Vacation Rentals in Kissimmee Florida

BOOK DIRECT

Avoid costly fees and gain in service by dealing directly with the Vacation Rental Management Company.

KISSIMMEE

BOOK DIRECT

Avoid costly fees and gain in service by dealing directly with the Vacation Rental Management Company.

In Business Since 2015
Reservations and Guest Services at Wonder Vacation Homes
Book Direct 189 Vacation Rentals

ORLANDO AND DISNEY AREA DESTINATIONS

Map of Kissimmee

The Vacation Rental Properties listed below are professionally managed by Vacation Rental Management Companies who know the Kissimmee area.

Vacation Rental Management Companies provide local hospitality, professional rental services, and the very best in rates and availability while managing vacation rentals that are safe for you and your family. They will assist you in finding the perfect rental property for your vacation.


Kissimmee Florida Vacation Rentals

Luxury Lounge with Multiple Sofas
$199/night
Home in Kissimmee Florida
4 Beds • 3 Full Baths • Sleeps 8
Aunger Vacation Homes

Lanai with furniture for seating and relaxation
$295/night
Home in Kissimmee Florida
8 Beds • 5 Full Baths • Sleeps 18
BranchVR

Front Street View Facade
$218/night
Townhouse in Kissimmee Florida
4 Beds • 4 Full Baths • Sleeps 10
Wonder Vacation Homes

Gorgeous Townhome Entrance
$240/night
Townhouse in Kissimmee Florida
4 Beds • 3 Full Baths • Sleeps 8
Wonder Vacation Homes

Front Street View Facade
$327/night
Home in Kissimmee Florida
6 Beds • 5 Full Baths • Sleeps 12
Wonder Vacation Homes

5 Bedroom Single Family @ Storey Lake Resort Close to Disney 4759
$307/night
Home in Kissimmee Florida
5 Beds • 5 Full Baths • Sleeps 14
Wonder Vacation Homes

Gorgeous 4Bd w/ Pool Close to Disney @ Storey Lake 4289
$260/night
Townhouse in Kissimmee Florida
4 Beds • 3 Full Baths • Sleeps 12
Wonder Vacation Homes

Kids Tot Lot Water Splash
$227/night
Townhouse in Kissimmee Florida
4 Beds • 3 Full Baths • Sleeps 12
Wonder Vacation Homes

Living Room w/ HD Smart TV
$449/night
Townhouse in Kissimmee Florida
4 Beds • 3 Full Baths • Sleeps 14
Wonder Vacation Homes

Introducing The Oasis
$795/night
Home in Kissimmee Florida
12 Beds • 12 Full Baths • Sleeps 28
Element Vacation Homes

Wonderful 4 Bd Close to Disney @ Magic Village Views 3092
$244/night
Townhouse in Kissimmee Florida
4 Beds • 5 Full Baths • Sleeps 12
Wonder Vacation Homes

Fantastic 3 Bd Close to Disney @ Regal Oaks 2757
Townhouse in Kissimmee Florida
3 Beds • 3 Full Baths • Sleeps 10
Wonder Vacation Homes

Stunning 4 Bd w/ GameRoom Close to Disney 5110
$210/night
Townhouse in Kissimmee Florida
4 Beds • 4 Full Baths • Sleeps 8
Wonder Vacation Homes

Mickeys Waterside Theater Pool Hot Tub Outdoor Kitchen BBQ
$680/night
Home in Kissimmee Florida
9 Beds • 8 Full Baths • Sleeps 18
Aunger Vacation Homes

Pool & Spa Patio
$220/night
Home in Kissimmee Florida
6 Beds • 6 Full Baths • Sleeps 14
Plus Vacation Homes

Introducing Sunnyside
$555/night
Home in Kissimmee Florida
10 Beds • 9 Full Baths • Sleeps 28
Element Vacation Homes

Facade Drone View Afternoon
$186/night
Townhouse in Kissimmee Florida
4 Beds • 4 Full Baths • Sleeps 10
Wonder Vacation Homes

Compass Bay Resort Pool Overview
$225/night
Townhouse in Kissimmee Florida
4 Beds • 4 Full Baths • Sleeps 8
Wonder Vacation Homes

Outdoor Patio
$290/night
Home in Kissimmee Florida
8 Beds • 7 Full Baths • Sleeps 18
Plus Vacation Homes

Family Friendly Four Bedroom w GameRoom @Disney 5145
$199/night
Townhouse in Kissimmee Florida
4 Beds • 4 Full Baths • Sleeps 10
Wonder Vacation Homes

Street view
$201/night
Villa in Kissimmee Florida
4 Beds • 3 Full Baths • Sleeps 10
Wonder Vacation Homes

