Chestnut Hill Rentals

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10,434 Houses

1.5 M to Disney,From $100/nt,3BR 1600 sqft Townhome

Kissimmee apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Spacious family friendly condo close to Disney.” Perfect location to visit Disney. Very spacious with a full kitchen . A great family friendly condo.

Responds fast! avg. 1 hour 27 minutes

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$115

Close to Disney,Seaworld,Convention Center,4br Townhome with Hot Tub

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“Great Family Friendly Home” We had a blast. It felt safe and secure. It was clean and spacious. I have a large family of 9 and everyone had plenty of space. Quiet but friendly neighbors. Amenities were awesome. Hot tub was so relaxing. We had a great time.

Responds fast! avg. 1 hour 27 minutes

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$132

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

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$132

306-AirCon. Upgraded Corner Unit w/Expansive Ocean Views and Extra Large Lanai.

Kailua-Kona apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Amazing place!” We loved our stay at the Banyan Tree Condos. The highlight is, without a doubt, having breakfast on the deck watching the waves and the surfers. This condo has everything you'd possibly need for your stay and I highly recommend it. Next time we're on the Big Island, this is definitely where we'll be staying!

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$287

1 Bdrm Right on the Beach in San Diego + Parking!

San Diego condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$201

Caribe Cove Resort - 2 BR * Unit Top floor * New Mattress - WiFi/Parking free

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$252

DISNEY area Vacation Home at Regal Palms sleeps 9 w/Free WIFI

Davenport townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

“Great place!” Loved the area, away from the traffic, very pleasant. Will stay again. Family enjoyed it. Great way to separate older kids.

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$217

Villa Tortuga- Luxury Beach Condo- Calif Riviera!

Dana Point apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Perfect! - We will be back!!” The condo was more beautiful than the pictures! What a great haven for my husband and I and our four teenagers. The kids loved the pool & beach. We loved the kitchen/living area. It was well stocked, beautifully done and a wonderful place to call home for a week. The convenience of the washer & dryer cannot be overstated with the kids. I also had wifi and the desk with the computer station so I could keep connected to my office - a necessity. Thank you Gus!

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$315

Family friendly condo in Moab by the golf course

Moab apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Wonderful Stay” A short drive from Moab this condo worked extremely well for two retired couples from Canada. Spacious and well equipped including a good selection of condiments and spices we easily prepared our dinners and made good use of the BBQ. The owner , Marta was wonderful to work with. We stayed for a week hiking and visiting the National & State Parks and Scenic drives in the area. A five minute walk from the condo took us to a beautiful Petroglyph Panel.

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$247

Sky Valley Mountain Condo

Sky Valley condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$149

A Vermont Country Inn - Suite

Fairfax b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 22 minutes

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$144

Honua Kai! HUGE 1 BED (248)

Ka'anapali apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Our First Maui Vacation” My girlfriend and I have used Vrbo before, for properties in Europe and have never had an issue. Jill and Terry did not disappoint! The Honua Kai property and more specifically the unit we stayed in owned by Jill and Terry was absolutely incredible! I think it's rated as 4 stars, but clearly it was closer to 5 stars in our opinion. The description and photos on the unit were quite accurate. Jill was amazing with customer service and always helped us when needed. The amount of local information made available to us in the form of a very big binder or two in their condo was awesome. The condo unit was very clean and tidy when we arrived. We highly recommend a visit to Honolua Bay to go snorkling. It's only about a 15 minutes drive from the property, and worth the visit! It's a rocky beach, so leave the beach chairs at home and just take towels and snorkel equipment with you. Also, if you're a foodie, check out Roy's, about 5 miles south of Honua Kai. As well, Duke's is on the Honua Kai resort property and it's an awesome restaurant for drinks, lunch and dinner-highly recommend both Dukes and Roy's. We also went to the Old Lahaina Luau one night, and boy it was just amazing! Great entertainment and food. We would recommend this property to anyone, and have already done so with our friends.

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$457

From $110/nt,Near Disney,Seaworld,Convention Center,4br/3ba townhome with hottub

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 27 minutes

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$132

Pop Art Villa - 3 Bedroom Ski in Ski Out Penthouse

Vail villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$5,725

Upgraded 5-star Penthouse, Bahama Bay near Disney

Davenport apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Very comfortable stay - enjoyed every moment of it!” Very spacious accommodations. We stayed 2 families with little girls who were very anxious to see Disney World parks. The condo was perfect for our stay, we were just about 20 minutes from Magic Kingdom so we were there in a snap. The resort is beautiful and we can't wait to come back again. There are multiple swimming pools, one close to condo's building, another one - bigger and open until 10 pm - near the club house / reception. Another similar size pool at the restaurant area with little white sand beach, volleyball net and table tennis. Also we enjoyed playing tennis on the real hard court surface near reception, very good quality and with lighting. When you need a day off from visiting parks and all these crowds staying on the resort is the great option. Shopping is very close to the resort - 7 minutes drive to Walmart, so you could get anything you need, open 24 hours. We also recommend buying tickets to all attractions at the Walmart since there is a small discount vs buying at the gates. Overall - great experience, highly recommend to anyone. Will definitely come back again!

