Westchester County Rentals

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10,002 Houses

New Luxury Villa Europa with Pool Theater /10 min to Disney

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Balcony or terrace Private outdoor pool (heated) Trampoline Golf course on site or within 15 min walk

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Price per night from

$344

Responds fast! avg. 11 minutes

Match: Balcony or terrace Private outdoor pool (heated) Trampoline Golf course on site or within 15 min walk

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Price per night from

$631

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House of Views-3 Bedroom 3 bath nestled on a beautiful golf course

Mesa house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 4 match: Trampoline, Golf course on site or within 15 min walk, Balcony or terrace, Private outdoor pool (heated)

3 of 4 filters match

Price per night from

$602

Responds fast! avg. 1 hour 55 minutes

3 of 4 match: Trampoline, Golf course on site or within 15 min walk, Balcony or terrace, Private outdoor pool (heated)

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Price per night from

$267

Windsor Palms 4/3 Pr. Pl., Hot Tub, Jacuzzi/Games

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Amazing house!” We have amazing family time! This house is excellent with great location! We'll be back soon! I recommend

3 of 4 match: Balcony or terrace, Golf course on site or within 15 min walk, Private outdoor pool (heated), Trampoline

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Price per night from

$177

Luxury upgraded home with lakeview, salt water heated pool 4 Mi from the beach

Jensen Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

3 of 4 match: Balcony or terrace, Golf course on site or within 15 min walk, Private outdoor pool (heated), Trampoline

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Price per night from

$653

BRAND NEW HOME - 1584TL - The Retreat at Champions Gate 5 Bedroom 5 Bathroom

Davenport house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 4 match: Balcony or terrace, Trampoline, Golf course on site or within 15 min walk, Private outdoor pool (heated)

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Price per night from

$367

The Ultimate Austin Experience

Austin villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

3 of 4 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Balcony or terrace, Trampoline

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Price per night from

$2,637

Regal Splendor Villa, spacious+stylish towhome in ChampionsGate Resort with pool

ChampionsGate townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 19 minutes

2 of 4 match: Balcony or terrace, Trampoline, Golf course on site or within 15 min walk, Private outdoor pool (heated)

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Price per night from

$148

Private heated pool, single floor house. Golf community.

Chandler house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Trampoline, Golf course on site or within 15 min walk, Balcony or terrace, Private outdoor pool (heated)

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Price per night from

$253

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.

3 of 4 match: Trampoline, Golf course on site or within 15 min walk, Balcony or terrace, Private outdoor pool (heated)

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Price per night from

$378

Newly Renovated and Furnished Private South Facing Villa near Disney

Orlando villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 58 minutes

3 of 4 match: Trampoline, Golf course on site or within 15 min walk, Balcony or terrace, Private outdoor pool (heated)

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Price per night from

$137

⭐ Sensational Large 7 Bedroom Home with Pool,Hot Tub,Games Rm, 5 Min Disney ⭐

Four Corners house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

3 of 4 match: Trampoline, Golf course on site or within 15 min walk, Balcony or terrace, Private outdoor pool (heated)

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Price per night from

$402

Calabay Palms Villa - Luxury 5 Bed - Sleeps 10/2 - South Facing Pool - Hot Tub

Four Corners house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

3 of 4 match: Trampoline, Golf course on site or within 15 min walk, Balcony or terrace, Private outdoor pool (heated)

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Price per night from

$245

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

3 of 4 match: Trampoline, Golf course on site or within 15 min walk, Balcony or terrace, Private outdoor pool (heated)

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Price per night from

$918

3 of 4 match: Trampoline, Golf course on site or within 15 min walk, Balcony or terrace, Private outdoor pool (heated)

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Price per night from

$3,956

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

3 of 4 match: Trampoline, Golf course on site or within 15 min walk, Balcony or terrace, Private outdoor pool (heated)

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Price per night from

$103

Keyvilla-The Disney Retreat. Free Spa Heat!

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 4 match: Balcony or terrace, Trampoline, Golf course on site or within 15 min walk, Private outdoor pool (heated)

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Price per night from

$187

Spacious villa, South Facing Pool with Lake View close to Disney

Clermont villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

2 of 4 match: Balcony or terrace, Trampoline, Golf course on site or within 15 min walk, Private outdoor pool (heated)

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Price per night from

$167

Sharing the Dream Villa a family-friendly 5BR/3BA Pool Home with Game Room!

