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Holiday homes in Kissimmee (Page 38)

Enjoy your stay and find the best Holiday homes in Kissimmee at affordable prices

Searching for a holiday home in Kissimmee (Florida)? Explore a great selection of vacation homes in Kissimmee to find the one that best fits to your needs, starting from $62 per night. Holiday homes offer a relaxing escape, providing a cozy retreat for vacationers seeking a home away from home.

Holiday-homes in Kissimmee and region (20 miles)
4 Bedroom Town Home on Regal Oaks in Orlando, USA

4 Bedroom Town Home on Regal Oaks

Holiday home in Orlando near Kissimmee, Florida
Situated in Orlando in the Florida region, 4 Bedroom Town Home on Regal Oaks features a balcony.
  • Parking

Very good 8 Reviews 8.0

from $107.41 Show details »

2 Bedrooms - 2,5 Bathrooms - Regal Oaks 2604 Rl in Orlando, USA

2 Bedrooms - 2,5 Bathrooms - Regal Oaks...

Holiday home in Orlando near Kissimmee, Florida , 2604 Roadster Lane
2 Bedrooms - 2,5 Bathrooms - Regal Oaks 2604 RL is situated in the Celebration district of Orlando, 8.2 km from Disneys Blizzard Beach Water Park, 9.1...
  • Parking
  • Fitness centre
  • Swimming pool
  • Swimming Pool

Pleasant 1 Reviews 7.0

from $178.33 Show details »

3 Bedrooms- 2,5 Bathrooms- Regal Oaks 2608 Rl in Orlando, USA

3 Bedrooms- 2,5 Bathrooms- Regal Oaks 26...

Holiday home in Orlando near Kissimmee, Florida , 2608 Roadster Lane
3 Bedrooms- 2,5 Bathrooms- Regal Oaks 2608 RL is set in the Celebration district of Orlando, 8.2 km from Disneys Blizzard Beach Water Park, 9.1 km fro...
  • Parking
  • Fitness centre
  • Swimming pool
  • Swimming Pool

no reviews

from $207.67 Show details »

Charming 3 Bd w/ SPA close to Disney @ Regal Oaks 2649 in Orlando, USA

Charming 3 Bd w/ SPA close to Disney @ R...

Holiday home in Orlando near Kissimmee, Florida , 2649 Roadster Lane
Boasting an outdoor swimming pool, a garden, a shared lounge and a terrace, Charming 3 Bd w/ SPA close to Disney @ Regal Oaks 2649 is situated in the ...
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Pleasant 16 Reviews 6.8

from $193.33 Show details »

3 Bedroom- 3 Bathroom Regal Oaks 2671rl in Orlando, USA

3 Bedroom- 3 Bathroom Regal Oaks 2671rl

Holiday home in Orlando near Kissimmee, Florida , 2671 Roadster Lane
3 Bedroom- 3 Bathroom Regal Oaks 2671RL is situated in the Celebration district of Orlando, 8 km from Disneys Blizzard Beach Water Park, 8.9 km from D...
  • Parking
  • Swimming pool
  • Swimming Pool

no reviews

from $207.67 Show details »

Upscale 2BR Lakefront Townhome - Private Hot tub! in Orlando, USA

Upscale 2BR Lakefront Townhome - Private...

Holiday home in Orlando near Kissimmee, Florida
Located in Orlando, just 7.2 km from ESPN Wide World of Sports, 2BR Lakefront Townhome with Resort Access and Private Hot Tub - 3 Miles to Disney! pro...
  • Parking
  • Fitness centre
  • Family rooms
  • Outdoor pool
  • Swimming pool

Good 12 Reviews 7.8

from $257.00 Show details »

