Florida Rentals in Kissimmee, Orlando

Last Updated: 31/07/2025

Leila's Sunrise - 7 Bedroom Deluxe Villa with Pool

Emerald Island Resort, Kissimmee, Orlando

Theme Park

This property has not yet been rated.

7 Bedrooms - Sleeps 14 4 Bathrooms

No expense has been spared in the design and fitting of our beautiful, unique and individually appointed home. Comfortably accommodating up to 14 guests, our home provides both central heating and air-conditioning. You will find the furnishings luxurious and the décor tasteful.

Last Updated: 31/07/2025

Cal-Cierra Retreat - 7 Bedroom Deluxe Villa with Pool

Emerald Island Resort, Kissimmee, Orlando

Theme Park

This property has not yet been rated.

7 Bedrooms - Sleeps 14 4 Bathrooms

No expense has been spared in the design and fitting of our beautiful, unique and individually appointed home. Comfortably accommodating up to 14 guests, our home provides both central heating and air-conditioning. You will find the furnishings luxurious and the décor tasteful.

Last Updated: 14/09/2025

Sunshine Villa at Windsor Hills

Windsor Hills Resort, Kissimmee, Orlando

Theme Park

This property has not yet been rated.

5 Bedrooms - Sleeps 11 5 Bathrooms

Sunshine Villa – a stunning 5-bedroom, 5-bathroom luxury villa in Kissimmee, just 2 miles from Disney! Perfect for families and groups, our home features 3 king suites ,1 queen en-suite and a themed Toy Story room, giving you comfort and privacy for everyone

Last Updated: 10/03/2019

Disney on Your Doorstep

Indian Creek, Kissimmee, Orlando

Disabled Accessible

This property has not yet been rated.

5 Bedrooms - Sleeps 10 4 Bathrooms

Your Private Oasis on Disney's Doorstep is Awaiting for Your Arrival. Disney on your Doorstep is a charming, relaxing and feel at home, kind of home... You know when you're sitting by the pool and the kids are having a ball, that you've picked the right spot....

Last Updated: 07/09/2025

Palm Tree Villa - Pool Lift, 5 STAR RATING

Doral Woods, Kissimmee, Orlando

Theme Park
Disabled Accessible
Golf

This property has not yet been rated.

4 Bedrooms - Sleeps 8 3 Bathrooms

Palm Tree Villa is a fabulous home and has everything you could possibly wish for to make your Florida Dream come true. Set within a quiet conservation area in the sought after community of Doral Woods. Palm Tree Villa is beautifully furnished throughout and enjoys a large Private Pool and extended decking area. Ideally located allowing you to enjoy the peace and tranquility of this beautiful...

Last Updated: 31/08/2025

Doral Woods Secluded Florida Villa Updated June 2023

Doral Woods, Kissimmee, Orlando

This property has not yet been rated.

4 Bedrooms - Sleeps 8 3 Bathrooms

We're discerning Florida homeowners, fully respecting that guests expect to arrive to find our villa as shown in the photos ~ well maintained and cleaned to a high standard. We've been renting our Florida home for many years with a high level of returning guests. This lovely, spacious, locally managed home is located within The Reedy Creek Nature Reserve at Kissimmee, conveniently located for...

Last Updated: 22/01/2024

Secret Key Cove Villa

Emerald Island Resort, Kissimmee, Orlando

Theme Park

This property has not yet been rated.

4 Bedrooms - Sleeps 8 3 Bathrooms

Welcome to Secret Key Cove Villa our luxury award winning vacation villa rental, in Orlando, Florida. Located within the Gated Community of Emerald Island Resort, this 2 story Villa has, 4 bedrooms, 3 bathrooms, air conditioning , and is set in a private location with its own private pool and spa. The luxury of a Hotel, the comforts of Home

Last Updated: 19/08/2025

Villa Paradiso

Eagle Pointe, Kissimmee, Orlando

Theme Park

This property has not yet been rated.

3 Bedrooms - Sleeps 6 3 Bathrooms

Welcome to Villa Paradiso! Your tranquil paradise away from home… With a Modern, yet quaint ambiance. Our fully air-conditioned/fully equipped 3 bedroom, 3 bath villa with private pool and oversized deck overseeing a conservation view, will help to make your holiday magical! Free Wi-Fi Internet Access/landline and central location, will provide you with everything you need to help make your...

