Emerald Isle Kissimmee Rentals

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7,084 Houses

Florida Jewels

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$165

Disney Is Right Next Door *NO RESORT FEES*

Kissimmee house

4 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$114

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

Kissimmee villa

5 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$252

Disney Family Villa pool/spa/games room, 5 bds 4 bathrooms, 15 Mins to Disney

Kissimmee villa

5 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$186

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 3 minutes

Price per night from

$136

THE HAVEN IN EMERALD ISLAND RESORT

Kissimmee house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 21 minutes

Price per night from

$172

Secret Key Cove Villa

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$161

Luxury 6 bedroom villa ✦ 3 Miles or 5 min to Disney ✦ South pool ✦Game Room

Kissimmee villa

6 bedrooms / 6 bathrooms / sleeps 14

Responds fast! avg. 10 minutes

Price per night from

$315

ORLANDO FLORIDA FAMILY DISNEY VACATION RENTAL HOLIDAY HOME

Kissimmee house

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$138

Luxury 7 bedroom villa ✦ 3 Miles or 5 min to Disney ✦ South pool ✦Game Room

Kissimmee villa

7 bedrooms / 5 bathrooms / sleeps 16

Responds fast! avg. 10 minutes

Price per night from

$315

SKC VIlla

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$161

Luxury 7 bedroom villa ✦ 3 Miles or 5 min to Disney ✦ South pool ✦Movie Room

Kissimmee villa

7 bedrooms / 5 bathrooms / sleeps 16

Responds fast! avg. 10 minutes

Price per night from

$315

Responds fast! avg. 10 minutes

Price per night from

$315

Great rentals within 20 miles that match your search

High Grove Villa

Clermont villa

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$136

Morning Star Disney Villa

Orlando villa

4 bedrooms / 2 bathrooms / sleeps 8

“We Absolutely Loved It!” We absolutely loved the house- it was well taken care of and plenty of room. Our kids really enjoyed the pool and we appreciate all the pool toys/supplies that were provided. The kitchen was well equipped that we were able to cook meals every day. Thank you SO much! We will definitely be back!

Responds fast! avg. 45 minutes

Price per night from

$119

Beautiful Villa (featuring secluded pool area)

Davenport villa

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$103

Highlands Reserve villa :South facing private Pool

Davenport villa

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 28 minutes

Price per night from

$200

River Island - North - East - West Villages at Orange Lake

Kissimmee villa

2 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$235

Renewed Villa at Regal Palms

Davenport villa

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$190

"The Palms" at Lake Davenport

Davenport villa

5 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 1 hour 24 minutes

Price per night from

$135

Disney Vacation Rental, Private Townhouse in gated community

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$126

Weston Magic in Orlando

Clermont villa

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 34 minutes

Price per night from

$138

The Orlando Lodge

Davenport villa

4 bedrooms / 3 bathrooms / sleeps 8

“Fun in the sun” Very nice- with 2 masters, and a nice layout. Clean home with nice pool- the kitchen had only the basics and you will need to provide dish soap, cleaners, TP and garbage bags. Our only issue was parking- be warned, if you have more than one car, you will need to find parking- we had a travel trailer, and didn't know we would not be able to park on the street- we ended up renting a storage space down the road. The neighbors were not very nice about it. Gary was great, and so was his rental management.

Responds fast! avg. 2 hours 37 minutes

Price per night from

$98

Luxury 3 Bed Villa on gated community

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$131

Simba's Pride - Luxury villa Disney

Davenport villa

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$138

Valencia

Davenport villa

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$155

One of the closest communities to Disney!

