Villa vacation rentals in Kissimmee

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Top-rated villa rentals in Kissimmee

Guests agree: these villas are highly rated for location, cleanliness, and more.

Guest favorite
Villa in Kissimmee
7BD with Movie Theater Pool & Jacuzzi near Disney!
Have your own private Movie Theater, Pool and Spa 4miles from Disney. 7 Bedrooms and heated Pool this is the house of your dreams in a DISNEY vacation. Placed at The Emerald Island Resort, one of the most traditional and beautiful community in the DISNEY AREA, house is surrounded by nature since the community was build in a preservation area, your kids and family will gonna love every minute of your stay, fun and relax are waiting. Comfort with huge space... We hope that you enjoy our house!
Jan 15 – 22
$291 per night
4.78 out of 5 average rating, 395 reviews
Guest favorite
Villa in Kissimmee
Wizarding Enchanted Castle Lake View 6 BDRM Resort
In the exclusive Lake Berkley Resort, this magical manor is a spacious 6 bedroom, 3.5 bathroom home with private pool & spectacular lake views. A 10 minute drive to Disney World, 15 minutes to Sea World and 20 minutes to Universal’s Wizarding World of Harry Potter. Ensure an immersive experience at this thematic home, perfect for families & groups of friends looking to cook in the well stocked kitchen, enjoy meals together in Great Hall or patio by the pool and watch movies & more in the Common
Aug 23 – 30
$167 per night
4.94 out of 5 average rating, 129 reviews
Guest favorite
Villa in Kissimmee
7Bed/4.5Bath, Disney Area, Pool/Spa and Game Room!
Fantastic, Comfortable house, 7 large Bedrooms, 4.5 Bathrooms in a gated community with Private Pool/Spa and Game/Movie Room. Well equipped kitchen, high speed internet, Smart TVs. The Location is absolutely perfect! Ground floor is 100% step free making easy, safety and comfortable for a person with a disability or elderly ones. Downstairs Master Ensuite is 100% step free with huge attached bathroom: walk-in shower with bars and bench. A Modern, Cozy and Convenient, Family Friendly Property!
Sep 16 – 23
$263 per night
4.83 out of 5 average rating, 396 reviews

Popular amenities for Kissimmee villa rentals

Villa rentals with a pool

Superhost
Villa in Kissimmee
Minutes from Disney Gated LakeView Pvt Heated Pool
Sep 26 – Oct 3
$151 per night
4.87 out of 5 average rating, 141 reviews
Guest favorite
Villa in Kissimmee
Disney Villa Retreat Free Heated Pool & Game Room
Apr 28 – May 5
$220 per night
4.96 out of 5 average rating, 123 reviews
Guest favorite
Villa in Kissimmee
Close To The Mouse: Something for Everyone!
Jan 25 – Feb 1
$178 per night
4.97 out of 5 average rating, 125 reviews
Guest favorite
Villa in Kissimmee
Luxury/Private pool/Storey lake Resort 4511
Apr 10 – 17
$326 per night
4.83 out of 5 average rating, 121 reviews
Guest favorite
Villa in Kissimmee
Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE
Feb 12 – 19
$393 per night
4.92 out of 5 average rating, 177 reviews
Guest favorite
Villa in Davenport
Stylish Villa w/ pool near Disney w/ lake views
Feb 3 – 10
$141 per night
4.96 out of 5 average rating, 53 reviews
Guest favorite
Villa in Kissimmee
Elegant Kissimmee Home w/ Pool - Close to Parks
Sep 14 – 21
$111 per night
5.0 out of 5 average rating, 11 reviews
Guest favorite
Villa in Davenport
Gorgeous 3 bed, 2 bath villa w/ pool and jacuzzi
Dec 12 – 19
$132 per night
4.87 out of 5 average rating, 46 reviews
Guest favorite
Villa in Kissimmee
Lake Berkley Poolside Villa
May 19 – 26
$115 per night
4.84 out of 5 average rating, 32 reviews
Guest favorite
Villa in Kissimmee
Beautiful Villa at Terra Verde Resort. Near Disney
May 10 – 17
$109 per night
4.97 out of 5 average rating, 38 reviews
Guest favorite
Villa in Davenport
Villa Close To Disney
May 15 – 22
$173 per night
5.0 out of 5 average rating, 36 reviews
Guest favorite
Villa in Kissimmee
Two Free! Water Park/ Private Pool/close to Disney
Nov 9 – 16
$152 per night
4.87 out of 5 average rating, 71 reviews

