Kissimmee, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Kissimmee, Florida on RentalSaver.com!

Kissimmee Rentals

Filter

Popular Areas

From $212 per night (USD)
VRBO
SUPER BOHO - At Lake Toho, Fishing, VINTaGE VIBEs
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: This charming and relaxing getaway is just steps from Kissimmee’s scenic Lakefront Park, offering stunning wate ...
From $212 per night (USD)
VRBO
From $202 per night (USD)
Expedia
SUPER BOHO- At LAKE TOHO's WATER, SLEEPs 6!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: This is a historic Vintage Lakeside Lake Toho Waterside townhome that has been uniquely designed to preserve th ...
From $202 per night (USD)
Expedia
From $199 per night (USD)
VRBO
SUPER BOHO - LAKE TOHO, FISHiNG, CIVIC CeNTER
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Escape to this 2-bedroom, 1-bath boho-chic haven nestled along the shores of Lake Toho in charming Downtown Kis ...
From $199 per night (USD)
VRBO
From $201 per night (USD)
Expedia
SUPER BOHO - LAKE TOHO, FISHiNG, WATER FRONTs
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Escape to this 2-bedroom, 1-bath boho-chic haven nestled along the shores of Lake Toho in charming Downtown Kis ...
From $201 per night (USD)
Expedia
From $209 per night (USD)
VRBO
SUPER BOHO - Lake Toho Timeless Charm
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: This cozy and tranquil retreat is just moments from Kissimmee’s beautiful Lakefront Park, where you can enjoy b ...
From $209 per night (USD)
VRBO
From $1049 per night (USD)
Expedia
15 Bedrooms / 16.5 Bathrooms / Sonoma (4011SB)
Bedrooms:
16
Bathrooms:
15
Sleeps:
42
• Community: Sonoma Resort • 15 Bedrooms/ 16.5 Bathrooms/ Sleeps 42 • Disney (8.5 miles) SeaWorld (10.0 miles) Legoland ...
From $1049 per night (USD)
Expedia
From $1198 per night (USD)
VRBO
SUPER GRAND- 15BDR 17BAs - HUGE 7,000SQFT HOME
Bedrooms:
17
Bathrooms:
15
Sleeps:
16
Summary: This stylish place to stay is perfect for group trips. Sonoma Resort is a gated community conveniently located ...
From $1198 per night (USD)
VRBO
From $1430 per night (USD)
Expedia
SUPER FANCY- 15BDR, 17BAs HUGE 7,000SQFT HOME
Bedrooms:
17
Bathrooms:
15
Sleeps:
16
Summary: This stylish place to stay is perfect for group trips. Sonoma Resort is a gated community conveniently located ...
From $1430 per night (USD)
Expedia
From $346 per night (USD)
VRBO
SUPER TREND - 6BD 4BAs with AMENTIEs, GYM, JACCUZI
Bedrooms:
5
Bathrooms:
6
Sleeps:
16
Summary: Your family will be close to everything when you stay at this centrally-located place. We are located in BELLA ...
From $346 per night (USD)
VRBO
From $213 per night (USD)
Expedia
Cozy home in the best location of orlando
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Imagine waking up in a beautiful 4-bedroom home, sipping your morning coffee by your private pool, and feeling the excit ...
From $213 per night (USD)
Expedia
From $182 per night (USD)
VRBO
Beautiful 3 Bedrooms/ 2.5 Bathrooms/ Fiesta Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Please click in "Show More" or "View More" below to see full description: We welcome you to our beautiful & cozy house ...
From $182 per night (USD)
VRBO
From $170 per night (USD)
VRBO
Royal Wonderful Deluxe Apartment with 2 Queen Beds
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nestled in Miami Beach, this delightful hotel offers a cozy retreat for our guests. Forget your worries in this spacious ...
From $170 per night (USD)
VRBO
From $161 per night (USD)
VRBO
Royal 2 Wonderful Apart/Hôtel plus 2 Queen Size Beds with Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Discover this awesome 1-bedroom gem in Kissimmee. This pleasant hotel features a cozy bedroom with a queen bed, perfect ...
From $161 per night (USD)
VRBO
From $161 per night (USD)
VRBO
Royal 8 Wonderful Apart/Hotel with pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Stay in an upscale place that’s near everything you want to visit. Ideal for an Orlando vacation, you’re close to every ...
