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Staffed property
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Housekeeping Included

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Pets allowed
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Car not required
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Beach or lakeside relaxation
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Skiing – property near ski resort
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10,791 Houses

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VistaMar Villa, Santa Martha, Curacao

Soto villa

7 bedrooms
6 bathrooms

sleeps 16

Match: Housekeeping Included Iron Private outdoor pool (unheated)

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Price per night from

$435

Mangrove Villa at Indigo Reef

The Valley villa

4 bedrooms
5 bathrooms

sleeps 10

Responds fast! avg. 42 minutes

Match: Housekeeping Included Iron Private outdoor pool (unheated)

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Price per night from

$1,260

Eagle’s Base Villa

Prospect villa

6 bedrooms
7 bathrooms

sleeps 26

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Price per night from

$915

Maria's - Luxury * Oceanfront * Vacation Rental w/ Private Access to the Beach

Rincon villa

8 bedrooms
6 bathrooms

sleeps 16

Match: Housekeeping Included Iron Private outdoor pool (unheated)

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Price per night from

$2,347

Hidden Gem - Spacious one of a kind Villa w/Views of the Ocean

Inch Marlow b&b

5 bedrooms
6 bathrooms

sleeps 14

Match: Housekeeping Included Iron Private outdoor pool (unheated)

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Price per night from

$2,230

Calypso Villa Galleon Beach 2min walk

English Harbour villa

6 bedrooms
6 bathrooms

sleeps 12

Match: Housekeeping Included Iron Private outdoor pool (unheated)

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Price per night from

$999

The Carib House Turtle Bay Falmouth Antigua

Falmouth villa

5 bedrooms
4 bathrooms

sleeps 10

“Always the best!” We are returning guests forthe last 9 years...do I have to say more?

Match: Housekeeping Included Iron Private outdoor pool (unheated)

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Price per night from

$972

Tobago three bedroom Villa with panoramic seaview, close to airport and town.

Prospect villa

3 bedrooms
3 bathrooms

sleeps 8

“would stay here again!” We very much enjoyed our stay at this villa. The owner was easy to deal with, very pleasant and efficient with communication. The villa itself is in a great location, with good amenities close by. The local bar is a great place to while away a few hours and watch the world go by. The villa itself was actually far nicer and more modern than the photos indicated, and we appreciated the bbq and plunge pool. Accommodations were more than comfortable for a party of 4 adults and one small child. We would have no hesitation in booking this villa again if we were returning to Tobago with friends.

Responds fast! avg. 2 hours 12 minutes

Match: Housekeeping Included Iron Private outdoor pool (unheated)

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Price per night from

$241

Casa Aislada Beautiful Secluded Home in Santa Ana

Santa Ana house

4 bedrooms
5 bathrooms

sleeps 8

Match: Housekeeping Included Iron Private outdoor pool (unheated)

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Price per night from

$372

Sol Mar Villa

Silver Sands villa

3 bedrooms
3 bathrooms

sleeps 6

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Price per night from

$504

"A Mid-Winter Night's Dream" Grand Cayman Oceanfront, Quiet, Secluded, Rum Point

North Side apartment

2 bedrooms
2 bathrooms

sleeps 6

“Winter Getaway” This was not our first trip to Grand Cayman and we are very familiar with the island and what is available by way of accommodation. We have always been partial to the North Side. It offers the peace and tranquillity that you cannot find on 7 Mile Beach and “A Mid-Winter Night’s Dream” has definitely offered us the best experience so far. The condo was as described, very clean and so well equipped, we wanted for nothing. Definitely the best unit in the complex. We had a direct unobstructed view of the ocean and although we had planned to eat dinner at nearby restaurants, we spent most evenings dining on the lanai listing to the sounds of the ocean. Great snorkeling, very private beach and surrounding area. My husband and I highly recommend this property. Many thanks to the Lang family for sharing and a special thanks to Dan, it was a pleasure dealing with you.

Match: Housekeeping Included Iron Private outdoor pool (unheated)

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Price per night from

$281

Seadrift Villa w/ private pool, great entertainment space, easy walk to beach.

Duncans villa

3 bedrooms
4 bathrooms

sleeps 8

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Price per night from

$344

Beautiful and Luxury villa in Caribe (Casa de Campo - Dominican Republic)

La Romana Downtown, Dominican Republic villa

4 bedrooms
5 bathrooms

sleeps 10

Match: Housekeeping Included Iron Private outdoor pool (unheated)

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Price per night from

$629

Shakti Home-The villa you've been dreaming about

Treasure Beach villa

3 bedrooms
3 bathrooms

sleeps 6

“The best the best the best” We traveled with our 4 children and my mother in law to Treasure Beach for the week. It was absolutely Phenomenal. It is perfectly situated On the beach with two magnificent beach coves 20 steps from the door. Our kids were able to run in and out easily all day. Absolutely highlight however is audrey's fantastic cooking. We made a menu with her for the week and every night after a heavenly day at the beach we were greeted with a traditional, home cooked Jamaica Feast. Book early because this house books up far in advance.

