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Holiday homes in Kissimmee (Page 34)

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)

Gorgeous Fully Furnished 2-Bedroom Luxur...

Villa in Kissimmee, Florida , 3131 Spikey Way Suite-A
Gorgeous Fully Furnished 2-Bedroom Luxury Villa is set in Kissimmee, 18 km from Gatorland and 26 km from Florida Mall, in an area where cycling can be...
  • Parking
  • Family rooms

Good 5 Reviews 7.8

from $83.39 Show details »

Comfy Escape

Holiday home in Kissimmee, Florida
Situated in Kissimmee, 10 km from ESPN Wide World of Sports and 10 km from Disney Springs, Comfy Escape offers free WiFi and air conditioning.
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 4 Reviews 9.0

from $136.67 Show details »

Compass Bay Getaway

Holiday home in Kissimmee, Florida
Set in Kissimmee, 10 km from ESPN Wide World of Sports and 10 km from Disney Springs, Compass Bay Getaway offers air-conditioned accommodation with a ...
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Good 2 Reviews 7.5

from $162.67 Show details »

Family Friendly 4 Bedrooms with GameRoom...

Holiday home in Kissimmee, Florida , 5103 Crown Haven Drive
Featuring an outdoor swimming pool, a fitness centre, and a garden, Family Friendly 4 Bedrooms with GameRoom close to Disney in Compass Bay 5103 offer...
  • Parking
  • Pets allowed
  • Bar
  • Fitness centre
  • Family rooms

Good 24 Reviews 7.8

from $210.10 Show details »

5101SD- Center of Magic Villa

Holiday home in Kissimmee, Florida
Located 10 km from Disney Springs, 10 km from Disneys Hollywood Studios and 10 km from Disneys Blizzard Beach Water Park, 5101SD- Center of Magic Vill...
  • Parking

no reviews

from $190.26 Show details »

Four Bedrooms Townhouse 5102

Holiday home in Kissimmee, Florida , 5102 Killarney Way Kissimee, FL
Featuring garden views, Four Bedrooms Townhouse 5102 features accommodation with a terrace and a coffee machine, around 9.1 km from Disney Springs.
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Very good 16 Reviews 8.4

from $211.10 Show details »

4Bd Sleeps 9 w Jacuzzi Close to Disney @...

Holiday home in Kissimmee, Florida , 5113 crown haven dr
Featuring an outdoor swimming pool, a garden, and a terrace, 4Bd Sleeps 9 w Jacuzzi Close to Disney @ Compass Bay 5113C provides accommodation in Kiss...
  • Parking
  • Pets allowed
  • Bar
  • Family rooms
  • Allergy-free room

Good 13 Reviews 7.4

from $200.61 Show details »

Four Bedrooms Townhome 5108K

Holiday home in Kissimmee, Florida , 5108 Killarney Way
Situated in Kissimmee, 9.2 km from Disney Springs, 9.2 km from Disneys Hollywood Studios and 10 km from Disneys Blizzard Beach Water Park, Four Bedroo...
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Electric vehicle charging station

Good 15 Reviews 7.8

from $168.00 Show details »

Stunning 4 Bd w/ GameRoom Close to Disne...

Holiday home in Kissimmee, Florida , 5110 Killarney Way
Featuring an outdoor swimming pool, a garden, and a shared lounge, Stunning 4 Bd w/ GameRoom Close to Disney 5110K provides accommodation in Kissimmee...
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Very good 16 Reviews 8.0

from $199.78 Show details »

Seaview Castle

Holiday home in Kissimmee, Florida
Situated in Kissimmee, 9.2 km from ESPN Wide World of Sports and 10 km from Disney Springs, Seaview Castle offers free WiFi and air conditioning.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $148.67 Show details »

Teal Umbrella

Holiday home in Kissimmee, Florida
Located in Kissimmee, 9 km from ESPN Wide World of Sports and 9.2 km from Disney Springs, Teal Umbrella provides air-conditioned accommodation with a ...
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Very good 2 Reviews 8.0

from $192.00 Show details »

Four Bedrooms TownHome 5161

Holiday home in Kissimmee, Florida , 5161 Adelaide Drive
Situated in Kissimmee, 9.2 km from Disney Springs, 9.2 km from Disneys Hollywood Studios and 10 km from Disneys Blizzard Beach Water Park, Four Bedroo...
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Fabulous 22 Reviews 8.7

from $171.20 Show details »

Four Bedrooms TownHome 5120

Holiday home in Kissimmee, Florida , 5120 Adelaide Drive
Located in Kissimmee, 9.2 km from Disney Springs, 9.2 km from Disneys Hollywood Studios and 10 km from Disneys Blizzard Beach Water Park, Four Bedroom...
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Very good 8 Reviews 8.4

from $207.72 Show details »