Villa rentals with a hot tub

Guest favorite
Villa in Kissimmee
Veranda Palms Luxurious Home w/Pool & NEAR DISNEY
Jul 7 – 14
$163 per night
4.81 out of 5 average rating, 209 reviews
Guest favorite
Villa in Kissimmee
Villa Sol Peaceful Pool/Hot tub Home
Jul 11 – 18
$275 per night
5.0 out of 5 average rating, 59 reviews
Guest favorite
Villa in Kissimmee
The Manatee Manor - Piece of Mind. And Peace.
Sep 24 – Oct 1
$361 per night
4.97 out of 5 average rating, 66 reviews
Guest favorite
Villa in Kissimmee
New| 7BR| Heated Pool| Disney| King Beds
Aug 1 – 8
$460 per night
5.0 out of 5 average rating, 7 reviews
Guest favorite
Villa in Kissimmee
Enchanted Escape *8 BR*Super Mario* Pool*Hot Tub*
Jan 23 – 30
$300 per night
5.0 out of 5 average rating, 26 reviews
Guest favorite
Villa in Four Corners
The Golden Bear Villa | Private Pool & Theater
Nov 6 – 13
$431 per night
5.0 out of 5 average rating, 43 reviews
Guest favorite
Villa in Kissimmee
NEW Lux Mansion 10 Bedroom Ensuites Splash Pad
Jul 25 – Aug 1
$812 per night
5.0 out of 5 average rating, 20 reviews
Guest favorite
Villa in Kissimmee
Sleeps 36 12 Ensuite BR Pool Spa Cinema Playground
Sep 18 – 25
$565 per night
4.92 out of 5 average rating, 13 reviews
Guest favorite
Villa in Kissimmee
Villa in Kissimmee Pool Hot Tub DisneyWorld Encore
Oct 2 – 9
$376 per night
4.88 out of 5 average rating, 33 reviews
Guest favorite
Villa in Kissimmee
8 BR Villa, Private Pool, Theater, Min to Disney!
Nov 10 – 17
$479 per night
5.0 out of 5 average rating, 54 reviews
Guest favorite
Villa in Kissimmee
Newly Discounted! Tiki Tropical Oasis / Mini Golf
Jun 29 – Jul 6
$581 per night
5.0 out of 5 average rating, 41 reviews
Guest favorite
Villa in Kissimmee
Beautiful home. Private pool. Close to Disney!
Oct 27 – Nov 3
$211 per night
4.99 out of 5 average rating, 67 reviews

Private villa rentals

Guest favorite
Villa in Kissimmee
Lakeview Luxury Villa with Everything!
Sep 27 – Oct 4
$378 per night
4.93 out of 5 average rating, 70 reviews
Guest favorite
Villa in Kissimmee
Sunset Villa 4 miles from Disney w/ private pool!
Nov 9 – 16
$167 per night
5.0 out of 5 average rating, 44 reviews
Superhost
Villa in Kissimmee
New Private Pool Mid Century Home Near Disney Park
Apr 7 – 14
$146 per night
4.83 out of 5 average rating, 58 reviews
Guest favorite
Villa in Haines City
Sandy's Southern Dunes Villa
Jul 12 – 19
$104 per night
4.79 out of 5 average rating, 95 reviews
Guest favorite
Villa in Kissimmee
Inviting StoreyLake 6BR w/FREE Pool Heat & Grill
Sep 8 – 15
$308 per night
4.95 out of 5 average rating, 60 reviews
Guest favorite
Villa in Kissimmee
2 Miles to the Magic, Themed, Arcade, Private Pool
Dec 5 – 12
$368 per night
5.0 out of 5 average rating, 18 reviews
Superhost
Villa in Kissimmee
Fun home w/ Pool, Spa, Game Room & Themed Suites
Sep 11 – 18
$164 per night
4.8 out of 5 average rating, 25 reviews
Guest favorite
Villa in Kissimmee
3bd 2ba Luxe Villa Located 20 Minutes From Disney
Sep 2 – 9
$164 per night
4.96 out of 5 average rating, 26 reviews
Guest favorite
Villa in Kissimmee
LakeFront+Theater+GameRoom+8BR+8 Miles to Disney
Jun 5 – 12
$441 per night
5.0 out of 5 average rating, 8 reviews
Guest favorite
Villa in Kissimmee
Disney Retreat: Private Home w Pool and Game Room
Sep 11 – 18
$248 per night
4.89 out of 5 average rating, 61 reviews
Superhost
Villa in Kissimmee
Stunning 3bd/4 ba villa, mins to Disneyworld
Jan 17 – 24
$198 per night
4.79 out of 5 average rating, 53 reviews
Guest favorite
Villa in Davenport
Blue Paradise-Sleeps 32- FREE EV Charger-Theater
Nov 14 – 21
$767 per night
4.95 out of 5 average rating, 55 reviews

Quick stats about villa rentals in Kissimmee

Total rentals

900 properties

Rentals with a pool

820 properties have a pool

Pet-friendly rentals

90 properties allow pets

Family-friendly rentals

890 properties are a good fit for families

Total number of reviews

14K reviews

Nightly prices starting at

$20 before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Osceola County
  5. Kissimmee
  6. Villa rentals