Book Direct & Save - No Booking Fees

Cheap Vacation Rentals in Kissimmee

(116 rentals)
Kissimmee Villa
Sleeps 9, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Immerse yourself in luxury at our Kissimmee villa, perfectly located near Disney and Universal. Nestled in a secure gated community, our home boasts a private pool and hot tub, a fully-equipped kitchen, and comfortable bedrooms including a master suite with a king bed. Exclusive amenities include access...

View all property information

$175
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
10 reviews

Distance to park: 3 miles to Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Sample the Florida lifestyle in our four-bedroom, three-bathroom spacious air-conditioned villa with 26ft x 13ft privately screened, heated, south-facing swimming pool and spa.Located on the peaceful Indian Creek community, our holiday home is comfortably furnished throughout, only 3 miles away from...

View all property information

Featured review

"Everything as described!"

After a long day of travel and delays, arriving here truly felt like coming home. Everything was exactly as described and fully stocked with everything we needed. We did encounter a small issue with the...

See all reviews

$177
avg per night
Kissimmee House
Sleeps 10, 4 bedrooms, 3 bathrooms
1 review

Distance to park: 14 miles to Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Windsor at Westside - Kissimmee, Florida is an upscale gated community located just 10 minutes from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida, and has quickly become one of the most desired locations in the Orlando area. During your stay, you will enjoy this well-appointed...

View all property information

Featured review

"Recommend it"

Very clean and welcoming we would definitely come again !!! It had everything we need close and convenient to shops and parks

See all reviews

$182
avg per night
Kissimmee House
Sleeps 12, 6 bedrooms, 4 bathrooms
7 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Our fabulous 6-bedroom, 4.5-bathroom luxury vacation villa is set in the tranquil location of beautiful Watersong and the property overlooks a conservation area at the rear.The villa sleeps 12 guests and boasts a private pool as well as a games room.Situated at the front of the house as you enter,...

View all property information

Featured review

"Family vacation/daughter celebration"

My family and i had a wonderful time at this home. Everything was great, the pool was wonderful and the property manager was amazing the wholw time. Will book again.

See all reviews

$185
avg per night
Kissimmee House
Sleeps 8, 4 bedrooms, 3.5 bathrooms
10 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to our beautiful villa situated in Veranda Palms, ideally located close to US-192 and only a 10-minute drive from I-4Our home boasts peaceful water views at the back with no rear neighbours plus the front is situated across from open countryside.The villa has also been professionally decorated...

View all property information

Featured review

"Comforts of Home"

The mattresses and blankets were fantastic. Everything was very clean, and I loved the themed rooms. The pool was great too, with floats and towels for everyone. The only thing I think could have been improved...

See all reviews

$185
avg per night

Why Choose FloridaRentals.com?

No booking or service fees

No Booking or Service Fees

Save up to 25% compared to other websites - no hidden costs.

Connect Directly with Hosts

Connect Directly with Hosts

Book with confidence and get the best rates.

Florida's #1 vacation rental listings site

Florida's #1 Vacation Rental Site

Trusted by millions - your go-to for the perfect Florida getaway.

Kissimmee Villa
Sleeps 18, 8 bedrooms, 4.5 bathrooms
17 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

One of the closest communities to Walt Disney World (less than 3 miles away), Emerald Island Resort is a quiet oasis in which to spend your vacation. Emerald Island is an exclusive man gated resort community less than a mile from the world famous US Highway 192 where you will find shops, restaurants,...

View all property information

Featured review

"One of the best rentals to date"

Everything that was in house info was delivered. Safe neighborhood and close to everything. House was clean and well set up for our family. Pool and hot tub were our favorite with plenty of room for everyone.

See all reviews

$186
avg per night
New
Kissimmee Townhome
Sleeps 10, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

After a magical day at Disney or Universal, keep the fun going at our themed family townhome — where kids can drift off in Beauty and the Beast, Harry Potter, and Minions bedrooms while parents unwind just steps away at the gated community’s private pool and jacuzzi. Unlike crowded hotel pools,...

View all property information

$186
avg per night
New
Kissimmee Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Dive into a world of exclusion at this private condo within the enchanting Secret Lake Resorts! Just moments from the thrills of Walt Disney and the vibrant Margaritaville Sunset Walk, this fully furnished gem is your gateway to relaxation. Unwind with top-notch streaming apps and fast WiFi, or soak up...