From $161 per night (USD)
VRBO
From $161 per night (USD)
VRBO
Royal 3 Wonderful Apart/Hotel with pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to this charming hotel in Kissimmee. This superb property features a cozy bedroom with a queen bed, perfect for ...
From $161 per night (USD)
VRBO
From $173 per night (USD)
Expedia
Royal 8 Wonderful Apart/Hotel With Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to this charming hotel in Kissimmee. This fabulous property features a cozy bedroom with a queen bed, perfect fo ...
From $173 per night (USD)
Expedia
From $99 per night (USD)
VRBO
3BR Condo w/ BBQ and Heated Pool Near Disney and Malls
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
3 BEDROOM TOWNHOME Near Disney. Recently renovated . Situated in the perfect location, close to shopping centers, count ...
From $99 per night (USD)
VRBO
From $201 per night (USD)
Expedia
2335 5BR/3BA townhome with hot tub / lake View
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Summary: Your family will be close to everything when you stay at this centrally located place. Thank you for your inte ...
From $201 per night (USD)
Expedia
From $219 per night (USD)
VRBO
Ground Floor Gathering up to 9 Guests BL387
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Summary: Enjoy your vacation time and allow some rest and deep relaxation with this amazing lake view property. Accom ...
From $219 per night (USD)
VRBO
From $154 per night (USD)
Expedia
Luxury condo in delightful Kissimmee with WiFi, fitness room, AC
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to this marvelous condo in Kissimmee. This cozy retreat offers 2 bathrooms with a bathtub and hair dryer, perfec ...
From $154 per night (USD)
Expedia
From $300 per night (USD)
VRBO
Ground Floor Gathering up to 9 Guests BL387
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Enjoy your vacation time and allow some rest and deep relaxation with this amazing lake view property. Accommodates u ...
From $300 per night (USD)
VRBO
Click For Pricing
Expedia
4 Bed 3 Bath Kissimmee Townhouse!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
VENETIAN BAY VILLAGES M&L Vacation Rentals not only cleans but disinfects every home between guests with hospital-grade ...
Click For Pricing
Expedia
From $1003 per night (USD)
VRBO
Lake View 15BR w/ Pool, Game Loft Near Disney
Bedrooms:
16
Bathrooms:
15
Sleeps:
36
Summary: Escape to a world of wonder at our brand-new 15-bedroom lakeview villa in Sonoma Resort, where every corner tel ...
From $1003 per night (USD)
VRBO
From $203 per night (USD)
Expedia
Magic Spot 4BD No Carpet Getaway with Pool and Barbecue
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to our enchanting home for 8! Discover a perfect blend of comfort and charm in this expansive retreat. Our prime ...
From $203 per night (USD)
Expedia
From $270 per night (USD)
VRBO
3bedroom house in wonderful Kissimmee with WiFi, AC. 15 mins from Disney
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Consider this house your home away from home while you visit Kissimmee. This cozy property features 3 bedrooms with 2 qu ...
From $270 per night (USD)
VRBO
From $216 per night (USD)
Expedia
The Perfect Family Escape 4BD with Pool BBQ and Fun
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Be our guest at our lovely home for 8! Discover a perfect blend of comfort and charm in this expansive retreat. Our prim ...
From $216 per night (USD)
Expedia
From $126 per night (USD)
VRBO
Adventure's at Villa Del Sol
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Found in the heart of Kissimmee, Florida, Adventure's at Villa Del Sol provides a perfect balance of convenienc ...
From $126 per night (USD)
VRBO
From $184 per night (USD)
Expedia
Once Upon a Stay Summ
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Summary: In the gated Fiesta Key community, resort-style amenities and serene surroundings create the ultimate retreat w ...
From $184 per night (USD)
Expedia
Click For Pricing
VRBO
Dreamland Disney - with Pool, Game Room & More!
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
Summary: Welcome to Dreamland Disney! A summer-delight home nestled in Florida’s beautiful resort destination of Kissimm ...
Click For Pricing
VRBO
From $125 per night (USD)
Expedia
Playing Hooky Summary
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Enjoy an incredible, stress-free vacation here at the peaceful and centrally located apartment of Playing Hooky ...
