The 10 Best Holiday Homes in Kissimmee, USA

Check out our pick of great holiday houses in Kissimmee

Filter by:


Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest price first Star rating and price Top reviewed

I - New 4 Bedroom Home

Kissimmee

Boasting lake views, I - New 4 Bedroom Home features accommodation with an outdoor swimming pool, a fitness centre and a bar, around 5 km from Kissimmee Value Outlet Shops. This holiday home provides air-conditioned accommodation with a patio. Customer service was amazing. The property was very clean and the house and accommodation are above expectations. Thanks, Eddie

Show more Show less
9.4
Superb
7 reviews

Gorgeous 5 Bd w/ Pool Close to Disney 5007

Kissimmee

Situated in Kissimmee, 6 km from Kissimmee Value Outlet Shops, 8 km from 192 Flea Market and 9 km from Plaza del Sol Kissimmee, Gorgeous 5 Bd w/ Pool Close to Disney 5007 features accommodation with a terrace and free WiFi. This holiday home has a private pool, a garden and free private parking. I liked everything. Great and beautiful place will recommend to anyone who want to have and make fun and memories with their family and friends.

Show more Show less
9.5
Exceptional
5 reviews

Luxury 3 Bedroom Villa Resort - Private Hot Tub

Kissimmee

The holiday home features 3 bedrooms, a flat-screen TV, an equipped kitchen with a dishwasher and a microwave, a washing machine, and 3 bathrooms with a hot tub.

The holiday home offers a children's playground. Guests at Luxury 3 Bedroom Villa Resort - Pri can enjoy fishing nearby, or make the most of the garden. It was an amazing Villa. I loved it!

Show more Show less
9.1
Superb
17 reviews

Lakeview Home Very Close to Disney W Pool

Kissimmee

Situated in Kissimmee, 5 km from Kissimmee Value Outlet Shops and 7 km from 192 Flea Market, Lakeview Home Very Close to Disney W Pool features accommodation with free WiFi, air conditioning and an outdoor swimming pool. This holiday home features a private pool, a garden and free private parking.

Show more Show less
9.7
Exceptional
5 reviews

Luxury vacation home

Kissimmee

Featuring an outdoor swimming pool, a fitness centre, and a bar, Luxury vacation home offers accommodation in Kissimmee with free WiFi and pool views. This villa has a private pool, a garden and free private parking. Great place! Very clean and organized. I love it. If going back to FL on another vacation i will try to stay at the same place. Well managed. The check in staff are so kind and friendly.I am 100% satisfied . My family love it too special my 3 kids.Also only 25 minutes from Disney (magic kingdom). I really had a nice stay in this property.

Show more Show less
9.2
Superb
5 reviews

Marvelous 4 Bedroom w/ Screened Pool Close to Disney 4977

Kissimmee

Set in Kissimmee, just 6 km from Kissimmee Value Outlet Shops, Marvelous 4 Bedroom w/ Screened Pool Close to Disney 4977 offers accommodation with a restaurant, a seasonal outdoor swimming pool, a fitness centre and free WiFi. This holiday home has a private pool, a garden and free private parking. Beautifully decorated. Had all the amenities of home.

Show more Show less
9.2
Superb
11 reviews

3220 cupid place

West Kissimmee, Kissimmee

Situated in Kissimmee, within 20 km of Kissimmee Value Outlet Shops and 22 km of 192 Flea Market, 3220 cupid place offers accommodation with free WiFi, air conditioning, a garden and a terrace. Guests staying at this holiday home have access to a fully equipped kitchen.

Offering 3 bedrooms and 1 bathroom, this holiday home has a flat-screen TV with satellite channels, Blu-ray player and DVD player. Comfortable beds. Large bedrooms (2 with King beds and 1 with 2 double) Fully equiped kitchen. Short drive to MGM and Animal Kingdom and about 20 minutes drive to Disney. Grocery store nearby.

Show more Show less
9
Superb
10 reviews

Ideal Vacation Home with private pool minutes to Disney

Kissimmee

Located in Kissimmee, within 3.2 km of 192 Flea Market and 4.1 km of Plaza del Sol Kissimmee, Ideal Vacation Home with private pool minutes to Disney offers accommodation with free WiFi, air conditioning, an outdoor swimming pool and a shared lounge. This property offers a private pool and free private parking. Beautiful, well maintained home from home. Loved the pool area .

Show more Show less
9.4
Superb
9 reviews

Villa Encantada

West Kissimmee, Kissimmee

Situated in Kissimmee, Villa Encantada features accommodation with free WiFi, air conditioning, a restaurant and access to a garden with an outdoor pool. This holiday home provides a fitness centre, a bar, as well as a terrace.

The holiday home has 3 bedrooms, a flat-screen TV with cable channels, an equipped kitchen with a dishwasher and a microwave, a washing machine, and 2 bathrooms with a bath or shower. A great place to come home to 👍

Show more Show less
9.2
Superb
16 reviews

5362 Diplomat Court

Kissimmee

Boasting a DVD player, the villa has a kitchen with a dishwasher, a microwave and a fridge, a living room with a seating area and a dining area, 4 bedrooms, and 1 bathroom with a shower and a bath. A flat-screen TV with cable channels is offered. Everything you need is here. This place is phenomenal. Owner was exceptional and helpful. Thank you Ricardo!

Show more Show less
9.8
Exceptional
5 reviews

Looking for a holiday house?

Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.

Most booked holiday homes in Kissimmee this month

Enjoy breakfast at holiday homes in Kissimmee!

See all

Save money on holiday homes in Kissimmee – budget options available!

See all

Great access to the city centre! Check these holiday homes in Kissimmee

See all

FAQs about holiday homes in Kissimmee

Holiday homes that guests love in Kissimmee

gogless