Chestnut Hill Rentals

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10,705 Houses

5Br/3Ba townhome with hot tub/ lake View,Close Disney,Seaworld,Convention Center

Kissimmee townhouse

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

“Ok” Overall it was fine..checkout was at 11 and at 10 cleaners knocked on door and then preceded to sit in driveway waiting for us to leave. There was no dish soap or soap in bathrooms which would have been nice.

Responds fast! avg. 1 hour 27 minutes

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$149

5br/3ba townhome with hot tub,Near Disney,Seaworld,Convention center

Kissimmee apartment

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

“Vacation rental” The overall experience was nice. The hot was only hot for one day and wouldn't get hot again there after. The cookware needs to be updated but overall we had a great time. I wouldn't definitely rent this rental again.

Responds fast! avg. 1 hour 27 minutes

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$138

From $110/nt,4br/3ba townhome with lake view,Near Disney,Seaworld

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 27 minutes

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$132

THE RANCH ESTATE BY THE SEA 7 Bedrooms 7000 SQ FT Sleeps 24

Rancho Santa Fe house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 24

“Amazing Horse Property 10 Min from Beach” I traveled to the Ranch by The Sea with my family. We had a large group with age range from age 5 to 75 years of age. This is the perfect destination for any age. Bob the owner was a terrific host. He showed us everything we needed to know about how to use everything on the property. He also gave us suggestions of restaurants, bars, and best places to go to the beach which was very helpful since we were not familiar with the area. Anything we needed we just had to text or call him and he was available. There is plenty to do on the property no matter what age you are. There are many private rooms with tvs if you are just looking to relax and have some quite time. There are also many common areas to have fun with others to play pool, arcade games, ping pong etc and not disturb anyone else. There is a large patio with a fantastic view overlooking the pool and San Diego. Every evening around sunset you would see hot air balloons in the sky that would take off around Del Mar Race Track. There are also great sunsets to the west that fill the sky with vibrant orange and pink colors that everyone loved! Both the kids and adults loved the pool and hot tub. There is a shallow end and a diving board so a little bit for everyone. There is plenty of seating by the pool to watch the kids or just lounge and kick back and sun tan. If you are a horse lover this property is a must. There are horses on property with a large riding arena. The owner gave both kids and adults very fun and informative riding lessons. He is very knowledgeable about horses and riding. He is fun but informative and safe all at the same time. So whether you are an experienced rider or first timer everyone can have a great time. The house is very large with many different bedrooms. It is great because you can have a large group but everyone can have piece and quite and their own space which we all thought was great. I would definitely recommend this place to anyone looking for a great place to stay in the San Diego area. We definitely didn't want to leave and will be coming back soon to do it again.

Responds fast! avg. 49 minutes

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$2,285

Disney Pool Home in Gated Resort, Amenities for All

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 15

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$206

Sunny Disney Pool Home in Gated Resort, Amenities for All

Orlando villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

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$212

Harbor Springs Condo, Prime Year Round Location

Harbor Springs condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“great location” The condo was very clean and Mark was very easy to work with. The pool and tennis courts were within walking distance. We love Petoskey and Harbor Springs!

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$258

Disney Pool Home, Great view, Gated resort

Orlando villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

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$218

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

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$205

8br/6ba pool villa from $260/nt ,Close to Disney

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

“Mrs” Me and my family really enjoyed staying at the property rental it was ever thing we need in a vaction rental.

Responds fast! avg. 1 hour 27 minutes

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$344

AWESOME WHITEFISH TOWNHOUSE/Big Mountain/Glacier/3 bd/3 lvls/2 pools/GREAT HOSTS

Whitefish apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“A Forest Bungalow!” My family and I had a great time at Ptarmigan, Big Mountain-Whitefish, MT. We did it all! Went to Glacier National Park, enjoyed Big Mountain, toured the town and relaxed in the hottub! Our favorite part was making meals in a house in the woods. It was so magical being surrounded by cedar trees on a mountainside. Thanks for the memorable stay!

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$247

Disney Pool Home, Great view, Gated resort near Golf

Orlando villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

“Spacious and comfortable” Although this was not the home pictured in the photos of the home we chose and thought we were staying, it provided the same spacious and comfortable space needed for a family reunion. The lanai with the pool and hot tub was really nice with amazing sunsets in the evening and moonsets in the early morning. There was a resident Sandhill crane who meandered by for a visit each day. The location of this quiet resort community was pleasantly out of the way of the crowds, yet reasonably convenient to anything you would need or want to do. Our main concern was that we were unable to consistently lock the back sliding glass door and there was no bar to place to lock it. (And, the crumb tray on the toaster was broken.) Other than that, the home was a little tired, but more than adequate. Thank you for a delightful week!

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$189

Gorgeous Direct Gulf/Beach Front 2 Bedroom Condo on Siesta Key, Amazing views!

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 1 minutes

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$266

“Good price for family of 10” With 5 bedrooms, fits 10 comfortably. Owner is very helpful and location is 20mins from the parks. Walmart and restaurants are very close.

