Villas Old Town

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1,520 villas

Responds fast! avg. 3 hours 10 minutes

Match: Rental types Shared outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$287

WESTGATE LAKES RESORT & SPA-Orlando Florida

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

Responds fast! avg. 55 minutes

Match: Rental types Shared outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$217

Highland View 6BR Villa Private Pool/SPA Near Disney

Four Corners villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

Responds fast! avg. 2 hours 36 minutes

Match: Rental types Shared outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$248

⭐Spacious and Comfy 8 Bedroom & Near Disney⭐

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

Match: Rental types Shared outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$408

⭐Miles from Disney World - Gorgeous 8 Bedrooms w/ Pool⭐

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

Match: Rental types Shared outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$408

Disney Dreams Luxury Home Private Water Park

Reunion villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Rental types Shared outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$439

Plutospad

Reunion villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Rental types Shared outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$138

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LUXURY DREAMS DISNEY HOUSE PRIVATE POOL SPA GAMEROOM

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

2 of 3 match: Rental types, Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

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Price per night from

$400

DISNEY WORLD SWEETWATER CLUB CONDOMINIUM

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great vacation stay!!!!” EVERYTHING was above what I expected! The condo was very nice and comfortable I couldn't have stayed in a better area I give this vacation home a 10 all around! I will stay here again and again if/when I visit Florida again!!! THANKS MANNY

2 of 3 match: Rental types, Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

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Price per night from

$75

4 BDRM,GAME ROOM,2 MASTER BDRMS,2 LIV RMS.10MIN TO DISNEY. PRV POOL SUN ALL DAY

ChampionsGate house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

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Price per night from

$167

Reunion Resort-luxe 3BR/3BA Villa-Water Park

Reunion hotel apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Terrific Property” Dear Stacy and Craig, What a time we had! Expecting, as many Orlando-travelers do, that the theme parks would be our only major attractions, we were so pleased to be able to add our accommodations to this list as well. The Sagers have made it absolutely impossible for their guests not to have a first-class time in their condo on the Reunion property. And what an amazing property it is! Swimming pools galore (to include my daughter and son's favorite water park with a lazy river) and my personal favorite swimming and late-afternoon beverage/snacking pool area, Seven Eagles. It is here that we were able to really let-down after an amusement park day and relax only to go home to Stacy and Craig's little slice of heaven with beds that beacon even the most restless tourists. I loved the beds! So incredibly comfy with just the perfect linens making vacationers want to stay in bed just a little longer before heading back out to Sea World; Animal Kingdom; the Magic Kingdom, and the the like (all of which are not more than 15 minutes away). A true place of luxury, the Reunion four star hotel is always available to the Sager's guests serving up pub and kid fare all day and night; fine dining; and late night cocktails and sushi on the 11th floor where fireworks from local theme parks are a daily occurrence. Will we go back, yes! In fact, we have already booked again with the Sagers so we can dream away some of those cold winter days and nights looking forward to our next tip down. Thanks to you both for a wonderful stay. Jen and Dan Smith

2 of 3 match: Rental types, Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

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Price per night from

$206

1 Deluxe Studio Villa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Shared outdoor pool (unheated), Rental types, Golf course on site or within 15 min walk

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Price per night from

$132

Keyvilla-The Disney Retreat. Free Spa Heat!

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 3 match: Shared outdoor pool (unheated), Rental types, Golf course on site or within 15 min walk

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Price per night from

$187

Star Lake View - 4 bedroom pool home, with pool close to Disney attractions

Four Corners villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 19 minutes

2 of 3 match: Shared outdoor pool (unheated), Rental types, Golf course on site or within 15 min walk

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Price per night from

$148

Mickeys Haven, handicapped accessible pool home with 6 bedrooms near Disney

Four Corners villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 19 minutes

2 of 3 match: Shared outdoor pool (unheated), Rental types, Golf course on site or within 15 min walk

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Price per night from

$192

Disney Daze Villa - refurbished 5bedroom, pool, private theater, games room

Four Corners villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 19 minutes

2 of 3 match: Shared outdoor pool (unheated), Rental types, Golf course on site or within 15 min walk

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Price per night from

$247

Dutch Royal Retreat, 4 bed/4 bath pool home with games room in Windsor Hills

Four Corners villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 19 minutes

2 of 3 match: Shared outdoor pool (unheated), Rental types, Golf course on site or within 15 min walk

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Price per night from

$148

Mickeys Ranch - spacious 4 bed/4 bath pool home in Windsor Hills near clubhouse

Four Corners villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 19 minutes