4 Bedrooms - 3,5 Bathrooms - Regal Oaks 2713 Il in Orlando, USA

4 Bedrooms - 3,5 Bathrooms - Regal Oaks...

Holiday home in Orlando near Kissimmee, Florida , 2713 Impala Lane
4 Bedrooms - 3,5 Bathrooms - Regal Oaks 2713 IL is located in the Celebration district of Orlando, 7.6 km from Disneys Blizzard Beach Water Park, 8.5 ...
  • Parking
  • Fitness centre
  • Swimming pool
  • Swimming Pool

no reviews

from $300.33 Show details »

1798 TP - 4BR Luxury Solara Retreat Pool Disney in Orlando, USA

1798 TP - 4BR Luxury Solara Retreat Pool...

Villa in Orlando near Kissimmee, Florida
Featuring air-conditioned accommodation with a private pool, 1798 TP - SOLARA - Luxury 4 Bed Villa with Private Pool is set in Orlando.
  • Swimming pool
  • Swimming Pool

Very good 3 Reviews 8.0

from $223.25 Show details »

Stunning Rare Lake Front 7BR Holiday Home - Sleeps 14 - Pool, Hot Tub, & Games! in Orlando, USA

Stunning Rare Lake Front 7BR Holiday Hom...

Holiday home in Orlando near Kissimmee, Florida
Offering a fitness centre and free WiFi, Stunning Rare Lake Front 7BR Holiday Home - Sleeps 14 - Pool, Hot Tub, & Games! is situated in the Celebratio...
  • Parking
  • Fitness centre
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 30 Reviews 8.7

from $368.27 Show details »

Tropical Palms Resort in Orlando, USA

Tropical Palms Resort

Holiday home in Orlando near Kissimmee, Florida , 2650 Holiday Trail
Set in Orlando in the Florida region and ESPN Wide World of Sports reachable within 7 km, Tropical Palms Resort offers accommodation with free WiFi, a...
  • Parking
  • Fitness centre
  • Family rooms
  • Outdoor pool
  • Kids' outdoor play equipment

Fabulous 154 Reviews 8.8

from $129.00 Show details »

Worldquest Wonderland in Orlando, USA

Worldquest Wonderland

Holiday home in Orlando near Kissimmee, Florida
Set in Orlando, 7 km from Disney Springs and 7.6 km from Disneys Boardwalk, Worldquest & Sunny Season offers air-conditioned accommodation with a balc...
  • Parking
  • Pets allowed
  • Fitness centre
  • Outdoor pool
  • Swimming pool

Passable 9 Reviews 5.6

from $250.40 Show details »

Willow Tree Villa #45857 in Kissimmee, USA

Willow Tree Villa #45857

Villa in Kissimmee, Florida
Willow Tree Villa #45857 is located in Kissimmee, 23 km from Gatorland, 25 km from ESPN Wide World of Sports, and 25 km from Disneys Hollywood Studios...
  • Parking
  • Pets allowed
  • Swimming pool
  • Swimming Pool

no reviews

from $149.85 Show details »

Kissimmee Retreat Fenced-In Yard with Pool! in Kissimmee, USA

Kissimmee Retreat Fenced-In Yard with Po...

Holiday home in Kissimmee, Florida
Kissimmee Retreat Fenced-In Yard with Pool! is set in Kissimmee, 25 km from ESPN Wide World of Sports, 25 km from Disneys Hollywood Studios, as well a...
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $164.00 Show details »

Enchantment at Blue Heron in Orlando, USA

Enchantment at Blue Heron

Holiday home in Orlando near Kissimmee, Florida
Set 5 km from Disney Springs and 7.7 km from SeaWorlds Discovery Cove, Enchantment at Blue Heron in Orlando offers air-conditioned accommodation with ...
  • Parking
  • Fitness centre
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Good 35 Reviews 7.3

from $234.06 Show details »

3 Bedrooms - 2 Bathrooms - Cumbrian Lakes 4695 Cl in Orlando, USA

3 Bedrooms - 2 Bathrooms - Cumbrian Lake...

Holiday home in Orlando near Kissimmee, Florida , 4695 Cumbrian Lakes Drive
3 Bedrooms - 2 Bathrooms - Cumbrian Lakes 4695 CL is located in the Celebration district of Orlando, 7.4 km from Disneys Blizzard Beach Water Park, 8....
  • Parking
  • Swimming pool
  • Swimming Pool

no reviews

from $161.67 Show details »