From $125 per night (USD)
Expedia
From $1133 per night (USD)
VRBO
15 Bedrooms / 16.5 Bathrooms / Sonoma (4081 SB)
Bedrooms:
16
Bathrooms:
15
Sleeps:
38
• Community: Sonoma Resort • 15 Bedrooms/ 16.5 Bathrooms/ Sleeps • Disney (8.5 miles) SeaWorld (10.0 miles) Legoland (3 ...
From $1133 per night (USD)
VRBO
From $1004 per night (USD)
Expedia
15 Bedrooms / 16.5 Bathrooms / Sonoma (4171SB)
Bedrooms:
16
Bathrooms:
15
Sleeps:
34
• Community: Sonoma Resort • 15 Bedrooms/ 16.5 Bathrooms/ Sleeps • Disney (8.5 miles) SeaWorld (10.0 miles) Legoland (3 ...
From $1004 per night (USD)
Expedia
From $232 per night (USD)
VRBO
4BD Sunshine Spot with Pool BBQ and Parks Around
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Be our guest at this lovely home for 10! Discover a perfect blend of comfort and charm in this expansive retreat. Our pr ...
From $232 per night (USD)
VRBO
From $558 per night (USD)
Expedia
Lux Villa - Sleeps 30 - Themed - Movie Theatre
Bedrooms:
12
Bathrooms:
12
Sleeps:
30
🌴 Lakeview Luxe Villa | 12BR Resort Getaway Near Disney 🌴 Gather your favorite people and escape to this sprawling 12 ...
From $558 per night (USD)
Expedia
From $337 per night (USD)
VRBO
Charming 3-bedroom house with private pool near Disney
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Newly renovated home with New floor, New kitchen , New paint and New furniture.This Spacious 3BR/2BA hosts 10 people. Ea ...
From $337 per night (USD)
VRBO
From $270 per night (USD)
Expedia
Disney Dream Home! 4BR/4BA Close to Parks & More!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to your home away from home in sunny Kissimmee! This beautifully maintained 4-bedroom, 4-bathroom house is locat ...
From $270 per night (USD)
Expedia
From $267 per night (USD)
VRBO
Near Disney Cozy Home with Pool & Hot Tub and BBQ
Bedrooms:
3
Bathrooms:
4
Sleeps:
13
Your Dream Vacation Starts Here! Welcome to this stunning 4-bedroom single-family home located in the desirable Bella Vi ...
From $267 per night (USD)
VRBO
From $165 per night (USD)
Expedia
Boho retreat close to Disney!
Bedrooms:
2
Bathrooms:
3
Sleeps:
200
Come enjoy your dream vacation on this beautiful and stylish townhome near all Disney Parks. Designed to be your home aw ...
From $165 per night (USD)
Expedia
From $245 per night (USD)
VRBO
Spacious townhouse with private pool, patio and resort amenities.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Wander & Wonder Villa Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $245 per night (USD)
VRBO
From $150 per night (USD)
Expedia
Cozy Vacation Retreat in Fiesta Key Community
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Welcome to your home away from home in the gated community of Fiesta Key. This well maintained townhome offers ...
From $150 per night (USD)
Expedia
From $841 per night (USD)
VRBO
15-BR Villa | Game Room, Theater & Lakeview
Bedrooms:
16
Bathrooms:
15
Sleeps:
34
Summary: Welcome to your dream vacation home at Sonoma Resort in Kissimmee—just minutes from Disney and Orlando’s top at ...
From $841 per night (USD)
VRBO
From $914 per night (USD)
Expedia
15 Bedrooms/ 15 Bathrooms / Veranda Palms (2393 SD)
Bedrooms:
15
Bathrooms:
15
Sleeps:
32
• Community: Veranda Palms • 15 Bedrooms/ 15.5 Bathrooms/ Sleeps 32 • Disney World® (6.8 miles) SeaWorld (9.1 miles) • ...
From $914 per night (USD)
Expedia
From $1055 per night (USD)
VRBO
Grand 15-Bedroom Villa -Magical Themes, Pool & Game Loft, Lakeview
Bedrooms:
16
Bathrooms:
15
Sleeps:
31
Experience the ultimate family getaway at this newly renovated 15-bedroom, 15-bathroom dream villa in Sonoma Resort, jus ...
From $1055 per night (USD)
VRBO
From $316 per night (USD)
Expedia
Summer Escape! Spacious 8BR Home with Private Pool
Bedrooms:
5
Bathrooms:
8
Sleeps:
16
Summary: Whether you're here for the theme parks, to unwind, or to explore the best of Orlando, this is the place you've ...
