Vacation Rentals & Villas in Oak Island Cove

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233 Houses

Family-Friendly Large Villa with a Pool, Jacuzzi,

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$154

Great rentals within 20 miles that match your search

Apartamento Westgate Lakes

Orlando apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

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Price per night from

$328

Enchanted Hideaway: 20 Min Away from Disney World and Unforgettable Experiences!

Intercession City house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$229

Lovely house near Theme parks - Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$181

Responds fast! avg. 2 hours 40 minutes

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Price per night from

$602

Allure, a Luxury Villa Near Disney 11 4k TVs 6 kings 4 doubles, one sofa bed

ChampionsGate house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

“Florida Vacation” Our family had a good time at the house. The management was very nice and helpful. We loved the pool. I would definitely like to rent the house again for another family vacation

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Price per night from

$355

Disney pool home in gated resort near golf

Orlando house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

Responds fast! avg. 2 hours 48 minutes

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Price per night from

$189

Luxury Condo, Steps to Disney, ESPN, Free Wi-Fi, parking, Unbeatable location

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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$91

Villa piscine privée avec vue sur un petit lac, proche de DisneyWorld

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$141

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$287

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$220

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Price per night from

$401

Spacious 4-bed lakeside pool villa near Disney

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

“Great Location” We stayed from Saturday to Saturday. Overall the house was good. Pros: Clean, spacious, close to Disney Parks, close to stores, very quite place, easy access, comfortable furnitures, Cons: master bedroom was hot, internet service went down mostly at night time like it has a timer at night, and odd times during day time only for few minutes, the pool only the first day when we arrived pool was with cloudy water and water very hot all the time, we think the heater was on. Cable TV, we had two afternoons that we had no signal. The house has two blenders both not working. No raw meat knife, we had to buy our own for cooking. We wanted to use the garage to place our car, it has many objects we could not use it.

Responds fast! avg. 1 hour 57 minutes

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Price per night from

$162

Cozy resort townhome 4Br/3Ba, 5 miles from Disney

Kissimmee hotel apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great location” This condo was conveniently located and in a very nice, safe location. The owners were very kind and responsive.

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$102

Spacious condo | extra amenities | epic lake-view

Orlando apartment

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

“Everything we could have wished for and more!!” Just back from a two week stay here. Condo looks exactly as it does in the photos, stunning! We have been to Orlando many times, however this is by far the best condo we have ever stayed in. Everything went really smoothly, from booking, paying and getting all the necessary information required. The location is excellent, close to parks and the pool was great also. We had decided to take it "easy" this time round in Orlando and having such a beautiful place to stay in was wonderful. Great to sit outside on the porch in the evening watching various fireworks and enjoying the evening sun. The condo was also well equipped and felt really at home here. Would recommend and hopefully will return soon.

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Price per night from

$196

❤️ Super Cozy Family Friendly Home, Private Pool, Hot Tub, Minutes to Disney

Four Corners house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

“Perfection In Every Way - An Unequalled Family Stay” Not only did the kids totally adore their themed rooms, the adults couldn't have been more delighted with our Serendipity rental. We were 3 families: 6 adults, 1 child and 2 infants. We celebrated Grandpa Norm's 70th birthday at Serendipity and at Walt Disney World. When we found Serendipity on Tripadvisor Flipkey, we immediately knew this was the perfect place to base our family for our Florida celebration and once we were in touch with the owners, Ken and Sarah, we were confident we had made the right choice. Every detail of our planning was enhanced by prompt replies from Sarah to our inquiries and every detail of the home in pictures and description on Flipkey were accurate to a "t." Each family could enjoy their privacy if they desired in their separate bedrooms with private baths but the living space made for a gathering of the entire family for companionship, conversation and dining effortless. And the outdoor space and pool area added to our family time together, especially after our long days at the Disney parks. We never felt crowded indoors or out. Every room and the outdoor area appeared to be professionally decorated. Sarah and Ken had supplies (cereal, milk, juice, coffee, bread, jam and much more) waiting for us so we didn't have to make a trip to the grocery store our first venture out. The house is located close to the parks, shopping, restaurants and grocery stores and Ken and Sarah's secret directions to the parks were flawless and fast. We had a couple of special requests re parking and items needed for the infants. The special requests were handled right away and the supplies for infants (see Flipkey description) was unbelievable - oh, and the gameroom! A man cave and kids cave dream come true and if anyone had wanted to golf - there were even golf clubs provided among numerous other resort quality extras. Well, I could go on and on but let me say: Don't hesitate to stay at Serendipity. Sarah and Ken will make sure you are comfortable in every way and that your every question about the house and planning your activities while visiting the area are covered. You will call them friends, as I do, even though we only corresponded by email. Again, I will say: Serendipity is perfection!