Last Updated: 07/03/2025

Luxury villa, 3 Bedrooms, 2 Baths with stunning pool and games room

Indian Ridge, Kissimmee, Orlando

This property has not yet been rated.

3 Bedrooms - Sleeps 8 2 Bathrooms

3 Bed, 2 Bath, stunning Pool, with great view and Games Room only 4 miles to Disney World in a quiet, friendly neighborhood and free WiFi.

Last Updated: 20/08/2025

KissimmeeDisneyVilla

Indian Point, Kissimmee, Orlando

This property has not yet been rated.

3 Bedrooms - Sleeps 8 2 Bathrooms

This beautifully furnished, spacious 3 bedroom 2 bathroom pool home is located in Indian Point, Kissimmee – a well known and popular community. Relax in your own large private pool and garden or take advantage of the community facilities including community pool and tennis courts. Close to highway 192, Florida’s many attractions are within easy reach – family fun in Orlando’s theme parks, soaking...

Last Updated: 24/09/2025

Waterside

Eagle Pointe, Kissimmee, Orlando

This property has not yet been rated.

4 Bedrooms - Sleeps 6 2 Bathrooms

Waterside is simply unique. The beautiful south facing lakeside position is just the start, no other villa comes close to this level of quality and value in such a great location

Last Updated: 01/09/2025

Roughtallys

Lake Berkley Resort, Kissimmee, Orlando

Theme Park

This property has not yet been rated.

7 Bedrooms - Sleeps 15 4 Bathrooms

Come and relax at Roughtally’s – a beautiful 7 bedroom villa with lake views on the prestigious resort of Lake Berkley. The perfect base for your dream holiday, it’s only 15 minutes to the main gates at Disney World, Orlando and all the main attractions. Lake Berkley resort boasts 3 fishing lakes, fringed by woodland, with a dock, boardwalk and nature trail. Roughtallys guests enjoy use of the...

Last Updated: 01/12/2023

Winter Haven Villa

Lake Berkley Resort, Kissimmee, Orlando

This property has not yet been rated.

5 Bedrooms - Sleeps 11 4 Bathrooms

***** LOCATION LOCATION LOCATION ***** Our fabulous executive villa enjoys an enviable open aspect across the natural, spring fed 14 acre Lake Berkley. The fully screened pool area is surrounded by tropical planting to ensure total privacy without impeding the wonderful view. One of the finest five bedroom properties available in the Kissimmee area, 'Winter Haven', is situated on the...

Last Updated: 16/08/2025

For the Best Disney Vacation-Tropical Paradise Villa

Emerald Island Resort, Kissimmee, Orlando

Theme Park

This property has not yet been rated.

4 Bedrooms - Sleeps 8 2 Bathrooms

Our villa is a four bedroom, 2 bath home with a game room and a private pool. It backs up to an 11-acre conserve for the ultimate in privacy. Located in the exclusive Emerald Island Resort, it is only 2 1/2 miles from the gates of Walt Disney World. Shopping, restaurants, golf, and local attractions are nearby.

Last Updated: 19/09/2025

Florida Dream Villa

Indian Creek, Kissimmee, Orlando

This property has not yet been rated.

4 Bedrooms - Sleeps 8 3 Bathrooms

Our 4 bedroom 3 bathroom property is situated only 3 miles from Disney, so close that you can hear the fireworks in the evening. Our villa is beautifully decorated and has everything that you could want in a holiday home. The only thing you need to bring is yourselves!

Last Updated: 26/09/2025

Villa Verna

Indian Creek, Kissimmee, Orlando

This property has not yet been rated.

4 Bedrooms - Sleeps 9 3 Bathrooms

4 bed, 3 bath single level property with a large (30' x 15') south facing pool - very well maintained and equipped.

Last Updated: 13/09/2025

Ref 993PF. Family home, free BBQ. Near Disney. Pet friendly

Lindfields, Kissimmee, Orlando

This property has not yet been rated.