From $316 per night (USD)
Expedia
From $157 per night (USD)
VRBO
Townhome with private pool in Resort
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy a peaceful stay at this lovely 3-bedroom townhome in Kissimmee. The cozy bedrooms feature 2 queen beds and 1 twin ...
From $157 per night (USD)
VRBO
From $94 per night (USD)
VRBO
Little Blue House with private entrance & parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Blue House is very spacious, with a bedroom with a queen bed, a private bathroom, a small living room with a sofa b ...
From $94 per night (USD)
VRBO
From $1142 per night (USD)
VRBO
Luxury and Sophisticated 15 BR ensuite
Bedrooms:
17
Bathrooms:
15
Sleeps:
33
Welcome to your dream vacation! This stunning 6000 sqft luxury home, located within the exclusive Sonoma Resort, offers ...
From $1142 per night (USD)
VRBO
From $1109 per night (USD)
Expedia
15 Bedrooms / 16.5 Bathrooms / Sonoma (4151SB)
Bedrooms:
16
Bathrooms:
15
Sleeps:
38
• Community: Sonoma Resort • 15 Bedrooms/ 16.5 Bathrooms/ Sleeps 38 • Disney World® (8.5 miles) SeaWorld (10.0 miles) • ...
From $1109 per night (USD)
Expedia
From $212 per night (USD)
VRBO
Paradise Escape 4BD Home with Pool and BBQ and Near Disney
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to our enchanting home for 10! Discover a perfect blend of comfort and charm in this expansive retreat. Our prim ...
From $212 per night (USD)
VRBO
From $291 per night (USD)
Expedia
Stylish 4BR Waterfront Villa — Pool, BBQ & Resort Access!
Bedrooms:
3
Bathrooms:
4
Sleeps:
13
Cozy townhouse fully equipped with a private pool and BBQ grill located at the amazing Bella Vida Resort with free acces ...
From $291 per night (USD)
Expedia
From $178 per night (USD)
VRBO
Cozy 2BD/2BTH Condo Near Disney
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Minutes from Disney. escape to our 3rd floor 2 bedroom/2 bath condo located in our resort style gated community. This co ...
From $178 per night (USD)
VRBO
From $585 per night (USD)
Expedia
Spacious 12BR Family Villa Near Disney Bella Vida
Bedrooms:
11
Bathrooms:
12
Sleeps:
27
We welcome you to our beautiful & cozy house with 12 bedrooms 11,5 bath with Private Pool. This home has all the ameniti ...
From $585 per night (USD)
Expedia
From $192 per night (USD)
VRBO
Cozy 4BD/3BA Bella Vida Private Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy unforgettable moments with family and friends in this cozy and family-friendly vacation home. Located in Bella Vid ...
From $192 per night (USD)
VRBO
From $936 per night (USD)
Expedia
2025 Brand NEW 11 Bedrooms At Sonoma
Bedrooms:
7
Bathrooms:
11
Sleeps:
27
* Bedrooms: 11 * Property type: Single Family * Location: Sonoma Resort Close to: Shopping mall - 2 miles Disney World ...
From $936 per night (USD)
Expedia
From $449 per night (USD)
VRBO
4 Bedrooms / 5 Bathrooms / Bella Vida (871MB)
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
• Community: Bella Vida • 4 Bedrooms/ 4.5 Bathrooms/ Sleeps 12 • Disney (7.1 mi) SeaWorld (11.2 mi) Legoland (34.3 mi) • ...
From $449 per night (USD)
VRBO
From $387 per night (USD)
Expedia
5 Bedroom Pool Home in Gated Community Near Disney
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Welcome to your ultimate family vacation retreat in the sought-after, gated community of Cumbrian Lakes! This large, f ...
From $387 per night (USD)
Expedia
From $378 per night (USD)
VRBO
Stylish Getaway•Pool•Game Room•Near Disney
Bedrooms:
7
Bathrooms:
6
Sleeps:
14
Located in the heart of Orlando’s premier shopping, dining, and entertainment mecca, this stunning 6-bedroom vacation ho ...
From $378 per night (USD)
VRBO
From $233 per night (USD)
Expedia
Dream Home near Disney Parks! Stay near the magic!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Your Ultimate Orlando Vacation Homes Escape in Kissimmee! Discover the perfect blend of comfort, privacy, and relaxatio ...
