Westchester County Rentals

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10,002 Houses

Desert Oasis

Casas Adobes house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

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

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Price per night from

$274

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

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Price per night from

$401

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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, Balcony or terrace, Bicycles available, Climbing frame

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Price per night from

$206

Pet Friendly tiny house, No extra fees!

Clermont house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$183

New 1 bedroom downtown Unit close to EVERYTHING!

Charlotte apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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

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Price per night from

$91

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

Four Corners house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

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

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Price per night from

$245

Franklin Park zoo near Studio

Brookline studio

  • Studio
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$213

Chris and Sue's Disney Condo at Windsor Palms Resort

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 47 minutes

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

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Price per night from

$108

Serene Sarasota Getaway near shopping and golfing.

Fruitville villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$128

Gorgeous 3 bedroom end-unit condo on golf course!

Lehigh Acres condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$86

Links F202 Awaits You at Peninsula Golf & Racquet Club

Gulf Shores townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 1 minutes

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

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Price per night from

$327

Eco Luxury Guest House

San Diego guest house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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

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Price per night from

$344

Apartamento Westgate Lakes

Orlando apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

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

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Price per night from

$328

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

Mesa house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

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

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Price per night from

$602

2 bedroom March 3-10 Marriott Desert Springs Villas II

Palm Desert townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$426

FS275786 - Solterra Resort - 6 Bed 6.5 Baths Villa

Davenport townhouse

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

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

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Price per night from

$368

Responds fast! avg. 3 hours 10 minutes

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

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Price per night from

$287

Luxurious Oceanfront on Amelia Island Plantation

Amelia Island villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

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

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Price per night from

$349

Stunning & Serene +++ Minutes from Anna Maria Island, IMG Academy and more!

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

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

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Price per night from

$114

Responds fast! avg. 2 hours 20 minutes

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

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Price per night from

$217

“Lovely, spacious and thoughtfully stocked home” Kelly's Beach Retreat is a fantastic place. Steps from the beach, thoughtfully stocked, and with an inviting open kitchen and dining room. The place gets amazing light and is very relaxing. Glenn was great to work with as well. Our only note is that while the home is wonderful for families--and large ones at that!--parents of toddlers should note that there are a lot of steps that are very attractive to little climbers. Had we thought about it, we would have put a mini gate or something in the car with us.

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

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Price per night from

$196

Responds fast! avg. 2 hours 12 minutes

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

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Price per night from

$102

Oceanfront Seapointe Village next door to ICONA, Diamond Beach!

Wildwood Crest condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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

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Price per night from

$344

Elegant Star Island Resort - 2 Bedroom 2 Bath Lockoff w/private balcony

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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

4 of 5 filters match

Price per night from

$276

Linkside Luau - The Perfect Sandestin® House with a Golf Cart!

Sandestin house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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

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Price per night from

$688

Villa by Disney

Davenport villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

“idilic location/ perfect for visiting theme parks” Service from owners fist class. House was exactly as described. Ideal location for theme parks and shopping and eating. Could not get grandkids out the pool they absolutely loved it. 2nd time we have stayed there and will have no hesitation booking again should we go back to Florida.

Responds fast! avg. 1 hour 18 minutes

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

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Price per night from

$144

Exceptional Villa Large Private South Facing Pool

Haines City villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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

4 of 5 filters match

Price per night from

$228

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

Palm Desert villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 16

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

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Price per night from

$2,291

Luxury Condo, Steps to Disney, ESPN, Free Wi-Fi, parking, Unbeatable location

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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

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Price per night from

$91

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

4 of 5 filters match

Price per night from

$69

Luxury Condo Resort in Grayhawk North Scottsdale (Dog Friendly)

Scottsdale condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$96

Massanutten Resort & Waterpark 2-bedroom condo, sleeps 8, w/loft and fireplace

Massanutten condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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

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Price per night from

$86

***HUGE SALE $110N! Ocean View! Ariel Dunes ll Beach 5 Min Walk GYM/Sauna/GRILL

Miramar Beach apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

“Great location, beautiful views, and nice accomodations” We had a nice stay here at the Ariel Dunes II. The location is great! It is convenient to the beach (a short, but nice walk), and there are also a couple of good beach-side restaurants nearby. There's also a good grocery store nearby within a very short drive, as well as many other shopping possibilities a traveler might need. The unit was nicely furnished and decorated with contemporary furnishings and was quite comfortable. I, for one, appreciate places near the beach that are not decked out with peach and teal walls or seashell sculptures from the eighties. :) The view was also quite nice from the balcony and I spent some nice mornings out there having breakfast while soaking in the sights and sounds of summer.

Responds fast! avg. 2 hours 19 minutes

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

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Price per night from

$127

“Great Condo!!” We recently stayed here for our family vacation. It was the perfect amount of room for my husband and I with all 4 kids! Our girls loved the bunk room. The Master bedroom bed is one of the most comfortable my husband and I have ever slept in!!! It is also close to all attractions. The beach is a pretty good distance when your carrying things needed for six people. My only concern was the lock on the door. There was no way to lock it from the inside and it was easily opened by our 20 month old. It definitely kept this Mom on her toes! Overall, my family had a fabulous time in a wonderfully decorated condo! We felt at home and will definitely try to stay again.

Responds fast! avg. 2 hours 19 minutes

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

4 of 5 filters match

Price per night from

$146

Rookery 3 Sandy Toes

Gulf Highlands house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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

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Price per night from

$430

Sunny Pool Home, Gated Resort near Disney

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 16

Responds fast! avg. 2 hours 48 minutes

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

4 of 5 filters match

Price per night from

$184

Sunny Disney pool home in gated resort near golf

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 16

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

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Price per night from

$213

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.

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

4 of 5 filters match

Price per night from

$115

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