Responds fast! avg. 1 hour 27 minutes

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$149

Luxury apartment on Picturesque Tuscan estate

Quota apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

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$319

VILLA with Large Gardens,Jacuzzi and Privat Heated Pool

Lagos villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Wonderful villa, peaceful surroundings” We spent 2 weeks at this wonderful villa, in very peaceful surroundings, and even saw the local cork trees being harvested. Teresa and Jose were very friendly and helpful, but also didn't impose, and let you enjoy their lovely villa without intruding. The far west of the algarve is still a beautiful place to visit.

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$117

⭐Comfy Villa w/ Golf Clubhouse - Adventure & Thrills For Everyone⭐

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

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$336

Algarrobo Laguna Bahía Crystal Lagoons

Algarrobo apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 46 minutes

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$161

Out of the Blue Villa

Treasure Beach villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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$1,145

Lake Travis The Hollows Largest 3BR/3BA Villa with Beautiful Lake Travis Views!

Jonestown apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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$287

Beech Tree Cottage

Sag Harbor cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“The cottage experience was relaxing and peaceful with a short wa” Enchanting cottage, very comfortable, enjoyed a little interaction with the owner's family and dog. Very sweet.

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$687

Cottage on the Beach, Romantic, Oahu North Shore Mokuleia (Licensed!)

Waialua cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“The sound of the waves, right outside your door, are like a lull” We had a "rough time" getting here (mechanical problems with the plane, canceled flight, etc.) but the cottage soothed our tired souls! We found the drum of the waves to be the best lullaby and the fresh air and abundant sunshine to renew our spirits. We appreciated the personal art on the walls and the large open space. For folks who enjoy cooking with local produce, the well stocked kitchen, the large number of pots/pans/utensils, and the full sized refrigerator are perfect. There was plenty of hot water in the shower (and good water pressure!), the furniture was comfortable (brought back memories of beach houses from our childhood), and the large counter surface in the "dressing room" was perfect for all of our "stuff". We used the outdoor patio table for several breakfasts and dinners, watched a neighbor vacationer fish from the sea wall, and took daily walks on the nearly deserted beach. There were many informative books in the cottage along with maps, Dvds, etc. We used the guide books but were too busy enjoying Oahu to need any other form of entertainment! Although we have traveled extensively in the past few years, this was our first trip to Hawaii. We have already recommended the cottage to family and friends - thank you, Peter, for sharing your wonderful home.

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$338

Large Disney Pool Home w/Game Room, Resort Amenities

Orlando house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 20

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$212

From $100/NT,1.5 Mile to Disney ,1808 sq ft 4br/3ba townhome with lake view

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great location” We had great times in Oakwater, all was perfect! The house is fully equipped, all is clean, new and works perfect!It is an ideal location, close to everything. Near the home are so many great restaurants such as: Bonefish, Longhorn, Golden Corral, Ihop, Bahama Breeze, Buffalo Wild Wings, Flippers Pizza*, Red Lobster and lots more! The super target is within 2 min as well as the Publix.It is also located in very quiet area. There are great sports facilities, tennis court, and the pool area itself is fantastic. We enjoyed it very much and the pool s huge and warm !!! We loved it and will definitely recommend to our friends and family!

Responds fast! avg. 1 hour 27 minutes

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$121

SKI IN/OUT Mtn View Beaver Crk Lux Resort with 2 Bdm 2 Bath 200 Star Reviews

Beaver Creek apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

“Simply perfect” I am not sure whether this is our 4th or 5th time at this condo as it seems so much like a home from home to us. David is one of the easiest, most helpful, flexible and generous person to deal with and makes the whole experience of renting there so pleasant. The condo is well furnished, comfortable and homely with the owner's personal items still there. He has even installed apple TV this time so that we could watch Netflix during our stay (he also has an iMac there for guests use too). All the facilities and benefits of The Charter are also available and so you benefit from the reception, concierge, bell boys, ski storage, private transport to the slopes, spa, swimming pool, sauna, jacuzzi etc. All in all, we can't wait to return again, which must be the best type of recommendation.

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$1,140

NEW-Ocean Front condo-Romantic-zone-Amapas 353

Puerto Vallarta apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Beautiful High End Condo - Competitive Rates” We stayed here for seven nights in Dec/2014. The owner, Denis, and local PVR management were really easy to work with. Denis responds quickly to inquiries and is thoughtful in giving his tips of top restaurants in the area. This condo is gorgeous with high end furnishings and appliances, but with really competitive rates considering how luxurious it is. The building is new and the roof top pool/lounge area was peaceful, if you should decide to skip a day at the beach, which was just a flight of stairs away. This condo has a great location in Zona Romantica with restaurants and shopping just a few minutes walk away. After looking at the pictures shown with this listing, it was an easy decision to stay here, and the pictures don't lie. We had seven nights of beautiful ocean sunsets right from our balcony. We would definately stay here again.

