45 Best Vacation Rentals in Emerald Isle Kissimmee - Holiday Lettings - Cabins

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Emerald Isle Kissimmee

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49 Vacation rentals

(2) Excellent 

15

Emerald Isle Kissimmee Vacation villa accommodation

Kissimmee / Emerald Isle Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 90 mi
  • Swimming pool
Just as the name suggests, Emerald Island Resort is truly a tropical oasis. Nestled within a protected wetland, a unique vacation destination. Emerald Island is located minutes from Walt Disney World and the myriad other resorts and activities that bring millions to Or …see more

from $185 / night

$1295 / week

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avg. 2 hours 41 minutes

from $185 / night

(20) Excellent 

25

Villa rental in Emerald Isle Kissimmee

Kissimmee / Emerald Isle Kissimmee

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 70 mi
  • Swimming pool
The home is a beautifully furnished and spacious property, well-maintained by our Management Company. It is situated off Highway 192 in the prestigious Emerald Island Resort, one of the premium vacation communities in the area, a tropical oasis nestled within prote …see more

from $166 / night

$1112 / week

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avg. 3 hours 29 minutes

from $166 / night

(7) Excellent 

98

Home rental in Emerald Isle Kissimmee with indoor pool

Kissimmee / Emerald Isle Kissimmee

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Nearest beach 96 mi
  • Swimming pool
  • Child friendly
In our house, fell like you are at home, with the comfort of a King suit and an attached bathroom with garden tub and 3 more bed : queen bed and fully attached bathroom and kids rooms with 2 twin beds in each and their own bathroom to share. Enjoy the heated swimming po …see more

from $100 / night

$700 - $1043 / week

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avg. 2 hours 5 minutes

from $100 / night

(4) Very Good 

43

Vacation villa rental

Kissimmee / Emerald Isle Kissimmee

4 10 4 nights min

  • 4 bedrooms
  • Sleeps 10
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
We are situated 5 minutes from Disney & local shops & amenities are just around the corner.Emerald Island is the closest community to the theme parks. Whilst staying in our home you can benefit from all the facilities of Emerald Island Resort, including volleybal …see more

from $100 / night

$694 / week

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avg. 1 hour 27 minutes

from $100 / night

24

Vacation villa in Emerald Isle Kissimmee

Kissimmee / Emerald Isle Kissimmee

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Here's a vacation home that has everything you ever wanted in your own home...Big Refreshing Pool...over sized bubbling spa....lots of room for everyone to relax and unwind. Our Home is the ultimate paradise for a Disney holiday which has to be experienced to be bel …see more

from $108 / night

$756 - $978 / week

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from $108 / night

23

Kissimmee Vacation villa rental

Kissimmee / Emerald Isle Kissimmee

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Nearest beach 50 mi
  • Swimming pool
  • Child friendly
For those looking for the ultimate vacation rental experience, this is the right villa! Located in the tropical grounds of Emerald Island Resort near Disney World, this huge 7 bed villa villa offers outstanding amenities at affordable prices for parties of up to 16 gues …see more

from $235 / night

$1500 - $2300 / week

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avg. 52 minutes

from $235 / night

(1) Excellent 

20

Vacation villa with swimming pool in Emerald Isle Kissimmee

Kissimmee / Emerald Isle Kissimmee

8 17 Min stay varies

  • 8 bedrooms
  • Sleeps 17
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Only 3 miles to Disney, 15 miles to SeaWorld, 17 miles from Universal Studio and easy access to all major theme parks, shipping center, restaurants, this lovely 8 bedroom 4.5 bath heated pool/spa villa is located on the prestigious Emerald Island Resort, a beautiful com …see more

from $300 / night

$1100 - $2789 / week

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from $300 / night

(7) Excellent 

48

Villa rental in Emerald Isle Kissimmee

Kissimmee / Emerald Isle Kissimmee

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
A 6 bed/5.5 bath villa in Emerald Island Resort offering outstanding amenities such as an air-conditioned game room and a south-facing pool/spa. With 4 king master suites and 2 themed kids rooms, this villa can accommodate up to 14 in sheer luxury. The large pool and s …see more