From $233 per night (USD)
Expedia
From $327 per night (USD)
VRBO
Magic & Comfort in the Palms!Near Disney-Universal.
Bedrooms:
2
Bathrooms:
3
Sleeps:
11
Welcome to Florida Palms – A cozy and modern townhome that comfortably accommodates up to 11 guests, perfect for familie ...
From $327 per night (USD)
VRBO
$Enjoy your Summe\ Near to Disney- Universal-Epic$
From $327 per night (USD)
Expedia
Enjoy your Summe\" Near to Disney- Universal-Epic
Bedrooms:
2
Bathrooms:
3
Sleeps:
11
Welcome to Florida Palms – A cozy and modern townhome that comfortably accommodates up to 11 guests, perfect for familie ...
From $327 per night (USD)
Expedia
From $177 per night (USD)
VRBO
4BR/3 Bath Condo Next to Pool! Close to All Parks
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to your perfect getaway in sunny Kissimmee! This spacious 4-bedroom, 3-bath condo offers all the comfort and con ...
From $177 per night (USD)
VRBO
From $395 per night (USD)
Expedia
6 Bedrooms / 5.5 Bathrooms / Bella Vida (4529SS)
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
• Community: Bella Vida • 6 Bedrooms/ 5.5 Bathrooms/ Sleeps 14 • Disney World® (7.7 miles) SeaWorld (11.2 miles) • Con ...
From $395 per night (USD)
Expedia
From $438 per night (USD)
VRBO
12BR Getaway | Pool + Theater
Bedrooms:
11
Bathrooms:
12
Sleeps:
16
Enjoy your Orlando getaway in this spacious 12-bedroom home in Bella Vida Resort—just minutes from Disney! Relax in your ...
From $438 per night (USD)
VRBO
From $448 per night (USD)
Expedia
Hot Deal! Disney villa W/ Pool & Games!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Your cozy getaway awaits in Kissimmee at this awesome resort. With 4 bedrooms including 1 queen bed, 1 full bed, and 2 t ...
From $448 per night (USD)
Expedia
From $1161 per night (USD)
VRBO
Stunning Masterpiece 15 ensuites
Bedrooms:
17
Bathrooms:
15
Sleeps:
30
Welcome to your dream vacation! This stunning 6000 sqft luxury home, located within the exclusive Sonoma Resort, offers ...
From $1161 per night (USD)
VRBO
From $180 per night (USD)
Expedia
4504 - ☆ Private Pool ☆ King Bed ☆ Bella Vida Resort
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover Bella Vida Resort, the perfect location and atmosphere for your family! 3 BEDROOMS & 2.5 BATHROOMS ☆ Full acc ...
From $180 per night (USD)
Expedia
From $176 per night (USD)
VRBO
Pleasant Inn
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your personal oasis: a unique and tranquil home located in a charming gated community. This residence is a ha ...
From $176 per night (USD)
VRBO
From $317 per night (USD)
Expedia
St Julia Villa 5 bedrooms
Bedrooms:
3
Bathrooms:
6
Sleeps:
14
Welcome to your perfect family getaway! This spacious 5-bedroom home offers a luxurious and comfortable retreat just min ...
From $317 per night (USD)
Expedia
From $161 per night (USD)
VRBO
Waterside Gem - waterfront tranquility near all attractions, comfortable family accommodation
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This well furnished and spacious 4 bedroomed 2 bathroom home provides every comfort and convenience for your perfect vac ...
From $161 per night (USD)
VRBO
From $181 per night (USD)
Expedia
4-bedroom townhome in amazing Kissimmee with WiFi, AC
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Consider this townhome your home away from home while you visit Kissimmee. This lovely property boasts 4 bedrooms - 2 wi ...
From $181 per night (USD)
Expedia
$\nWelcome to our villa on Creekside$
From $220 per night (USD)
VRBO
\nWelcome to our villa on Creekside
Bedrooms:
1
Bathrooms:
4
Sleeps:
10
Our 4 bed/2 bath villa is very attractively furnished, South facing private pool with a fully fenced garden, patio furn ...
From $220 per night (USD)
VRBO
From $902 per night (USD)
VRBO
Magical 15-Bedroom Villa | Game Room, Theater & More!
