Oak Island Harbor Rentals

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777 Houses

Fantasy Pool Home

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 2 minutes

Price per night from

$144

Gorgeous apartment just minutes to Disney parks, Orlando Florida.

Kissimmee hotel apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Wonderful Place to stay” I stayed at the Island Club for a period of 3 months and was very happy with my stay. It was quiet, and comfortable. I liked the layout of my condo which was on one floor. My family of 5 had plenty of room to enjoy. I also liked how there was a patio in back. It made it feel more like a home. We stayed on the top floor where there was vaulted ceilings and lots of windows in the front room. This made it feel more spacious and rich. The amenities were additionally nice as well. There were 2 different pools and jacuzzis, tennis court, clubhouse and work out room to enjoy. I also liked how you could park right up against your condo building. The location was very convieinent as well. It is close to all major attractions. 15 minutes from Disney - 25 from Universal and close to shopping, and restaurants. I would stay here again in a heart beat!

Price per night from

$125

Luxury 4 Bedroom Villa with Private Pool, 2 Miles from Disney

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great Stay” The house was a better option than hotel rooms. The house was very clean and they had everything necessary for a pleasant stay. They also provided pool towels for the pool or jacuzzi. The jacuzzi was nice and hot and a good option in the evening. Each bedroom had a TV and they had a pool table in the garage. It's a quiet neighborhood. It's not far from Disney or Walmart for groceries.

Responds fast! avg. 2 hours 44 minutes

Price per night from

$121

1.5 M to Disney,From $100/nt,3BR 1600 sqft Townhome

Kissimmee apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Spacious family friendly condo close to Disney.” Perfect location to visit Disney. Very spacious with a full kitchen . A great family friendly condo.

Responds fast! avg. 1 hour 27 minutes

Price per night from

$115

Luxurious 3 Bedroom Townhome-1.5 miles from Disney

Kissimmee villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

“Great Experience” The villa did not disappoint and was a great place for my family and I to stay during our world wind visit to Disney. I would recommend this place to anyone who is going to Orlando with a large group :-)

Price per night from

$121

“A Magical Stay” What's not to love about this home! First and foremost Brandie herself is a genuine person who really cares about the people who stay at her home. From the initial contact of a personal phone call, to her follow ups on every little question, to her wishing us a safe trip to a thank you and welcome home at the end, Brandie is truly a great family person! The home itself was as described in other reviews and more. The location to the clubhouse could not have been better. A short walk down the path (100yds maybe) and the kids were relaxing by the lagoon pool! The added security of a gated community provided additional piece of mind even though you are only 5mins from Disney. The staff at the community became like family before we left. Friendly, cheerful, always willing to stop and talk about anything and everything! The home itself is exactly as pictured! Clean and comfortable made for it enjoyable to return home for afternoon breaks from the park. The Disney bedroom was the room of choice for our youngest! The downstairs bedroom provided a nice separation for our oldest to have her space when exhaustion took over:). We have rented homes before when traveling to Disney and Brandie's is at the top of the list! From location, ease of access, amenities, cleanliness, comfort and exceptional (what I will call) customer service and value, you won't find a better place to stay or person to work with then Brandie and her home!!! We will definitely be back again!!! Thanks Brandie :)

Price per night from

$229

Disney World 2 Miles

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$136

New luxury Townhouse 1 mile from Disney

Orlando townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Florida family vacation” Loved the townhouse we rented ..would absolutely rent again from this place..it was clean and spacious and nice.

Responds fast! avg. 3 hours 7 minutes

Price per night from

$114

From $100/NT,1.5 Mile to Disney ,1808 sq ft 4br/3ba townhome with lake view

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great location” We had great times in Oakwater, all was perfect! The house is fully equipped, all is clean, new and works perfect!It is an ideal location, close to everything. Near the home are so many great restaurants such as: Bonefish, Longhorn, Golden Corral, Ihop, Bahama Breeze, Buffalo Wild Wings, Flippers Pizza*, Red Lobster and lots more! The super target is within 2 min as well as the Publix.It is also located in very quiet area. There are great sports facilities, tennis court, and the pool area itself is fantastic. We enjoyed it very much and the pool s huge and warm !!! We loved it and will definitely recommend to our friends and family!

Responds fast! avg. 1 hour 27 minutes

Price per night from

$121

Sweet Escape

Windsor Hills townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Price per night from

$167

Villa Journey - 3 miles from Disney, 2 Masters and a Private Pool & Spa!

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great property for the whole family.” It was a great property for the family and a very good location. But because of the cold weather during our stay we could only use the pool and spa one day, and in this time of the year the sun is only in one corner of the pool area.

Price per night from

$195

Newly Updated-Lindfields Villa, Minutes from Disney, Private Screened in Pool

Four Corners villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$167

Unit 4- 3 Bedroom Home 2657

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Bell family vacation” There's just 2 things that I would say that need to be improved on or changed there was no Disney channels for the kids to watch and the couches were very uncomfortable to sit on. But I learned that the house was great the community was great couldn't ask for better beds pillowsI give it a 4 and a 1/2 stars. Thank you again for letting us stay there and make and our family vacation great.