3 Bedrooms - Sleeps 7 2 Bathrooms

Our beautiful 3 bedroom, 2 bathroom pool home is ideally located in the quiet residential community of Lindfields, Kissimmee. Conveniently situated close to Disney and the other major theme parks. There are several restaurants, shopping and World-Class Golf is nearby.

Last Updated: 15/07/2025

Ref 17. Lake Berkley. Superb Villa , own pool. BBQ. Nr Disney. Gated resort

Lake Berkley Resort, Kissimmee, Orlando

This property has not yet been rated.

4 Bedrooms - Sleeps 8 3 Bathrooms

A stunning, larger than average 4 Bed 3 Bathroom villa that had a recent major refurbishment. Located in Kissimmee Orlando, Lake Berkley villa is ideally located for all that Orlando has to offer.

Last Updated: 16/05/2024

Grand Cumbrian

Cumbrian Lakes, Kissimmee, Orlando

This property has not yet been rated.

4 Bedrooms - Sleeps 8 4 Bathrooms

Villa in Cumbrian Lakes, Florida Orlando / Kissimmee, America, USA - Beautiful Location, Not Overlooked By Other Villas, 15 Mins From Major Attractions

Last Updated: 10/08/2025

Lakeside Lodge at Eagle Pointe

Eagle Pointe, Kissimmee, Orlando

Theme Park

This property has not yet been rated.

4 Bedrooms - Sleeps 8 3 Bathrooms

Villa in Eagle Pointe, close to all attractions yet located in a peaceful and desirable neighbourhood with beautiful lake views.

Last Updated: 21/09/2025

Laurel Oak - Less than 10 minutes to Disney

Indian Ridge Oaks, Kissimmee, Orlando

This property has not yet been rated.

4 Bedrooms - Sleeps 8 2 Bathrooms

Welcome to “Laurel Oak”, a beautiful vacation villa which features 4 bedrooms, 2 bathrooms, heated private south facing swimming pool, air conditioning and having all modern conveniences including large fridge/freezer, oven, microwave, waste disposal, dishwasher, coffee maker, toaster and all necessary bedding, towels, crockery and cutlery. The villa is located on one of Orlando's most...

Last Updated: 15/07/2025

Ref 80.Stunning Villa with private pool. Near Disney, Eagle Point

Eagle Pointe, Kissimmee, Orlando

This property has not yet been rated.

3 Bedrooms - Sleeps 6 3 Bathrooms

This is a luxurious 3 bedroom 3 bathroom villa with private pool with conservation view on Eagle Pointe Resort, Kissimmee, Orlando. The villa was recently refurbished and now benefits from ceramic tile and wood flooring throughout. The villa is furnished to a very high standard. Uniquely the villa offers unlimited free phone calls worldwide. The villa sleeps 6 guests and is fully...

Last Updated: 28/09/2025

The Sunshine State Villa at Indian RIdge

Indian Ridge, Kissimmee, Orlando

This property has not yet been rated.

4 Bedrooms - Sleeps 8 2 Bathrooms

Large and Luxurious - this 4 Bedroom, 2 Bathroom villa with private screened pool sits on a one third of an acre plot. Conveniently located in the prestigious Indian Ridge community of Kissimmee Central Florida. Minutes away from all the fun of Walt Disney World, Universal Studios, Sea World and all other attractions in Sunny Orlando.

Last Updated: 30/09/2025

Lakeside Villa

Crescent Lakes, Kissimmee, Orlando

This property has not yet been rated.

3 Bedrooms - Sleeps 6 2 Bathrooms

Welcome to" LAKESIDE-VILLA" step inside and take a look. Our beautiful,spacious 3 bed 2 bath villa ,sleeps 6, and has its very own large 14 x 28 South facing pool,complete with a shaded lanai with fan and light.

Last Updated: 30/09/2025

Doorway to Disney

Emerald Island Resort, Kissimmee, Orlando

This property has not yet been rated.

4 Bedrooms - Sleeps 8 3 Bathrooms

This newly furnished home on the prestigious Emerald Island resort is just 3 miles from Disney. Internet is available . Fully Air conditioned including Games room which has airhockey, full size pool table, table football, and Nintendo Wii. 4 bedrooms for 8 guests. We don't believe in overcrowding or having to make up beds every night in a lounge. All the comforts you expect in luxurious...