Villas Old Town

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1,177 villas

The Charming Mickey's Tree House,

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

“Mickey Mouse Hut” Wonderful home. Everything you need for a home away from home. Pool was awesome. More than enough pool towels to use. Home was very spacious. Only complaint I had was it was not enough cookware to use to cook meals enough for a large group. Other than that small gesture, I give it 5 stars. Thanks for letting us share another vacation in Florida in your home.

Responds fast! avg. 2 hours 46 minutes

Match: Rental types Private outdoor pool (heated) Pool or snooker table

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Price per night from

$123

Caledonia Lodge - fabulous 5 bed villa nr Reunion

Davenport villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

“Love it” me and my family loved this place,kids love the pool me and my wife loved the game room,for peace and quiteand my dauthers love all the space they had.

Responds fast! avg. 1 hour 17 minutes

Match: Rental types Private outdoor pool (heated) Pool or snooker table

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Price per night from

$161

Spacious Disney pool home w/ Spa, near golf

Orlando villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

“PERFECT FAMILY VILLA!” This villa is HUGE and gorgeous! We were traveling with a large family and with 7 bedrooms and 9 beds plus a crib in the master there is more than enough room for your whole family to enjoy a get away! There are 2 rooms located down stairs so if anyone is disabled they can use these rooms. This home is beautifully decorated and so comfortable for us. We thoroughly enjoyed the screened in private pool -with a bathroom entrance right off the pool area! We felt very safe in the community this villa is in and the area surrounding it. Champions Gate is a gorgeous little community with everything you need within 10 minutes. We were visiting Disney and found this villa a wonderful option to staying in the parks. It took us 15 minutes to get to any park and we always parked and loaded a tram quickly and went right to the door. I don't know why people have always convinced me staying of property would be such a hassle..it was no hassle at all! A lovely bonus to this villa was an ice cream truck driver lives right down the street and hits the neighborhood 2 times a day. The kids LOVED that! The home came with all the comforts needed to make us feel at home. Including pool toys, 2 high chairs, iron/ironing board, hair dryers, big beach towels, bath towels and rags, kitchen towels and all the cooking utensils and appliances needed for cooking meals. We did have a dilemma with an odd shape staircase that our child gate would not fit and a toddler but we just moved a couch to block the entry from the livingroom to the front area and that worked well. The home is tiled so it was easy to keep the floors clean. The beds were comfortable and the pillows were mixtures of full and flat to suit all preferences. The home smelled nice and did not have the mild moldy smell many FL homes can have from the high humidity in the area. The owners were a pleasure to work with, very accommodating, helpful and prompt to answer my silly questions about where items in the house were and how to work locks etc We will for sure stay here the next time we visit orlando area. This villa felt like home and was hard to leave. It truly is so comfortable and I am a hard one to please! If you are reading this and considering this home...seriously do not continue your search. There is so much that can go wrong when renting homes on vacations. But this one does everything right!

Match: Rental types Private outdoor pool (heated) Pool or snooker table

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Price per night from

$212

“Disney vacation” Beautiful vacation home! We loved the spacious living arrangement and proximity to a shopping center. Only about 15-20 minutes to Disney parks. Would certainly recommend this house and stay again!

Responds fast! avg. 30 minutes

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Price per night from

$170

Large Sunny Pool Home Near Disney and Golf

Orlando villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

“Very Good” Nice quite location. It is close to the theme parks and all the family attractions. My family is well pleased with the spacious home, The children and adults are taking full advantage of the pool throughout the entire day prior to leaving the house and upon our return.

Match: Rental types Private outdoor pool (heated) Pool or snooker table

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Price per night from

$182

Willow View Villa 5+ Bed, 3xKing Master 2xTwin + Den

Davenport villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

“Willow View Villa” First, let me say the home is not what you see in the pics. The home has flat screen throughout. The home was convenient to parks, outlets and restaurants. My family and I stay in Davenport a few times a year but this was a last minute trip and based on pics we were really nervous. The home was clean and kids loved the pool. We cooked out and enjoyed the patio. I had 2 problems that was unfortunately fixed the day we were leaving but it was nature not the owner!. The other was the downstairs bedroom smelled like smoke, we sprayed but was in the linen. Again, it was clean but smelled like smoke and being non smokers it was annoying. We spent most of our time on the comfy recliners or at the pool so it was ok. Thank you Martin!

Responds fast! avg. 2 hours 12 minutes

Match: Rental types Private outdoor pool (heated) Pool or snooker table

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Price per night from

$276

Roughtallys Villa

Kissimmee villa

  • 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.

Match: Rental types Private outdoor pool (heated) Pool or snooker table

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Price per night from

$316

New 6 Bedrooms, Special lighting ,4 miles - Disneys, CHECK THIS OUT!!

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

Match: Rental types Private outdoor pool (heated) Pool or snooker table

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Price per night from

$401

♥EEV♥ Sunny Pool & Spa - Ideal for Staycation

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$198

Windsor Hills 5BR/ 5BA SF Pool Villa,3MI to disney

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 33 minutes

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Price per night from

$247

Beautiful 6BR/4BA villa, Pool/Spa, 2miles2Disney

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

“Excellent Review” This is a beautiful home very nice surroundings we enjoyed the stay will rent again. The kids enjoyed the pool area and the water park located a block away.