from $235 / night

$1700 - $2300 / week

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avg. 52 minutes

from $235 / night

99

Emerald Isle Kissimmee Vacation villa rental

Kissimmee / Emerald Isle Kissimmee

7 14 5 nights min

  • 7 bedrooms
  • Sleeps 14
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 120 mi
  • Swimming pool
Wilderness Lodge is a large premier villa located in the beautiful Emerald Island Resort. It has a south facing private pool plus spa with amazing views over a beautiful lake and woodland conservation area. The Emerald Island Resort is one of the closest to Disney World …see more

from $312 / night

$2179 / week

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from $312 / night

(10) Very Good 

20

Vacation villa rental

Kissimmee / Emerald Isle Kissimmee

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 120 mi
  • Swimming pool
  • Child friendly
A luxurious 4 bedroom, 3 bathroom vacation villa features a large private south facing pool and spa with conservation view plus fully air conditioned rooms and tv's and dvd's in living room and all bedrooms. The home is on the superb Emerald Island Resort and close to …see more

from $96 / night

$667 - $934 / week

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from $96 / night

(5) Excellent 

28

Vacation home rental

Kissimmee / Emerald Isle Kissimmee

7 15 Min stay varies

  • 7 bedrooms
  • Sleeps 15
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 50 mi
  • Swimming pool
This home has it all !! *Newly Installed Granite kitchen worktops* Our 3,400sqft beautifully decorated Villa is a Luxurious 5 star, 7 bedroom, 5 Bath home, a Private Screened-in South Facing Pool and Jacuzzi with a beautiful view over a lake and preserve, (no homes beh …see more

from $199 / night

$1393 / week

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avg. 3 hours 37 minutes

from $199 / night

(3) Excellent 

100

Kissimmee Vacation villa rental

Kissimmee / Emerald Isle Kissimmee

7 16 5 nights min

  • 7 bedrooms
  • Sleeps 16
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 120 mi
  • Swimming pool
Golden Palms is a luxury villa of the highest quality in Orlando, Florida. The villa is well appointed with fine furniture and fully air conditioned with additional ceiling fans through out. With a large South facing pool and spa Golden Palms is the perfect holiday home …see more

from $369 / night

$2579 / week

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from $369 / night

23

Villa rental in Emerald Isle Kissimmee

Kissimmee / Emerald Isle Kissimmee

8 17 Min stay varies

  • 8 bedrooms
  • Sleeps 17
  • Min stay varies
  • Nearest beach 120 mi
  • Swimming pool
  • Child friendly
Our Spacious 8 bedroom pool/spa villa is located at prestigious Emerald Island Resort, a gated community with 24/7 security guard at gate and only 3 miles away from World Disney. Emerald Island Resort featured with its own clubhouse sauna, fitness center, video games ar …see more

from $300 / night

$1400 - $2689 / week

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from $300 / night

(9) Very Good 

24

Vacation home in Kissimmee

Kissimmee / Emerald Isle Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 130 mi
  • Swimming pool
Had a major refurbishment completed in last 3 years, including new furniture throughout, new tile flooring throughout, granite work surfaces and new appliances in this 2005 Emerald Island Resort, Kissimmee, pool home. Located 3 miles from Disney World main gate, and eas …see more

from $78 / night

$543 / week

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from $78 / night

(2) Very Good 

100

Vacation villa in Kissimmee

Kissimmee / Emerald Isle Kissimmee

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Secret Key Cove Villa Secret Key Cove Villa Now with direct secure booking and instant confirmation Our beautiful Orlando vacation Villa rental, with many upgrades is a fabulous holiday rental home with private pool, is set in the peaceful and tranquil loca …see more

from $140 / night

$980 - $1422 / week

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from $140 / night

(4) Excellent 

39

Villa rental in Emerald Isle Kissimmee

Kissimmee / Emerald Isle Kissimmee

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Nearest beach 70 mi
  • Swimming pool
  • Suitable for children age 5+
A 7 bed/4.5 bath villa in Emerald Island Resort offering outstanding amenities such as an air-conditioned theater/game room and a south-facing pool/spa. With 2 king master suites, 2 queen bedrooms, 2 themed kids rooms with two twins each and another room with 2 bunk be …see more

from $235 / night

$2300 / week

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Responds fast!
avg. 52 minutes

from $235 / night

(4)  

