Kissimmee Short term rentals

6491 available short term rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Kissimmee short term rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

Best Short term and Weekly rentals in Kissimmee

Best Kissimmee luxury short term rentals

Penthouse Close To Disney Area And Malls Water View - Kissimmee
8.4 3771 reviews
Kissimmee
13/09 – 23/09
£101/nighttotal: £1010 (10 )

Penthouse Close To Disney Area And Malls Water View

1 2
aparthotel , Lake Buena Vista
Blue Heron Beach Resort is conveniently located in Lake Buena Vista, just a short distance from Walt Disney World Resort and Prime Outlets Orlando, making it ideal for families and shoppers alike. The resort consistently receives positive feedback, with guests praising its cleanliness, location and overall value for money.
The accommodation offers a range of comfortable apartments, each featuring a fully equipped kitchen and a spacious living area. Guests can enjoy a variety of amenities, including a swimming pool, hot tub, fitness centre, tennis court, and a bar, ensuring there’s something for everyone to enjoy.

Handpicked Short-Term Rentals with a Hot Tub in Kissimmee

Private hot tub access after a day in the city is one of those details that makes a stay in Kissimmee truly memorable.

Relaxing, Family-friendly Home Near Disney - Kissimmee
9.9 148 reviews
Kissimmee
24/12 – 05/01
£332/nighttotal: £3984 (12 )

Relaxing, Family-friendly Home Near Disney

4 6
apartment , Kissimmee
This Kissimmee holiday home, located in the Veranda Palms resort community, is less than 2km from Capone's Dinner & Show and Kissimmee Go-Karts, and within 3km of the 192 Flea Market and Shingle Creek Regional Park.
The 232 square metre property boasts four bedrooms, 3.5 bathrooms, a private pool, access to resort amenities including a water park and fitness centre, and a fully equipped kitchen; perfect for families seeking a comfortable stay near major attractions.
Modern 3br Home Near Disney - Terra Esmeralda - Kissimmee
9.7 137 reviews
Kissimmee
03/07 – 05/07
£199/nighttotal: £398 (2 )

Modern 3br Home Near Disney - Terra Esmeralda

1 5
apartment , Kissimmee
This family-friendly house is conveniently located in Kissimmee, just under 5 kilometres from attractions like Give Kids the World Village and Osceola Square Mall. The property has received excellent ratings for its cleanliness, location, and overall user experience.
The house is spacious, with 139 square metres of floor area and the capacity to accommodate up to eight guests. It offers a range of amenities, including a swimming pool, jacuzzi, garden, and a fully equipped kitchen, making it ideal for a relaxing and enjoyable stay.
Remodeled Gem - Comfort And Location - Kissimmee
9.4 6 reviews
Kissimmee
10/07 – 13/07
£231/nighttotal: £693 (3 )

Remodeled Gem - Comfort And Location

4 8
apartment , Kissimmee
This newly remodelled four-bedroom townhome is situated in Kissimmee's Bella Vida resort, just 3.2 kilometres from the Disney parks and a 2-minute drive from a Super Walmart.
Accommodating up to eight guests across 152 square metres, this residence boasts a private, heatable swimming pool, complimentary WiFi, and access to resort amenities including two community pools, a cyber café, and a games room.
Seven Dwarfs Family Resort Near Disney & Sports - Kissimmee
10 1 review
Kissimmee
23/07 – 08/08
£83/nighttotal: £1328 (16 )

Seven Dwarfs Family Resort Near Disney & Sports

1 2
apartment , Kissimmee
This Villas at Seven Dwarfs residence in Kissimmee offers a prime location within a gated community, situated approximately 11.2 kilometres from Walt Disney World and mere minutes from Universal Studios and ESPN Wide World of Sports.
This spacious 120.4 square metre townhome accommodates up to six guests with four bedrooms and three bathrooms, featuring a fully equipped kitchen, in-unit laundry, and access to extensive resort amenities including a heated pool, hot tub, and fitness centre.

Frequently asked questions about short term rentals in Kissimmee

  • Which top landmarks you shouldn't miss in Kissimmee?

    Kissimmee is a great place to visit for its theme parks, like Walt Disney World, Universal Orlando Resort, and SeaWorld. You'll also find the Old Town, with its shops and restaurants, and the Gaylord Palms Resort & Convention Center, a beautiful hotel with a unique indoor garden.
  • What are the best short term rentals in Kissimmee?

  • What kind of weather can travelers expect in Kissimmee?

    Kissimmee has a humid subtropical climate. It's hot and humid in the summer, with temperatures reaching up to 32 degrees Celsius, and mild in the winter, with temperatures around 18 degrees Celsius. You can expect sunshine almost year-round.
  • What are the best short term rentals with a pool in Kissimmee?

  • Are there any famous stadiums or sports arenas in Kissimmee?

    Kissimmee doesn't have any major stadiums or sports arenas, but the Osceola Heritage Park hosts a variety of sporting events, including rodeos and motorsports.
  • What are the best short term rentals with a jacuzzi in Kissimmee?

  • What notable natural landmarks are near Kissimmee?

    Kissimmee is close to several natural landmarks, including the vast Disney Wilderness Preserve, a 12,000-acre conservation area, and the beautiful Lake Tohopekaliga, a popular spot for fishing and watersports.
  • What are the best short term rentals for families and kids in Kissimmee?

  • What part of Kissimmee is ideal for finding lodging?

    The best place to find lodging in Kissimmee depends on your preferences. If you're looking for a more central location, the area around Old Town is a good choice. If you're visiting the theme parks, staying near the resorts is convenient. There are also many hotels and motels along US 192.

Destinations nearby

Choose the Right Family-Friendly Holiday Rental in Kissimmee

A short-term let built for families in Kissimmee means city attractions within easy reach and a much smoother trip all round.

