The 10 best vacation rentals in Kissimmee, US | Booking.com
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Vacation Rentals in Kissimmee

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The best vacation rentals in Kissimmee

Check out our selection of great vacation rentals in Kissimmee

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Great 6bedrooms home in Kissimmee w Private Pool 8426

West Kissimmee, Kissimmee

Great 6bedrooms home in Kissimmee w Private Pool 8426 is located in Kissimmee, just 5.7 miles from Disney's Animal Kingdom and 6.1 miles from Disney's Blizzard Beach Water Park.

M
Megan
From
United States
The property is close to everything in town! Great access to the highways and only about a 20min drive to the theme parks.
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 23 reviews
Price from
$165
1 night, 2 adults

Stay at Hogwarts Harry Potter's Home, Free Parking, Pets Allowed

Kissimmee

A recently renovated vacation home, Stay at Hogwarts Harry Potter's Home, Free Parking, Pets Allowed offers accommodations in Kissimmee.

D
Deloris
From
United States
The while house was magnificent
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 29 reviews
Price from
$171.20
1 night, 2 adults

Nice & Cozy - Vacation Home

Kissimmee

5.8 miles from Disney Springs in Kissimmee, Nice & Cozy - Vacation Home features accommodations with access to a hot tub. This property offers a private pool and free private parking.

P
Perla
From
United States
I love that the property is close to the park attractions.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 23 reviews
Price from
$126
1 night, 2 adults

Luxury Champions Gate Condo, Resort-Style Retreat

Kissimmee

12 miles from Disney's Wide World of Sports in Kissimmee, Luxury Champions Gate Condo, Resort-Style Retreat features accommodations with access to a fitness room.

M
Mittelstadt
From
United States
Beautiful place! Loved everything about it very comfortable and clean. Close to everything. Quiet.
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 43 reviews
Price from
$133.28
1 night, 2 adults

Magical Themed Home - Disney 15 min

Kissimmee

7.7 miles from Gatorland in Kissimmee, Magical Themed Home - Disney 15 min provides accommodations with access to a fitness center.

M
Merissa
From
United States
The rooms were absolutely beautiful, the pictures truly do not do them justice. I was very impressed at the attention to detail for each little world.
Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 19 reviews
Price from
$260.10
1 night, 2 adults

Amazing 6BR Villa @ Storey Lake Resort Near Disney

Kissimmee

7.3 miles from Disney Springs in Kissimmee, Amazing 6BR Villa @ Storey Lake Resort Near Disney features accommodations with access to spa facilities, fitness room, and public bath.

M
Mariah
From
United States
This property was clean and they were prompt to answer any questions we had!
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 8 reviews
Price from
$287.20
1 night, 2 adults

Luxury 9BR Villa @ Storey Lake Resort Near Disney

Kissimmee

7.5 miles from Disney Springs in Kissimmee, Luxury 9BR Villa @ Storey Lake Resort Near Disney offers accommodations with access to spa facilities and fitness room.

l
lorette
From
United States
Super responsive, clean, and great area. We had a group of 15 and it was perfect.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 11 reviews
Price from
$720
1 night, 2 adults

Veteran Owned 3bdr/3 bath Townhouse w/WiFi 3mi to Disney - Winter/Spring Specials

West Kissimmee, Kissimmee

5.9 miles from Disney's Animal Kingdom in Kissimmee, Veteran Owned 3bdr/3 bath Townhouse w/WiFi 3mi to Disney - Winter/Spring Specials provides accommodations with access to beauty services, fitness...

Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 5 reviews
Price from
$117.86
1 night, 2 adults

Beautiful Orlando Apt with Nemo Bedroom, 15 min to Disney!

West Kissimmee, Kissimmee

Beautiful Orlando Apt with Nemo Bedroom, 15 min to Disney! is located in Kissimmee, just 6.5 miles from Disney's Animal Kingdom and 7.1 miles from Disney's Blizzard Beach Water Park.

J
Jennifer
From
United States
Location. Cleaned and organized. Details in decoration and toiletries supplies. The 2nd room has plenty space for 4 people in the bunk bed: 2 twin mattresses and one full. Cute balcony.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 13 reviews
Price from
$110.20
1 night, 2 adults

Cozy Retreat - Close to Disney & Golf

Kissimmee

Cozy Retreat - Close to Disney & Golf is located in Kissimmee, just 10 miles from Disney's Wide World of Sports and 11 miles from Disney's Boardwalk.

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 5 reviews
Price from
$224.10
1 night, 2 adults
All vacation rentals in Kissimmee

Most booked vacation rentals in Kissimmee and surrounding area in the past month

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Enjoy breakfast in Kissimmee and nearby

  • Scored out of 10, guest rating 8.3
    Very Good - What previous guests thought, 65 reviews

    Encore Resort and Water Park at Reunion by Rentyl offers accommodations within half a mile of the center of Kissimmee, with free Wifi and a kitchen with a dishwasher, an oven, and a microwave.

