Chestnut Hill Rentals

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11,090 Houses

Luxurious Loreto Bay, Location, Location, Location

Loreto house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“Wonderful Vacation! Amazing home” What a beautiful home and a lovely neighborhood. I highly recommend hiring a car, there is a lot to see and do locally. We went into the town several times and enjoyed the local restaurants and shops. The highlight of our trip was renting a small boat with local fisherman for the day - he took us to Coronado Island where we snorkeled, beachcombed and sunbathed. A really wonderful experience that I highly recommend. The Loreto Bay community is very friendly, although it is an older crowd - 55+ but we had a fun time, being invited to several impromptu happy hours at local homes and enjoying an open mic night at the local wine bar!! A really wonderful vacation - I will be back again for sure!

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$189

Oceanfront Resort: Clean and Comfortable: Walk to the beach

Hilton Head villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Perfect location” Honestly everything was great. Shelly was extremely accommodating. We are definitely staying in the same place next year due to a great experience.

Responds fast! avg. 1 hour 10 minutes

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$172

Close to the beautiful Santa Maria del Oro lake

Santa Maria del Oro bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$54

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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$149

“Best stay ever!” I had an amazing stay at this Villa! Daniel and his staff were awesome! Maria cooked dinner and breakfast for us which was so tasty! The home was clean and well put together. It had amazing beachfront views, I would definitely stay here again!

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Price per night from

$699

Beachfront entire villa for 6 in El Cuyo

El Cuyo villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

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$264

Modern and Freah Hilton Head Condo - Walking Distance to the Beach

Hilton Head apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Very nice place.” All the amenities that you could ever need at the beach - nice indoor pool, outdoor pool, hot tub, sauna, exercise room and short walk to the beach. We loved Coco's and great food. Lois

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$172

Farm Barcoiça

Ferreira do Zezere farmhouse

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 18

“where I'd like to spend my life !” quiet, clean, fantastic house, ideal for family with small children, away from everything. perfect for my idea of perfect vacation.

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$555

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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$813

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

Two Bedroom Suite: Caribbean Palm Village Resort

Noord hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Caribbean Palm village resort” Very nice, good for children. Is a closed unit, so you can relax to. Clean little bit outdatted but they are working on it

Responds fast! avg. 3 hours 36 minutes

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$178

Two Bedroom Suite: Caribbean Palm Village Resort

Noord condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 36 minutes

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$178

Beach Front ! First Floor! Completely Updated ! Great for Families& Older Folks

Panama City Beach condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

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$218

“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

Solarium True Beachfront studio in lovely Coronado Panama

Playa Coronado apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$81

Relax at our "chalet sans soucis"

San Antonio townhouse

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$212

2BR Beach Escape and Condo at Hilton Head

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great weekend getaway at a great price!” The condo is kept very clean and the host provides lots of great amenities. It is also one of the more affordable options available in the area. We enjoyed our stay and will definitely look to stay here again should we return to the area! Thanks for sharing your beautiful vacation home!!!

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$224

Beautiful, Spacious Beach House in Great Community

Bethany Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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$285

Sunrise Ridge

Grace Bay house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 50 minutes

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$915

309 Ocean Dunes Villa Ocean Front Beach Views

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$321

TOP OF THE WORLD in ARTY house SANTA TERESA

Rio de Janeiro apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$78

Luxury Condo on the beach

Puerto Penasco condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 53 minutes

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$195

As Good As It Gets

St. George Island house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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$1,082

Beach Cottage Straw Man

Bolnuevo chalet

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$167

Aquarel apartment

Boca Chica apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$58

Peaceful Pines--Hot Tub, Wifi, Allergy-Friendly

Truckee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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$516

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Price per night from

$1,145

Responds fast! avg. 1 hour 47 minutes

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$636

The Hideaway is located at Savannah Beach and Racquet Club Tybee Island, GA

Tybee Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 10 minutes

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$178

Best of all it's only 1 minute walk from the beach

Playa Hermosa villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

“Near the Beach = fun!” i had a great time with my stay in Costa rica being right by the beach and having the pool right outside. The pool is gorgeous and always warm for late night swims! I am looking Forward for planning my next trip here!

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$430

Beach Condo short walk to 5th Ave, 333S

Playa del Carmen apartment

  • 1 bathroom
  • sleeps 4

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$251

Villa Serene, Jewel of Black River

Black River villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 12

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$613

Sheraton Vistiana

Ashburn condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$205

Sunset Beach A6 - 3brm condo facing ocean/2 balconies! AC/WiFi/Toys/Kayaks

San Pedro condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 29 minutes

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$287

Skol Apartments, Marbella - beachfront central location 2 bedrooms

Marbella apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

“Perfect Location and Great Place!” Skol apartments exceeded our expectations. The neighborhood was wonderful, the view was great and the apartment met our every need. I would go back here in a heartbeat and have already recommended that our friends must stay there when they travel to Marbella!

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$278

5 bedroom Private Family Get Away

Westhampton Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

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$1,374

Responds fast! avg. 3 hours 5 minutes

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$240

1 Bedroom Suite: Caribbean Palm Village Resort

Noord condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 36 minutes

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Price per night from

$144

Viewing 38 of 11,090
rentals in Chestnut Hill

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