Holiday homes and lettings in Kissimmee - HomeToGo base64Hash

Holiday homes and lettings in Kissimmee - HomeToGo

Holiday homes and lettings in Kissimmee

Find 29,033 available offers from 109 partners

Price per night
- Up to £100
- £100 - £199
- From £200
Accommodation types
- House
- Apartment
- Other
Distance to centre
- 1 km
- 2 km
- 5 km
Rating
- 4.5+
- 4+
Booking Options
- Instant Booking
Services
- Pool
- WiFi
- Air conditioning
- Parking
- TV
- Washing machine
- Kitchen
- Dishwasher
- Hot tub
- Microwave
- Balcony/patio
- Garden
- Cot
- Sauna
- Fireplace
Show more
Accommodation type
- No smoking
- No pets
- Pet-friendly
- Wheelchair access
Activities
- Grill
- Fishing

Top 15 Recommended holiday lettings in Kissimmee

Find your perfect holiday home, apartment or cottage in Kissimmee from just £34 per night!

Holiday lettings and apartments with air conditioning

Best holiday homes with a patio or terrace

Holiday homes and cottages with a garden

Best holiday rental deals in Kissimmee

Save up to 58%

You can choose from 29,033 amazing holiday rentals from 109 holiday letting websites in Kissimmee, with nightly prices beginning at £34. HomeToGo instantaneously features top offers by comparing the available properties.

Budget-friendly Holiday Homes in Kissimmee

Find Fantastic yet Cheap Lettings

Top-Rated Lettings and Properties in Kissimmee

Book Holiday Letting Offers with the Highest User Rating

Customer ratings and reviews

How are reviews collected?

Daniel A.

Guest verified by HomeToGo

We enjoyed the home, pool and hot tub very much. Plenty of room and close to everything.

Jamie K.

Guest verified by HomeToGo

We loved this rental. The location is quiet and not too far from the theme parks. The house had cute Disney touches everywhere. Our family of 3 greatly appreciated the 3 bathrooms! The screened-in porch with hot tub was wonderful after a day spent walking around theme parks.

Omar B.

Guest verified by HomeToGo

The area location of this townhome is safe as it is a gated community, however, on several nights there was a long line of cars waiting to enter the gates, and one night we had to wait for over 10 minutes to enter the property. The house is nicely decorated and modern, with very comfortable rooms and beds. the pool is small, more like an oversized jacuzzi, and even though the description of the property says that it is a heated pool, there is a charge of $40.00 per day to heat the pool. The kitchen was clean and well-equipped, however, we did see a few unwanted insects, I reported to the property management team and they were ready to take care of the problem. communication with the property management team was good and fast.

Kathryn C.

Guest verified by HomeToGo

There were several issues with this home upon checking in, BUT the management company was super accommodating on getting the issues resolved quickly so we could enjoy our family vacation!

Robert S.

Guest verified by HomeToGo

Amazing property, entire family loved every moment. Owners were first class, so responsive to every need.

Ronnie H.

Guest verified by HomeToGo

Nice place to come back to after hours at the theme parks. better than a hotal room

Why choose HomeToGo?

Securely pay and stay your way

Choose local, trusted payment methods, plus trip insurance and add-on services.

Award-winning customer service

Experience seamless, hands-on support for any booking questions or concerns.

Verified reviews

Trust in the quality and comfort of your stay with verified guest reviews.

Price clarity, no surprises

Spend your budget exactly as planned by comparing thousands of providers.

Smart search made simple

Transform holiday planning into a joy with advanced, AI-powered search tools.

Find your dream stay

Explore 15 million+ rentals, the world’s biggest selection of holiday homes.

Popular holiday rental amenities in Kissimmee

Pool (23,005)
WiFi (26,927)
Air conditioning (25,418)
Parking (1,824)
TV (23,541)
Washing machine (19,097)
Kitchen (26,443)
Dishwasher (16,182)
Hot tub (7,782)
Grill (7,529)
Microwave (20,369)
No smoking (22,131)

More than two-thirds of the holiday rentals provide a pool, which makes Kissimmee a wonderful holiday destination for people looking to spend their holidays poolside. Accommodation options with pools in Kissimmee have an average price of £311 per night. Most of the available accommodation options with pools are apartment rental. One-third of Kissimmee's rentals with pools are situated within 2 kilometres of water, so you can choose between some pool time or waterfront moments.

