Westchester County Rentals

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10,015 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: Grill Private indoor pool Golf course on site or within 15 min walk

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Price per night from

$114

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!

Match: Grill Private indoor pool Golf course on site or within 15 min walk

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Price per night from

$137

Upgraded 5th Flr Pelican Beach Resort -1 bedroom - On the beach-

Destin condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 1 minutes

Match: Grill Private indoor pool Golf course on site or within 15 min walk

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Price per night from

$166

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

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Grill Private indoor pool Golf course on site or within 15 min walk

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Price per night from

$343

Luna Blanca Villa 04 by Kivoya

Puerto Penasco villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Grill Private indoor pool Golf course on site or within 15 min walk

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Price per night from

$411

Majestic Sun 10th Floor View of Emerald Waters - Updated unit with beach gear.

Miramar Beach condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

“Wonderful condo with an incredible view!” I was very impressed with this condo! Beautiful view of the beach and only a short walk to get there. Lots of good restaurants around and great amenities in the unit. Would definitely rent this condo again if I'm ever in the area!

Responds fast! avg. 1 hour 1 minutes

Match: Grill Private indoor pool Golf course on site or within 15 min walk

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Price per night from

$125

⭐Deluxe Villa+Private Pool+Hot Tub+Theatre Room+Pool with Waterslides⭐

ChampionsGate villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

Match: Grill Private indoor pool Golf course on site or within 15 min walk

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Price per night from

$400

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!

Match: Grill Private indoor pool Golf course on site or within 15 min walk

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Price per night from

$457

custom tropical estate minutes from the strip Hockey tics available

Las Vegas house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Grill Private indoor pool Golf course on site or within 15 min walk

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Price per night from

$1,026

SPACIOUS AND CLEAN DISNEY RENTAL VILLA IN FLORIDA

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Grill Private indoor pool Golf course on site or within 15 min walk

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Price per night from

$96

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

ChampionsGate house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 16

Match: Grill Private indoor pool Golf course on site or within 15 min walk

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Price per night from

$516

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

ChampionsGate townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Grill Private indoor pool Golf course on site or within 15 min walk

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Price per night from

$155

Match: Grill Private indoor pool Golf course on site or within 15 min walk

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Price per night from

$129

Upgraded 7th Flr Pelican Beach Resort -1 bedroom - On the beach -

Miramar Beach condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 1 minutes

Match: Grill Private indoor pool Golf course on site or within 15 min walk

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Price per night from

$166

Canine-Friendly Retreat: Downtown Winter Park, Shuttle to Resort

Winter Park condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 32 minutes

Match: Grill Private indoor pool Golf course on site or within 15 min walk

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Price per night from

$142

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Luxury 2BR Suite at Vacation Village at Weston

Weston hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 3 hours 15 minutes

2 of 3 match: Private indoor pool, Golf course on site or within 15 min walk, Grill

2 of 3 filters match

Price per night from

$1,141

Palmetto Villa II

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private indoor pool, Golf course on site or within 15 min walk, Grill

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Price per night from

$400

All Seasons C-2 | 2 Bedroom Vail Vacation Rental

Vail condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private indoor pool, Golf course on site or within 15 min walk, Grill

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Price per night from

$542

Hammond's Ferry river front Masters Rental

North Augusta townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

2 of 3 match: Private indoor pool, Golf course on site or within 15 min walk, Grill

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Price per night from

$913

Lovely SPACIOUS Home Near Beach/Food/Golf/Fun/Shopping/Gym and More

Port Saint Lucie house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

2 of 3 match: Private indoor pool, Golf course on site or within 15 min walk, Grill

2 of 3 filters match

Price per night from

$457

Lovely 1Bd/2bath + Bunk Room & 2 Queen Sofa Beds

Panama City Beach condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private indoor pool, Golf course on site or within 15 min walk, Grill

2 of 3 filters match

Price per night from

$514

3 bedrooms luxurious home,2 full bath, swimming pool, fully remodeled,pool table

Gulf Gate Estates house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Private indoor pool, Golf course on site or within 15 min walk, Grill

2 of 3 filters match

Price per night from

$542

Canfield House - Century Home on Historic Chardon Square

Chardon house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private indoor pool, Golf course on site or within 15 min walk, Grill

2 of 3 filters match

Price per night from

$193

LUXURY DREAMS DISNEY HOUSE PRIVATE POOL SPA GAMEROOM

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

2 of 3 match: Private indoor pool, Golf course on site or within 15 min walk, Grill

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Price per night from

$399

Casa Bella on the Greens

Cedar Mountain house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 20 minutes

2 of 3 match: Private indoor pool, Golf course on site or within 15 min walk, Grill

2 of 3 filters match

Price per night from

$69

Responds fast! avg. 1 hour 17 minutes

2 of 3 match: Private indoor pool, Golf course on site or within 15 min walk, Grill

2 of 3 filters match

Price per night from

$114

2 of 3 match: Private indoor pool, Golf course on site or within 15 min walk, Grill

2 of 3 filters match

Price per night from

$159

Serene Sarasota Getaway near shopping and golfing.

Fruitville villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private indoor pool, Golf course on site or within 15 min walk, Grill

2 of 3 filters match

Price per night from

$127

5 room TampaGolfVillas by AmericanVacationLiving

Tampa condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private indoor pool, Golf course on site or within 15 min walk, Grill

2 of 3 filters match

Price per night from

$339

Amazing Villa with south facing pool and conservation view

Orlando villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

2 of 3 match: Private indoor pool, Golf course on site or within 15 min walk, Grill

2 of 3 filters match

Price per night from

$227

NEW! Relaxing Getaway - Heated Pool, Game Room, BBQ Grill and More

La Quinta house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Private indoor pool, Golf course on site or within 15 min walk, Grill

2 of 3 filters match

Price per night from

$216

Centrally located condo in Arcadia pet and remote work friendly

Phoenix condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private indoor pool, Golf course on site or within 15 min walk, Grill

2 of 3 filters match

Price per night from

$132

Tranquil Space for business travel to Austin - highly rated superhost airbnb

Manor private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private indoor pool, Golf course on site or within 15 min walk, Grill

2 of 3 filters match

Price per night from

$52

Availability: Hot Tub, Family-Friendly: W/Game RM

Saint Peters house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 11

2 of 3 match: Private indoor pool, Golf course on site or within 15 min walk, Grill

2 of 3 filters match

Price per night from

$291

Family-Friendly 2BR Condo at The Nines

Paradise Valley condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 15 minutes

2 of 3 match: Private indoor pool, Golf course on site or within 15 min walk, Grill

2 of 3 filters match

Price per night from

$264

The Golden Getaway

National City house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Private indoor pool, Golf course on site or within 15 min walk, Grill

2 of 3 filters match

Price per night from

$303

Red Cliffs

Washington townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

2 of 3 match: Private indoor pool, Golf course on site or within 15 min walk, Grill

2 of 3 filters match

Price per night from

$126

The Nines Modern 2BR Condo w Pool

Paradise Valley hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 15 minutes

2 of 3 match: Private indoor pool, Golf course on site or within 15 min walk, Grill

2 of 3 filters match

Price per night from

$141

Viewing 38 of 10,015
rentals in Westchester County

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