20

Emerald Isle Kissimmee Vacation villa rental

Kissimmee / Emerald Isle Kissimmee

6 14 1 night min

  • 6 bedrooms
  • Sleeps 14
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Look no further for your perfect "magic" holiday here at Magic Villa situated within the luxurious Emerald Island Resort. This spacious villa has been refurbished to a luxurious standard, which provides everything you could possibly need for a relaxing, stress free sta …see more

from $219 / night

$1530 / week

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from $219 / night

(1)  

24

Vacation villa in Emerald Isle Kissimmee

Kissimmee / Emerald Isle Kissimmee

7 16 3 nights min

  • 7 bedrooms
  • Sleeps 16
  • 3 nights min
  • Swimming pool
  • Air conditioning
Here's a vacation home that has everything you ever wanted in your own home...Big Refreshing Pool...oversized bubbling spa....lots of room for everyone to relax and unwind. Our Home is the ultimate paradise for a Disney holiday which has to be experienced to be beli …see more

from $178 / night

$1245 - $1645 / week

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from $178 / night

15

Emerald Isle Kissimmee Vacation home accommodation

Kissimmee / Emerald Isle Kissimmee

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Our Florida home holds so many happy family memories and is very special to us but as we are unable to use it as often we would now like, it is lovely to be able to share it with other families looking to make their own memories. The resort is very well maintained, has …see more

from $90 / night

$610 / week

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from $90 / night

(2) Very Good 

38

Villa rental in Emerald Isle Kissimmee

Kissimmee / Emerald Isle Kissimmee

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 50 mi
  • Swimming pool
  • Child friendly
Pamper yourself in this luxury Emerald Island Resort villa near Disney World. Offering outstanding amenities at affordable prices, this luxury villa with private south-facing pool and spa accommodates 14 guests in sheer comfort and luxury in 6 bedrooms. Like none other …see more

from $225 / night

$2300 / week

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avg. 52 minutes

from $225 / night

(2) Excellent 

84

Emerald Isle Kissimmee Vacation villa rental

Kissimmee / Emerald Isle Kissimmee

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly
SKC Villa Our beautiful Orlando vacation Villa rental, with many upgrades is a fabulous holiday rental home with private pool, is set in the peaceful and tranquil location of Emerald Island Resort a gated community. With every possible resort style amenity at …see more

from $140 / night

$980 - $1422 / week

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from $140 / night

(4) Very Good 

19

Villa rental in Emerald Isle Kissimmee with swimming pool

Kissimmee / Emerald Isle Kissimmee

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This 5 bed villa is located in the sought after resort of Emerald Island. It appeals to visitors because it is so close to Disney and it has a lively Clubhouse. Here you find the community pool, tikki bar, fitness and theatre rooms. The home itself is on one level and h …see more

from $140 / night

$978 - $1334 / week

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avg. 2 hours 27 minutes

from $140 / night

(11) Very Good 

48

Vacation villa with swimming pool in Emerald Isle Kissimmee

Kissimmee / Emerald Isle Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
The villa is situated in the beautiful Emerald Island Resort, regarded as one of the best resorts in the area. It is located south of Hwy 192 near Mile Marker 5 just minutes from I4. It is approximately 4 miles to the gates of Walt Disney World and within easy reach of …see more

from $69 / night

$483 / week

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avg. 2 hours 41 minutes

from $69 / night

24

Kissimmee Vacation villa rental

Kissimmee / Emerald Isle Kissimmee

8 16 Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
  • Nearest beach 110 mi
  • Swimming pool
  • Child friendly
Only 3 miles to Disney, 14 miles to SeaWorld, 17 miles from Universal Studio and easy access to all major theme parks, this lovely 8 bedroom 4.5 bath heated pool/spa villa is located on the prestigious Emerald Island Resort, a beautiful community with 24/7 guarded gate. …see more

