Emerald Isle Kissimmee Rentals

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6,279 Houses

Florida Jewels

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$189

No Resort Fees + No Cleaning Fees + Disney Is Right Next Door!

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Price per night from

$144

Stunning 5 Bed/3bath with Pool/Spa + Games Room

Kissimmee villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

Price per night from

$218

Price per night from

$283

Secret Key Villa - villa rental in Kissimmee, Florida

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Nice place, easy access” House was clean and tidy when we arrived. Everything we needed was on site. Location is neighborhood was perfect. Easy gate and clubhouse access.

Responds fast! avg. 3 hours 4 minutes

Price per night from

$174

THE HAVEN IN EMERALD ISLAND RESORT

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 25 minutes

Price per night from

$172

Secret Key Cove Villa

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$172

Price per night from

$401

ORLANDO FLORIDA FAMILY DISNEY VACATION RENTAL HOLIDAY HOME

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$138

Price per night from

$401

SKC VIlla

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$172

Price per night from

$401

Price per night from

$401

Great rentals within 20 miles that match your search

Santosh Cove Lakeview Home

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Price per night from

$344

Luxury Dream Townhome with Pool SL4814

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Price per night from

$1,234

2nd Floor One Bedroom Runaway Beach Club Resort

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$172

The Florida Pad

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$189

Price per night from

$182

Lilo's Paradise in Windsor Hills

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

Price per night from

$802

Champions Gate1568MVD Town Houese 4BD/3BA/Pool,Golf,near Disney

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“Disney Adventure” My family and I drove from NY to this lovely house and felt right at home. We were a total of 11 and stayed for 10 days. Since the first day we booked the house the owner was attentive and responded very quickly when I wrote to him. The house was well equippped, clean and beautifully decorated. We all loved it so much!!!!

Price per night from

$1,259

DISNEY DREAM LUXURY HOME PRIVATE WATERPARK POOL SPA

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

“Perfect- it was better than what we had imagined.” The communication with the owner was what really surprised me. He was very responsive to all of my questions prior to our arrival. The house was very clean and in a great location. We were 15 minutes from Magic Kingdom and had many stores around the location of the house. I would not doubt to referred this home to anyone looking to spend a weekend in Orlando. We will definitely visit again!

Price per night from

$457

Price per night from

$487

Doorstep of Disney! 2-Bedroom Condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$275

2 Bed / 2 Bath Resort Condo near Disney

Davenport condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Wonderful, amazing” The condo was huge and beautiful, it had everything we needed and then some. The owner was very helpful and went beyond expectation to meet our needs and make our vacation awesome. Shops and fun excitement was just a 15-20 min drive. The pool was wonderful.

Price per night from

$172

“Quick Disney Ger Away” The house was just as it was described & it was very clean. The pool was great for our 5 yr old grandaughter to play in with a shallower area at one end & lots of pool toys. Our 12 yr old son loved the basketball hoop for pool & hot tub was great for us, the adults. The location of house was about 20 min to the Magic Kingdom & 1-1/2 hr to Cocoa Beach. There were many restaurants, shops & things to do nearby. Beds were very comfortable & neighborhood was nice & quiet. We had a great stay with no problems. Janet was very accomodating & friendly when we booked our reservation. We will definately be back!

Price per night from

$189

Rent my time share for a week for up to 295000.

Central Florida condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$409

The best place to Orlando

Orlando apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$184

Vacation Villa EE12

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$249

Luxurious spacious villa for rent 21 minutes to Disney

Orlando villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$321

Beautiful Villa in the community of Solterra

Loughman villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Price per night from

$297

Bonnet Creek Resort

Old Town condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$287

4 Bedrooms / 3 Bathrooms / Compass Bay (3167 TC)

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 50 minutes

Price per night from

$142

Grand 9 Bed Near Disney

Four Corners house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 22

Price per night from

$527

***Minutes To Walt Disney World***

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$148

' Special' 5 Star Vacation Home Near Attractions

Winter Garden house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$224

Cozy Family Vacation WL8988

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

Price per night from

$165

5 Suites Luxury Single Home with private pool RE1492

Kissimmee house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

Price per night from

$1,234

Relaxing Stay at Vista Cay

Orlando apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 53 minutes

Price per night from

$170

Viewing 38 of 6,279
rentals in Emerald Isle Kissimmee

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Top Destination reviews

SKC VIlla
Florida Vacation

The home was warm, clean and inviting. We loved the resort and the gated community made us feel safe. We would love to stay at the home again in our next visit to Florida. Our children loved the game room as well … see more
Secret Key Cove Villa
Great

This house was wonderful and beautiful we really enjoyed our stay in this amazing house. We would definitely rent this house again. … see more
Secret Key Villa - villa rental in Kissimmee, Florida
The best, cleanest and most well kept place I have ever rented!

The Secret Key Villa was absolutely perfect! Just a few miles from Disney and in a beautiful well kept and secure resort. The home was exactly as advertised and just what I wanted. The communication with the owner was a real plus (so nice to work with). He responded so quickly to my emails and made sure everything was just right. If and when we go back to this area, we will definitely go back to this rental. We loved everything about it. It was so nice to come back from Disney exhausted and jump in the pool for a dip before turning in for the night. Every comfort of home is available in this beautiful rental. You will not be disappointed with this awesome property!see more
THE HAVEN IN EMERALD ISLAND RESORT
This is a fantastic home and our family loved staying there

We enjoyed our stay very much. Everything was as advertised. Close to all the attractions with a great pool and hot tub and could not be better. The only regret we have is that we couldn't have stayed longer. The owner responded to everything we asked. My family would stay here again and would recommend it to anyone.see more
No Resort Fees + No Cleaning Fees + Disney Is Right Next Door!
A lovely house "Close to Disney"

The house is lovely and it was perfect for us. We had fun. The house is close to the parks, the airport and to a variety of restaurants and other attractions. Many Thanks to the owners with their help with the reservation, they made our trip extra special. Our family loves Disney and we are already talking about coming back soon.see more

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