Kissimmee villa

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$193

Luxury 5 Star Charlotte Harbor Vacation Rental near to Disney, Free WiFi & Calls

Kissimmee villa

6 bedrooms / 4 bathrooms / sleeps 13

Price per night from

$220

Davenport Villa Rental Florida

Davenport villa

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 25 minutes

Price per night from

$119

Highlands Reserve Golf Villa

Davenport villa

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$158

Closesttothemagic tuscan villa close to Disney

Davenport villa

5 bedrooms / 4 bathrooms / sleeps 8

“Just as described, Perfect for Families with young children. We highly recommend” We found this home to be just as described on the website and the owner was very responsive to our inquiries. The house was very clean and well maintained, the carpet on the main floor appeared to be virtually brand new, though I'm not sure carpet is the best choice for the main living area, tile or hardwood floors would be better, but that's just a personal preference. The sofas in the living room were very comfortable and the large TV was nice as well. The kitchen is very well appointed with basically everything you need to cook. They even have plastic cups, plates and utensils available which were great for the kids. Our kids were in love with the game-room/toy area in the garage which has tons of great toys, and we had to drag them out of there every morning to leave for the park. The park by the way is about 20 minutes away and there is quite a lot of traffic, so plan accordingly. The pool was very nice and clean, and it appeared the pool decking was just freshly painted. My only issue with the pool was the temperature; it was extremely cold which I honestly didn't expect since the temps outside were in the high 80s and low 90s. The kids enjoyed the pool despite the temperature, but the adults rarely swam because it was just too chilly. I mistakenly thought the pool was heated, but after contacting the management company and the owner realized that you are required to pay extra daily for pool heat. It was my mistake for not reading the description more closely, but I do disagree with charging a daily fee for the heat. It is necessary during the non-summer months and should be included in the rental price. I would much rather the rental price be slightly higher and include the pool heat, than be forced to pay an exorbitant amount each day, and have to deal with the management company to come and turn on the heat. Which by the way, when I called the management company to turn it on, they didn't show up when they promised and the heat was never turned on. To be honest, the lady who came to check the pool chemicals while we were there was quite rude and a little nasty to us, but the owner has no control over her behavior. Despite all of that, the pool was a big hit with the kids, which is all that really matters anyway. Additionally, the patio furniture was nice and in good condition, with plenty of comfortable seating. The only real maintenance issue we had was with the sliding glass door to the pool area; it kept coming off the track and was a bit difficult to close and probably needs some repair or adjustment, but it wasn't a big problem. The bedrooms and bathrooms were all fantastic, there is a lot of space if you have a large family, and the closets are very good size for a vacation trip. We used the washer and dryer several times, which was very convenient as well. We also thought the home was very tastefully decorated throughout. The stroller came in very handy; we thought our 4 year old would be fine without one but quickly discovered he needed one. Luckily we didn't have to rent one at the park since the owners provided them. I would highly recommend this property and will consider staying here again on our next trip. Overall our stay was very pleasant, the issues we had we minor and certainly did not take away from our trip.

Price per night from

$201

Westgate Vacation Villas

Kissimmee villa

2 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$232

Keyvilla-The Disney Retreat. Free Spa Heat!

Davenport villa

5 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$179

Terrace Ridge

Davenport condo

3 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$114

Bridgewater Crossing Villa near Disney

Davenport villa

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 hours 38 minutes

Price per night from

$95

4 Bedroom 3 bath Luxury Villa

Davenport villa

4 bedrooms / 3 bathrooms / sleeps 10

“Amazing” Our stay at this property was perfect. Loved the pool and games room. The house was the perfect size for our group.

Price per night from

$167

Florida Palms

Haines City villa

4 bedrooms / 5 bathrooms / sleeps 8

Responds fast! avg. 43 minutes

Price per night from

$124

Scenic & Safe Family Lake Berkley Resort 5 Bedroom Villa, Private Heated Pool

Kissimmee villa

5 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$258

Viewing 38 of 7,084
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
Disney Is Right Next Door *NO RESORT FEES*
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
Holiday Home in Emerald Island Resort, Orlando very close to Disney
Great Stay

This home was great. We had no problems during our stay and everything was wonderful. We had more than enough room for our family!!! … see more

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