View all property information

$193
avg per night
Kissimmee House
Sleeps 8, 4 bedrooms, 3 bathrooms
5 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Great for SNOW BIRDS,TRANSITIONING/RELOCATION,DIGITAL NOMADS.Perfect home for SUMMERS, WINTERS, HOLIDAYS. This IMMACULATE, CLEAN, LUXURIOUS, WATERFRONT PROPERTY WITH AMAZING SUNSET VIEWS, PRIVATE HEATED POOL, 2 suites KING and QUEEN. Great for ROMANTIC GETAWAYS or FAMILY REUNIONS, LONG TERM STAYS OR VACATIONS...

View all property information

Featured review

"Excellent!"

We had a wonderful stay at Kiran's place! The house was exactly as described and impeccably clean. Kiran was an outstanding host, always quick to respond and very helpful with local tips. The location was...

See all reviews

$193
avg per night
Kissimmee House
Sleeps 14, 7 bedrooms, 5.5 bathrooms
2 reviews

Distance to park: 5 miles to Disney World

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Excellent Private Detached Family Vacation home/Villa located in the Prestigious Man Gated Vacation Resort of EMERALD ISLAND RESORTS. SPECIAL DISCOUNTS FOR LONGER STAYS !!! . Monthly bookings during January to April at special Monthly Rates available. _________________________________________________________________ (Please...

View all property information

Featured review

"Amazing 7 Bed rooms Villa Near Disney"

Our stay with Family and friens were superb. Cost is just a fraction of what otherwise with any Hotels. VEry large House with 7 Bedrooms and 6 Wash rooms. Own private pool and lanai . Bbq grill was provided...

See all reviews

$195
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Sunset Villa - your gateway to a magical Florida holiday experience. This ideally situated villa gives you convenient access to all Disney, Universal & Sea World theme parks, Sunset Villa is located in the community development of Cumbrian Lakes, (a gated community) set in a rural conservation area,...

View all property information

$195
avg per night
Kissimmee Apartment
Sleeps 9, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

*This contemporary 3 bedroom 2 bath condo is located in Storey lake resort.*The clubhouse includes a resort-style pool featuring a spa and water slide with a lazy river, splash pad, beach volleyball court and playground.*Ground floor unit with in unit laundry.*Themed bedrooms **Minnie Mouse...

View all property information

$199
avg per night
Kissimmee House
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Distance to park: 2 miles to Disney's Animal Kingdom

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

4 Bedroom /3 Bath / Pool & Spa Vacation HomeCONTACT US AND REQUEST A DETAILED QUOTE !! No Booking Fees - Book Direct with the HomeownerCheck our Reviews on VRBO - Property #284051

View all property information

Featured review

"Awesome"

Thank you Awesome Would do again Very close to everything Great pool sand hot tub Felt safe Thank you again

See all reviews

$200
avg per night
Kissimmee House
Sleeps 10, 5 bedrooms, 4 bathrooms
12 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to our stunning spacious 5 bedroom, 4 bath home located in the much sought after community of Tuscan Hills near DisneyThis beautiful home offers 2 masters en-suite bedrooms and 3 sitting rooms.Full air con and hi-speed WiFi throughout.The villa uniquely has 3 sitting rooms, two of...

View all property information

Featured review

"Amazing villa"

My family and I stayed at this wonderful villa for 5 nights. The house is very spacious,.clean and in a secured gated community. Watersong community is the best area for villa rentals close to Disney. We...

See all reviews

$200
avg per night
Kissimmee House
Sleeps 10, 5 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to this beautiful luxury villa on the gated 5 Star Resort of Lake Berkley. This villa has 5 bedrooms, 2 of which are on the ground floor and 3 are on the first floor. It can sleep up to 10 comfortably.This is a perfect location for fishing on 3 well stocked lakes. Fish all day long whilst...

View all property information

$200
avg per night
Kissimmee House
Sleeps 12, 5 bedrooms, 5 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Booking is available from the website in Owner info.Modern architecture, state-of-the-art furnishings, and hip-to-the-minute décor make this 5 bedroom, 5 bath getaway in Storey Lake a bonafide safe haven for luxury and comfort. This home is brimming with amenities, from an action-packed game...

View all property information

Featured review

"Disney girls trip"

House fit us all just right. very convenient to all the parks! Took maybe 20 minutes to get to each park and drive was good not much traffic.

See all reviews

$200
avg per night
Full map
Map