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.

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Guest favourite

Villa in Kissimmee

4.87 out of 5 average rating, 142 reviews

Minutes from Disney Gated LakeView Pvt Heated Pool

Lowest Cleaning fee! Special wkly, military & AirBnB Host discnts. New Sofa set, Dolby Home theatre, new 65" HD LED TV w/ Airplay. A separate Remote office setup! Sunset Lakes is a secured gated community ~12 min from Disney & other parks. Updated Villa offers Lake View pvt pool, gorgeous sunset, BBQ Grill, Fishing dock. Fully furnished & sparkling clean with 4 beds - 1 King, 1 Quen, 3 baths, kitchen & laundry. Come & enjoy your next trip to Disney & leave everything to a fantastic experience!

Dec. 13 – 20

$266 CAD per night

Guest favourite

Villa in Kissimmee

4.78 out of 5 average rating, 406 reviews

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!

Feb. 3 – 10

$549 CAD per night

Guest favourite

Villa in Kissimmee

4.98 out of 5 average rating, 102 reviews

Sleeps 24✦Free Pool Heat✦15 min to Disney✦Hot Tub

Make memories to last a lifetime in our luxurious 9-bedroom home (sleeps 24) at Orlando's premier vacation community. Enjoy your own Star Wars game room, private pool (heated at no extra charge*), and hot tub. Our 100% Five-Star rating from previous guests and our generous cancellation policy means you can book with confidence. Only 15 minutes to Disney and just a short walk to a fabulous resort clubhouse with free access to a lavish pool, kids waterpark, restaurant, playground, gym, and more!

Nov. 10 – 17

$703 CAD per night

Superhost

Villa in Kissimmee

4.8 out of 5 average rating, 49 reviews

NEAR DISNEY 3 bdrm villa with pools and clubhouse!

Fully furnished, 3 bedroom, 2 bathroom villa located in the gated Venetian Bay community. This villa is conveniently near the pools, playground and basketball courts. The clubhouse has a gym, game room and theater room. The open floorplan with living room, dining room and kitchen welcome you upon entry, with two bedrooms and 2nd bathroom upstairs. You will be close to everything when you stay at this centrally-located resort, minutes from all major theme attractions, restaurants, and shopping.

Jun. 7 – 14

$191 CAD per night

Guest favourite

Villa in Kissimmee

4.85 out of 5 average rating, 370 reviews

Amazing Cozy 4Bed/3Bath, Disney Area, Private Pool

A modern, comfortable, cozy and spacious house with a lot of and amenities. 4 bedrooms, 3 full bathrooms, game room/PS4, private pool, 3 parking spaces, WiFi, Smart TVs, well equipped Kitchen and Laundry. The house is located at Crystal Cove, a gated community, considered one of the best location at Disney area. The house is perfect! You’ll be at Walmart block and few minutes from Target, Sams Club, Publix, restaurants and Celebration. Are you going to MAGIC KINGDOM? Only 20 minutes driving!

Dec. 5 – 12

$334 CAD per night

Guest favourite

Villa in Kissimmee

4.96 out of 5 average rating, 167 reviews

4 bed villa w/private pool near Disney, sleeps 6+

Lovely, updated Vacation Villa, near Disney & Universal Studios. Located on the beautiful, resort-style property of Trafalgar Village. It's your "home-away-from-home" equipped with complimentary high-speed Wifi and flat-screen TVs in every bedroom. You can relax at the home's private pool w/spa or venture off to the clubhouse's community pool, spa, fitness center, game room, and movie theater, just steps away from the villa. The home is 10mins in both directions to shops and restaurants.

Aug. 22 – 29

$272 CAD per night

Guest favourite

Villa in Four Corners

4.9 out of 5 average rating, 69 reviews

9355 Walk to Splash Fun/Resort 4 Free near Disney

1800sf Ground floor unit! Hardwood floor throughout all bedrooms. Well stocked kitchen, Great for Snowbirds' lengthy stay! Water park back yard! Free Shuttle to Oasis Resort Daily! This Fully sanitized, newly furnished house is completely yours! Keyless, Code is given prior to your check in time. Standalone, private homes with no shared amenities. The cleaning is performed by a professional cleaning company that is taking extra precautions to avoid any risk of contagion from Covid-19.

Sep. 3 – 10

$230 CAD per night

Guest favourite

Villa in Davenport

4.98 out of 5 average rating, 45 reviews

Villa Close To Disney

Deluxe villa is ready for you and your guests! Give yourself and your family /friends Amazing Vacation you will remember for years :) Our place is your place. You will pay less than in a hotel and you will receive much more attention, you will have more space, more privacy, more amenities, parking for several cars, a totally private pool and you will be welcomed by an extremely clean house where we know that you will be totally satisfied and happy to spend your vacation with us.

Nov. 28 – Dec. 5

$334 CAD per night

Guest favourite

Villa in Kissimmee

4.97 out of 5 average rating, 130 reviews

Close To The Mouse: Something for Everyone!

Are you ready for four amazing bedrooms, three full baths, a fully equipped kitchen, formal dining area, reclining seats on the new couch and love seat, Tempur-Pedic mattresses on every bed, a beautiful pool, and a game room that will make you want to stay home for the day? Everything is close by: Disney World, Universal , and Sea World. No need to share the space with others, this is your own private oasis for your time here. Additional health and safety standards in place.

Feb. 19 – 26

$292 CAD per night

Guest favourite

Villa in Davenport

4.94 out of 5 average rating, 111 reviews

Beautiful 4 Bedroom Pool Villa Near Disney World

This sunny single story home has 4 beautiful bedrooms (2 master suites) and 3 full bathrooms with its own private screened pool. It is an ideal accommodation for 2 families to share, or one large family. This villa is located in the gated community, a small peaceful community set away from any main road traffic. The home is situated approximately 15 minutes from the Walt Disney World, and is conveniently located from all major Orlando attractions, nearby restaurants and shopping.

Oct. 8 – 15

$322 CAD per night

Guest favourite

Villa in Davenport

4.89 out of 5 average rating, 53 reviews

Gorgeous 3 bed, 2 bath villa w/ pool and jacuzzi

Gorgeous 3 bedroom, 2-bathroom villa set on a 1/4 acre of land, with our own screened, private, heated swimming pool & Jacuzzi, and high speed internet. Situated in a quiet residential community on the sought after Sunridge Woods in Davenport, only 9 miles from Disney. Please note smoking or parties are NOT allowed in house premises. No pool heater available during May through October. **You also MUST be 21 or older to rent this property**

Jan. 14 – 21

$267 CAD per night

Superhost

Villa in Kissimmee

4.84 out of 5 average rating, 62 reviews

New Private Pool Mid Century Home Near Disney Park

About this space The Luxury Mid-Century Modern House is in Kissimmee near Highway US 192. Less than 10 miles from Walt Disney World and all the fun that awaits. It is right where you want to be for fast and easy travel to all of the Disney Parks and all other theme parks. And only 5 mins from Walmart Supercenter. This house is all about location!

May 13 – 20

$260 CAD per night