Four Bedrooms W/ Pool Townhome 4841
$240/night
Townhouse in Kissimmee Florida
4 Beds • 3 Full Baths • Sleeps 11
Wonder Vacation Homes

HallWay W View Of Isle Coexist
$202/night
Apartment in Kissimmee Florida
2 Beds • 2 Full Baths • Sleeps 7
Wonder Vacation Homes

Front Building View by Drone
$224/night
Townhouse in Kissimmee Florida
3 Beds • 3 Full Baths • Sleeps 8
Wonder Vacation Homes


When exploring vacation rentals in Kissimmee, Florida, one cannot overlook the multitude of options available, each offering a unique experience tailored to different preferences and budgets. From luxurious villas to cozy apartments, the range of properties managed by reputable Vacation Rental Management Companies promises a stay that aligns with your individual needs. But what truly sets these rentals apart goes beyond just accommodation; it's about immersing yourself in the vibrant atmosphere of Kissimmee and discovering the hidden gems that make this destination a favorite among travelers. Stay tuned to uncover the secrets that make Kissimmee vacation rentals stand out from the rest.

Vacation Rental Options in Kissimmee

For vacationers seeking diverse and comfortable lodging options in Kissimmee, Florida, there is a wide selection of vacation rentals managed by reputable Vacation Rental Management Companies. These accommodation choices include townhouses, homes, apartments, and villas, ensuring visitors can find the perfect space for their stay. Located near local attractions such as Kissimmee Special Events Department, Ladue Park, and Kissimmee Lakefront Park, these vacation rentals offer convenience and proximity to the area's highlights. Families can rest assured that the properties are safe and suitable for all ages, providing a home away from home during their visit to Kissimmee. With various options available, vacationers can choose the ideal rental that meets their needs while exploring the charm of this vibrant city.

Price Range and Property Types

Exploring the diverse range of vacation rentals in Kissimmee, Florida reveals an array of property types spanning from townhouses to villas, with prices varying from $150 to $775 per night. Whether you seek a cozy townhouse or a luxurious villa, Kissimmee has options to suit every preference and budget. Here are some key points to consider:

  • Property amenities: From private pools to game rooms, vacation rentals in Kissimmee offer various amenities to enhance your stay.
  • Local attractions: Explore nearby attractions such as Kissimmee Lakefront Park and the Kissimmee Special Events Department.
  • Different property types cater to various group sizes and preferences.
  • Prices may fluctuate based on the season and demand.
  • Booking options include both budget-friendly and upscale accommodations.

Managed Vacation Rentals Overview

Amidst the vibrant vacation rental scene in Kissimmee, Florida, a selection of properties managed by reputable Vacation Rental Management Companies awaits discerning travelers seeking quality accommodations. These properties are professionally managed to ensure a seamless experience for guests, with a strong focus on property management and guest satisfaction. Vacation Rental Management Companies handle all aspects of the rental process, from maintenance and cleaning to guest communication and booking services. By entrusting your vacation rental needs to these companies, you can rest assured that the properties are well-maintained, secure, and tailored to meet the highest standards of guest satisfaction. Choose managed vacation rentals in Kissimmee for a worry-free and enjoyable stay.

Popular Places to Visit in Kissimmee

Discover the captivating charm of Kissimmee through its array of popular attractions and must-visit destinations.

  • Kissimmee Lakefront Park: Enjoy scenic views, playgrounds, and picnic areas by the lake.
  • Old Town Kissimmee: Explore shops, restaurants, and classic car shows in this nostalgic setting.
  • Gatorland: Experience thrilling wildlife encounters and educational shows at this family-friendly attraction.
  • Fun Spot America: Indulge in amusement park rides, go-karts, and arcade games for a day of excitement.
  • Kissimmee Special Events Department: Attend community events, festivals, and concerts for entertainment.

These Kissimmee attractions offer a blend of fun and relaxation, making them ideal for family-friendly activities.

Benefits of Direct Booking

Direct booking with Vacation Rental Management Companies in Kissimmee offers travelers the advantage of securing the best rates, availability, and professional hospitality services, ensuring a seamless and enjoyable vacation experience. By avoiding intermediaries, guests can communicate directly with the local hospitality experts who know the properties inside out, providing personalized assistance and ensuring a smooth booking process. These experts can offer insights, recommendations, and assistance tailored to the guests' specific needs, guaranteeing a memorable stay. Moreover, booking directly ensures transparency and eliminates unnecessary fees, allowing guests to make informed decisions and choose the perfect rental property for their vacation. Embrace the convenience and benefits of direct booking to enjoy safe, family-friendly accommodations and make the most of your time in Kissimmee.