    From $713.92 per night
  • Royal 1

    Kissimmee
    Breakfast options
    Scored out of 10, guest rating 4.6
    Disappointing - What previous guests thought, 5 reviews

    Featuring a garden, Royal 1 offers accommodations in Kissimmee. This property offers access to a terrace and free private parking.

    From $217.55 per night
  • Scored out of 10, guest rating 8.7
    Excellent - What previous guests thought, 10 reviews

    3120-206DR STOREY LAKE, CONDO 2/2 GARDEN VIEW is located in Kissimmee, just 11 miles from Florida Mall and 11 miles from SeaWorld Orlando.

  • Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 2 reviews

    Newly Remodeled 1 story - 5 Bed 5 Bath with Pvt Pool Spa And Game Room offers accommodations in Kissimmee, 11 miles from Florida Mall and 11 miles from SeaWorld's Discovery Cove.

  • Scored out of 10, guest rating 9.2
    Wonderful - What previous guests thought, 7 reviews

    Grand Home Near Disney With Private Pool, Air Hockey Table And Waterpark & Resort Access At Encore Resorts Reunion - 401Sf features a spa center and free private parking, and is within 11 miles of...

  • Scored out of 10, guest rating 9.2
    Wonderful - What previous guests thought, 8 reviews

    Magnificent Home Near Disney With Theater Room, Pool Table, Waterpark & Resort Access At Encore Resort Reunion - 7448Mr offers a spa center and free private parking, and is within 11 miles of SeaWorld...

  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 7 reviews

    Elegant Home Near Disney With Private Pool And Waterpark & Resort Access At Encore Resorts Reunion - 391Fl features a spa center and free private parking, and is within 11 miles of SeaWorld Orlando...

  • Scored out of 10, guest rating 9.4
    Wonderful - What previous guests thought, 7 reviews

    Modern Home Near Disney With Private Pool, Media Room And Waterpark & Resort Access At Encore Resorts Reunion - 7576Mr features a spa center and free private parking, and is within 11 miles of...

These vacation rentals in Kissimmee and nearby have options with free cancellation

  • Heritage Park Inn

    Kissimmee
    Free cancellation options available
    Scored out of 10, guest rating 5.9
    Fair - What previous guests thought, 222 reviews

    Heritage Park Inn offers accommodations in Kissimmee, 7 miles from Gatorland and 14 miles from Florida Mall. This condo hotel offers free private parking, a 24-hour front desk, and free Wifi.

    From $76.94 per night
  • Serene Sunsets Villa - E04

    Kissimmee
    Free cancellation options available

    Serene Sunsets Villa - E04 is located in Kissimmee, just 4.6 miles from Gatorland and 9.5 miles from SeaWorld Orlando. This vacation home features air-conditioned accommodations with a patio.

    From $1,768.88 per night
  • 4423 Scene Lane

    Kissimmee
    Free cancellation options available

    4423 Scene Lane offers accommodations in Kissimmee, 8 miles from Disney Springs and 8.1 miles from Disney's Wide World of Sports.

  • Scored out of 10, guest rating 8.6
    Excellent - What previous guests thought, 42 reviews

    A recently renovated apartment in Kissimmee, Ultimate Vacation Villa Near Disney Townhouse offers children's playground, parking on-site, and sports facilities.

  • Terra Verde Vacation Rentals

    Kissimmee
    Free cancellation options available
    Scored out of 10, guest rating 8.7
    Excellent - What previous guests thought, 16 reviews

    8.1 miles from Gatorland in Kissimmee, Terra Verde Vacation Rentals features accommodations with access to a fitness center.

    From $541.30 per night
  • 4200 Paragraph Drive

    Kissimmee
    Free cancellation options available

    4200 Paragraph Drive offers accommodations in Kissimmee, 7.3 miles from Disney Springs and 7.4 miles from Gatorland. Guests may go for a swim in the private pool.

  • VILLA wPrivate Pool & Game Room near Disney

    Kissimmee
    Free cancellation options available
    Scored out of 10, guest rating 8.0
    Very Good - What previous guests thought, 15 reviews

    VILLA wPrivate Pool & Game Room near Disney offers accommodations in Kissimmee, 7.1 miles from Gatorland and 7.3 miles from Disney Springs.

  • Scored out of 10, guest rating 8.2
    Very Good - What previous guests thought, 11 reviews

    Stunning 3BD Condo 14 Mins to Disney World, Gated offers accommodations in Kissimmee, 6.8 miles from Disney Springs and 7.3 miles from Gatorland.

    From $262.03 per night

Vacation Rentals with swimming pools in Kissimmee and nearby

  • Scored out of 10, guest rating 8.0
    Very Good - What previous guests thought, 1 review

    7.1 miles from Gatorland in Kissimmee, Four Bedroom Villa in Coral Cay provides accommodations with access to a fitness room.

    From $340.50 per night
  • Scored out of 10, guest rating 7.0
    Good - What previous guests thought, 1 review

    4321 QS - Magical Haven Townhome w Pool offers accommodations in Kissimmee, 7.5 miles from Disney Springs and 7.6 miles from Gatorland.