2 of 3 match: Shared outdoor pool (unheated), Rental types, Golf course on site or within 15 min walk

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Price per night from

$148

Windsor Dream - 6 bedroom pool home with game room in the Windsor Hills Resort

Four Corners villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 19 minutes

2 of 3 match: Shared outdoor pool (unheated), Rental types, Golf course on site or within 15 min walk

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Price per night from

$208

Luxury 2BR Suite near Disney & Hot Spots

Celebration apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 of 3 match: Rental types, Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

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Price per night from

$1,148

Orlando FL Area Villa / Condo near Disney World

Celebration apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

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Price per night from

$207

Quiet and Convenient In Golf Community Near Attractions And Airport

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

2 of 3 match: Rental types, Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

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Price per night from

$201

(205) Fantastic Condo, Overlooking Pool - Just 2 miles from Disney!

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

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Price per night from

$108

2 of 3 match: Rental types, Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

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Price per night from

$190

International Drive Luxury, LOCATION, LOCATION, LOCATION

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Rental types, Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

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Price per night from

$173

Luxurious Resort Condos minutes from Disney World with full access to all

Celebration condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 10 minutes

2 of 3 match: Rental types, Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

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Price per night from

$103

Renting condo,One mile to Disney's Animal Kingdom

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

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Price per night from

$104

The best place to Orlando

Orlando apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Rental types, Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

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Price per night from

$184

Grand Beach Resort 3br suite, Saturday check-in

Lake Buena Vista condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Golf course on site or within 15 min walk, Shared outdoor pool (unheated)

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Price per night from

$103

AWARD WINNER, 5 STAR VILLA. Space, Luxury, Unique private sunny corner

Reunion villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“Fabulous Location” From my initial contact with David I found that he responded promptly with any queries that I had and provided me with information on the Reunion Resort and the Kissimmee area. Arriving late on the Saturday evening, welcoming lights had been left on within the villa revealing a superbly decorated and immaculately clean home. The villa was suited to our family needs with 4 ensuite bedrooms. The provision of free wifi was a bonus for the younger family members. During our stay the well equipped kitchen with high quality utensils, including a kettle, was used to cook numerous meals. Our family did make use of items provided for guests such as sat-nav, beach towels and Tommy Bahama beach chairs which proved useful when we visited Clear Water beach. Craig from the Jeeves management team welcomed us on our first day and provided us with information on the Reunion Resort pointing out the community pools etc. The gym appealed to the enthusiastic among us. The Reunion Resort was easy to find with the instructions provided by David, unlike the 192, we experienced no traffic delays from the Disney Parks using the i 4. Publix supermarkets are located nearby. I can now understand why 7720 Link Side Loop, Patriots Landing is named 5* Villa Orlando. It certainly deserves the awards it has received. In my opinion there is a highly professional combination with David the owner and Jeeves the management team offering a high quality service and accommodation to renters. I recommend this villa and the Reunion Resort to any family contemplating a vacation in Orlando. I hope that when I return to Florida that this accommodation will be available on our chosen dates as I doubt if we will be able to find better. David thank you for all your help and playing your part in making our vacation to Florida successful and enjoyable.

2 of 3 match: Shared outdoor pool (unheated), Rental types, Golf course on site or within 15 min walk

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Price per night from

$378

Orlando villa with a conservation view Sandy Ridge

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 41 minutes

2 of 3 match: Shared outdoor pool (unheated), Rental types, Golf course on site or within 15 min walk

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Price per night from

$158

The Florida Pad

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Shared outdoor pool (unheated), Rental types, Golf course on site or within 15 min walk

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Price per night from

$123

Fine and fancy free

Orlando villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

2 of 3 match: Shared outdoor pool (unheated), Rental types, Golf course on site or within 15 min walk

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Price per night from

$917

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

2 of 3 match: Shared outdoor pool (unheated), Rental types, Golf course on site or within 15 min walk

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Price per night from

$161

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

2 of 3 match: Shared outdoor pool (unheated), Rental types, Golf course on site or within 15 min walk

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Price per night from

$919

Indian Ridge Villa includes a Grill, Pool, and Hot Tub

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Shared outdoor pool (unheated), Rental types, Golf course on site or within 15 min walk

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Price per night from

$143

Marriott's Grande Vista Resort, 1-bedroom villa, sleeps 4

Orlando villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Shared outdoor pool (unheated), Rental types, Golf course on site or within 15 min walk

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Price per night from

$171

2 of 3 match: Shared outdoor pool (unheated), Rental types, Golf course on site or within 15 min walk

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Price per night from

$265

Viewing 38 of 1,520
rentals in Old Town

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