Match: Rental types Private outdoor pool (heated) Pool or snooker table

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Price per night from

$322

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. 1 hour 32 minutes

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Price per night from

$219

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Price per night from

$114

King Palmilla

Kissimmee villa

  • 8 bedrooms
  • 11 bathrooms
  • sleeps 18

“Great weekend” My family truly enjoyed the stay. The house had a lot more supplies as far as kitchen and grill items. Responsive owner. The kids loved the pool, game room and theatre. It is as pictured. Will definitely be back

Responds fast! avg. 2 hours 21 minutes

Match: Rental types Private outdoor pool (heated) Pool or snooker table

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Price per night from

$916

4713 Ormond Beach Way- Hogan's Hideaway

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Match: Rental types Private outdoor pool (heated) Pool or snooker table

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Price per night from

$172

♥EEV♥ Immaculate Family Home - Sunny Private Pool & Spa - Gated Resort

Loughman villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 13

Match: Rental types Private outdoor pool (heated) Pool or snooker table

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Price per night from

$263

Pooh's Palace in Windsor Hills

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Rental types Private outdoor pool (heated) Pool or snooker table

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Price per night from

$516

Match: Rental types Private outdoor pool (heated) Pool or snooker table

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Price per night from

$215

Disney Dream: Hot Tub, Pool, Xbox, Games Room, Clubhouse, 15 min to Disney

Intercession City villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Rental types Private outdoor pool (heated) Pool or snooker table

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Price per night from

$343

Contemporary 6 Bed 5 Bath House - Near Walt Disney World W// great amenities

Kissimmee villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Rental types Private outdoor pool (heated) Pool or snooker table

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Price per night from

$243

FS14106HA - 7 Bedroom Villa In Terra Verde Resort, Sleeps Up To 14, Just 6

Intercession City villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Rental types Private outdoor pool (heated) Pool or snooker table

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Price per night from

$227

Match: Rental types Private outdoor pool (heated) Pool or snooker table

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Price per night from

$229

Modern 4 Bed 3 Bath Villa - Fully equipped home with pool, amenities & amp;more

Intercession City villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Rental types Private outdoor pool (heated) Pool or snooker table

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Price per night from

$229

Luxury 4 bed villa, south facing pool, water view

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Rental types Private outdoor pool (heated) Pool or snooker table

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Price per night from

$178

♥EEV♥ Lake Views - Sunny Pool & Spa - Surf Theme Games Room

Kissimmee villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Rental types Private outdoor pool (heated) Pool or snooker table

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Price per night from

$114

Match: Rental types Private outdoor pool (heated) Pool or snooker table

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Price per night from

$229

Upscale 6 Bed 5.5 Bath Villa - Located near the best attractions in Orlando

Kissimmee villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Rental types Private outdoor pool (heated) Pool or snooker table

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Price per night from

$244

8bd/6ba from $300/nt with lake view, close to Disney

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

Responds fast! avg. 1 hour 27 minutes

Match: Rental types Private outdoor pool (heated) Pool or snooker table

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Price per night from

$345

Match: Rental types Private outdoor pool (heated) Pool or snooker table

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Price per night from

$745

Aquamarine Hideaway

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 37 minutes

Match: Rental types Private outdoor pool (heated) Pool or snooker table

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Price per night from

$183

♥EEV♥ Perfect for Staycation - Private Pool - Home from Home

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

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Price per night from

$171

Lake Berkley Holiday Villa with FREE pool heating.

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$172

Disney 5 Star Vacations / The Osprey Villa

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

“Great House!” Great house, lots of room for 8 adults down for a golf trip. Close to all of the courses we played. Celebration, Mystic Dunes, Falcons Fire, Orange Lake. The longest drive we had was 15 minutes! House was very clean with plenty of utensils, plates, glasses, and towels.

Responds fast! avg. 30 minutes

Match: Rental types Private outdoor pool (heated) Pool or snooker table

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Price per night from

$172

Pineview

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$174

Stunning Sunset Villa includes Wi-Fi, Game room, Pool, Lake View, A/C

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 3 minutes

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Price per night from

$280

Disney World... Minutes Away! Luxury 6 BR/4 BA

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

“VERY COMFORTABLE HOME, WITH ALL THE AMENETIES REQUIRED, AT A EXCELENT LOCATION.” The location is excellent just of us192 and only minutes from I-4 which makes it easy to get to & from the attractions. There is a Walmart being constructed just a couple of minutes from the main gate, which will make future stays even better. The first floor bed room can use an update, the mattress has a dent in the middle, otherwise the home is great and has all the items required.

Match: Rental types Private outdoor pool (heated) Pool or snooker table

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Price per night from

$281

Villa Mirasol - one of the best houses at Reunion

Reunion villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Rental types Private outdoor pool (heated) Pool or snooker table

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Price per night from

$373

Match: Rental types Private outdoor pool (heated) Pool or snooker table

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Price per night from

$183

Viewing 38 of 1,177
rentals in Old Town

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