Chestnut Hill Rentals

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12,219 Houses

Luxury Florida Villa (Pool, FREE Wi-Fi, Gameroom)

Davenport villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

“Fantastic place to stay!!!” The owner and property manager are courteous and prompt to our inquiries. The villa was in great shape.

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$144

Spacious 4-bed lakeside pool villa near Disney

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

“Great Location” We stayed from Saturday to Saturday. Overall the house was good. Pros: Clean, spacious, close to Disney Parks, close to stores, very quite place, easy access, comfortable furnitures, Cons: master bedroom was hot, internet service went down mostly at night time like it has a timer at night, and odd times during day time only for few minutes, the pool only the first day when we arrived pool was with cloudy water and water very hot all the time, we think the heater was on. Cable TV, we had two afternoons that we had no signal. The house has two blenders both not working. No raw meat knife, we had to buy our own for cooking. We wanted to use the garage to place our car, it has many objects we could not use it.

Responds fast! avg. 1 hour 57 minutes

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Price per night from

$148

Luxury 4 Bedroom Villa with Private Pool, 2 Miles from Disney

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great Stay” The house was a better option than hotel rooms. The house was very clean and they had everything necessary for a pleasant stay. They also provided pool towels for the pool or jacuzzi. The jacuzzi was nice and hot and a good option in the evening. Each bedroom had a TV and they had a pool table in the garage. It's a quiet neighborhood. It's not far from Disney or Walmart for groceries.

Responds fast! avg. 2 hours 44 minutes

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Price per night from

$121

Amazing House w/ Pool, Cabana & More Kihei Wailea

Kihei house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

“Best family holiday we have had in ages” This is a really lovely place. The pool area and cabana are private and very user friendly. Beach in the morning and sheltered pool area in the afternoon, ideal with 3 teenagers. Bedrooms are spacious and everything works. We didn't bother with a/c just opened the house up and used the ceiling fans. Plenty of living space and room for people to do their own thing if they wanted to. Close to most things but far enough away from noise and crowds. It helps that Maui is absolutely brilliant. Andrew leaves you alone but is readily available to help with any minor issues. The kids said it was the best family holiday they have been on in ages. We agree.

Responds fast! avg. 3 hours 58 minutes

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Price per night from

$1,432

Caledonia Lodge - fabulous 5 bed villa nr Reunion

Davenport villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

“Love it” me and my family loved this place,kids love the pool me and my wife loved the game room,for peace and quiteand my dauthers love all the space they had.

Responds fast! avg. 1 hour 17 minutes

Match: Private outdoor pool (heated) Safe

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Price per night from

$161

The River House

Telkwa cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 11

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Price per night from

$121

5 Star Ski-in/Ski-Out Condo - Beaver Creek Village

Beaver Creek apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great Spring Break Ski Trip” Our family of four stayed in this condo for spring break in March 2014. The condo was nicely furnished, clean, comfortable and exactly as advertised. The master has a large attached bath that makes getting ready a breeze. The guest bedroom is large with two beds which were very comfortable for our children. The other 2-bath (one tub, one shower) is attached to this guest room which is handy when you're trying to get two kids ready at once. The condo is located right in the village just steps from the ice rink and close to several restaurants. It's just a short walk past the ice rink to the escalator that leads to the slopes and ski school. The unit came with a ski locker downstairs which was very convenient. The building also has 24 hour front desk which would come in handy if there were issues, but we had no issues. The concierge was also very helpful in helping us obtain reservations in advance of our trip, and a last minute reservation once we were there. We rented a car for the trip realizing that we might not need it much, and indeed we spent most of the trip in and around the village using the free shuttle the one time we needed it. However, if a car is in your plans the unit comes with underground heated parking. The owner took the time to send us several recommendations for dinner before our arrival. We spent one dinner at Grouse Mountain Grill. We were expecting typical mountain fare, but were very pleasantly surprised with the meal. It's not inexpensive by any means, but definitely worth the trip. The kids menu items were not just afterthoughts but high quality meals. If you're looking for a nice dinner, this is worth a look. We have used Vrbo several times and always are appreciative when the rental is as advertised. We also appreciated the time the owner spent sending us recommendations. Would definitely stay here again.

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Price per night from

$2,287

Casa dos Amigos - A luxury House in the nature with Heated Swimmingpool

Torreira house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$366

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Price per night from

$251

Ko Olina Beach Villa BT1003 - Ocean Views 10th Floor Sunset and Ocean Views

Kapolei apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“First rate all the way” This location goes beyond all expectations. Everyone visiting Hawaii has preconceived ideas and expectations, this condo goes well beyond what you are expecting. I highly suggest this triple a location and enjoy the area! Fabulous

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Price per night from

$680

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Price per night from

$488

Saba's finest ocean villa

Windwardside house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

“Wonderful and Memorable Vacation” I had the fantastic experience of staying at Hummingbird Villa over a few days late Fall 2010. Mother Nature decided to fling some nasty weather during our stay but that did not dampen one of the most wonderful vacations ever. I was part a of group that stayed there and enjoyed delightful morning breakfasts on the main villa balcony, leisurely strolls into town during noon day, and evening activities that took advantage of a spacious and well maintained facility. The guest room was spotless, the landscape lush and well maintained, and my iPad worked with the wireless which was a really nice added benefit. The view is unbelievable - pictures do not do it justice at all. It's really nice to have both the peace and tranquility of Saba and the modern amenities of life right there when you need them. I would absolutely go back again - you can hang out as a group when you want and then go have some peace and quiet for yourself in one of the most gorgeous places I've ever stayed when you want too.