3 Bedrooms - 2 Bathrooms - Lake Berkley 1076 Lb in Orlando, USA

3 Bedrooms - 2 Bathrooms - Lake Berkley...

Holiday home in Orlando near Kissimmee, Florida , 1076 Lake Berkley Drive
3 Bedrooms - 2 Bathrooms - Lake Berkley 1076 LB is located in the Celebration district of Orlando, 7.4 km from Disneys Blizzard Beach Water Park, 8.4 ...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $237.00 Show details »

4 Bedrooms 3 Bathrooms Crystal Cove 4712 Bd in Orlando, USA

4 Bedrooms 3 Bathrooms Crystal Cove 4712...

Holiday home in Orlando near Kissimmee, Florida , 4712 Blue Diamond Street
4 Bedrooms - 3 Bathrooms - Crystal Cove 4712 BD is set in the Celebration district of Orlando, 7.4 km from Disneys Blizzard Beach Water Park, 8.4 km f...
  • Parking
  • Fitness centre
  • Swimming pool
  • Swimming Pool

no reviews

from $337.00 Show details »

Family Home with Private Pool 24 Mi to Disney! in Saint Cloud, USA

Family Home with Private Pool 24 Mi to D...

Holiday home in Saint Cloud near Kissimmee, Florida
Family Home with Private Yard 24 Mi to Disney! is set in Saint Cloud, 22 km from Gatorland, and offers a patio, garden, and free WiFi.
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $257.67 Show details »

4 Bedrooms 3 Bathrooms Lucaya Village 13-108 in Orlando, USA

4 Bedrooms 3 Bathrooms Lucaya Village 13...

Holiday home in Orlando near Kissimmee, Florida , 5350 Diplomat Court - 13-108
4 Bedrooms - 3 Bathrooms - Lucaya Village 13-108 is situated in the Celebration district of Orlando, 6.4 km from Disneys Blizzard Beach Water Park, 7....
  • Parking
  • Fitness centre
  • Swimming pool
  • Swimming Pool

Exceptional 1 Reviews 10.0

from $242.14 Show details »

4 Bedrooms - 3 Bathrooms - Lucaya Village 21-101 in Orlando, USA

4 Bedrooms - 3 Bathrooms - Lucaya Villag...

Holiday home in Orlando near Kissimmee, Florida , 5364 Diplomat Court Unit 21-101
3 Bedrooms - 3 Bathrooms - Lucaya Village 21-101 is set in the Celebration district of Orlando, 6.4 km from Disneys Blizzard Beach Water Park, 7.3 km ...
  • Parking
  • Fitness centre
  • Swimming pool
  • Swimming Pool

no reviews

from $300.33 Show details »

3 Bedrooms - 2 Bathrooms - Lucaya Village 22-103 in Orlando, USA

3 Bedrooms - 2 Bathrooms - Lucaya Villag...

Holiday home in Orlando near Kissimmee, Florida , 5368 Diplomatic Court Unit 22-103
3 Bedrooms - 2 Bathrooms - Lucaya Village 22-103 is located in the Celebration district of Orlando, 6 km from Disneys Hollywood Studios, 6.4 km from D...
  • Parking
  • Fitness centre
  • Swimming pool
  • Swimming Pool

Exceptional 1 Reviews 10.0

from $207.67 Show details »

4 Bedrooms - 3 Bathrooms - Lucaya Village 14-101 in Orlando, USA

4 Bedrooms - 3 Bathrooms - Lucaya Villag...

Holiday home in Orlando near Kissimmee, Florida , 2901 Edenshire way - 14-101
4 Bedrooms - 3 Bathrooms - Lucaya Village 14-101 is set in the Celebration district of Orlando, 6.4 km from Disneys Blizzard Beach Water Park, 7.3 km ...
  • Parking
  • Fitness centre
  • Swimming pool
  • Swimming Pool

no reviews

from $220.33 Show details »

