Kissimmee 4+ bedroom Apartments, Vacation Rentals & More - 2319 Rentals Available.
2,319 Vacation rentals
Filters applied: 4+ Bedrooms
GIANT pool/spa, CLOSE to Disney, GameRm, Free WiFi, Completely private backyard
Kissimmee House
- 8 bedrooms 8
- 6 bathrooms
- sleeps 22 22
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 2 hours 40 minutes
$251.00
from $251.00 / night
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
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. 29 minutes
$224.00
from $224.00 / night
Stunning Lake View House 2mls to Disney,games room
Kissimmee House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 5 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
Responds fast! Avg. 3 hours 28 minutes
$172.00
from $172.00 / night
NEW 5 BR/Ensuite home w/ private pool in Luxury Resort w/ Lazy River from $213nt
Kissimmee House
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 1 hour 34 minutes
$233.00
from $233.00 / 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 25 minutes
$92.00
from $92.00 / 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
Travelers’ Choice award
$104.00
from $104.00 / night
Certificate of Excellence
Themed rooms, lots of space no crowds!
Kissimmee Villa
- 6 bedrooms 6
- 4 bathrooms
- sleeps 14 14
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 59 minutes
Travelers’ Choice award
$228.00
from $228.00 / night
Check Into a Beautiful Resort w/ Deluxe Room+Premium Living Space+Nearby Disney
Kissimmee Villa
- 7 bedrooms 7
- 5 bathrooms
- sleeps 16 16
- 3 nights min
- Nearest beach 97 mi
- Swimming pool
- Child friendly
$115.00
from $115.00 / night
⭐Beautiful Lake View 7BR Villa - Near Orlando Parks and Attractions⭐
Kissimmee Villa
- 7 bedrooms 7
- 5 bathrooms
- sleeps 14 14
- 3 nights min
- Nearest beach 90 mi
- Swimming pool
- Child friendly
$188.00
from $188.00 / 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. 2 hours 26 minutes
$109.00
from $109.00 / night
Luxury 5 Star 4 Bedroom Waterfront Villa
Kissimmee Villa
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 3 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
Responds fast! Avg. 1 hour 7 minutes
$129.00
from $129.00 / 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. 2 hours 26 minutes
$172.00
from $172.00 / night
7 Bedroom 5 Bath Lakeview House near Disney
Kissimmee House
- 7 bedrooms 7
- 6 bathrooms
- sleeps 15 15
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$184.00
from $184.00 / 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
- 5 nights min
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 59 minutes
Travelers’ Choice award
$121.00
from $121.00 / night
Certificate of Excellence
DISNEY ORLANDO LAKE 4 BED LUXURY POOL VILLA
Kissimmee Villa
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- 5 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
Travelers’ Choice award
$138.00
from $138.00 / night
⭐Beautiful 8 BR - Near to Disney / Universal / SeaWorld - Great Deal!⭐
Kissimmee Villa
- 8 bedrooms 8
- 6 bathrooms
- sleeps 18 18
- min stay varies
- Nearest beach 90 mi
- Swimming pool
- Child friendly
$229.00
from $229.00 / 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
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
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. 27 minutes
Travelers’ Choice award
$229.00
from $229.00 / 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. 1 hour 20 minutes
$81.00
from $81.00 / night
Certificate of Excellence
Debbie's Florida Retreat a Luxury Vacation Home
Kissimmee House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 3 nights min
- Nearest beach 125 mi
- Swimming pool
- Child friendly
Responds fast! Avg. 1 hour 56 minutes
Travelers’ Choice award
$144.00
from $144.00 / 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. 2 hours 3 minutes
Travelers’ Choice award
$115.00
from $115.00 / 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. 48 minutes
Travelers’ Choice award
$172.00
from $172.00 / 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
Travelers’ Choice award
$104.00
from $104.00 / night
New Upgraded Luxury Villa w/ Frozen & Star Wars Rooms at Encore!
