Westchester County Rentals

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10,013 Houses

The Ever After Estate - 13BR Sleeps 45 People & Has 62 Private Acres

Clermont house

  • 11 bedrooms
  • 10 bathrooms
  • sleeps 43

“Everything you could ever imagine !!!” My new Wife and I just got back from our stay. We held our Wedding there. We had both our immediate families stay with us during 3 days of our 4 day stay. Plenty of room for all, we had 15 adults and 8 kids total. This place is just so amazing. My wife and I toured it prior to our stay and missed so many things because there is so much detail. Our favorite place was the pool area. The day after our wedding some of us hung out at the pool for a couple of hours. The kids all had a blast between the pool slide, video games, ball pit, mini golf, and movie room. This made it easy for us to focus on set up and tear down for the wedding. We had 220 guest during our day and everyone loved the place. Biggest question was how did you find this place. Great photos from our day hit facebook immediately with babies on the Carousels,kids playing mini golf, and people around the tropical pool setting. Andrew, Felicia, and his staff were very helpful. Andrew answered all our questions with fast response times through out the planning. Felicia was there when we checked in and ensured we were settled and answered any last minute questions. The detail andrew put into his Estate is amazing. Every thing out there takes you away from your everyday. We are so lucky that such an awesome place was shared with our family and friends to enjoy. It was the perfect place to hold our special day. The last day I spent an hour taking photos of the Estate in which I noticed the incredible landscape,a touch that just simply takes your breath away on the beauty of life. Andrew thought of it all. The only down fall, which was our fault, is that we did not have enough time to enjoy everything. This was due to a short stay, wedding set up and tear down. Our next stay will be longer. My older Sister from Philly was talking about a family meet up next year. Boy I Hope so. All our Wedding dreams came true. Thank you Ever after Estate and Thank you andrew.

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

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Price per night from

$1,985

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 Climbing frame Private outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$115

SALTAIRE OBX Vacation Rentals, Elevator, Pool, Putting Green, pet friendly

Kitty Hawk house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 18

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

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Price per night from

$944

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 Climbing frame Private outdoor pool (heated) Golf course on site or within 15 min walk

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Price per night from

$400

♥EEV♥ South-facing Pool & Spa - Gated Resort - Games Room

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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

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Price per night from

$206

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

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Price per night from

$198

River Strand Golf and Country Club Resort

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

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Price per night from

$229

Oceanfront Condo: Private, Clean, Safe - Sanibel 303

Daytona Beach Shores condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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

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Price per night from

$327

Sunny Disney pool home in gated resort near golf

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 16

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

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Price per night from

$212

“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.

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

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Price per night from

$196

Sunny Pool Home, Gated Resort near Disney

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 16

Responds fast! avg. 2 hours 48 minutes

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

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Price per night from

$184

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

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

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Price per night from

$144

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

Four Corners house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

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

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Price per night from

$245

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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

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

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Price per night from

$148

Moonlight Ridge is a beautifully appointed 5edroom villa with Marvel game room

ChampionsGate villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 19 minutes

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

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Price per night from

$213

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

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

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Price per night from

$223

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

3 of 4 match: Balcony or terrace, Golf course on site or within 15 min walk, Climbing frame, 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

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

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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

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

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Price per night from

$277

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

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

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Price per night from

$247

Responds fast! avg. 3 hours 19 minutes

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

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Price per night from

$220

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

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

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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

3 of 4 match: Climbing frame, 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: Climbing frame, 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

Emerald Villas

Davenport villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

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

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Price per night from

$189

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

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Price per night from

$222

Mickeys Magic Pad the perfect Disney getaway - 6 bed/6 bath - Sleeps 15

ChampionsGate villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 15

Responds fast! avg. 3 hours 19 minutes

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

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Price per night from

$266

Cinderellas Other Castle, the ultimate vacation Home with game room and pool

ChampionsGate villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 19 minutes

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

3 of 4 filters match

Price per night from

$223

Disney Pool Home in Gated Resort, Amenities for All

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 15

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

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Price per night from

$206

Sunny Disney Pool Home in Gated Resort, Amenities for All

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

“Decent place but lacking in some areas” For one week in July 2014, my family from Alabama to Alaska (with us from Canada) all stayed at 928 Solona Circle. Overall we were happy with the house rental but do not stay here if you need assistance with anything. It took my 4 phone calls over 3 days to just find out what the Wi-Fi password had been changed to (the one that we were emailed was incorrect). It may not be the safest neighbourhood as there were police men in the gated area twice during our stay. And the house was filled with broken outlet covers and had very dirty couches, which needed steam cleaning. It was a spacious home and we loved the walk-in closets as well as the ease in which to find it and the easy drive to Disneyworld. But if you want to stray there, you need to supply everything- even your own toilet paper and Kleenex. The jets ion eth hot tub did not work and the game room had a broken foosball table. Overall we were mainly happy with our stay but were disappointed with a few things.

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

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Price per night from

$189

Sunny Disney Pool Home in Gated Resort, Amenities for All

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

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

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Price per night from

$212

Pluto's Palace Florida Villa "The Real One"

Davenport villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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

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Price per night from

$258

Luxury 6 bed/ 4 bath Villa in Windsor Hills, Kissimmee

Four Corners house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

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

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Price per night from

$315

Disney Area Family Villa, Orlando - Golf Course Views (Sleeps 10)

Four Corners house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 30 minutes

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

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Price per night from

$201

Solterra | 5 Star Resort | Disney Area 4654

ChampionsGate villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 1

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

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Price per night from

$121

Pet Friendly tiny house, No extra fees!

Clermont house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

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

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Price per night from

$182

Storytellers Villa

Four Corners villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

“Truly Amazing” Storytellers the most amazing place to stay. I will definitely return. The owner was always prompt on responding to emails and went above and beyond helping us with our stay. My family and I enjoyed the pool, the cinema, and spa during our stay. We had absolutely no problems with our stay at Storytellers. My 5 year old granddaughter loved the Frozen Room and didn't want to come home. The house is so inviting and beautiful. This house is a must if you are planning a trip to Kissimmee area.

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

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Price per night from

$395

Pooh's Palace in Windsor Hills

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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

3 of 4 filters match

Price per night from

$516

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