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Kissimmee, FL vacation rentals

Search among 4081 available vacation rentals in Kissimmee from 50+ providers

We have a choice of 7490 vacation home rentals in Kissimmee. Experience the vibe and pace of the city by choosing a place to stay in West Kissimmee, Windsor Palms and Downtown Kissimmee districts or not far from Osceola County Clerk of the Court. Enter your details and we will find accommodation where you can enjoy your stay after exploring Kissimmee.Hide
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18May2022Wednesday
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12 adults
5 bedrooms
7 beds
View on map14.7 mi from City Center
The villa features a swimming pool and boasts a Jacuzzi and a sauna, which can be enjoyed a 50-minute drive from SeaWorld Orlando.
From   US$ 446 /nightSelect
Not available
8 adults
4 bedrooms
4 beds
View on map4.0 mi from City Center500 yd from Capone's Dinner and Show
Placed in West Kissimmee district near Kissimmee Go-Karts, the venue offers volleyball, billiard and fishing to meet your needs and expectations.
7.6
Very good13 reviews
From   US$ 118 /nightSelect
Not available
6 adults
6.9 mi from City Center700 yd from Fun Spot USA
Near the hotel, there are a bus stop and a train station and guests can easily reach Fun Spot America Kissimmee which is not far away.
7.0
Very good17 reviews
From   US$ 151 /nightSelect
Not available
14 adults
1 bedroom
3 beds
16.0 mi from City Center
Situated in Kissimmee, a 50-minute drive to SeaWorld Orlando, this villa features the garden and a sunny patio.
7.4
Very good2 reviews
From   US$ 266 /nightSelect
Not available
8 adults
2 bedrooms
3 beds
6.9 mi from City Center700 yd from Fun Spot USA
Situated 25 km from Orlando International Airport in Orlando, this property features an outdoor swimming pool, a patio and a library.
From   US$ 199 /nightSelect
Not available
8 adults
3 bedrooms
4 beds
5.5 mi from City Center500 yd from Fantasy Surf
Set 15 km from Congo River Golf in Kissimmee, this self-catering property features a seasonal outdoor pool.
7.8
Very good10 reviews
From   US$ 71 /nightSelect
Not available
8 adults
3 bedrooms
4 beds
14.8 mi from City Center
Situated in a market area of Kissimmee, this hotel features a heated indoor pool and a tennis court.
8.0
Great238 reviews
From   US$ 130 /nightSelect
Not available
16 adults
6 bedrooms
6 beds
3.3 mi from City Center1300 yd from Give Kids The World Village
Placed 6 km from the centre of Kissimmee, the venue includes a seasonal outdoor pool, a sun terrace and a garden available to all guests.
7.8
Very good7 reviews
From   US$ 301 /nightSelect
Not available
6 adults
3 bedrooms
3 beds
2.5 mi from City Center1.1 mi from Give Kids The World Village
Situated 8 km from Old Town in Kissimmee, this venue features a year-round outdoor pool, a tennis court and a golf course.
From   US$ 138 /nightSelect
Not available
8 adults
4 bedrooms
4 beds
3.5 mi from City Center1000 yd from Medieval Times
Located near Medieval Times Dinner, the hotel offers terrace views and a swimming pool.
9.2
Perfect526 reviews
From   US$ 260 /nightSelect
Not available
10 adults
5 bedrooms
5 beds
500 yd from City Center500 yd from Kissimmee Amtrak Station
Situated in the popular area of Kissimmee 1 km from the city centre, the villa boasts a patio and a golf course.
7.0
Very good1 review
From   US$ 370 /nightSelect
Not available
16 adults
8 bedrooms
8 beds
14.2 mi from City Center
Situated in West Kissimmee district, this resort villa features a terrace and a private pool.
From   US$ 334 /nightSelect
Not available
12 adults
4 bedrooms
4 beds
10.5 mi from City Center800 yd from Arnold Palmer Golf Course
This is a 4-bedroom villa, set in proximity to Reunion Resort Golf Course.
From   US$ 182 /nightSelect
Not available
8 adults
3 bedrooms
4 beds
5.8 mi from City Center
Located in a downtown area of Kissimmee, the accomodation offers the swimming pool and a patio.
6.8
Nice28 reviews
From   US$ 130 /nightSelect
Not available
10 adults
4 bedrooms
5 beds
5.4 mi from City Center1.1 mi from Gatorland
The exclusive villa lies in proximity to Dive Shop Kissimmee and provides a fully equipped kitchen with a mini-refrigerator, a cooktop and a washing machine.
7.0
Very good220 reviews
From   US$ 124 /nightSelect
Not available
18 adults
8 bedrooms
10 beds
10.8 mi from City Center
Situated next to Corpus Christi Catholic Church, this 8-bedroom property features cots, a kids' club and a playroom for families with kids.
From   US$ 428 /nightSelect
Not available
10 adults
4 bedrooms
5 beds
14.0 mi from City Center
Situated 9 km from Disney's Hollywood Studios in Kissimmee, this property features a sun terrace and a golf course.
From   US$ 199 /nightSelect
Not available
10 adults
1 bedroom
2 beds
14.1 mi from City Center
Set 17 km from Green Meadows Petting Farm in Kissimmee, this property features a year-round outdoor pool and a patio.
From   US$ 194 /nightSelect
Not available
8 adults
4 bedrooms
4 beds
3.9 mi from City Center1400 yd from Medieval Times
Situated 2 km from Kissimmee Value Outlet Shops in Kissimmee, this venue features a private swimming pool.
From   US$ 197 /nightSelect
Not available
8 adults
4 bedrooms
4 beds
400 yd from City Center500 yd from Kissimmee Amtrak Station
Located 1.8 km from Art In Motion LLC, this villa features a private pool and is equipped with a kitchen.
From   US$ 145 /nightSelect
Not available