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Price per night from

$401

From $110/nt,Near Disney,Seaworld,Convention Center,4br/3ba townhome with hottub

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 27 minutes

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$132

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$171

Orlando FL Area Villa / Condo near Disney World

Celebration apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$206

Upgraded 5-star Penthouse, Bahama Bay near Disney

Davenport apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Very comfortable stay - enjoyed every moment of it!” Very spacious accommodations. We stayed 2 families with little girls who were very anxious to see Disney World parks. The condo was perfect for our stay, we were just about 20 minutes from Magic Kingdom so we were there in a snap. The resort is beautiful and we can't wait to come back again. There are multiple swimming pools, one close to condo's building, another one - bigger and open until 10 pm - near the club house / reception. Another similar size pool at the restaurant area with little white sand beach, volleyball net and table tennis. Also we enjoyed playing tennis on the real hard court surface near reception, very good quality and with lighting. When you need a day off from visiting parks and all these crowds staying on the resort is the great option. Shopping is very close to the resort - 7 minutes drive to Walmart, so you could get anything you need, open 24 hours. We also recommend buying tickets to all attractions at the Walmart since there is a small discount vs buying at the gates. Overall - great experience, highly recommend to anyone. Will definitely come back again!

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Price per night from

$227

From $110/nt,4br/3ba townhome with lake view,Near Disney,Seaworld

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 27 minutes

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Price per night from

$132

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

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Price per night from

$121

Disney Executive Rental Home

Davenport house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$155

5br/3ba townhome with hot tub,Near Disney,Seaworld,Convention center

Kissimmee apartment

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

“Vacation rental” The overall experience was nice. The hot was only hot for one day and wouldn't get hot again there after. The cookware needs to be updated but overall we had a great time. I wouldn't definitely rent this rental again.

Responds fast! avg. 1 hour 27 minutes

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Price per night from

$149

9 Br/6 Ba luxurious Pool House from $380/nt, Close To Disney

Kissimmee house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

“Great time!” House was a perfect fit for my family. We had a great time and plan on making this a yearly trip. Central to everything, but far enough away you didn’t feel trapped. Would highly recommend it!

Responds fast! avg. 1 hour 27 minutes

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Price per night from

$344

“Good price for family of 10” With 5 bedrooms, fits 10 comfortably. Owner is very helpful and location is 20mins from the parks. Walmart and restaurants are very close.

Responds fast! avg. 1 hour 27 minutes

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Price per night from

$149

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

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Price per night from

$115

5* Windsor Palms, Conservation View, South Facing!

Orlando house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$212

Unique 5 Star Home - Private Pool, Free SOLAR Pool heat, WIFI, BBQ, Disney

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

“Violet lane” Home was clean and charming.We enjoyed the pool and privacy greatly. Owner thought of most anything we may need, except one; toilet paper. This was our first time staying in a private home rather than a hotel so perhaps it isn’t a given but if we had known, it would have saved us an immediate trip to store. I cannot speak for other guests but felt that not starting laundry, despite stating was not mandatory, not doing so may affect my deposit. A few other minor issues: missing ping pong table, “key?” to working slot machines, how, or if, the ice maker worked and where the garage door opener was located(we did find on the furnace in the garage the day before we left), and whether the swinging chair was safe to use, despite the crack, may have been problems easily remedied with a phone call but ultimately not important enough to bother owner and take time away from us. Not meant to be a negative review, it is not. Overall, we had a lovely time and would stay again. However, it seemed important to be honest in regard to our experience.

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Price per night from

$149

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

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

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$575

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Price per night from

$218

4bdrm Family Villa, Home away from Home!

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$178

Luxury Resort Villa- 3 miles to Disney- Free Wifi

Four Corners townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$109

"Affordable Laguna Bay Condo near Disney WIFI"

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$74

Large 7 Bedroom House on Emerald Island Resort

Four Corners villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

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Price per night from

$184

Awesome House on an Awesome Resort....Orlando area

Haines City house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$126

Disney Vacation Condo - stay 6 days get 7th FREE

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Owner is awesome. Goes beyond to satisfy guest” This is a 3 bedroom 2 bath unit. Unit has everything you need. It was clean except for the carpets. I called the owner and she asked what did she need to do to make this better. I said clean carpets. She sent Stanley Steamer out to clean them! That was awesome! Loved that we had washer and dryer in the unit. The unit does need some TLC. Deck attached to the master is in need of repair and the bathroom could use and update for sure. We enjoyed our stay and it was very comfortable! Owner is fabulous to work with...best ever!

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Price per night from

$100

✦Comfortable 4 Bedrooms Town Home - Nearby Disney World✦

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$117

Viewing 38 of 233
rentals in Oak Island Cove

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