6 Bedroom 5.5 Bath Villa W/pool & Spa Near Disney - Kissimmee
9.1 144 reviews
Kissimmee
18/09 – 20/09
£314/nighttotal: £628 (2 )

6 Bedroom 5.5 Bath Villa W/pool & Spa Near Disney

6 8
apartment , Kissimmee
This six-bedroom apartment is situated in the Bella Vida resort community in Kissimmee, just a short drive from Walt Disney World, Universal Studios, and SeaWorld. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
The apartment offers over 325 square metres of space, comfortably accommodating up to 12 guests. The property boasts a private pool and spa, a fully equipped kitchen, and access to a range of resort amenities including a community pool, gym, and playground.
4bd/3ba New Themed Townhome W/pool At Storey Lake #123 - Kissimmee
9.5 98 reviews
Kissimmee
17/08 – 24/08
£166/nighttotal: £1162 (7 )

4bd/3ba New Themed Townhome W/pool At Storey Lake #123

4 3
apartment , Kissimmee
This Storey Lake Hideaway Club townhouse in Kissimmee's Cove East offers easy access to Disney Parks (8-16 km), Universal Studios (32-40 km), and SeaWorld (16-24 km).
The 181 square metre, four-bedroom, three-bathroom property sleeps eight, features a private pool with lake views, and includes access to resort amenities such as a lazy river and fitness centre.
9 Bd/5 Ba Lake View! Storey Lake (4288 Pw) - Kissimmee
9.8 32 reviews
Kissimmee
13/07 – 17/07
£478/nighttotal: £1912 (4 )

9 Bd/5 Ba Lake View! Storey Lake (4288 Pw)

1 15
apartment , Kissimmee
This expansive 9-bedroom villa is situated in the Storey Lake community in Kissimmee, Florida, offering convenient access to major attractions like Walt Disney World (8 km), SeaWorld (11 km), the Convention Center (14 km), and Universal Studios (16 km).
This family-friendly holiday home accommodates up to 27 guests with a private screened pool, a games room, a cinema room, and access to extensive resort amenities including multiple pools and lazy rivers, ensuring a comfortable and entertaining stay.
Private Heated Pool~views~resort Fun~near Disney - Kissimmee
10 25 reviews
Kissimmee
03/07 – 05/07
£633/nighttotal: £1266 (2 )

Private Heated Pool~views~resort Fun~near Disney

1 10
apartment , Hunters Creek
This Hunters Creek residence is located within the exclusive Storey Lake Resort, offering convenient access to major attractions such as Walt Disney World and Universal's Epic Universe, situated between 16 to 32 kilometres away.
This spacious holiday home accommodates up to 12 guests across 6 bedrooms and features a private screened pool, a fully equipped kitchen, a games room, and access to resort amenities including a lazy river and water slides.

Check Out Holiday Lets with Free Parking in Kissimmee

A car park at your short-term let in Kissimmee means the city centre is easy every day with no extra faff.

Disneyvilla 6 Bd, Club/water Park/pool/spa And Bbq - Kissimmee
9.6 26 reviews
Kissimmee
14/10 – 18/10
£224/nighttotal: £896 (4 )

Disneyvilla 6 Bd, Club/water Park/pool/spa And Bbq

1 11
apartment , Kissimmee
This six-bedroom, five-bathroom holiday home in the Storey Lake district of Kissimmee is located just 4.8 kilometres from Walt Disney World Resort.
Offering accommodation for up to 13 guests, this property boasts a private screened-in pool, a fully equipped kitchen, complimentary WiFi, and access to resort amenities including a splash water park and lazy river.
Lakeview Home In Terra Verde:pool & Resort Amenities - Kissimmee
10 1 review
Kissimmee
15/07 – 27/08
£81/nighttotal: £3483 (43 )

Lakeview Home In Terra Verde:pool & Resort Amenities

3 4
apartment , Kissimmee
Lakeview Home in Terra Verde, situated in Kissimmee, Florida, offers convenient access to Walt Disney World Resort and other attractions, being a short drive from both Old Town and Orlando Vineland Premium Outlets.
This three-bedroom, three-bathroom holiday home, spanning 127 square metres, comfortably accommodates six guests and boasts a private pool, fully equipped kitchen, and family-friendly amenities including a travel cot and foosball table.
Disney Vacation Home Mins From Parks With Resort Pool - Kissimmee
8.6 21 reviews
Kissimmee
26/06 – 28/06
£174/nighttotal: £348 (2 )

Disney Vacation Home Mins From Parks With Resort Pool

4 6
apartment , Kissimmee
This four-bedroom Kissimmee holiday home is conveniently located less than 1.6km from Shingle Creek Regional Park, Kissimmee Go-Karts, and the 192 Flea Market, and within 3.2km of Capone's Dinner & Show and Medieval Times Dinner & Tournament.
Sleeping up to ten guests, the property boasts a private pool, Jacuzzi, fitness centre, and fully equipped kitchen, alongside easy access to local attractions making it perfect for family holidays.
Three-bedroom Private Home With A West-facing Private Pool - Kissimmee
9.0 11 reviews
Kissimmee
24/12 – 05/01
£170/nighttotal: £2040 (12 )

Three-bedroom Private Home With A West-facing Private Pool

3 6
apartment , Kissimmee
This three-bedroom, two-bathroom holiday home is situated in the Cumbrian Lakes neighbourhood of Kissimmee, Florida, approximately 24km from Walt Disney World.
Offering a private west-facing pool with optional heating, this family-friendly property sleeps six guests and includes amenities such as a fully equipped kitchen, internet access, and is close to Reunion Resort Golf Course and Mystic Dunes Golf Club.
©2026 cozycozy.com