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Villas Old Town

3,060 villas

Spacious 4-bed lakeside pool villa near Disney

Kissimmee villa

  • Beach / lakeside relaxation
  • •  Nearest beach 97 mi
  • •  Swimming pool
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

“Peaceful location with stunning views” We had a wonderful holiday in this lovely villa. It is spacious and well appointed everything was beautifully clean. The estate is quiet and peaceful considering how close it is to the 192 and all it has to offer this is a pleasant surprise. The villa has a wonderful view from the pool area, watching the local wildlife with a cuppa in the early morning is a real treat . The pool area is also very private and not overlooked from either side. The only thing that could be improved is the air conditioning system could be left at a constant temperature as it could be hot and uncomfortable at night and ceiling fans were a bit noisy to leave on.

Price per night from

$115

NEW LISTING! 3-Bedroom Resort Villa

Kissimmee villa

  • Swimming pool
  • •  Child Friendly
  • •  Car not necessary
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

“Beautiful Resort” The unit was absolutely spacious. Chris was very helpful in booking the unit. He told me that the unit number was assigned by the resort and it would be look identical to the pictures. The unit that was assigned to us was exactly as shown in the pictures. We were located on the third floor and it had a balcony with a great view of the pond. Plenty of kitchen space and bathrooms. The master suite that i stayed in had a jacuzzi and own bathroom. I only wish I had more time to check out the resorts amenities, but since I traveled from VA my family and I went to all the major Orlando attractions. But even with that said you can't go wrong staying at Star Island resort. I would love to go back.

Price per night from

$184

Scotman's Retreat

Kissimmee villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

Price per night from

$158

⭐Great Value Villa w/ Private Pool - Nearby Disney Resort⭐

Kissimmee villa

  • Nearest beach 97 mi
  • •  Swimming pool
  • •  Child Friendly
  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

Price per night from

$133

BRIGHT AND LUXURIOUS LAKESIDE 7 BR/5.5 BA VILLA

Kissimmee villa

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 7 bedrooms
  • 6 bathrooms
  • sleeps 16

Price per night from

$220

Luxury Florida Family Villa With Private Pool

Kissimmee villa

  • Beach / lakeside relaxation
  • •  Nearest beach 97 mi
  • •  Swimming pool
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$144

Fantastic Lake Townhome Disney Universal SeaWorld!

Orlando villa

  • Beach / lakeside relaxation
  • •  Nearest beach 64 mi
  • •  Child Friendly
  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

“Nicely located near all the great attractions.” Nicely located near all the great attractions. Once the AC got going it kept the place comfortably cool. Nice quiet area, no loud neighbors. Had a few minor issues, not enough toilet paper, paper towels or bath towels provided. Also the entire townhouse has a glossy ceramic floor, which is great to keep it cool but on the stairs it makes it slippery and I slipped down a few steps one morning and badly bruised my butt.

Price per night from

$121

Close to Theme Parks, Family Friendly, Pool/Lanai

Davenport villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$107

Cozy Family Vacation Home wit Stunning Lake Views - Gated Resort - WiFi

Kissimmee villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$167

Free solar heated south facing pool on 1000 Oaks - 4 bed & 2 King size Masters

Davenport villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$149

Fantastic Orlando Villa

Davenport villa

  • Nearest beach 113 mi
  • •  Swimming pool
  • •  Child Friendly
  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

“Amazing Christmas” Booked this property to spend Christmas with the family away from the cold weather in chicago couldn't been happier. When we got there and opened the door we felt right at home house was so clean with everything we needed to enjoy the stay. Real clean amazing pool and backyard view great neighborhood real quiet my whole family loved the place and would love to book again. Even before our stay Barbara introduced herself and told me to reach out to her with any questions or concerns.

Price per night from

$138

Lakefront Townhouse 5 Star LOCATION

Orlando villa

  • Beach / lakeside relaxation
  • •  Nearest beach 45 mi
  • •  Child Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Lakefront Townhouse Review” Centrally located to everything. Place very clean and well kept.Enjoyed our stay there and would recommend the place to anyone. The agent was very helpful and polite. We are going back in 2011.