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$227

Lakefront House in Poconos

Pocono Lake house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 30 minutes

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$367

Rustic Luxury 3 BR 2 BA Townhome w/ Hot Tub

Hidden Valley house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$487

Beautiful 2 bedroom condo,mins. drive to beach, pool

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$207

❤️ Super Cozy Home Minutes to Disney

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Birthday Trip!” I do believe this might have been the funnest trip I've ever taken in my life. Having every single thing just minutes away from you was such a delight and such a pleasure to not have to drive around constantly in the car. This community is gated and seems like a really fun place to actually buy a vacation home. Actually, while we were there we looked into it and might be doing the same thing that this particular person is offering on TripAdvisor as well! First of all, the house was just absolutely amazing... Bigger than my own home even. It was just me, my son and my husband and our house was absolutely humongous. We actually had thought we would have another family with us but it fell through. Everything was clean and perfect. There were many things like dishwasher, laptop, printer, hair dryer, straightener, toiletries, food! When we arrived, we already had some basic needs that were furnished To Us by the owners. It was such a treat to see that they really cared about us to furnish those things! There was a perfect screened in porch out the back over looking a little bit of a water marsh where we got to watch the birds everyday. The wildlife in our particular yard was extremely delightful. From frogs to lizards two birds two cranes we had an amazing time when we were relaxing at home. To my delight, there were also three swimming pools in the complex. One of the pools were in the middle of the community which was right down the street from our home, then there were two others inside the clubhouse which were also fantastic. We really enjoyed the hot tub and sitting underneath the shelter when it started to rain. Since I knew it would be very hot and we would be extremely exhausted, I asked for a maid service halfway through our vacation and I'm so happy I did. It was nice to come home after dinner to a 100% clean house with clean towels and everything perfect. I recommend that you get the service as the cleaning lady does an excellent job! The next time we booked our Walt Disney World vacation I will be using this home again without a doubt. Even though we stayed 7 days, we still did not get to see everything that we wanted to. Next time we come down we are doing 10 to 12 days for sure and cannot wait to come back to Vista Del Lago. I was really surprised on how many friends we made while we were there!! If you are looking for a family home that could easily sleep 7 people, please do yourself a favor and book this, you will be so glad that you did!!

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$252

BLUE BAY BEACH VILLA!

Willemstad villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$275

4BR/3BA 1650 sqft Condo from $100/nt, 2 Miles to Disney

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Excellent Location” THis place was great for our family we stayed for 12 days and have no complaints. We will try to stay next year as well. Thank you

Responds fast! avg. 1 hour 27 minutes

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$115

3 Bedrooms Irvine Family Friendly Vacation Villa

Irvine townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$229

Siesta Key Townhouse across from Pristine Sands of Siesta Key 2B/2B sleeps 6

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Fantastic week in Siesta Key” The townhouse was fantastic and fully equipped with everything we needed for a very comfortable week. The location was outstanding - right across from the beach and the free trolley to the Village stopped right outside. The garage had everything the family needed to take to the beach and we met some lovely people around the pool. Thank you Michelle for your hospitality - we hope to be back soon.

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$189

Reef Club Luxurious 1st Floor Condo

Indian Rocks Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Spring break” We actually visited last April for spring break ....had a wonderful time with family and friends....would definitely love to stay again sometime....the condo was beautiful

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$286

Oceanfront Views and Spectacular Sunsets with Pool

Indian Rocks Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$373

2 miles to Disney,1650 sqft 4BR/3BA big Condo from $80/nt

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Excellent location and all the comforts of home.” Condo was within walking distance of a Winn Dixie grocery store, Fridays, Cracker Barrel, and Outback. The community pool and hot tub were excellent. The condo was equipped with everything we needed. The only negatives were the fact that we were a little disappointed that the ice maker didn't work and definitely dismayed by the fact that the smoke alarms were disconnected. We also had some periodic problems with the cable TV and wi-fi. Those are the things that caused a very good rating instead of an excellent rating. But other than those we would highly recommend the place and definitely stay again, especially if the smoke alarms are fixed.

Responds fast! avg. 1 hour 27 minutes

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$126

Elegant Beach Front Penthouse on Desirable Belleair Beach, FL 2B/2B

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$201

South Maui 3 bedroom at Kamaole One Beach Park

Kihei apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Great Location and host” Plenty of space for 5 adults and being so close to the beach and shops meant that we could get away from each other whenever we wanted to. We all thoroughly enjoyed our first trip to Maui!

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$516

Apartment Sanibel in Fort Myers

Fort Myers apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$166

Countryclub Villas Kona-Luxury Condo Ocean and Golf Views No Stairs

Kailua-Kona condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$258

❤️️TWO ROCK TREEHOUSE ❤️ The mountains are calling you ...

Banner Elk log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$189

Luxury Vacation Rental Oceanfront in Key Largo, nr, Islamorada, Florida Keys

Key Largo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Great place to stay” We stayed at Sally and andrew´s place for a week. When we looked for a place to stay, we wanted a place not to far of Key West and Miami, and this place was just great! There were lots of places to eat out, things to see, and Key West and Miami was not to far away. The apartment was great, Andrew was too! Everthing regarding the stay were done in a professionel way. Both before the stay and after. The way of paying could have been easier though, but that is not a big problem We had a great time, all four of us visiting from Norway. If anyone should ask me where to stay in that erea, I have absolutely no problem telling them about Sally and andrew´s place! Ps: Make shure to have the time to eat at Mrs Mac´s Kitchen...

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$207

Sunrise Retreat In Sun Valley

Sun Valley house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$430

On the Beach All New 2 Two Bedroom Miami Hollywood

Hollywood apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

“Highly Reccomended” This condo beat our wildest dreams & expectations. The apartment itself is spacious, beautifully furnished, & in the perfect location. Most importantly the owner is a pleasure to deal with. Highly recommended and looking forward to coming back soon. Thanks again for a wonderful stay!

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$224

Copala at Quivira Luxury Golf 3 Bedroom Condo

Cabo San Lucas apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$572

The Avalon Royal Dream; Cozy, Spacious, and Intimate

Clearwater apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$207

Amazing Beach Front Gulf Views ~ Las Brisas 506

Madeira Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 41 minutes

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$287

Apartment Butterfly in Fort Myers

Fort Myers apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Cot available Shared outdoor pool (heated)

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Price per night from

$298

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