from $300 / night

$1100 - $2676 / week

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from $300 / night

20

Emerald Isle Kissimmee Vacation villa rental

Kissimmee / Emerald Isle Kissimmee

8 17 Min stay varies

  • 8 bedrooms
  • Sleeps 17
  • Min stay varies
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly
Only 3 miles to Disney, 15 miles to SeaWorld, 17 miles to Universal Studio and has easy access to all major theme parks. This beautiful villa locates in the prestigious Emerald Island Resort, a beautiful community with 24/7 guarded gate. This villa has 8 bedrooms 4.5 ba …see more

from $300 / night

$1100 - $2789 / week

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from $300 / night

(2) Excellent 

27

Vacation villa in Kissimmee

Kissimmee / Emerald Isle Kissimmee

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Nearest beach 70 mi
  • Swimming pool
  • Child friendly
A 7 bed/4.5 bath villa in Emerald Island Resort offering outstanding amenities such as an air-conditioned game room and a south-facing pool/spa. With 2 king master suites, 2 queen bedrooms, 2 themed kids rooms with two twins each and another room with 2 bunk beds, this …see more

from $225 / night

$2300 / week

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avg. 52 minutes

from $225 / night

(3) Very Good 

12

Vacation home rental

Kissimmee / Emerald Isle Kissimmee

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Living Room 2 and 3 seat sofa's with coffee table ,40" flat screen TV with DVD / BLURAY player. Ceiling fan. Dining Area Table and 4 chairs Kitchen Fully equipped with all the utensils you will ever need. Utility Room Full laundry facil …see more

from $108 / night

$756 / week

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avg. 3 hours 8 minutes

from $108 / night

(24) Excellent 

27

Vacation villa with golf nearby in Emerald Isle Kissimmee

Kissimmee / Emerald Isle Kissimmee

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Nearest beach 50 mi
  • Swimming pool
  • Child friendly
The Luxury, The Home,The Location! The MAGIC is so close you can see the fireworks!! SIMBA'S PRIDE (Sleeps 12 plus infant)Where the magic starts! Family Friendly, 6 Bed, 4.5 bath Villa with Oversize South facing Pool and Spa, 3miles to Disney, Gated/ Guarded 24/7 Com …see more

from $172 / night

$1201 - $1588 / week

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from $172 / night

17

Vacation villa with golf nearby in Emerald Isle Kissimmee

Kissimmee / Emerald Isle Kissimmee

6 14 5 nights min

  • 6 bedrooms
  • Sleeps 14
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 60 mi
  • Swimming pool
Emerald Island is a gated community and is manned 24 hours a day. There is a club house with a small shop ,games room ,computer room and a gym , there is large pool and tikki bar, where you can enjoy meeting other people. There are shops near by and many very good r …see more

from $153 / night

$1055 / week

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avg. 3 hours 53 minutes

from $153 / night

22

Vacation townhouse with shared pool in Emerald Isle Kissimmee

Kissimmee / Emerald Isle Kissimmee

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
Come and stay in our lovely Florida holiday home located right on Disney's doorstep. It's located in the stunning Emerald Island resort, a prestigious gated community. It's beautifully decorated, with enough space to comfortably sleep 6 people. Our excep …see more

from $77 / night

$572 / week

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avg. 3 hours 10 minutes

from $77 / night

21

Vacation villa with swimming pool in Emerald Isle Kissimmee

Kissimmee / Emerald Isle Kissimmee

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Location: Emerald Island Resort, Kissimmee Central West, Kissimmee, Central-Disney-Orlando Area, Florida, USA View Map HI SPEED INTERNET,POOL/SPA EXT/DECKING,GAMESROOM,THEMED BEDROOMS,FREE USA CALLS Accommodations: , 4 Bedrooms, 3 Baths (Sleeps 8) Welco …see more

from $140 / night

$980 / week

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from $140 / night

28

Villa rental in Kissimmee

Kissimmee / Emerald Isle Kissimmee

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Emerald Island Resort is surrounded by a conservation area and encompasses over 300 acres with 11 heavily wooded acres right in the middle of the community. As you pass through the 24 hour guarded gatehouse the playful dolphin fountains welcome you to this unique resor …see more