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Price per night from

$436

Luxurious Villa in Marbella resort, Davenport, Fl

Davenport villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

“Birthday Trip” We were in Orlando celebrating my son's 4th birthday and it was great. The house was clean and very maintained. I spoke with the property manager once, and he gave us some great tips for travel and dealing with the heat. The instructions were clear and we enjoyed our visit.

Responds fast! avg. 1 hour 42 minutes

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Price per night from

$207

Oceanfront home w/sunset views of Sarasota Bay

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$630

Sweetbay Villa

Clermont house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great home.” Everything was as pictured. Clean and quiet area close to many restaurants and shopping. Owner was easy to work with and responsive.

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Price per night from

$207

VILLA ENCANTADA at PACIFIC VACATION | StayPV Full Staff and Chef

Zihuatanejo villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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Price per night from

$1,720

Rainbows End 3 bed & Bath - Florida Villa - Private Pool & Spa

Clermont villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Better than a hotel” The villa is located in a nice,quite environment but close enough to Disney and to shopping opportunities. It is fully equipped with everything you would need, a lot of entertainment facilities are available. Too bad that the little children costumes in the closet wouldn't fit any of us. We very much enjoyed the calm environment after a long day spent in Disney World. Thanks for the pleasant experience hope we can return some times!

Responds fast! avg. 1 hour 2 minutes

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Price per night from

$161

Beautiful "Nature Coast" House, Dock, Heated Pool

Homosassa house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$201

Luxury 4 bedroom villa in Davenport, near Disney,

Davenport villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

“Great family home close to everything” We were a group of 4 adults and 3 kids. This house was perfect and room to spare for additional people if needed. Very well maintained, equipped home. Location was a plus, close to everything, quiet neighborhood. The owner and management team was very quick to respond. Only had to contact them once the morning after arrival, for nothing more than something minor with WiFi. The private pool was a big hit with our grandkids, once the water was warm enough to get in. Definitely would stay here again. Great week.

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$172

LUXURIOUS BEACHFRONT• 248 5-Star Reviews • FT CHEF & Maid • Premier Club

Punta de Mita apartment

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

“Best holiday ever” Everything was fabulous. The fantastic condo, the beautiful interior, the location couldn't be better. A few steps to the pool and another few steps to the ocean. From the first moment it was breathtaking. Susana and Rebecca, the two marvelous staff, did a absolut best job ever to make us the most delicious food and clean up for us every day. Rosina helped us out with all our questions and fix whatever we asked for without a doubt. We travelled the hole way from Sweden without knowing not more than I read on internet, we could even end up on the beach without a condo just cheated ( who knows this days?) I can honestly say I had very high expectations, and for once, ALL my expectations was fullfilled with the highest score. How can I describe a place like this, all the beauty you see with your eyes, all the comfort your body can feel all the things you can do, the beachclubs, the experiences with the fab company Puerto Vallarta adventures and so on..... I can do the list so long. We didn't have time to do evertything we really wanted to because we were so pleased and satisfied to stay at the condo. We had it all there. The only thing I could complain is the 2 last nights there , we stayed for 11 nights, we had some neighbor called and complained at us that we were noisy. Yes, we were laughing and talking, we were 11 persons( we had some friends living in another hotel there on visit) at the terass and playing cards, so naturally our voices was loud. But the clock was before 9 in the evening, it was a friday and the same on saturday. Of course we stop and go to bed, but this incident was the only thing I could complain. We were so lucky that we had better neighbors the rest of the days, otherwise it could destroy the hole vacation. I mean, if you stay in a condo with other people, you must like people and accept they are living around you. If it's a big party nighttime, I fully accept it's not acceptable, but before 9 and just having a good time, not a party, it's too much. Maybe you better stay alone in a private vila without close neighbors. Except this, which I already forgotten by now, this was the best holiday ever with family and good friends celebrating my 50 years anniversary. From my heart: I will thank you Mike, to let us stay in your absolutely most stunning place, with light beautiful energies and everything that comes with that ;)

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Price per night from

$814

VILLA'S CAROLINE AND LOUISE.