Responds fast! avg. 3 hours 7 minutes

Price per night from

$109

Grand Palms Resort - Vacation Rental - 3BR, 2BA

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Great place” Have a great experience there. Very clean very well furnished.quiet place. Have a great time there,s a great pool . thanks

Price per night from

$114

Caitlins Disney Condo - Spacious and convenient

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Clean, quiet, comfortable, and roomy!” We have a large family, with 5 kids. We brought my mother with us on vacation, giving us a whopping 8 people to accommodate, for a week and this condo gave us plenty of space and beds for everyone to sleep comfortably! The gated community is great! Clean and quiet with plenty of parking.

Responds fast! avg. 3 hours 4 minutes

Price per night from

$137

“Beautiful home!” Beautiful home, spacious. There were a few small hiccups, but the homeowner was so attentative! She quickly resolved any issues. The home is close to the parks, not too much time in the car, that was nice. Overall, my family truly enjoyed the stay and we would definitely rent this home again!

Price per night from

$218

⭐⭐⭐Disney Contemporary 3 ⭐⭐⭐

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 13

“Cheerleading Comp” We had a great time and the house was more then we could ask for. There was so much room the beds were all very comfortable . The house was clean it ready for our stay on time. The pool was clean large area to sit and relax. The rooms were large and had lots of room for your things. The area is very quiet and close to everything. I will for sure rent this home again in the future and would recommend to friends and family.

Price per night from

$282

Firework View 6BR Home Pool/Spa/Game 2 miles to Disney, Windsor Hills Resort

Four Corners villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

Responds fast! avg. 2 hours 36 minutes

Price per night from

$219

Private 4 bed Villa with Security Gate at Sunset Lakes in Kissimmee

Four Corners villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

“Fantastic!” This villa was a great place to stay! Close to Disney parks! You do need a car to get around but everything you need is within a short driving distance. It was awesome! The home itself was clean and well maintained. It was great having a private pool to come back to after we went to the park. We would stay again!

Responds fast! avg. 2 hours 45 minutes

Price per night from

$184

Sunset Dream, Lake Views, Hot Tub, Disney 4 Miles

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$327

4BR/3BA 1650 sqft Condo from $100/nt, 2 Miles to Disney

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Excellent Location” THis place was great for our family we stayed for 12 days and have no complaints. We will try to stay next year as well. Thank you

Responds fast! avg. 1 hour 27 minutes

Price per night from

$115

3br/2ba condo/lake view from $99/nt, 2 Miles to Disney

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 27 minutes

Price per night from

$115

Ultimate 6BR Villa Disney Getaway with POOL SPA

Four Corners villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

Responds fast! avg. 2 hours 36 minutes

Price per night from

$1,251

2 miles to Disney,1650 sqft 4BR/3BA big Condo from $80/nt

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Excellent location and all the comforts of home.” Condo was within walking distance of a Winn Dixie grocery store, Fridays, Cracker Barrel, and Outback. The community pool and hot tub were excellent. The condo was equipped with everything we needed. The only negatives were the fact that we were a little disappointed that the ice maker didn't work and definitely dismayed by the fact that the smoke alarms were disconnected. We also had some periodic problems with the cable TV and wi-fi. Those are the things that caused a very good rating instead of an excellent rating. But other than those we would highly recommend the place and definitely stay again, especially if the smoke alarms are fixed.

Responds fast! avg. 1 hour 27 minutes

Price per night from

$126

Spacious Windsor Hills 6br Cozy Home Pool/Spa 2miles Disney

Four Corners villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

Responds fast! avg. 2 hours 36 minutes

Price per night from

$245

Windsor Hills 6BR Villa Pool/SPA Close to Disney

Four Corners villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

Responds fast! avg. 2 hours 36 minutes

Price per night from

$250

4 Bedroom Villa 2 Miles from Disney Entrance

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$138

Wow Factor-Interior Designers Own 5 bed/5bath Home

Kissimmee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Price per night from

$224

Windsor Hills Greenview 5BR/5BA All-Suite Pool/SPA 2 Miles to Disney

Four Corners villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

Responds fast! avg. 2 hours 36 minutes

Price per night from

$219

Florida Jewels

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$187

**2BR/2Bath Condo Near Disney–gated resort, free Wifi & parking

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$115

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

$173

Storytellers Villa

Four Corners villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

“Truly Amazing” Storytellers the most amazing place to stay. I will definitely return. The owner was always prompt on responding to emails and went above and beyond helping us with our stay. My family and I enjoyed the pool, the cinema, and spa during our stay. We had absolutely no problems with our stay at Storytellers. My 5 year old granddaughter loved the Frozen Room and didn't want to come home. The house is so inviting and beautiful. This house is a must if you are planning a trip to Kissimmee area.

Price per night from

$396

Jose's special

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$329

Minnie Heaven - Military, Police & Firemen Disc

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$154

Legacy Dunes Condo, Kissimmee, Orlando

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$102

Windsor Hills Cozy Home Pool/Spa 2 mile to Disney

Four Corners villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 36 minutes

Price per night from

$250

Lakeview 5BR Home Private Pool/Spa 2 Mile to Disney

Four Corners villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 36 minutes

Price per night from

$250

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