Price per night from

$121

Stunning 5 Bed, South Facing Pool Home! Close To Attractions And Restaurants!

Reunion villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$132

The Great Titan

Orlando villa

  • Child Friendly
  • 14 bedrooms
  • 16 bathrooms
  • sleeps 30

Price per night from

$3,273

Lakeshore views

Davenport villa

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$138

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

Price per night from

$205

NEW! Deal! 4 bed/3 bath, 2 Masters, Private Pool, WiFi, BBQ, Disney/Universal

Davenport villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$144

Retreat 4730

Kissimmee villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$109

Roughtallys Villa

Kissimmee villa

  • Nearest beach 100 mi
  • •  Swimming pool
  • •  Child Friendly
  • 7 bedrooms
  • 4 bathrooms
  • sleeps 14

“HOME away from HOME” This property has everything you need for your stay just take your clothes. Property is spacious and well kept. I highly recommend it.

Price per night from

$266

Stunning 4 bedroom pool villa sitting on a lake

Davenport villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$155

Private Thousand Oaks Villa close to the action

Davenport villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

“We would have no hesitation in recommending your villa to anyone” We have just returned from a fantastic stay in Florida at your lovely villa. it was fully equipped with everything we could possibly need and it was lovely to return to the comfort and quiet of the villa at the end of another hectic Disney day! The villa was a very accurate 10-15mins drive from The Disney parks which made it convenient to pop back for an afternoon before hitting the parks again in the evening. The children loved the games room and still managed to fit in table tennis every evening! The adults enjoyed keeping in touch via the free wifi. We managed to get to Busch gardens in exactly an hour, much quicker and easier than we expected. Thank you again, any pre visit questions were answered quickly and the communication before, during and after the trip was excellent. We would have no hesitation in recommending your villa to anyone.

Price per night from

$126

Disney's Saratoga Springs Resort & Spa

Orlando villa

  • Beach / lakeside relaxation
  • •  Child Friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$401

Family Villa with South-West Facing Private Pool - WiFi

Kissimmee villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$121

Four Seasons Getaway - Orlando Florida (sleeps 8)

Orlando villa

  • Child Friendly
  • •  Air conditioning
  • •  Ask about pets
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“1150 Review” The condo looks just like the pictures. Very nice and quite neighborhood. The beds and pillows could use a major upgrade!! Other than damp towels upon arrival and no champagne as promised, oh and the dealer next door!!! The rental was very comfortable and easily accessible.

Price per night from

$86

Poolside Villa

Kissimmee villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$132

CONTEMPORARY 7 BEDROOM VILLA AT ENCORE CLUB - "PRICE REDUCTION IN MAY"

Reunion villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

Price per night from

$456

WESTGATE LAKES RESORT & SPA-Orlando Florida

Orlando villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

Price per night from

$218

The Fountains

Orlando villa

  • Swimming pool
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$259

Stunning Family Villa with Lakeside Views - Pool & Spa - Movie Room - Games Room

Kissimmee villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 6 bedrooms
  • 7 bathrooms
  • sleeps 15

Price per night from

$287

4BR Kissimmee Villa w/2 Master Suites Near Disney!

Kissimmee villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$126

86324 4 Bedroom Disney Area Pool Home

Kissimmee villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$194

Chatham Lakes

Kissimmee villa

  • Swimming pool
  • •  Ask about children
  • •  Air conditioning
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$103

Luxuriate in Our Spacious 7BR, 4.5BA Villa (155C)

Kissimmee villa

  • Swimming pool
  • •  Ask about children
  • •  Air conditioning
  • 7 bedrooms
  • 4 bathrooms
  • sleeps 14

Price per night from

$178

South-facing Private Pool with Spa - Games Room - WiFi

Kissimmee villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$138

Fully Furnished, 5 Star Resort Villa close to Disney.

Kissimmee villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$115

6 BR Luxury Lakeside Villa, Pool, Hot Tub, Games Room, 10 Mins Disney, Secured

Kissimmee villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Price per night from

$252

86322 5-Bedroom Pool Home, Lake Berkley Resort

Kissimmee villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$228

The Fountains Resort Bldg. 3

Orlando villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$197

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