Frequently Asked Questions

What Are Some Recommended Dining Options Near the Vacation Rentals in Kissimmee Florida?

When seeking culinary experiences and local cuisine near vacation rentals in Kissimmee, Florida, consider exploring a variety of dining options. From classic American fare to international dishes, Kissimmee offers a diverse selection of restaurants to satisfy all tastes. Discover charming cafes, family-friendly eateries, and upscale dining establishments within a short distance of your vacation rental, ensuring a delightful gastronomic experience during your stay in this vibrant city.

Are There Any Special Events or Festivals Happening in Kissimmee During the Upcoming Months?

Special events and festivals in Kissimmee during the upcoming months provide a diverse array of entertainment options for visitors and locals alike. From cultural celebrations to music festivals, Kissimmee's event calendar is bustling with activities catering to various interests. Residents and tourists can anticipate engaging in lively festivities that showcase the vibrancy and community spirit of Kissimmee. Stay tuned for an exciting lineup of events to enjoy in the coming months.

Can Visitors Easily Access Transportation Options From the Vacation Rentals to Popular Attractions in Kissimmee?

Visitors in Kissimmee can easily access transportation options to popular attractions. Public transportation services and shuttle services are conveniently available, ensuring accessibility to key sites. This allows visitors to explore the area with ease and flexibility. Whether utilizing public transport or shuttle services, convenience is prioritized for seamless travel experiences. Enjoy the convenience of transportation options to access and explore Kissimmee's attractions effortlessly.

Are There Any Specific Amenities or Features That Set Apart the Vacation Rentals in Kissimmee From Others in the Area?

When comparing vacation rentals in Kissimmee, unique amenities and location advantages become distinguishing factors. These rentals often offer exclusive features like private pool access, themed rooms for kids, or proximity to popular attractions. The strategic locations provide easy access to local attractions and a range of outdoor activities, making them stand out from others in the area. Guests can enjoy a memorable stay with these special offerings and convenient surroundings.

How Can Guests Ensure a Seamless Check-In Process and Contactless Payment Options When Booking a Vacation Rental in Kissimmee?

Ensuring a seamless check-in process and contactless payment options at vacation rentals is vital for guest convenience and safety. Prior to arrival, guests should communicate with the property management to confirm contactless check-in procedures. Online payment portals or mobile payment apps can facilitate a smooth transaction process. Additionally, properties may provide detailed instructions or keyless entry systems to minimize physical contact during check-in, enhancing the overall guest experience.


IDEA DRIVEN VACATIONS

Where to stay around Kissimmee Florida

Our March 2024 property listings offer a selection of 191 vacation rentals near Kissimmee. Find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Kissimmee for a holiday or a weekend are on Find Rentals.


Where are the best places to stay in Kissimmee?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Kissimmee:

  • South Gulf Coast: 1,824 vacation rentals
  • Emerald Coast and Destin Area: 2,092 vacation rentals
  • Florida Keys: 509 vacation rentals

For nearby neighborhoods, please use our search to access the selection of vacation rentals available in and around Kissimmee.


What are some fun things to do in Kissimmee?

Find Rentals offers a selection of vacation rentals near parks and other areas of interest in Kissimmee. Some of the most popular places to visit while you're traveling in Kissimmee while on vacation are Kissimmee Special Events Department, Ladue Park, Kissimmee Lakefront Park, Kissimmee City, Victoria Park Development Inc and a few more.

There are many other points of interest around Kissimmee listed on Find Rentals where you can find a great place to stay. Try out the search to find a large selection of vacation rentals available near the city or region you're traveling to.


Which vacation rental managers have properties for rent in Kissimmee Florida?

  • Wonder Vacation Homes: 189 vacation rental properties
  • Plus Vacation Homes: 25 vacation rental properties
  • Southern Dream Vacation Rentals & Management: 0 vacation rental properties
  • Aunger Vacation Homes: 13 vacation rental properties

Can I rent townhouses in Kissimmee?

Yes. Find Rentals has 91 townhouses available for rent in Kissimmee. Our other popular types of vacation rentals in Kissimmee include:

  • Homes : 47 rentals available
  • Apartments : 25 rentals available
  • Villas : 7 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including condos and more.


Can I rent fishing rentals in Kissimmee?

Absolutely, Find Rentals has 1 fishing rentals in Kissimmee. You have also many other possibilities in Kissimmee area, including:

Please use our search bar to access the selection of vacation rentals.


How can I find a vacation rental manager in Kissimmee?

Find Rentals is the premiere guide for Vacation Rental Managers. We work with management companies from all over the world to provide you with the most robust selection of professionally managed rentals. Use the search to access the selection of management companies and rentals available.





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