Westchester County Rentals

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10,016 Houses

“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

Match: Cot available Heated pool Balcony or terrace Bicycles available Golf course on site or within 15 min walk

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Price per night from

$170

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: Cot available Heated pool Balcony or terrace Bicycles available Golf course on site or within 15 min walk

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Price per night from

$1,088

“Harbor View Grande Suite # 707 Excellent 5 Star *****” A Big Thank you to the owners and Staff of 707. The accommodations where beyond our expectations. The décor was professionally done and the Suite was spotless upon arrival. The champagne was a special treat and all the beach chairs, umbrellas, coolers for our use was that extra touch. Harborview is centrally located to all shops and restaurants. The balcony views from sunrise to sunset was truly magnificent. Highly recommend to all friends and relatives. Will definitely return. Thanks again. Anthony David

Match: Cot available Heated pool Balcony or terrace Bicycles available Golf course on site or within 15 min walk

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Price per night from

$269

THE SANIBEL SUN CASTLE Luxury home, heated pool, great location, bike to beach

Sanibel Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Cot available Heated pool Balcony or terrace Bicycles available Golf course on site or within 15 min walk

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Price per night from

$573

Rustic Luxury 3 BR 2 BA Townhome w/ Hot Tub

Hidden Valley house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Cot available Heated pool Balcony or terrace Bicycles available Golf course on site or within 15 min walk

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Price per night from

$487

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

Pompano Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Cot available Heated pool Balcony or terrace Bicycles available Golf course on site or within 15 min walk

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Price per night from

$373

Match: Cot available Heated pool Balcony or terrace Bicycles available Golf course on site or within 15 min walk

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Price per night from

$292

A Pearl of a Beach Home - now with luxury Saltwater heated pool and hot tub

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Perfect Luxury” Our 5-week stay at this vacation rental was absolutely perfect. The house was everything you could ask for and more. We have stayed in many vacation rentals in the last 20 or so years that we have been coming to anna Maria Island and I have to say this one was right at the top of the list. The kitchen was outfitted with everything you could want. The beds were very comfortable. The neighborhood was nice and quiet. Short walk to the beach. The owners were very nice to deal with and always responded quickly and were very warm and helpful. Definitely can recommend this vacation rental.

Match: Cot available Heated pool Balcony or terrace Bicycles available Golf course on site or within 15 min walk

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Price per night from

$476

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: Cot available Heated pool Balcony or terrace Bicycles available 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: Cot available Heated pool Balcony or terrace Bicycles available Golf course on site or within 15 min walk

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Price per night from

$217

Waterfront *Bouchelle Island* Amenities Included

New Smyrna Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Cot available Heated pool Balcony or terrace Bicycles available Golf course on site or within 15 min walk

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Price per night from

$171

A little piece of paradise: Villa Santorini on the Lake

Rotonda West villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Cot available Heated pool Balcony or terrace Bicycles available Golf course on site or within 15 min walk

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Price per night from

$195

Cape Thyme

Cape San Blas house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 21 minutes

Match: Cot available Heated pool Balcony or terrace Bicycles available Golf course on site or within 15 min walk

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Price per night from

$518

Florida Golf Vacation Villa

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Cot available Heated pool Balcony or terrace Bicycles available Golf course on site or within 15 min walk

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Price per night from

$338

Sea View Place

Cape San Blas house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Responds fast! avg. 3 hours 21 minutes

Match: Cot available Heated pool Balcony or terrace Bicycles available Golf course on site or within 15 min walk

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Price per night from

$470

Pawleys Island (Litchfield Beach) - 4 Bedrooms, 3 Full Baths, Pet-Friendly Condo

Litchfield Beach condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Cot available Heated pool Balcony or terrace Bicycles available Golf course on site or within 15 min walk

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Price per night from

$310

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Serene Sarasota Getaway near shopping and golfing.

Fruitville villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Cot available, Golf course on site or within 15 min walk, Heated pool, Balcony or terrace, Bicycles available

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Price per night from

$127

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: Cot available, Golf course on site or within 15 min walk, Heated pool, Balcony or terrace, Bicycles available

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Price per night from

$205

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: Cot available, 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

$602

Palm Coast Jewel 3 Bedrooms 2 Baths Heated Saltwater Pool

Palm Coast house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Balcony or terrace, Golf course on site or within 15 min walk, Cot available, Heated pool, Bicycles available

4 of 5 filters match

Price per night from

$258

January~April 2024

Estero apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Cot available, 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

River Hall Fully Furnished

Fort Myers condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Cot available, 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

$103

Stunning 2BR Condo with Outdoor Pool

Bridgeton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Cot available, 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 at Waterwood Resort

Bridgeton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Cot available, 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

4 of 5 match: Cot available, 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

4 of 5 match: Cot available, 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

4 of 5 match: Cot available, 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

4 of 5 match: Cot available, 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

4 of 5 match: Cot available, 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

4 of 5 match: Cot available, 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

4 of 5 match: Cot available, 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

4 of 5 match: Cot available, 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

4 of 5 match: Cot available, 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

4 of 5 match: Cot available, 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

4 of 5 match: Cot available, 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

4 of 5 match: Cot available, 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

4 of 5 match: Cot available, 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

4 of 5 match: Cot available, 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 10,016
rentals in Westchester County

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