Kissimmee House
- 6 bedrooms 6
- 7 bathrooms
- sleeps 16 16
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$344.00
from $344.00 / night
♥ 5 Min To Disney - Game Room, Salt Water Pool W/ Free Pool Heat, BBQ, Baby Gear
Kissimmee House
- 6 bedrooms 6
- 4 bathrooms
- sleeps 16 16
- min stay varies
- Nearest beach 114 mi
- Swimming pool
- Child friendly
$264.00
from $264.00 / night
The Kennedy #5
Kissimmee House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$98.00
from $98.00 / night
Regal Oaks Resort -Lovely 1900sq 4BR/4BH,Pool & Slides,3Mi to Disney, Free WiFi
Kissimmee House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Car not necessary
Responds fast! Avg. 1 hour 59 minutes
$81.00
from $81.00 / night
Certificate of Excellence
5 Bedroom 4 Bathroom Kissimmee Pool House
Kissimmee House
- 5 bedrooms 5
- 4 bathrooms
- sleeps 12 12
- 3 nights min
- Swimming pool
- Child friendly
- Air conditioning
Travelers’ Choice award
$229.00
from $229.00 / night
Mickey's Oasis - SPLASH PAD!!!
Kissimmee Villa
- 7 bedrooms 7
- 6 bathrooms
- sleeps 14 14
- 3 nights min
- Swimming pool
- Child friendly
- Air conditioning
$453.00
from $453.00 / night
⭐Spacious 7 Bedrooms Villa w/ Private Pool - Nearby Disney World⭐
Kissimmee Villa
- 7 bedrooms 7
- 5 bathrooms
- sleeps 18 18
- 3 nights min
- Nearest beach 90 mi
- Swimming pool
- Child friendly
$188.00
from $188.00 / night
New 8br/6ba pool house, 8 miles to Disney
Kissimmee House
- 8 bedrooms 8
- 6 bathrooms
- sleeps 20 20
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 1 hour 25 minutes
$264.00
from $264.00 / night
Emerald Island Paradise
Kissimmee Villa
- 8 bedrooms 8
- 5 bathrooms
- sleeps 18 18
- 2 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$228.00
from $228.00 / night
Luxury 7 Bed Villa, 4.5 bathrooms, close to Disney World
Kissimmee Villa
- 7 bedrooms 7
- 5 bathrooms
- sleeps 15 15
- 4 nights min
- Nearest beach 112 mi
- Swimming pool
- Child friendly
Responds fast! Avg. 45 minutes
$258.00
from $258.00 / night
Huge 7 Bedroom Villa with a Big Pool and Private Y
Kissimmee Villa
- 7 bedrooms 7
- 6 bathrooms
- sleeps 16 16
- min stay varies
- Nearest beach 81 mi
- Swimming pool
- Child friendly
$161.00
from $161.00 / night
Regal Oaks Resort - Fantastic 4BR/4BH,Water Slides,Free WiFi, 3 Miles to Disney
Kissimmee House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 10 10
- min stay varies
- Child friendly
- Car not necessary
- Air conditioning
Responds fast! Avg. 1 hour 59 minutes
$86.00
from $86.00 / night
✦Comfortable 4 Bedrooms Town Home - Nearby Disney World✦
Kissimmee Townhouse
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- 3 nights min
- Nearest beach 90 mi
- Swimming pool
- Child friendly
$94.00
from $94.00 / night
Lakeview, Near Clubhouse, 4 King En-Suites, Pool/Spa, Disney!
Kissimmee House
- 6 bedrooms 6
- 6 bathrooms
- sleeps 13 13
- 4 nights min
- Swimming pool
- Child friendly
- Air conditioning
$258.00
from $258.00 / night
Magical Disney Vacation Rental
Kissimmee Villa
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 3 nights min
- Swimming pool
- Child friendly
- Air conditioning
$138.00
from $138.00 / 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 Travelers’ Choice award?
Tripadvisor gives a Travelers’ Choice award to accommodations, attractions and restaurants that consistently earn great reviews from travellers and are ranked within the top 10% of properties on Tripadvisor.