Emerald Isle Kissimmee Rentals

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6,235 Houses

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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

$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

$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 0 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

$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

YOLO HOUSE, WINDSOR WHERE LUXURY MEETS ADVENTURE : POOL / SPA INCLUDED

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

Price per night from

$573

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

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

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$228

Cozy One Bedroom Villa in Gorgeous Resort & Spa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$180

Price per night from

$344

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

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 14 minutes

Price per night from

$118

7 Bedrooms / 5 Bathrooms / Solterra (4103 OD)

Davenport house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 22

Responds fast! avg. 2 hours 14 minutes

Price per night from

$213

Premium Kissimmee Timeshare rental

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$328

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

$687

3 bedroom Townhouse close to Disney

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$338

Smoky Mountain 5 Star resort

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$229

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

8br/6ba pool villa from $260/nt ,Close to Disney

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

“Mrs” Me and my family really enjoyed staying at the property rental it was ever thing we need in a vaction rental.

Responds fast! avg. 1 hour 27 minutes

Price per night from

$344

Seven Palms at Waterford Way

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Decent” Nice for a gate away. The rugs in the bathrooms need to be washed and the b es were uncomfortable. Location was great near everything.

Price per night from

$184

King Palmilla

Kissimmee villa

  • 8 bedrooms
  • 11 bathrooms
  • sleeps 18

“Great weekend” My family truly enjoyed the stay. The house had a lot more supplies as far as kitchen and grill items. Responsive owner. The kids loved the pool, game room and theatre. It is as pictured. Will definitely be back

Responds fast! avg. 2 hours 21 minutes

Price per night from

$916

A week of dream in a resort

Orlando house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$200

1 Week Rental in Orlando, FL 2 Bdm Deluxe Villa Close to Theme Parks

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$196

Beautiful 2 BR, 2BA Orlando Florida!

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$492

Wyndham Bonnet Creek Florida at Disney

Buena Ventura Lakes condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 1 minutes

Price per night from

$101

Swiss 45 - Swiss Waterski Villa

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$401

Responds fast! avg. 30 minutes

Price per night from

$148

1-bedroom / 1-bath Sleeps 4 in Orlando - 1 week

Williamsburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$99

Viewing 38 of 6,235
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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