4 Bedrooms - 3 Bathrooms - Lucaya Village 15-101 in Orlando, USA

4 Bedrooms - 3 Bathrooms - Lucaya Villag...

Holiday home in Orlando near Kissimmee, Florida , 2903 Edenshire Way Unit 15-101
4 Bedrooms - 3 Bathrooms - Lucaya Village 15-101 is located in the Celebration district of Orlando, 6.4 km from Disneys Blizzard Beach Water Park, 7.3...
  • Parking
  • Fitness centre
  • Swimming pool
  • Swimming Pool

Exceptional 7 Reviews 9.6

from $220.33 Show details »

2 room DisneyResortVillas by AmericanVacationLiving in Orlando, USA

2 room DisneyResortVillas by AmericanVac...

Holiday home in Orlando near Kissimmee, Florida , 3100 Parkway Boulevard
Located in Kissimmee, Florida, this self-catering apartment offers free WiFi and access to the outdoor pool and hot tub.
  • Parking
  • Pets allowed
  • Fitness centre
  • Outdoor pool
  • Swimming pool

no reviews

from $290.33 Show details »

Vacation Homes of Orlando Area in Orlando, USA

Vacation Homes of Orlando Area

Holiday home in Orlando near Kissimmee, Florida , Yellow Snapdragon Drive
Located in Orlando in the Florida region and Disneys Blizzard Beach Water Park reachable within 11 km, Vacation Homes of Orlando Area provides accommo...
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Okay 3 Reviews 5.7

from $282.06 Show details »

Number of Holiday homes in Kissimmee 1000
Number of guest ratings 63551
Average price per night $205.76
Lowest price per night $62.00
Highest price per night $1.220.00

Most popular Holiday-homes in Kissimmee

The most popular Holiday-homes in Kissimmee based on average guest rating (Top 10).

Cheapest Holiday-homes in Kissimmee

The cheapest Holiday-homes in Kissimmee based on room rate per night (Top 10).

Most booked Holiday-homes in Kissimmee

The most booked Holiday-homes in Kissimmee based on popularity with guests (Top 10).

Holiday homes in Kissimmee (Florida), comfortable and familiar

Staying in a holiday or vacation home in Kissimmee can be a great alternative to a hotel or resort. They can range from small cottages to luxurious villas, and are often located in popular tourist destinations such as beaches or mountains. One of the main benefits is the privacy and flexibility that comes with having your own space. Unlike a hotel room, a holiday home provides you with a living area, kitchen, and sometimes even outdoor space, allowing you to cook your own meals, relax in comfort, and enjoy the company of your friends or family without the interruptions of other guests.

Holiday homes often offer more space than a hotel room. This can be particularly useful for families or groups of friends traveling together, who may need more than one room or want to avoid the cramped feeling of a single hotel room. They can also provide a more authentic travel experience, allowing guests to immerse themselves in the local culture and lifestyle. This can be particularly appealing for those who prefer to stay in quieter, residential areas away from the hustle and bustle of tourist hotspots.

Find the best Holiday home in Kissimmee for your needs

Holiday homes should offer a comfortable and enjoyable stay, providing all the necessary amenities and conveniences to make your vacation experience memorable. At a minimum, your holiday home in Kissimmee should offer a clean and well-maintained living space with comfortable furnishings, adequate lighting, and climate control.

In addition to basic amenities such as a fully equipped kitchen, comfortable bedding, and clean linens and towels, holiday homes should also offer modern conveniences such as Wi-Fi, cable or streaming TV, and laundry facilities. A private outdoor space, such as a balcony or terrace, can also add to the overall enjoyment. They can also offer additional features such as a swimming pool, hot tub, or outdoor grill. Location is also important, for example, close to popular tourist attractions, restaurants and shopping areas.

Accommodation data and pictures provided by Booking.com