Four Corners villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 19 minutes

2 of 4 match: Balcony or terrace, Trampoline, Golf course on site or within 15 min walk, Private outdoor pool (heated)

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Price per night from

$148

Mickeys Hideaway, perfect family 5 bed/4.5bath pool villa with private game room

ChampionsGate villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 13

Responds fast! avg. 3 hours 19 minutes

2 of 4 match: Balcony or terrace, Trampoline, Golf course on site or within 15 min walk, Private outdoor pool (heated)

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Price per night from

$214

Champions Retreat is a beautiful 6 bed/5 bath villa in a secure resort setting

ChampionsGate villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 15

Responds fast! avg. 3 hours 19 minutes

2 of 4 match: Balcony or terrace, Trampoline, Golf course on site or within 15 min walk, Private outdoor pool (heated)

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Price per night from

$223

Vacation of Champions has unparalleled luxury awaits in this 6-bedroom pool home

ChampionsGate villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

Responds fast! avg. 3 hours 19 minutes

2 of 4 match: Balcony or terrace, Trampoline, Golf course on site or within 15 min walk, Private outdoor pool (heated)

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Price per night from

$240

A Champions Palace is a large 9 bed home with private pool - sleeps 22 guests

ChampionsGate villa

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 22

Responds fast! avg. 3 hours 19 minutes

2 of 4 match: Balcony or terrace, Trampoline, Golf course on site or within 15 min walk, Private outdoor pool (heated)

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Price per night from

$285

Moon Valley is a very spacious 6 bed/6bath pool home in the ChampionsGate Resort

ChampionsGate villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 19 minutes

2 of 4 match: Balcony or terrace, Trampoline, Golf course on site or within 15 min walk, Private outdoor pool (heated)

2 of 4 filters match

Price per night from

$223

Champions Luxury is a 7 bedroom pool villa in resort with club, bar/restaurant

ChampionsGate villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 19 minutes

2 of 4 match: Balcony or terrace, Trampoline, Golf course on site or within 15 min walk, Private outdoor pool (heated)

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Price per night from

$247

Palm Key Villa is a large 7 bedroom villa with pool in the Emerald Island Resort

Four Corners villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

Responds fast! avg. 3 hours 19 minutes

2 of 4 match: Balcony or terrace, Trampoline, Golf course on site or within 15 min walk, Private outdoor pool (heated)

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Price per night from

$192

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 4 match: Balcony or terrace, Trampoline, Golf course on site or within 15 min walk, Private outdoor pool (heated)

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Price per night from

$208

Mickeys Maingate Mansion - surprise your fam with this awesome vacation villa!

Four Corners villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 15

Responds fast! avg. 3 hours 19 minutes

2 of 4 match: Balcony or terrace, Trampoline, Golf course on site or within 15 min walk, Private outdoor pool (heated)

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Price per night from

$198

Villa Paradiso a 6 bedroom 5 bathroom pool home the family will remember forever

Four Corners villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 19 minutes

2 of 4 match: Balcony or terrace, Trampoline, Golf course on site or within 15 min walk, Private outdoor pool (heated)

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Price per night from

$179

Timeless Memories, 10 mins to Walt Disney World, pool and spa and with game room

Four Corners villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

Responds fast! avg. 3 hours 19 minutes

2 of 4 match: Balcony or terrace, Trampoline, Golf course on site or within 15 min walk, Private outdoor pool (heated)

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Price per night from

$179

Mickeys Escape - Fabulous 5 bed townhouse with plunge pool in ChampionsGate

ChampionsGate townhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

Responds fast! avg. 3 hours 19 minutes

2 of 4 match: Balcony or terrace, Trampoline, Golf course on site or within 15 min walk, Private outdoor pool (heated)

2 of 4 filters match

Price per night from

$162

Tropical Nights - Gorgeous 8 bedroom villa with pool & games room, sleeps 16

ChampionsGate villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 16

Responds fast! avg. 3 hours 19 minutes

2 of 4 match: Balcony or terrace, Trampoline, Golf course on site or within 15 min walk, Private outdoor pool (heated)

2 of 4 filters match

Price per night from

$278

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 4 match: Balcony or terrace, Trampoline, Golf course on site or within 15 min walk, Private outdoor pool (heated)

2 of 4 filters match

Price per night from

$247

Disney Magic Vacation, lovely 4BR/3BA with pool and game room, near Disney

Four Corners villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 19 minutes

2 of 4 match: Balcony or terrace, Trampoline, Golf course on site or within 15 min walk, Private outdoor pool (heated)

2 of 4 filters match

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 4 match: Balcony or terrace, Trampoline, Golf course on site or within 15 min walk, Private outdoor pool (heated)

2 of 4 filters match

Price per night from

$148

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 4 match: Balcony or terrace, Trampoline, Golf course on site or within 15 min walk, Private outdoor pool (heated)

2 of 4 filters match

Price per night from

$148

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 4 match: Balcony or terrace, Trampoline, Golf course on site or within 15 min walk, Private outdoor pool (heated)

2 of 4 filters match

Price per night from

$148

Viewing 38 of 10,002
rentals in Westchester County

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