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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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Villa in Kissimmee

4.87 out of 5 average rating, 141 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!

Nov 16 – 23

Villa in Kissimmee

4.78 out of 5 average rating, 404 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!

Aug 22 – 29

Villa in Kissimmee

4.79 out of 5 average rating, 48 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.

Jul 25 – Aug 1

Villa in Kissimmee

4.85 out of 5 average rating, 369 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!

Mar 30 – Apr 6

Villa in Kissimmee

4.96 out of 5 average rating, 165 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.

Sep 28 – Oct 5

Villa in Four Corners

4.91 out of 5 average rating, 67 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

Villa in Davenport

4.98 out of 5 average rating, 44 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.

Dec 8 – 15

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.

Mar 25 – Apr 1

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 6 – 13

Villa in Davenport

4.85 out of 5 average rating, 108 reviews

3 bedroom apartment near Disney World

Our property is a 3-bedroomed, ground floor, condo offering ultra-spacious living and equipped with all the comforts you'd expect from a home. As well as being close to Walt Disney World, Universal Studios, SeaWorld to name but a few of the sights - you'll find plenty of things right on your doorstep to keep the entire family entertained. Resort facilities include 3 large heated pools, 5 whirlpool spas, sandy beach overlooking Lake Davenport as well as a bar and restaurant.

Feb 5 – 12

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 22 – 29

Villa in Kissimmee

4.89 out of 5 average rating, 79 reviews

Two Free! Water Park/ Private Pool/close to Disney

!!MESSAGE US FOR SPECIAL SPRING BREAK PRICES OFFERS!!! Enjoy a stylish experience at this centrally-located place, villa in the Storey Lake Community near Disney Theme Parks 4 bedroom/3 bath High Speed internet/WiFi. Private Pool (ask heating rates), BBQ. Two Pools including a lazy river, restaurant, gym, business center and more. Unlimited parking, and a Gorgeous clubhouse. A place that will make you feel like your Villa!

Oct 27 – Nov 3

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cabins

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Cottages

Quaint homes, peaceful surroundings

Popular amenities for Kissimmee villa rentals

Free parking on premises

Air conditioning

Villa rentals with a pool

Villa in Kissimmee

4.91 out of 5 average rating, 34 reviews

Vacation 3 bedroom 2 bath Villa+pool

Dec 1 – 8

Villa in Clermont

4.9 out of 5 average rating, 41 reviews

Cute N Cozy Villa near Disney, pool, Wi-Fi

Jun 6 – 13

Villa in Kissimmee

4.97 out of 5 average rating, 38 reviews

Beautiful Villa at Terra Verde Resort. Near Disney

Sep 11 – 18

Villa in Davenport

4.95 out of 5 average rating, 61 reviews

Cozy 3 bedroom condo near Disney World!

Jan 10 – 17

Villa in Kissimmee

4.92 out of 5 average rating, 52 reviews

Disney Area Family Villa

Sep 18 – 25

Villa in Kissimmee

4.95 out of 5 average rating, 38 reviews

Lakeview Luxury Villa with Everything!

Sep 10 – 17

Villa in Kissimmee

4.94 out of 5 average rating, 50 reviews

Brand New Luxury 9BR Villa/ Pool/Spa/Game Room

Sep 26 – Oct 3

Villa in Kissimmee

4.89 out of 5 average rating, 93 reviews

Beautiful Home with Pool near Golf & Disney

Aug 26 – Sep 2

Villa rentals with a hot tub

Villa in Kissimmee

4.92 out of 5 average rating, 179 reviews

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE

Dec 10 – 17

Villa in Kissimmee

4.95 out of 5 average rating, 129 reviews

Disney Villa Retreat Free Heated Pool & Game Room

Jun 24 – Jul 1

Villa in Davenport

4.93 out of 5 average rating, 109 reviews

Star Wars|Princess|Arcade|Sleeps 22|Waterpark

Sep 4 – 11

Villa in Kissimmee

4.9 out of 5 average rating, 10 reviews

Private Pool & Free Heat - Close to Disney!

Oct 8 – 15

Villa in Kissimmee

5.0 out of 5 average rating, 17 reviews

Disney Themed home with Private Pool & Lazy River!

Aug 22 – 29

Villa in Kissimmee

4.98 out of 5 average rating, 44 reviews

Blue Beach at Storey Lake by Shine Villas #400

Feb 2 – 9

Villa in Kissimmee

4.98 out of 5 average rating, 66 reviews

Luxury 5-Bdrm 5-Bath Disney Villa w/ Private Pool

Oct 3 – 10

Villa in Four Corners

4.99 out of 5 average rating, 74 reviews

Mickey Fantasia Family Friendly w/accessibility

May 1 – 8

Private villa rentals

Villa in Davenport

4.9 out of 5 average rating, 63 reviews

Emerald City: Heated Pool, Near Disney & Universal

Jan 25 – Feb 1

Villa in Davenport

4.93 out of 5 average rating, 30 reviews

Spectacular 3b/2b With Private Pool And Spa

Jan 17 – 24

Villa in Kissimmee

4.97 out of 5 average rating, 33 reviews

Immaculate 6BR StoreyLake Villa FREE Pool/Spa Heat

Feb 7 – 14

Villa in Davenport

4.87 out of 5 average rating, 60 reviews

5bedroom,pool,18min to Disney, Kissimmee davenport

Oct 22 – 29

Villa in Kissimmee

5.0 out of 5 average rating, 63 reviews

Villa Sol Quiet Pool/Hot tub Home

Feb 9 – 16

Villa in Kissimmee

4.79 out of 5 average rating, 67 reviews

Doorway to Disney

Jan 10 – 17

Villa in Davenport

4.84 out of 5 average rating, 75 reviews

Sunny Family Retreat ~ Private Pool ~ Game Room

Nov 12 – 19

Villa in Kissimmee

4.93 out of 5 average rating, 44 reviews

Kissimmee FL 3bdr villa near Disney POOL LAKE VIEW

Mar 26 – Apr 2

Quick stats about villa rentals in Kissimmee

Total rentals
870 properties
Rentals with a pool
780 properties have a pool
Pet-friendly rentals
80 properties allow pets
Family-friendly rentals
860 properties are a good fit for families
Total number of reviews
16K reviews
Nightly prices starting at
$30 before taxes and fees

Destinations to explore