  • Scored out of 10, guest rating 4.0
    Disappointing - What previous guests thought, 1 review

    4520 Target Blvd is located in Kissimmee, just 7 miles from Gatorland and 7.2 miles from Disney Springs. Guests are welcome to go for a swim in the private pool.

    From $1,522.40 per night
  • Scored out of 10, guest rating 8.3
    Very Good - What previous guests thought, 18 reviews

    Grand Holiday 3BR Getaway Condo near Disney Parks is located in Kissimmee, just 7.6 miles from Disney's Wide World of Sports and 7.8 miles from Disney Springs.

    From $299.08 per night
  • Scored out of 10, guest rating 9.2
    Wonderful - What previous guests thought, 5 reviews

    Beautiful Modern Home wPrivate Pool Near WDW offers accommodations in Kissimmee, 6.2 miles from Gatorland and 6.2 miles from Disney Springs.

    From $944.49 per night
  • 4801 ML - Ideal Retreat Townhome Oasis with Pool is located in Kissimmee, just 6 miles from Gatorland and 6.9 miles from Disney Springs. Guests may go for a swim in the private pool.

  • Scored out of 10, guest rating 6.0
    Pleasant - What previous guests thought, 1 review

    Gorgeous, Modern Home wPrivate Pool offers accommodations in Kissimmee, 5.9 miles from Gatorland and 6.4 miles from Disney Springs.

  • Scored out of 10, guest rating 8.2
    Very Good - What previous guests thought, 7 reviews

    2911 Fable Street offers accommodations in Kissimmee, 6 miles from Gatorland and 6.9 miles from Disney's Wide World of Sports.

Highly rated vacation rentals in Kissimmee and nearby

  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 39 reviews

    Lakeview Villas in Storey Lake Resort by Diamond Vacation Homes offers accommodations in Kissimmee, 5.8 miles from Gatorland and 6.7 miles from Disney's Wide World of Sports.

    From $817.76 per night
  • Scored out of 10, guest rating 9.4
    Wonderful - What previous guests thought, 10 reviews

    Beautiful Home wPrivate Pool & Spa, near WDW offers accommodations in Kissimmee, 5.9 miles from Gatorland and 6.8 miles from Disney Springs.

    From $1,348.90 per night
  • Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 28 reviews

    3B2B-Beautiful Lake View-Baby Friendly-FREE WATER PARK!NO Resort Fee-5 Miles to Disney-Storey Lake 3141 is located in Kissimmee, just 5.8 miles from Gatorland and 6.3 miles from Disney Springs.

  • Scored out of 10, guest rating 9.1
    Wonderful - What previous guests thought, 19 reviews

    3131 Paradox Cir Unit 203 offers accommodations in Kissimmee, 5.5 miles from Gatorland and 6.4 miles from Disney Springs.

  • Scored out of 10, guest rating 9.3
    Wonderful - What previous guests thought, 20 reviews

    Updated Condo, 5 mi to Disney, On-site Water Park is located in Kissimmee, just 5.5 miles from Gatorland and 6.4 miles from Disney Springs.

  • Scored out of 10, guest rating 8.8
    Excellent - What previous guests thought, 5 reviews

    4813 Crusoe Street is located in Kissimmee, just 5.8 miles from Gatorland and 6.2 miles from Disney Springs. Both free Wifi and parking on-site are accessible at the vacation home free of charge.

    From $786.33 per night
  • Scored out of 10, guest rating 8.4
    Very Good - What previous guests thought, 20 reviews

    Gorgeous Fully Furnished 2-Bedroom Luxury Villa is a recently renovated villa in Kissimmee where guests can make the most of the garden and barbecue facilities.

    From $308.01 per night
  • Scored out of 10, guest rating 8.0
    Very Good - What previous guests thought, 6 reviews

    Charming Home With Private Pool Near Disney With Water Park & Resort Access At Encore Resort - 7489Mr provides a hot tub and free private parking, and is within 4.5 miles of Gatorland and 11 miles of...

FAQ about vacation rentals in Kissimmee

Vacation Rentals That Guests Love in Kissimmee

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  • Scored out of 10, guest rating 9.4
    Wonderful - What previous guests thought, 30 reviews
    Our recent stay at this villa was an amazing experience. We spent three weeks in Florida as a family—two adults and three kids. The villa is much larger than it looks in the pictures, and the communication with the owners is spot-on. I would happily stay here again on future trips. The location is perfect for Disney and Universal.
    Guest review by
    David
    Family with young children
  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 2 reviews
    Lovely villa, so many little extra Disney themed touches. Local contact was very responsive when I couldn't find a couple of things. Really comfortable beds and lovely pool, we had a great time!
    Guest review by
    Helen
    Family with young children
  • Scored out of 10, guest rating 7.8
    Good - What previous guests thought, 527 reviews
    Our Villa was amazing! Location was perfect! Staff was nice and very helpful!
    Guest review by
    Chameka
    Family with young children
  • Scored out of 10, guest rating 9.1
    Wonderful - What previous guests thought, 15 reviews
    Great location and a very nice holiday home!
    Guest review by
    Jay
    Family with young children