Bedrooms:
16
Bathrooms:
15
Sleeps:
34
Welcome to your dream vacation home at Sonoma Resort in Kissimmee—just minutes from Disney and Orlando’s top attractions ...
From $902 per night (USD)
VRBO
From $142 per night (USD)
VRBO
Beautifully furnished 4 bedroom 2 1/2 bathroom. Close to theme parks.
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Experience Kissimmee like a local in this 4-bedroom condo. The bedrooms feature 1 king bed, 1 queen bed, and 2 twin beds ...
From $142 per night (USD)
VRBO
From $455 per night (USD)
Expedia
2657SN - Stunning Home 6 Ensuites Near Disney
Bedrooms:
6
Bathrooms:
6
Sleeps:
16
Sonoma Resort is in the perfect spot, right next to "The Loop," a top-notch shopping and entertainment hub. Plus, you're ...
From $455 per night (USD)
Expedia
From $174 per night (USD)
VRBO
Charming 3BR Resort Townhome with Pool & BBQ Area!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Summary: Townhome fully equipped with a private pool, BBQ grill and fully equipped kitchen. Located at the amazing Bella ...
From $174 per night (USD)
VRBO
From $252 per night (USD)
Expedia
Lakeview 4Bd Family Villa w Pool Bella Vida Resort
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
Summary: Experience the perfect family retreat in this spacious 4-bedroom home at Bella Vida Resort. Enjoy stunning lake ...
From $252 per night (USD)
Expedia
From $411 per night (USD)
VRBO
Luxury 5bed Villa with Complimentary Pool Heating
Bedrooms:
5
Bathrooms:
5
Sleeps:
13
Welcome to our stunning 5-bedroom, 5-bathroom Luxury house at Sonoma Resort in Kissimmee, Florida. This VIP property can ...
From $411 per night (USD)
VRBO
From $322 per night (USD)
Expedia
Upstay: Lakefront Home w Pool Cinema, Games, BBQ
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Summary: Enjoy the beautiful lake views while you sit poolside on your private back patio area, with no rear neighbours! ...
From $322 per night (USD)
Expedia
From $151 per night (USD)
VRBO
Renovated 4 bed/3 bath Townhome near Disney
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Ideal location! This peaceful resort community has it all. A gated community , the amenity center provides 4 pools inclu ...
From $151 per night (USD)
VRBO
From $164 per night (USD)
Expedia
3-bedroom 2 bath house with a large sun room in enchanting Kissimmee Fl
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience Kissimmee like a local in this 3-bedroom house. Each bedroom features a nice queen bed for a comfortable nigh ...
From $164 per night (USD)
Expedia
From $421 per night (USD)
VRBO
2602SN - Stunning Home 5 Ensuites Near Disney
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
Sonoma Resort is in the perfect spot, right next to "The Loop," a top-notch shopping and entertainment hub. Plus, you're ...
From $421 per night (USD)
VRBO
From $272 per night (USD)
Expedia
Spacious 4 Bedroom Townhouse in Gated Resort for Family near Disney Florida
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
AUGUST 2025 PROMO! Up to 60% Special Discounted Offer!!! Check now! Bring the whole family to Kissimmee for an unforget ...
From $272 per night (USD)
Expedia
From $501 per night (USD)
VRBO
Spacious 9-bedroom pool home in enchanting Kissimmee
Bedrooms:
7
Bathrooms:
9
Sleeps:
18
Make yourself at home in this 9-bedroom Kissimmee retreat. Marvelous king, queen, twin, and bunk beds await you in this ...
From $501 per night (USD)
VRBO
From $126 per night (USD)
Expedia
If You Had Wings
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
About this space Located just 25 minutes from the Orlando International Airport (MCO) and 30-35 minutes from Disney Worl ...
From $126 per night (USD)
Expedia
From $206 per night (USD)
VRBO
Luxury Townhome near attractions!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Your dream vacation starts here! This stunning 4BR, 3.5BA townhome with 2 luxurious en suites is just 10 mins from Disne ...
From $206 per night (USD)
VRBO
From $234 per night (USD)
Expedia
Soak • Splash • Unwind ✦ Family Pool Retreat
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Welcome to Your Perfect Family Escape in Kissimmee! Step into this beautifully designed 5-bedroom retreat made for comf ...
