Westchester County Rentals

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10,003 Houses

Hilton Head Island - Spa on Port Royal Sound

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Quiet relaxation” We absolutely loved our stay! The condo is on the third floor, so there’s great views of the grounds, and a walking path to the ocean and pier. The Plantation was extremely quiet, and the people we did come across were welcoming and friendly. The condo was clean, cozy, stocked with necessary kitchen and even toiletries for the bathroom! That was a pleasant surprise. We spent most of our time sitting on the screened porch listening to the fountains and birds. The owner is very responsive to texts and emails. We definitely recommend this as a vacation spot, and will be back.

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

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Price per night from

$115

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

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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

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Price per night from

$344

Stylish Home 4br, Priv Pool-Bbq-Golf Country Club

ChampionsGate townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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

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Price per night from

$155

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8 bedrooms, 5 bathrooms. Theater Room + Pool/Spa + WiFi, Baby crib and baby gear

ChampionsGate house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 16

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

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Price per night from

$516

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

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Price per night from

$602

Responds fast! avg. 1 hour 55 minutes

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

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Price per night from

$266

custom tropical estate minutes from the strip Hockey tics available

Las Vegas house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

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

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Price per night from

$1,030

Disney 5 minutes - 2 King Mstr, Pool, H Tub, Games

Reunion house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“Family Vacation” Very clean place to rent in safe location, will rent again. The communications with the owners could have been better. The place is about 5 miles from Disney locations. Not all amenities were available to us that were stated in the description, no iron.

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

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Price per night from

$212

DISNEY DREAM LUXURY HOME PRIVATE WATERPARK POOL SPA

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

“Perfect- it was better than what we had imagined.” The communication with the owner was what really surprised me. He was very responsive to all of my questions prior to our arrival. The house was very clean and in a great location. We were 15 minutes from Magic Kingdom and had many stores around the location of the house. I would not doubt to referred this home to anyone looking to spend a weekend in Orlando. We will definitely visit again!

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

2 of 4 filters match

Price per night from

$457

Another Slice of Paradise at Hampton Beach

Hampton condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$269

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

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Price per night from

$129

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

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Price per night from

$367

Luna Blanca Villa 04 by Kivoya

Puerto Penasco villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

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

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Price per night from

$413

Beautiful and Spacious Orlando Pool Home

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“Awesome Place to Stay!” Stayed there for a week and had an absolute ball. Villa is extremely clean and exactly as pictured on the website. We had so much fun in the pool we forgot the Villa had a pool table! Definitely booking this one again next vacation!

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

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Price per night from

$138

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

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Price per night from

$148

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: Private indoor pool, 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

⭐ 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: Private indoor pool, Golf course on site or within 15 min walk, Balcony or terrace, Private outdoor pool (heated)

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Price per night from

$401

Private heated pool, single floor house. Golf community.

Chandler house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$252

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

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Price per night from

$916

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

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Price per night from

$377

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: Private indoor pool, 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

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

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Price per night from

$3,951

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: Private indoor pool, 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

New Sea Mist Remodeled,Oceanview, King Bed, Pools!

Myrtle Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 41 minutes

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

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Price per night from

$65

New Sea Mist on High Floor, Amazing Views, Pools!

Myrtle Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 41 minutes

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

3 of 4 filters match

Price per night from

$457

New Sea Mist on High Floor - Amazing Views, Pools!

Myrtle Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 41 minutes

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

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Price per night from

$69

New Sea Mist, King Bed, High Floor, Amazing Views!

Myrtle Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 41 minutes

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

3 of 4 filters match

Price per night from

$457

New Sea Mist Remodeled with Amazing Views & Pools!

Myrtle Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 41 minutes

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

3 of 4 filters match

Price per night from

$62

New Sea Mist, Remodeled, High Floor, Views, Pools!

Myrtle Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 41 minutes

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

3 of 4 filters match

Price per night from

$68

New Sea Mist Remodeled High Floor,Ocean View Pools

Myrtle Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 41 minutes

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

3 of 4 filters match

Price per night from

$57

New Sea Mist Remodeled High Floor,Ocean View Pools

Myrtle Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 41 minutes

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

3 of 4 filters match

Price per night from

$55

New Sea Mist, King Bed, High Floor, Amazing Views!

Myrtle Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 41 minutes

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

3 of 4 filters match

Price per night from

$115

New Sea Mist Top Floor with Amazing Views, Pools!

Myrtle Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 41 minutes

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

3 of 4 filters match

Price per night from

$457

Direct Oceanfront, Heated Indoor Pools, Remodeled!

Arcadian Shores condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 41 minutes

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

3 of 4 filters match

Price per night from

$76

New Sea Mist Remodeled with Amazing Views, Pools!

Myrtle Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 41 minutes

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

3 of 4 filters match

Price per night from

$110

New Sea Mist Remodeled, Great Ocean View w/ Pools!

Myrtle Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 41 minutes

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

3 of 4 filters match

Price per night from

$68

New Landmark Resort, Waterpark View on High Floor!

Myrtle Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 41 minutes

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

3 of 4 filters match

Price per night from

$457

New Landmark Resort with Waterpark View,High Floor

Myrtle Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 41 minutes

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

3 of 4 filters match

Price per night from

$457

Viewing 38 of 10,003
rentals in Westchester County

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