Vacation Rentals & House Rentals in Kissimmee

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395 house rentals

Four Seasons 2 bedroom suite

Miami apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Boat available Trampoline

All filters match

Price per night from

$979

ROYAL REXHOST RESORTS – Madeira Beach Yacht Club (MBYCC)

Madeira Beach guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Boat available Trampoline

All filters match

Price per night from

$172

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Paradise On Lake Harris Apt #102

Leesburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Boat available, Trampoline

1 of 2 filters match

Price per night from

$213

Paradise On Lake Harris Apt #201

Leesburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Boat available, Trampoline

1 of 2 filters match

Price per night from

$202

Paradise On Lake Harris Apt #101

Leesburg apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Boat available, Trampoline

1 of 2 filters match

Price per night from

$239

Paradise On Lake Harris Apt #202

Leesburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Boat available, Trampoline

1 of 2 filters match

Price per night from

$225

Paradise On Lake Harris # R.V.

Leesburg caravan/mobile home

  • 1 bedroom
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Boat available, Trampoline

1 of 2 filters match

Price per night from

$166

SunnyDay

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 16 minutes

1 of 2 match: Boat available, Trampoline

1 of 2 filters match

Price per night from

$132

The Harmony Oaks Homestead - Florida Cottage Rental

Brooksville cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 23 minutes

1 of 2 match: Boat available, Trampoline

1 of 2 filters match

Price per night from

$205

Casa de Cox

Southwest Ranches house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 of 2 match: Boat available, Trampoline

1 of 2 filters match

Price per night from

$802

Luxury Miami Oasis Villa (Near Beach & Airport)

Kendall West house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Boat available, Trampoline

1 of 2 filters match

Price per night from

$687

Enchanted Hideaway: 20 Min Away from Disney World and Unforgettable Experiences!

Intercession City house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Boat available, Trampoline

1 of 2 filters match

Price per night from

$229

Vacation Rental Near Hard Rock Hollywood

Hollywood house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Boat available, Trampoline

1 of 2 filters match

Price per night from

$401

Near Disney, 5 Star Princess Themed Home and Resort

Kissimmee house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 of 2 match: Boat available, Trampoline

1 of 2 filters match

Price per night from

$659

BEST PARADAISE ORLANDO

Clermont house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Boat available, Trampoline

1 of 2 filters match

Price per night from

$264

BSV3225 PROMO Luxury 9 Bed 6 Bath in Windsor Island

Four Corners house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 19

1 of 2 match: Boat available, Trampoline

1 of 2 filters match

Price per night from

$205

172 VD - Blissful Haven: Serene Retreat

Loughman house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 40 minutes

1 of 2 match: Boat available, Trampoline

1 of 2 filters match

Price per night from

$85

Windsor Palms 4/3 Pr. Pl., Hot Tub, Jacuzzi/Games

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Amazing house!” We have amazing family time! This house is excellent with great location! We'll be back soon! I recommend

1 of 2 match: Boat available, Trampoline

1 of 2 filters match

Price per night from

$177

From $100/NT,1.5 Mile to Disney ,1808 sq ft 4br/3ba townhome with lake view

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great location” We had great times in Oakwater, all was perfect! The house is fully equipped, all is clean, new and works perfect!It is an ideal location, close to everything. Near the home are so many great restaurants such as: Bonefish, Longhorn, Golden Corral, Ihop, Bahama Breeze, Buffalo Wild Wings, Flippers Pizza*, Red Lobster and lots more! The super target is within 2 min as well as the Publix.It is also located in very quiet area. There are great sports facilities, tennis court, and the pool area itself is fantastic. We enjoyed it very much and the pool s huge and warm !!! We loved it and will definitely recommend to our friends and family!

Responds fast! avg. 1 hour 27 minutes

1 of 2 match: Boat available, Trampoline

1 of 2 filters match

Price per night from

$121

New Luxury Villa Europa with Pool Theater /10 min to Disney

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Boat available, Trampoline

1 of 2 filters match

Price per night from

$344

⭐Miles from Disney World - Gorgeous 8 Bedrooms w/ Pool⭐

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

1 of 2 match: Boat available, Trampoline

1 of 2 filters match

Price per night from

$407

⭐Spacious and Comfy 8 Bedroom & Near Disney⭐

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

1 of 2 match: Boat available, Trampoline

1 of 2 filters match

Price per night from

$407

From $120/nt,5br/3ba townhome with hot tub,Close Disney,Seaworld,Convention Ctr

Kissimmee townhouse

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

“Excellent” The house was perfect for our families. Every thing was great. Except the sliding door lock is broken, the glass table is unstable if you have kids and the folding table in the kitchen doesn't have the hinges to be unfolded. I love the house and will return there and refer it to my friends without hesitation.

Responds fast! avg. 1 hour 27 minutes

1 of 2 match: Boat available, Trampoline

1 of 2 filters match

Price per night from

$149

Anna Maria Island/ IMG Academy/ Beach/ HotTub/ Bikes/ Kayaks/ Golf/ Fishing

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Boat available, Trampoline

1 of 2 filters match

Price per night from

$287

Luxury Ranch House w/ Private Tennis Court and Pool

Southwest Ranches house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 16

1 of 2 match: Boat available, Trampoline

1 of 2 filters match

Price per night from

$1,145

Luxury upgraded home with lakeview, salt water heated pool 4 Mi from the beach

Jensen Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Boat available, Trampoline

1 of 2 filters match

Price per night from

$652

*9332 SH - Champions Gate Unique Luxury 7BR

Reunion house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 21

Responds fast! avg. 3 hours 40 minutes

1 of 2 match: Boat available, Trampoline

1 of 2 filters match

Price per night from

$378

Studio Vacation Villa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$172

The Caribbean Resort - Royal Palm South

Matecumbe Key house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 45 minutes

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$1,775

The Caribbean Resort - Fish Tail Palm

Matecumbe Key house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 45 minutes

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$630

The Caribbean Resort - Princess Palm North

Matecumbe Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 45 minutes

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$745

The Caribbean Resort - Jamaican Palm House

Matecumbe Key cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

Responds fast! avg. 1 hour 45 minutes

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$1,145

Responds fast! avg. 1 hour 45 minutes

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$200

Lakeside Resort Condo Just 2 Miles From Disney w/ WiFi, Fireplace & More

Celebration house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 45 minutes

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$122

The Caribbean Resort - Malayan Palm North

Matecumbe Key house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 1 hour 45 minutes

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$687

The Caribbean Resort - Harbor House

Matecumbe Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 45 minutes

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$916

The Caribbean Resort - Canary Island Palm North

Matecumbe Key house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 45 minutes

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$745

The Caribbean Resort - Malayan Palm East

Matecumbe Key house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 45 minutes

1 of 2 match: Trampoline, Boat available

1 of 2 filters match

Price per night from

$487

Viewing 38 of 395
rentals in Kissimmee

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