From $234 per night (USD)
Expedia
From $195 per night (USD)
VRBO
Your Perfect 3-Bedroom Townhome in a Resort Close to Disney
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Your cozy getaway awaits in Kissimmee at this fantastic townhome. With 3 bedrooms and 2.5 bathrooms there's plenty of sp ...
From $195 per night (USD)
VRBO
$Discover \ a spacious 3-bedroom house Enjoy a pool in the condo, fitness room,$
From $150 per night (USD)
Expedia
Discover \" a spacious 3-bedroom house Enjoy a pool in the condo, fitness room,
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Discover "The Magic Villa," a spacious 3-bedroom house in charming Kissimmee! Enjoy a pool in the condo, fitness room, ...
From $150 per night (USD)
Expedia
From $309 per night (USD)
VRBO
Bellavida Resort Retreat with Private Pool
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Summary: Experience the perfect mix of space, style, and comfort at this five bedroom, five bathroom vacation home in th ...
From $309 per night (USD)
VRBO
From $671 per night (USD)
Expedia
Family Villa w Pool Games n Themed Rooms
Bedrooms:
16
Bathrooms:
15
Sleeps:
30
Summary: Perfect for large families or groups, this dream home features themed kids’ rooms (Star Wars & Barbie), a priva ...
From $671 per night (USD)
Expedia
From $234 per night (USD)
VRBO
Incredible 4BD home with Pool and BBQ near Disney Fun
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Be our guest at our enchanting home for 10! Discover a perfect blend of comfort and charm in this expansive retreat. Our ...
From $234 per night (USD)
VRBO
From $151 per night (USD)
Expedia
Tranquil 3-bedroom house with AC in Kissimmee
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This charming house in Kissimmee is a delightful retreat for guests. With 3 cozy bedrooms and 3 bathrooms, this beautifu ...
From $151 per night (USD)
Expedia
From $235 per night (USD)
VRBO
290 LF - BellaVida Cozy 6BR Pool Home
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
BellaVida Retreat: Luxurious 6-Bedroom Pool Home in Kissimmee 🏠 Entire Place – Discover the comfort and privacy of our ...
From $235 per night (USD)
VRBO
From $312 per night (USD)
Expedia
Save This September | 6BR Family Villa w/ Pool + Resort Perks
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
Welcome to your dream vacation home at Bella Vida Resort, just 15 minutes from Walt Disney World®! This beautifully appo ...
From $312 per night (USD)
Expedia
From $253 per night (USD)
VRBO
5BD/3.5BA Lake View, Private Pool, close to Disney
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Enjoy this beautiful 5-bedroom, 3.5-bathroom home in the gated Cumbrian Lakes community. Private pool with lake view, Wi ...
From $253 per night (USD)
VRBO
From $184 per night (USD)
Expedia
Cozy 3BR Home w/Private Pool & Lake View
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This 3‑bedroom home sleeps up to 6 with 1 king and 4 twin beds. Located in Country Creek, Kissimmee, just minutes to Dis ...
From $184 per night (USD)
Expedia
From $408 per night (USD)
VRBO
9BR/9.5BA - 20 guests Luxury Villa Sonoma Resort
Bedrooms:
10
Bathrooms:
9
Sleeps:
18
Why stay in a hotel when you can enjoy the comfort of home in this luxurious 9-bedroom, 9.5-bath villa at Sonoma Resort? ...
From $408 per night (USD)
VRBO
From $174 per night (USD)
Expedia
Cozy 3BR Home Near Disney & Outlets
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our charming 3-bedroom, 2.5-bathroom home perfect for families and friends seeking a memorable Orlando vacati ...
From $174 per night (USD)
Expedia
From $202 per night (USD)
VRBO
3 Bedroom Family Retreat Near The Magic
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Your Family’s Perfect Disney Retreat! Discover our 3-bedroom, 2-bathroom vacation home in Liberty Village, ju ...
From $202 per night (USD)
VRBO
From $299 per night (USD)
VRBO
Ultimate 8br Family Getaway
Bedrooms:
5
Bathrooms:
8
Sleeps:
16
Welcome to Your Dream Vacation Getaway! Step into this spacious 8 bedroom, 5 bathroom vacation home, thoughtfully desig ...
From $299 per night (USD)
VRBO

Search Your Destination Now!

Kissimmee Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 1,000 Rentals