Four Bedrooms TownHome 5130

Holiday home in Kissimmee, Florida , 5130 Adelaide Drive
Boasting an outdoor swimming pool, a garden, and a terrace, Four Bedrooms TownHome 5130 offers accommodation in Kissimmee with free WiFi and garden vi...
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Very good 33 Reviews 8.3

from $154.72 Show details »

Four Bedrooms Resort TownHome 5128

Holiday home in Kissimmee, Florida , 5128 Adelaide Drive
Situated in Kissimmee, within 8.9 km of ESPN Wide World of Sports and 9.2 km of Disney Springs, Four Bedrooms Resort TownHome 5128 offers accommodatio...
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Very good 30 Reviews 8.4

from $134.93 Show details »

Four Bedrooms Townhome 5116

Holiday home in Kissimmee, Florida , 5116 Killarney Drive
Four Bedrooms Townhome 5116 is situated in Kissimmee, 9.2 km from Disney Springs, 9.3 km from Disneys Hollywood Studios, and 10 km from Disneys Blizza...
  • Parking
  • Pets allowed
  • Family rooms
  • Allergy-free room
  • Outdoor pool

Good 11 Reviews 7.5

from $171.82 Show details »

Four Bedrooms TownHome 5122

Holiday home in Kissimmee, Florida , 5122 Killarney Way
Boasting garden views, Four Bedrooms TownHome 5122 provides accommodation with a terrace and a kettle, around 9.2 km from Disney Springs.
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Good 7 Reviews 7.3

from $229.39 Show details »

Four Bedrooms Townhome 5127

Holiday home in Kissimmee, Florida , 5127 Crown Haven Dr
Four Bedrooms Townhome 5127, a property with an outdoor swimming pool, is situated in Kissimmee, 10 km from Disney Springs, 10 km from Disneys Hollywo...
  • Parking
  • Pets allowed
  • Outdoor pool
  • Electric vehicle charging station
  • Swimming pool

Very good 5 Reviews 8.2

from $96.00 Show details »

Four Bedrooms Townhome 5126K

Holiday home in Kissimmee, Florida , 5126 Killarney Way kissimmee, FL
Located in Kissimmee, 9.2 km from Disney Springs, 9.3 km from Disneys Hollywood Studios and 10 km from Disneys Blizzard Beach Water Park, Four Bedroom...
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Passable 3 Reviews 5.3

from $194.09 Show details »

Orlando Home with Lake View, Pool and Ga...

Holiday home in Kissimmee, Florida
Within 10 km of Gatorland and 18 km of Florida Mall, Orlando Home with Lake View, Pool and Game Room! features free WiFi and a garden.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Passable 1 Reviews 5.0

from $232.29 Show details »

Four Bedrooms at Compass Bay Resort

Holiday home in Kissimmee, Florida , 5162 Adelaide Drive
Boasting garden views, Four Bedrooms at Compass Bay Resort provides accommodation with a terrace and a kettle, around 9.3 km from Disney Springs.
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Fabulous 24 Reviews 8.6

from $209.76 Show details »

Kissimmee Vacation Home

Holiday home in Kissimmee, Florida , 5133 Killarney Way
Situated just 9 km from ESPN Wide World of Sports, Kissimmee Vacation Home features accommodation in Kissimmee with access to an outdoor swimming pool...
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Pleasant 5 Reviews 6.8

from $248.00 Show details »

Four Bedrooms Townhome 5126

Holiday home in Kissimmee, Florida , 5126 Adelaide Dr
Located in Kissimmee, 9.2 km from ESPN Wide World of Sports and 9.4 km from Disney Springs, Four Bedrooms Townhome 5126 provides accommodation with fr...
  • Parking
  • Pets allowed
  • Allergy-free room
  • Swimming pool
  • Swimming Pool

Fabulous 31 Reviews 8.8

from $188.41 Show details »

Four Bedroom w/ GameRoom 5152A

Holiday home in Kissimmee, Florida , 5152 Adelaide Drive
Featuring garden views, Four Bedroom w/ GameRoom 5152A offers accommodation with a bar and a terrace, around 9.4 km from Disney Springs.
  • Parking
  • Pets allowed
  • Bar
  • Family rooms
  • Outdoor pool

Pleasant 9 Reviews 6.3

from $212.46 Show details »

Laguna Villas

Villa in Kissimmee, Florida , 5209 Broken Arrow Drive
Located off Highway 535 and West Osceola Parkway, these self-catering Kissimmee Laguna Villas units features a fully equipped kitchen and free WiFi.
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Good 174 Reviews 7.3

from $154.00 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