Westchester County Rentals

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10,007 Houses

The Harmoni in Serenity - Orlando

Clermont house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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

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Price per night from

$127

Sea Pines home with private pool. Light filled and open floor plan.

Hilton Head house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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

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Price per night from

$356

North Myrtle Beach • Oceanfront • Booking for 2024!

Myrtle Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$253

Luxurious Resort Condos minutes from Disney World with full access to all

Celebration condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 10 minutes

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

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Price per night from

$103

Orlando, Villa With south facing Private Pool, Close To Disney

Davenport villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$138

Responds fast! avg. 1 hour 55 minutes

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

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Price per night from

$266

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

ChampionsGate townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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

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Price per night from

$155

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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: Shared outdoor pool (unheated), Golf course on site or within 15 min walk, Balcony or terrace, Private outdoor pool (heated)

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Price per night from

$603

Miami! Hyde Beach Resort 1704 up to 6 guests

Hollywood apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 49 minutes

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

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Price per night from

$298

HYDE Beach Resort 2012 - Hollywood Beach by AmmosVR

Hollywood apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 49 minutes

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

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Price per night from

$337

HYDE Beach Resort 1512 - Hollywood Beach by AmmosVR

Hollywood apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 49 minutes

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

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Price per night from

$337

HYDE Beach Resort 3312 - Hollywood Beach by AmmosVR

Hollywood apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 49 minutes

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

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Price per night from

$404

HYDE Beach Resort PH12 - Hollywood Beach by AmmosVR

Hollywood apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 49 minutes

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

3 of 4 filters match

Price per night from

$404

Miami! Ocean View at Hyde Beach 2712

Hollywood apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 49 minutes

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

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Price per night from

$337

Miami! Ocean View at HYDE Beach 2912

Hollywood apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 49 minutes

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

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Price per night from

$138

Miami - Sunny Isles at Marenas Resort 1908 with ocean views for 6 guests

Sunny Isles Beach apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 49 minutes

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

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Price per night from

$177

DISNEY WORLD SWEETWATER CLUB CONDOMINIUM

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great vacation stay!!!!” EVERYTHING was above what I expected! The condo was very nice and comfortable I couldn't have stayed in a better area I give this vacation home a 10 all around! I will stay here again and again if/when I visit Florida again!!! THANKS MANNY

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

3 of 4 filters match

Price per night from

$75

Gorgeous Condo on Golf Course

Myrtle Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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Price per night from

$172

Gorgeous 3 bedroom end-unit condo on golf course!

Lehigh Acres condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

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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 4 match: Private outdoor pool (heated), Golf course on site or within 15 min walk, Balcony or terrace, Shared outdoor pool (unheated)

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Price per night from

$327

2 Bedroom/2 Bath Spacious Condo - Shore Drive Area

Myrtle Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

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

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Price per night from

$258

Romantic Studio at Gulf Place along 30A with swimming pool and a short 2 minute

Santa Rosa Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 32 minutes

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

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Price per night from

$165

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, Shared outdoor pool (unheated)

3 of 4 filters match

Price per night from

$206

Responds fast! avg. 3 hours 10 minutes

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

3 of 4 filters match

Price per night from

$287

BRAND NEW HOME - 1584TL - The Retreat at Champions Gate 5 Bedroom 5 Bathroom

Davenport house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 4 match: Shared outdoor pool (unheated), Balcony or terrace, Golf course on site or within 15 min walk, Private outdoor pool (heated)

2 of 4 filters match

Price per night from

$367

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

2 of 4 match: Shared outdoor pool (unheated), Balcony or terrace, Golf course on site or within 15 min walk, Private outdoor pool (heated)

2 of 4 filters match

Price per night from

$148

Private heated pool, single floor house. Golf community.

Chandler house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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

3 of 4 filters match

Price per night from

$253

AWARD WINNER, 5 STAR VILLA. Space, Luxury, Unique private sunny corner

Reunion villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“Fabulous Location” From my initial contact with David I found that he responded promptly with any queries that I had and provided me with information on the Reunion Resort and the Kissimmee area. Arriving late on the Saturday evening, welcoming lights had been left on within the villa revealing a superbly decorated and immaculately clean home. The villa was suited to our family needs with 4 ensuite bedrooms. The provision of free wifi was a bonus for the younger family members. During our stay the well equipped kitchen with high quality utensils, including a kettle, was used to cook numerous meals. Our family did make use of items provided for guests such as sat-nav, beach towels and Tommy Bahama beach chairs which proved useful when we visited Clear Water beach. Craig from the Jeeves management team welcomed us on our first day and provided us with information on the Reunion Resort pointing out the community pools etc. The gym appealed to the enthusiastic among us. The Reunion Resort was easy to find with the instructions provided by David, unlike the 192, we experienced no traffic delays from the Disney Parks using the i 4. Publix supermarkets are located nearby. I can now understand why 7720 Link Side Loop, Patriots Landing is named 5* Villa Orlando. It certainly deserves the awards it has received. In my opinion there is a highly professional combination with David the owner and Jeeves the management team offering a high quality service and accommodation to renters. I recommend this villa and the Reunion Resort to any family contemplating a vacation in Orlando. I hope that when I return to Florida that this accommodation will be available on our chosen dates as I doubt if we will be able to find better. David thank you for all your help and playing your part in making our vacation to Florida successful and enjoyable.

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

3 of 4 filters match

Price per night from

$378

⭐ Sensational Large 7 Bedroom Home with Pool,Hot Tub,Games Rm, 5 Min Disney ⭐

Four Corners house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

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

3 of 4 filters match

Price per night from

$402

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

Four Corners house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

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

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Price per night from

$244

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

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Price per night from

$3,950

King Palmilla

Kissimmee villa

  • 8 bedrooms
  • 11 bathrooms
  • sleeps 18

“Great weekend” My family truly enjoyed the stay. The house had a lot more supplies as far as kitchen and grill items. Responsive owner. The kids loved the pool, game room and theatre. It is as pictured. Will definitely be back

Responds fast! avg. 2 hours 21 minutes

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

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Price per night from

$916

Newly Renovated and Furnished Private South Facing Villa near Disney

Orlando villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 57 minutes

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

3 of 4 filters match

Price per night from

$137

Golfers Delight at World Tour

Myrtle Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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

3 of 4 filters match

Price per night from

$430

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

2 of 4 match: Shared outdoor pool (unheated), Balcony or terrace, Golf course on site or within 15 min walk, Private outdoor pool (heated)

2 of 4 filters match

Price per night from

$278

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

2 of 4 match: Shared outdoor pool (unheated), Balcony or terrace, Golf course on site or within 15 min walk, Private outdoor pool (heated)

2 of 4 filters match

Price per night from

$247

Sharing the Dream Villa a family-friendly 5BR/3BA Pool Home with Game Room!

Four Corners villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 19 minutes

2 of 4 match: Shared outdoor pool (unheated), Balcony or terrace, Golf course on site or within 15 min walk, Private outdoor pool (heated)

2 of 4 filters match

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

2 of 4 match: Shared outdoor pool (unheated), Balcony or terrace, Golf course on site or within 15 min walk, Private outdoor pool (heated)

2 of 4 filters match

Price per night from

$214

Viewing 38 of 10,007
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