Price and Availability Index for Kissimmee

Click on any bar to see price and availability information

Holiday Letting Price Information in Kissimmee

We analysed holiday cottage, home and apartment prices to create a graph showing the average price per night in Kissimmee. Holiday letting prices are the highest in December (27/12 – 03/01). Prices decrease in September to an average of £279 per night (20/09 – 27/09).

Rental availability information in Kissimmee

Have a look at the graph above to see the availability of lettings in Kissimmee. The week with the least available rentals is in April (04/04 – 11/04), with only 20% of the rentals available. More properties are available during one week of August (30/08 – 06/09), when the booking rate is only 49%.

Experience a magical time in a Kissimmee holiday letting

Kissimmee holiday rentals are generally flats or villas. Staying in one of these allows you to make your own meals at home and to create snacks to take with you visit nearby attractions. Just outside Orlando and surrounding the beautiful Lake Tohopekaliga, Kissimee offers you a base close to both nature, city life and theme parks.

What are the best activities for families in Kissimmee?

Fun activities for children around Kissimmee

The most popular activity for families is to visit the theme parks and there are plenty of them in the area. Disney World is the most famous option and it is made up of four different lands. You can easily spend a week exploring the Magic Kingdom, Hollywood Studios, Animal Kingdom, and EPCOT. Little children will have the most fun at the Magic Kingdom as a number of the rides and attractions are geared towards the under tens.

Older children may have more fun at Universal Studios which has plenty of big thrill rides and the very popular Harry Potter lands. Those that love water slides will have a great day at Volcano Bay riding some of the biggest water slides in the world.

Those wanting to avoid the main theme parks will still have plenty to do. Discovery Cove offers an exclusive experience that allows guests to swim with dolphins and rays. Seaworld has plenty of big rides, but small children can also have fun looking at the wide variety of marine animals in the park. Go for a ride on ICON Orlando to get a birds-eye view of the city and its theme parks. The wheel reaches 120 metres into the air and is a fun ride for the whole family.

Where are the unique attractions in Kissimmee?

Escape the crowds on a day trip

The crowds in Kissimmee can become overwhelming, especially if you are spending a large amount of your time at the theme parks. Head out on one of these day trips and take a break from the crowds. The Kennedy Space Center is a popular day trip for families and those interested in the history and future of space travel.

Go to see the manatees of Crystal River about 90 minutes away from Kissimmee. This will be a holiday highlight for nature loves as you get to see the gentle creatures in their natural habitat. Tours with wildlife experts allow you to swim with the manatees. November through to March is the best time to view them as they are in the river escaping the colder sea temperatures.

Head to the beach at New Smyrna Beach just over an hour's drive from Orlando. Relax on soft, sandy beaches or go for a swim in the calm water. The nearby Marine Discovery Center offers guided kayak tours to spot dolphins around Indian River Lagoon.

Information about holiday rentals in Kissimmee

🏡 Holiday homes available	29,033 rentals
💳 Discounts available	up to 47%
🌙 Nightly prices from	£34
⭐ Popular amenities	Pool, Internet and Air conditioning
🐾 Pet friendly rentals	3,289 properties
🏊 Holiday rentals with pools	23,004 properties

1,773,087 reviews

Kissimmee holiday rentals have an average rating of 4.3/5 across 1,773,087 reviews left by travellers.

Frequently Asked Questions

What is the price per night for a holiday rental in Kissimmee?

The average price per night in Kissimmee is around £34. The average rate for renting a villa is £419 per night. House rentals will be £313 per night.

How many holiday homes are available to rent in Kissimmee?

Currently there are 29,033 holiday lettings from 109 different providers on offer in Kissimmee.

What is the most searched holiday rental amenity in Kissimmee?

Travellers planning trips to Kissimmee most often look for Pool, Internet, and Air conditioning when it comes to holiday rental amenities.

How many holiday rentals with a pool there are on offer in Kissimmee?

Holiday homes with pools are 79 of all in Kissimmee on HomeToGo. Also, there are 34 of apartments with pools near water.

What is the perfect time to travel to Kissimmee?

August and June are the best months for sun lovers in Kissimmee.

Where can I see deals on holiday accommmodation in Kissimmee?

