Westchester County Rentals

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10,010 Houses

5-star LUXURY RESORT:Tennis, Pool, Spa, 3 acre Estate near Beach, Golf, Races

Rancho Santa Fe house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Heated pool Balcony or terrace Bicycles available Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$1,088

Disney, Universal, Beaches, Golf, New Rental

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Heated pool Balcony or terrace Bicycles available Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$218

Beachway Per Ankh - **Private Heated Pool Minutes From The Beach**

Pompano Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Heated pool Balcony or terrace Bicycles available Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$373

Responds fast! avg. 1 hour 0 minutes

Match: Heated pool Balcony or terrace Bicycles available Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$311

Dis Oasis Villa at Windsor Palms Resort - Close to Disney!

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

“Wonderful house for a large family group” The beds were comfortable, the house was immaculate and our needs were taken care of instantly by the owner. Close to shopping, restaurants and Disney World parks.

Match: Heated pool Balcony or terrace Bicycles available Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$400

Responds fast! avg. 2 hours 20 minutes

Match: Heated pool Balcony or terrace Bicycles available Private outdoor pool (unheated) Golf course on site or within 15 min walk

All filters match

Price per night from

$217

Responds fast! avg. 1 hour 0 minutes

Match: Heated pool Balcony or terrace Bicycles available Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$217

Exceptional Villa Large Private South Facing Pool

Haines City villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Heated pool Balcony or terrace Bicycles available Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$227

The "Combo" at The Rivery~Hill Country Retreat~Pool/Hot Tub/Private~1.3Acres

Austin guest house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 11

Responds fast! avg. 1 hour 0 minutes

Match: Heated pool Balcony or terrace Bicycles available Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$483

Big Horn Palm Desert Villa - Amazing Pool & Game Room!

Palm Desert villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 16

Match: Heated pool Balcony or terrace Bicycles available Private outdoor pool (unheated) Golf course on site or within 15 min walk

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Price per night from

$2,288

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Serene Sarasota Getaway near shopping and golfing.

Fruitville villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Heated pool, Balcony or terrace, Bicycles available

4 of 5 filters match

Price per night from

$128

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

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Heated pool, Balcony or terrace, Bicycles available

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Price per night from

$206

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

Mesa house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Heated pool, Balcony or terrace, Bicycles available

4 of 5 filters match

Price per night from

$603

Responds fast! avg. 3 hours 10 minutes

4 of 5 match: Bicycles available, Golf course on site or within 15 min walk, Heated pool, Balcony or terrace, Private outdoor pool (unheated)

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Price per night from

$287

1206 Waters Edge Resort

Garden City Beach condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Bicycles available, Golf course on site or within 15 min walk, Heated pool, Balcony or terrace, Private outdoor pool (unheated)

4 of 5 filters match

Price per night from

$188

1201 Waters Edge Resort

Garden City Beach condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

4 of 5 match: Bicycles available, Golf course on site or within 15 min walk, Heated pool, Balcony or terrace, Private outdoor pool (unheated)

4 of 5 filters match

Price per night from

$315

January~April 2024

Estero apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Heated pool, Balcony or terrace, Bicycles available

4 of 5 filters match

Price per night from

$192

Vibrant 2BR Condo at Waterwood Resort

Bridgeton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 15 minutes

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Heated pool, Balcony or terrace, Bicycles available

4 of 5 filters match

Price per night from

$295

Fabulous 2BR Condo with Indoor Pool

Bridgeton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 15 minutes

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Heated pool, Balcony or terrace, Bicycles available

4 of 5 filters match

Price per night from

$295

Timeless 2BR Condo with Spa Hot Tub

Bridgeton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 15 minutes

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Heated pool, Balcony or terrace, Bicycles available

4 of 5 filters match

Price per night from

$295

Stylish 2BR Condo with Balcony

Bridgeton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 15 minutes

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Heated pool, Balcony or terrace, Bicycles available

4 of 5 filters match

Price per night from

$295

2BR Beautiful Condo at Waterwood Resort

Bridgeton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 15 minutes

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Heated pool, Balcony or terrace, Bicycles available

4 of 5 filters match

Price per night from

$295

Magnificent 2BR Condo with Balcony

Bridgeton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 15 minutes

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Heated pool, Balcony or terrace, Bicycles available

4 of 5 filters match

Price per night from

$295

Vibrant 2BR Condo with Lake View

Bridgeton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 15 minutes

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Heated pool, Balcony or terrace, Bicycles available

4 of 5 filters match

Price per night from

$295

Tasteful 2BR Condo Great for Couples

Bridgeton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 15 minutes

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Heated pool, Balcony or terrace, Bicycles available

4 of 5 filters match

Price per night from

$295

Beautiful 2BR Condo with Indoor Pool

Bridgeton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 15 minutes

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Heated pool, Balcony or terrace, Bicycles available

4 of 5 filters match

Price per night from

$295

Vibrant 2BR Condo Great for Friends

Bridgeton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 15 minutes

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Heated pool, Balcony or terrace, Bicycles available

4 of 5 filters match

Price per night from

$295

Luxury 2BR Condo at Waterwood Resort

Bridgeton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 15 minutes

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Heated pool, Balcony or terrace, Bicycles available

4 of 5 filters match

Price per night from

$295

Stunning 2BR Condo at Waterwood Resort

Bridgeton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 15 minutes

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Heated pool, Balcony or terrace, Bicycles available

4 of 5 filters match

Price per night from

$295

Elegant 2BR Condo with Lake View

Bridgeton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 15 minutes

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Heated pool, Balcony or terrace, Bicycles available

4 of 5 filters match

Price per night from

$295

Peaceful 2BR Condo Ideal for Couples

Bridgeton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 15 minutes

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Heated pool, Balcony or terrace, Bicycles available

4 of 5 filters match

Price per night from

$295

Stylish 2BR Condo with Spa Hot Tub

Bridgeton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 15 minutes

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Heated pool, Balcony or terrace, Bicycles available

4 of 5 filters match

Price per night from

$295

Spacious 2BR Condo with Pool at Waterwood Resort

Bridgeton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 15 minutes

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Heated pool, Balcony or terrace, Bicycles available

4 of 5 filters match

Price per night from

$295

Spacious 2BR Condo with Lake View

Bridgeton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 15 minutes

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Heated pool, Balcony or terrace, Bicycles available

4 of 5 filters match

Price per night from

$295

Charming 2BR Condo with Outdoor Pool

Bridgeton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 15 minutes

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Heated pool, Balcony or terrace, Bicycles available

4 of 5 filters match

Price per night from

$295

Waterwood Resort Cozy 2BR Condo w Pool & Fitness Center

Bridgeton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 15 minutes

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Heated pool, Balcony or terrace, Bicycles available

4 of 5 filters match

Price per night from

$295

Modern 2BR Condo with Spa Hot Tub

Bridgeton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 15 minutes

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Heated pool, Balcony or terrace, Bicycles available

4 of 5 filters match

Price per night from

$295

Peaceful 2BR Condo with Lake View

Bridgeton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 15 minutes

4 of 5 match: Private outdoor pool (unheated), Golf course on site or within 15 min walk, Heated pool, Balcony or terrace, Bicycles available

4 of 5 filters match

Price per night from

$295

Viewing 38 of 10,010
rentals in Westchester County

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