Emerald Isle Kissimmee Rentals

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6,245 Houses

Florida Jewels

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$186

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

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Price per night from

$143

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

Kissimmee villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

Price per night from

$217

Price per night from

$279

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

$172

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

$400

ORLANDO FLORIDA FAMILY DISNEY VACATION RENTAL HOLIDAY HOME

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$137

Price per night from

$400

SKC VIlla

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$172

Price per night from

$400

Price per night from

$400

Great rentals within 20 miles that match your search

2 BD Bonnet Creek in Gates of DisneyWorld

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$286

Exclusive 5 bedroom townhouse at Paradise Palms

Kissimmee townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 51 minutes

Price per night from

$183

Bonnet Creek Resort ツ 1BR SLEEPS 4 Wyndham Orlando Condo Rental!

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$91

Gorgeous 3/2 Private Pool Home

Davenport villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$200

Responds fast! avg. 3 minutes

Price per night from

$149

Marriott's Cypress Harbor Resort

Orlando house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$343

Responds fast! avg. 3 minutes

Price per night from

$177

Military owned and operated Free Heated pool and spa 8 miles to Disney

Clermont house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

“Great House for the price.” This is a bargain house. Everything you need is already here. From strollers and bikes to all the pool toys. People have contributed along the way too which is nice to be able to leave things behind knowing they will be used. My only complaint would be that it takes about 30 minutes to get to the parks unless you know the alternative routes. Most people don't. Otherwise this place is fantastic.

Price per night from

$166

Newly remodeled Condo at Legacy Dunes with easy access - resort amenities

Kissimmee condo

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$129

Gibson Grove Villa

Orlando house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 38 minutes

Price per night from

$148

Price per night from

$108

Fireworks on the 4th if July at Disney. Mickey is waiting for you.

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$351

Dreamstay villa

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$126

Luxury Villa with lake view at Terra Verde Resort

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 13

Price per night from

$255

Disney Memories. Beautiful 4 Bedroom, 3 Bath,

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 57 minutes

Price per night from

$172

Blue Tree Resort at Lake Buena Vista: 2-Bedrooms

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 26 minutes

Price per night from

$223

Responds fast! avg. 2 hours 40 minutes

Price per night from

$599

Southern Dunes Golf Vacation Villa

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Visitor” Loved it. Great neighborhood. Clean house. Easy to get a hold of people if you had questions or needed help. Walmart right around corner. Had everything you need to cook with. Great place. Defiantly will come back and recommend to anyone.

Price per night from

$117

Luxurious 2Bed/2Bath Condo Near Disney *DISCOUNTS*

Davenport apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$200

Your VIP Home in Orlando!!!

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$211

Deluxe Studio at Disney's Saratoga at half price

Orlando apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$331

Beautiful Orlando Villa "Mags Den" Calabay Parc

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 44 minutes

Price per night from

$172

The Fountains (Bluegreen)

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 24 minutes

Price per night from

$257

Great Furnished Resort aval in Orlando

Kissimmee condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$229

Disney World, Universal, Orlando, Cocoa Beach

Davenport apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$57

Viewing 38 of 6,245
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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