Responds fast! avg. 1 hour 21 minutes

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$224

“Paradise” My husband and I plus 3 children recently returned from our first trip to Orlando, Florida. We stayed in the Villa Esquire. I can't say enough good things about this place! The neighbourhood is beautiful. I spent many hours walking the streets with my 3 children and always felt completely safe. David and Nikki did everything within their power to make our stay comfortable and fun! They called several times just to see if there was anything that they could assist us with. They keep this home in immaculate shape. Everything from the paint to the appliances, bedding, dishes, and electronics are brand new. This home is also spotless and tastefully decorated with tons of personal touches to make you feel right at home. It had everything I could possibly need for my infant including; a brand new stroller, a play pen and high chair to even baby spoons and baby linens. The kitchen is fully equipped to help with all of your cooking needs big or small. I even found a sewing kit when I ripped the hem on my dress! The layout of this home is perfect for several families. There is two master suites; one upstairs and one down. So even though we had 3 different groups in the home their was still tons of privacy. The game room was awesome! My kids and husband spent many evenings enjoying the x box, pool table etc. We also spent hours on end enjoying the heated pool! The kids loved it so much we had a hard time convincing them to leave the house to hit the parks! Disney is a close 15 minutes, Sea World 25, Busch Gardens 1 hour, and Cape Canaveral Beach a hair over an hour. There are also loads of restaurants nearby such as Olive Garden, Long Horn, Chilies, and applebee's. Plus a choice choice of shopping centres and outlets. the grocery, post office and Walmart were literally a five minute drive down the street. We absolutely loved Florida and this beautiful home and hope to return soon. Thank you David and Nikki for making our stay perfect and our trip one we will never forget!

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$342

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$201

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.

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$1,985

⭐Great Value Villa w/ Private Pool - Nearby Disney Resort⭐

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

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$265

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.

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$115

TENNIS RANCH ESTATE BY THE SEA 6 BEDROOMS 6500 SQ. FT SLEEPS 20 PRIVATE POOL.

Rancho Santa Fe house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 20

“Breathtaking Tennis Estate” This estate is truly amazing. It has had everything I was looking for. I went here with my family and friends. We all had an amazing time. It has something for everyone. My friends and I throughly enjoyed the tennis court. We played so much I think I still have blisters on my feet lol. The tennis court isn't the only thing played on it. The kids loved riding bike, playing catch, basketball, tag, among other games they played. There is also a great playground adjacent to the tennis court in the grass. The kids also loved jumping on the trampoline. This estate also has a pool. It is a great pool just to lounge in or if you have kids there is no deep end which we all liked. No matter where you are this place has amazing views. You have views of the country side along with views overlooking San Diego. We really loved that every night we saw hot air balloons in the sunset sky. Also in the summer months Sea World shoots off fireworks which we could see in the horizon on clear nights. Although there are many restaurants near by. This estate has an amazing gourmet kitchen. There were a few nights we decided to not go out and went to a local grocery store a mile away to pick up food to cook which was very nice. \ Bob is the best host. Not only is he very funny and easy to get along with. He is also very helpful if you ever need anything just text or call him. He is also very knowledgable about things to do, see, restaurants, beaches, shopping, etc. This house is also one level which is good if you have anyone elderly or young children staying with you. This is which the exception of the stairs going down to the pool, tennis court, and playground. Also, there is an apartment above the garage that you need to climb stairs to get to. This apartment is also great. It is a one bedroom with full kitchen, bathroom, and living room. I would recommend this place to anyone. Especially if you love Tennis or have kids.

Responds fast! avg. 49 minutes

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$2,285

Awesome Mickey Themed Kids Rooms-bbq in back yard!

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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$137

BREATHTAKING Ocean views await at Tropical Daze

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Couldn't be better!!!” If you are looking to rest and relax, look no further.

Responds fast! avg. 2 hours 17 minutes

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$286

Caitlins Disney Condo - Spacious and convenient

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Clean, quiet, comfortable, and roomy!” We have a large family, with 5 kids. We brought my mother with us on vacation, giving us a whopping 8 people to accommodate, for a week and this condo gave us plenty of space and beds for everyone to sleep comfortably! The gated community is great! Clean and quiet with plenty of parking.

Responds fast! avg. 3 hours 4 minutes

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$137

9br/6ba pool villa from $380/nt,Close to Disney

Kissimmee house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 20

“Nice house for large family” The house itself is very attractive. The bedrooms were very well appointed. There were sufficient towels and plates, silverware, glassware, etc., for our party. Our major problem was the parking. It is a very over-crowded community and we had five cars (to be expected in a six master-bedroom house that fits 18+), and we often had trouble parking near the house. My only other complaint (if you could call it that) was the trash. We had one large trash can and it got picked up on Monday morning. We were there for six full days with 13 people, so we easily refilled it up and then had multiple loose bags with nowhere to put them through the end of our stay. No recyclable can was available, either, so recyclables had to go in trash bags. Owner was easy to work with. Thanks for a very nice home!

Responds fast! avg. 1 hour 27 minutes

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Price per night from

$401

Mt.Bachelor Village Resort--Comfortable living

Bend apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$172

Williamsburg Deluxe Cabin

Williamsburg log cabin

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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$273

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