228.00
from $228.00 / 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
$137.00
from $137.00 / 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
$164.00
from $164.00 / 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

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
$172.00
from $172.00 / 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. 35 minutes
Certificate of Excellence
$229.00
from $229.00 / 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. 13 minutes
Certificate of Excellence
$109.00
from $109.00 / night

5 Bedroom House with Private Pool and Hot Tub
Kissimmee House
- 5 bedrooms 5
- 3 bathrooms
- sleeps 12 12
- 3 nights min
- Swimming pool
- Child friendly
- Air conditioning
$171.00
from $171.00 / 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
$148.00
from $148.00 / 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
$228.00
from $228.00 / 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 34 minutes
$137.00
from $137.00 / 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. 47 minutes
$81.00
from $81.00 / 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
$126.00
from $126.00 / 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
$92.00
from $92.00 / night

Luxury Pool Home Sleeps 12 - Windsor Hills
Kissimmee House
- 6 bedrooms 6
- 4 bathrooms
- sleeps 12 12
- 5 nights min
- Swimming pool
- Ask about children
- Air conditioning
$183.00
from $183.00 / 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. 55 minutes
$224.00
from $224.00 / night
Certificate of Excellence

DISNEY ORLANDO LAKE 4 BED LUXURY POOL VILLA
Kissimmee Villa
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
Responds fast! Avg. 2 hours 47 minutes
Certificate of Excellence
$126.00
from $126.00 / 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. 1 hour 30 minutes
$184.00
from $184.00 / 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 27 minutes
Certificate of Excellence
$161.00
from $161.00 / 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. 54 minutes
Certificate of Excellence
$115.00
from $115.00 / 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
$172.00
from $172.00 / 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
$125.00
from $125.00 / 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
$343.00
from $343.00 / night
Certificate of Excellence

5 Bedroom 4 Bathroom Kissimmee Pool House
Kissimmee House
- 5 bedrooms 5
- 4 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Certificate of Excellence
$121.00
from $121.00 / night

The Kennedy #5
Kissimmee House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$92.00
from $92.00 / 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.