from $274 / night

$1912 / week

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from $274 / night

8

Vacation home in Emerald Isle Kissimmee

Kissimmee / Emerald Isle Kissimmee

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Holiday Lettings Special: Free Pool Heat October through May (Spa heat is always free). Be sure to click the link below to the homeowner's site for more details, a floorplan, more pictures and lots more information. (below where it says 'CLICK HERE - Disney Vacat …see more

from $169 / night

$1183 / week

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avg. 1 hour 36 minutes

from $169 / night

7

Vacation villa in Emerald Isle Kissimmee

Kissimmee / Emerald Isle Kissimmee

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Rosa "THE BEST DISNEY VACATION WE EVER HAD!" For what you would expect to pay for a Hotel Room, you can stay at our 5-Star, Luxury Villa that is just 2-miles from Disney World. Have a casual breakfast before you leave for the parks. Then, stop back in the aftern …see more

from $250 / night

$1695 - $2595 / week

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from $250 / night

22

Vacation villa with swimming pool in Kissimmee

Kissimmee / Emerald Isle Kissimmee

4 10 4 nights min

  • 4 bedrooms
  • Sleeps 10
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
We offer a beautifully furnished villa on Lido Key Drive. It is 1935 Sq ft and has 4 bedrooms 3 bathrooms. A south westerly facing extended pool deck with raised spa and childs safety fence, the pool deck is 40' x 21' with the pool being 26' x 12' with a raised …see more

from $115 / night

$801 - $1061 / week

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avg. 2 hours 46 minutes

from $115 / night

(1) Very Good 

23

Vacation villa accommodation

Kissimmee / Emerald Isle Kissimmee

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Beautiful holiday home.Optional pool heating.Near Disney(5 milhas).Very comfortable. Close to supermarkets, restaurants.The Emerald Island Resort community has gate 24x7. The home has 8 TVs, game rooms. It is extremely clean and cozy. Child pool safety fence Shaded …see more

from $190 / night

$1330 / week

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from $190 / night

(5) Excellent 

Certificate of Excellence

20

Vacation home in Emerald Isle Kissimmee

Kissimmee / Emerald Isle Kissimmee

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 280 mi
  • Swimming pool
  • Child friendly
Welcome to Avenant's Castle located in Emerald Island Resort, an exclusive manned gate community. This home was remodeled in June of 2015. We upgraded this home to be one of the most beautiful homes within 3 miles of Disney. Murals by the areas best artist are throughou …see more

Certificate of Excellence

from $245 / night

$1750 / week

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from $245 / night

(1) Excellent 

50

Emerald Isle Kissimmee Vacation villa rental

Kissimmee / Emerald Isle Kissimmee

7 16 3 nights min

  • 7 bedrooms
  • Sleeps 16
  • 3 nights min
  • Nearest beach 97 mi
  • Swimming pool
  • Child friendly
Welcome to Florida! If you are looking for a vacation home near Disney, we are here to help! We have over 200 beautiful homes, from 1 bedroom condos to 10 bedroom pool villas, all just minutes away from Walt Disney World! Emerald Island 7 Bedroom Vacation Villa …see more

from $260 / night

$1660 / week

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from $260 / night

(1) Excellent 

41

Vacation townhouse in Emerald Isle Kissimmee

Kissimmee / Emerald Isle Kissimmee

7 14 3 nights min

  • 7 bedrooms
  • Sleeps 14
  • 3 nights min
  • Nearest beach 97 mi
  • Swimming pool
  • Child friendly
Welcome to Florida! If you are looking for a vacation home near Disney, we are here to help! We have over 200 beautiful homes, from 1 bedroom condos to 10 bedroom pool villas, all just minutes away from Walt Disney World! Emerald Island 7 Bedroom Vacation Villa …see more

from $260 / night

$1660 / week

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from $260 / night

(4) Excellent 

48

Vacation villa with golf nearby in Kissimmee

Kissimmee / Emerald Isle Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 56 mi
  • Swimming pool
Emerald Island Resort villa description Aladdin's Retreat - Four Bedroom's Two Bath Pool Home Air Conditioning for hot days and central heat for odd cold days. On a hill with his sister Winnie's Retreat. Free wireless broadband in house One full queen en-suite with …see more

from $120 / night

$893 - $1540 / week

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avg. 52 minutes

from $120 / night