Emerald Isle Kissimmee Rentals

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6,243 Houses

Florida Jewels

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$187

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

$281

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 0 minutes

Price per night from

$173

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

$173

Secret Key Cove Villa

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$173

Price per night from

$402

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

$402

SKC VIlla

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$173

Price per night from

$402

Price per night from

$402

Great rentals within 20 miles that match your search

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

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$91

Price per night from

$194

Disney's Saratoga Springs Resort and Spa

Orlando villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$574

Price per night from

$171

1 Deluxe Studio Villa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$132

ORLANDO townhouse condo near Disney

Clermont condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$138

“Great Family Memories” We give this home an A+!! Everything about it from the appearance, to the owner (Liz), to the location, and the management company combine to give you unprecedented good customer service that insures a great experience. Everything is geared towards you! The house is actually even nicer than the pictures depict!! We had 5 adults and one child stay and there was plenty of room for everyone. We loved the layout. Our granddaughter squealed with delight when she saw the Mickey Mouse room. She even asked to go to bed several nights!! We enjoyed going to nearby outlet malls, Disney, Disney Springs, restaurants close by, and even grilling out on the patio while family members swam in the pool. The game tables in the garage provided some lively competition. The greatest compliment you can give a place is to say you would return again. When we come back to this area again, Pilgrim's Paradise will be at the top of our list to stay at again! Liz made everything run smooth and was a delight to work with!! Thanks for sharing your beautiful villa with our family!!

Responds fast! avg. 1 hour 56 minutes

Price per night from

$190

Updated Villa with Pool & Spa Near Disney!

Clermont house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Awesome” My wife and I stayed here and loved it. The house was clean and comfortable and had all the amenities needed for a vacation home that truly was a home away from home. The pool and spa were the perfect way to start and end the day after the parks and were very private with fencing and shrubs surrounding them. I've rented other homes in the area this was the best and I will definitely be coming back with the whole family. Excellent 5 stars

Responds fast! avg. 1 hour 17 minutes

Price per night from

$155

New cozy townhouse at Champions Gate resort

Davenport townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Price per night from

$138

beautiful 3 bedroom has room for all

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

Price per night from

$311

Spectacular light show- Polynesian Villa Lakefront

Orlando villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

Price per night from

$632

VACATION VILLAGE AT PARKWAY OVERVIEW

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$459

Orange Lake Resort Villa, 2br/2ba (Kissimmee)

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$229

Cozy One Bedroom Villa in Gorgeous Resort & Spa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$181

Responds fast! avg. 2 hours 21 minutes

Price per night from

$345

3 Bedrooms / 2 Bathrooms / Seven Dwarfs (10-105 LC)

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 26 minutes

Price per night from

$119

7 Bedrooms / 5 Bathrooms / Solterra (4103 OD)

Davenport house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 22

Responds fast! avg. 3 hours 26 minutes

Price per night from

$214

Premium Kissimmee Timeshare rental

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$329

Vacation Villages at Parkway

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$115

Prestige 3: New Lux Home, South Fc Lake View, Pool

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

Price per night from

$689

3 bedroom Townhouse close to Disney

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$339

Smoky Mountain 5 Star resort

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$230

Disney 2 Miles, Pool/Spa Home, Game Room,Themed Be

Orlando house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

“Perfect!” We had a wonderful experience, the house was even nicer than I expected. Bonus game room was a nice surprise. Clean, simple to find, and close to everything!

Price per night from

$263

Orlando Florida - Westgate Lakes Resort!

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$152

Four Bedroom home near Disney/Orlando

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$121

Viewing 38 of 6,243
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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