Corralejo villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

“Relax in Luxury” If you are looking for somewhere quiet in a beautiful setting, to relax in style, then this for you. We are not long back from our 4th holiday to Villa Louise and love it more each time. The Villa is amazing, ideal for families or couples, fully equipped with all mod cons, (the jacuzzi is a favourite...) and in under 5 minutes by car you can be in the centre of Corralejo. We have always received a first class service, and have become great friends with the owners. 5th avenue restaurant in Corralejo is always our first stop, fantastic steaks and great value. Highly recommend!

Responds fast! avg. 2 hours 32 minutes

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Price per night from

$274

Eagle Villa 5BR 4BA Cofresi Beach Puerto Plata

Puerto Plata villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$367

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Price per night from

$226

Poolsidevilla Glenbrook Rolling Green Dr CLERMONT

Clermont villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Relaxing Stay with family in condo” we had a relaxing stay at the condo mainly the kids had good time in the heated pool and game room. Condo had all the amenities exactly stated in the ad and looked same as in the pictures. It is closer to the Disney World parks. It had walmart and other shopping area within few miles.It was easy check-in and check-out and well managed.Looking forward to stay again sometime this year.

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$161

Beach Front Brand New Villa, Heated Pool & Wi-Fi

Telchac Puerto villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“Wonderful vacation” We spent a Christmas week on the villa and received everything we were dreaming to have during this vacation - a spacious and tastefully decorated villa, very clean and comfortable; a big and clean pool, and an ocean - beautiful and relaxing. It was a great pleasure to have a breakfast on the patio on the second floor, to listen the ocean and breathe fresh salty air, or to relax in hammock during the day or in the evening. The small town of Telchack has few awesome restaurants with fresh seafood and delicious local deserts, it is very quite, far from tourist crowds and local people are very friendly. We have also enjoyed flamingos and other birds watching in the lagoon just few minutes drive, local ruins, ceinotes and Merida with its cultural events. This vacation had just one disadvantage - it passed too quickly. I wish we'll have at least two weeks to spend there.

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$138

The Biggest and Best on Jamaica's South Coast

White House villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 10

“Best Vacation Ever!” My family and I stayed at Point Of View Villa last Christmas. We had a fantastic time! The Villa was beautiful and the staff was extremely nice and helpful. It was wonderful to find a place away from all the tourist traps and high prices, but still be able to take short trips to see many of Jamaica's attractions. My family and I are definitely coming back! Having our own private cook was great, we all loved her cooking and professional service, it was more than we had hoped for. We have stayed other places and this was by far the best. The owner was very helpful advising us. Highly recommended!!!

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Price per night from

$459

Duck Key 50% off October

Duck Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

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Price per night from

$659

Villa Gilgal - Possibilities Are Endless....

White House villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 8 minutes

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Price per night from

$1,718

The Hatch Historic Home

Dunmore Town house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$1,376

Stunning 5 Bedroom Beach-House on the Best Beach i

Black Rock house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$2,067

Morningstar Villa Just 8 miles from Disney Orlando

Clermont villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$218

Luxury Vacation Loghome

Frazier Park log cabin

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 50

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Price per night from

$917

Chateau Margot

St. John villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

“Wonderful” Chateau Margot was perfect for a family celebration and holiday. The three seperate buildings gave privacy and comfort for the three different families on this trip. The terrace was perfect to enjoy the spectacular views and get together for breakfast and afternoon cocktails. The house is very well appointed, tastefully furnished and very quiet.

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$1,058

Carpe Diem! Stunning FL Beach House ON Beach +Dock!

Stuart house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 8

“Perfect for a large family” This is house is fabulous, we had a group of 18 from ages 3-70 and everyone had an amazing time. The house if fully stocked with outside "everything" (pop-up, chairs, beach toys, water toys, masks, snorkles, water shoes....) you need for the beach, and then you go to the river side, and there are paddle boards and kayaks, and little beach with a fire pit, that made the 4th of July extra special. We saw a number of firework shows and made smores, hit will everyone in the group. This was the first time all 4 family's stayed in the same house, and there was plenty of space for everyone to hang out together, or get away from eachother if needed. The kitchen is also ready with plenty of pots, pans, spices, paper plates, plastic silverware, etc. We cooked all but one meal (kids wanted pizza delivered) for the large group with ease for the 5 days we were there. The washers and dryers also helped to make the trip perfect. Everyone was able to back light since we could wash and re-wear items, so no large suitcases needed for the trip.

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Price per night from

$251

Luxury Oceanfront 8bd House! Pool & Jacuzzi facing Ocean call for Deals!

Westhampton Beach house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 18

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Price per night from

$2,002

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Price per night from

$2,063

Villa Violeta Stunning Secluded Beachfront w/Chefs

San Francisco villa

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 14

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Price per night from

$3,840

Vista Oceana- Exclusive OCEAN VIEW Villa closest to M.A. National Park

Manuel Antonio villa

  • 7 bedrooms
  • 10 bathrooms
  • sleeps 18

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Price per night from

$1,828

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