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4081 hotels found

FAQs about Kissimmee vacation rentals

Discover 11 answers from our FAQ and find your perfect vacation homes in Kissimmee.

What are the top vacation rentals in Windsor Palms district?

Our guests usually stay in top-rated self-catering rentals in such districts as — Windsor Palms and Windsor Palms.

What are the top pet-friendly vacation rentals in Kissimmee?

Orlando Vacation Rental Homes is the best pet-friendly weekend home in Kissimmee, in which prices start from 231US$.

What budget vacation rentals in Kissimmee would you recommend?

According to guest ranking above 3.5/5, the best budget vacation accommodation is Luxury Three Bedroom Condo Near Disney World.

How much does a 2-bedroom vacation house cost for a week?

A 2-bedroom vacation home costs about 392US$ per week for instance, check Laguna Bay'S Dream Condo.

How much does a 3-bedroom vacation house cost for a week?

A 3-bedroom house for rent costs approximately 61US$ per week try this popular option — Truro Vacation Condo In The Windsor Palms Resort By Ipg Florida.

What are the top apartments close to a beach?

If you are looking for a beach villa, Bahama Bay Orlando By Owners is a great option to consider.

What are the top vacation rentals with pools in Kissimmee?

To enjoy an onsite swimming pool, stay at Shine Florida Management - Villa Rentals or Aco Premium 6 Bd With Pool Spa And Grill. Click here for more places to stay with pools in Kissimmee.

What are the best family-friendly vacation rentals in Kissimmee?

Families heading to Kissimmee can stay close to Magic Kingdom Park by booking Lucaya Village By Fvh.

What are the best vacation rentals with free wifi in Kissimmee?

According to Booked.net travel statistics, the most popular vacation rental with free wifi is Venetian Bay Villages rating: 3.8/5.

What are the top Kissimmee vacation rentals featuring free parking?

Gerald'S Club Cortile Condo and Amsun Vacation Homes are the best vacation accommodation providing free parking.

What are the best vacation rentals near Orlando, FL (ORL-Orlando Executive) airport?

Travelers who want to stay not far from Orlando, FL (ORL-Orlando Executive) airport, may prefer the most popular vacation rental - Downtown Apartments By Nuovo, which is situated about 2.6 miles away.

Kissimmee vacation rentals

Handpicked vacation rentals in Kissimmee

If you prefer the cozy atmosphere and home-like comfort during your journey, a private apartment is a good choice. For a short stay in Kissimmee pick the best condos, apartments, vacation rentals all offered on booked.net. Check these magnificent accommodations and reserve the one you liked!

Exclusive luxury places to stay in Kissimmee

It is Kissimmee that attracts visitors with the opulent atmosphere of local vacation homes. Spend your summer vacation at one of the city's most luxury places. We offer upscale accommodation options for the pickiest visitors of Kissimmee.

High graded cheap vacation homes in Kissimmee

We will help you plan a big travel on a small budget! There are nice vacation rentals in Kissimmee which won't cost a fortune. We've looked through the availability data in United States delivered by 100+ providers and made a list of cheap vacation homes so that you can find nice and affordable alternatives in Kissimmee. Go look through!

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