You can get brilliant bargains on holiday lettings in Kissimmee with the cost per night for a letting beginning at £34 - and HomeToGo has created plenty of filters that mean it's easy to locate some outstanding offers. If you don't have set dates for your holiday, search with HomeToGo's flexible dates technology to scan for low-price time periods and find savings of as much as 47%. Moreover, HomeToGo's 'distance from' filter can help you locate top quality accommodation offers in lower-price, under-the-radar locales which are still near to the area of your choice, whether that's the coastline, a swimming lake, winter sports area or town centre. Start your search as soon as possible to get the benefits of good availability and top discounts - and do so free from stress by clicking on HomeToGo's 'free cancellation' filter when searching for holiday accommodation.

What are the pros of booking a holiday home in Kissimmee with HomeToGo?

From increased privacy away from the crowds to plenty of room in which to have fun with your travel companions, holiday lets in Kissimmee provide plenty of bonuses. HomeToGo shows you real reviews written by previous guests, and searching is safe, easy, and stress-free - so with 29,033 deals from 109 providers in the region, you're sure to uncover the right holiday home with the amenities and features you need in Kissimmee.

Similar holiday rentals nearby

Exclusive Villa Offers with Private Pools in Kissimmee - Book Your Dream Vacation Now!

Holiday homes and lettings in Kissimmee

Price per night

Accommodation types

Distance to centre

Rating

Booking Options

Services

Accommodation type

Activities

Top 15 Recommended holiday lettings in Kissimmee

Resort with pool, BBQ & jacuzzi | Suitable for remote work

Children-friendly holiday home with pool

Family-friendly house with private pool, terrace & jacuzzi | Dogs allowed

Child-friendly pleasant holiday home with terrace & private pool

Holiday home with pool

Family-oriented beautiful holiday home with pool | Pet-friendly

Family-friendly lovely resort with pool

Condo with pool & hot tub

Holiday home with private pool & terrace

Resort with pool | Pets are welcome

Holiday home with pool, hot tub & BBQ

House with jacuzzi, BBQ & pool

Holiday home with barbeque & private pool | Good for workation

Holiday home with private pool

Holiday home with jacuzzi & pool

Holiday lettings and apartments with air conditioning

Fully equipped house with terrace, private pool & garden | Lake view | Dogs allowed

House with barbecue & pool

Holiday home with terrace, hot tub & private pool

Best holiday homes with a patio or terrace

Child-friendly spacious house with private pool, garden & hot tub | Lake view | Suitable for remote work

House with pool & jacuzzi

Family-oriented house with terrace, garden & jacuzzi | Lake view | Good for workation

Holiday homes and cottages with a garden

House with garden, barbeque & private pool

Family-oriented house with terrace, heated pool & hot tub | City view | Pets are welcome

House with barbecue, hot tub & pool

Best holiday rental deals in Kissimmee

House with terrace, jacuzzi & private pool | Nature view

Family-oriented beautiful holiday home with jacuzzi, private pool & BBQ | Nature view

House with heated pool & barbeque

Budget-friendly Holiday Homes in Kissimmee

Child-friendly charming holiday home with private pool, terrace & hot tub | Nature view

Fully equipped villa with sauna, jacuzzi & private pool

Children-friendly house | Lake view | Dogs allowed

Top-Rated Lettings and Properties in Kissimmee

Villa with private pool, hot tub & BBQ

Child-friendly apartment with pool, barbeque & hot tub

Child-friendly holiday home with barbecue, pool & hot tub | Suitable for remote work

Customer ratings and reviews

Why choose HomeToGo?

Securely pay and stay your way

Award-winning customer service

Verified reviews

Price clarity, no surprises

Smart search made simple

Find your dream stay

Popular holiday rental amenities in Kissimmee

Price and Availability Index for Kissimmee

Holiday Letting Price Information in Kissimmee

Rental availability information in Kissimmee

Experience a magical time in a Kissimmee holiday letting

Fun activities for children around Kissimmee

Escape the crowds on a day trip

Information about holiday rentals in Kissimmee

Frequently Asked Questions

What is the price per night for a holiday rental in Kissimmee?

How many holiday homes are available to rent in Kissimmee?

What is the most searched holiday rental amenity in Kissimmee?

How many holiday rentals with a pool there are on offer in Kissimmee?

What is the perfect time to travel to Kissimmee?

Where can I see deals on holiday accommmodation in Kissimmee?

What are the pros of booking a holiday home in Kissimmee with HomeToGo?

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