Match: Housekeeping Included Iron Private outdoor pool (unheated)

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Price per night from

$778

Exclusive three bedroom beachfront villa Sea Turtle

Black Rock house

3 bedrooms
3 bathrooms

sleeps 6

Match: Housekeeping Included Iron Private outdoor pool (unheated)

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Price per night from

$637

Mango Suite Studio Apartment

Willemstad apartment

1 bedroom
1 bathroom

sleeps 2

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Price per night from

$55

Grande Haven Villa - Oracabessa, St Mary Jamaica

Oracabessa villa

4 bedrooms
5 bathrooms

sleeps 6

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Price per night from

$401

NOW OPEN: Private Beach-Front Villa with COVID-19 Safety Protocols and Staff

Puerto Plata villa

5 bedrooms
5 bathrooms

sleeps 12

Match: Housekeeping Included Iron Private outdoor pool (unheated)

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Price per night from

$241

Luxury Ocean view condo in Los Suenos, Costa Rica

Los Suenos hotel apartment

3 bedrooms
4 bathrooms

sleeps 8

“4th of july vacation” We stayed at your amazing condo, for one week, during july 4th. What a wonderful place to watch the fireworks, top floor, overlooking the island, the beach club, the ocean... The condo is so big, we had a chef cook for us twice during our stay, we had plenty of room for all of us and a couple staying at Veranda. The view from both balconies is stunning and it's a perfect place for relaxing or a party, we did both!!

Match: Housekeeping Included Iron Private outdoor pool (unheated)

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Price per night from

$629

Spanish Colonial House with Pool

Granada house

3 bedrooms
4 bathrooms

sleeps 6

Match: Housekeeping Included Iron Private outdoor pool (unheated)

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Price per night from

$126

Villa Sweet Breeze

Prospect, Tobago villa

3 bedrooms
3 bathrooms

sleeps 6

Match: Housekeeping Included Iron Private outdoor pool (unheated)

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Price per night from

$283

Southern Hospitality in the land of Pura Vida

La Garita guest house

1 bedroom
1 bathroom

sleeps 2

Match: Housekeeping Included Iron Private outdoor pool (unheated)

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Price per night from

$46

Casa La Joya - Luxurious Oceanfront -Redonda Bay

Tola villa

5 bedrooms
6 bathrooms

sleeps 13

“The best vacation ever!!” This vacation was like discovering a hidden paradise ! La Joya was fantastic and gogeous. Abeautiful home overlooking the Pacific ocean high on the cliffs. The people were wonderfully friendly , beaches beautiful. Great surfing and great food.

Match: Housekeeping Included Iron Private outdoor pool (unheated)

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Price per night from

$629

CASA GUARUMO- A treasure in Playa Carrillo.

Playa Carrillo house

5 bedrooms
7 bathrooms

sleeps 22

Responds fast! avg. 42 minutes

Match: Housekeeping Included Iron Private outdoor pool (unheated)

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Price per night from

$801

Villa Azura - Luxury Oceanfront Spectacular Views

Long Bay house

3 bedrooms
3 bathrooms

sleeps 6

Match: Housekeeping Included Iron Private outdoor pool (unheated)

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Price per night from

$915

LUXURIOUS Living: Stunning Ocean Views, Pool, Penthouse HotTub, Private Chef Inc

Manuel Antonio villa

6 bedrooms
7 bathrooms

sleeps 30

“Truly Amazing property!” There are no words to describe how wonderful it was to wake up to the magnificent views at Casa Espanola. The concierge and staff at my vacation Costa Rica were very attentive to all our needs. We were there for my girlfriend's bachelorette party and we were a group of 15! From the beginning, geralyn and Amy did a great job planning out our trip. I was very anxious about how the trip was going to turn out because i had never been to Costa Rica, but they were always so prompt with responding to my emails and executing all that was promised. Geralyn set up all of our excursions ahead of time. She even scheduled massages at the property! You won't want to leave this place! The pictures do not do it justice! It is even more beautiful in person. We posted photos on instagram with the hashtag #casaespanola so that you can see some photos from our experience. There were 4 floors and each had an ocean view! It was refreshing being able to wake up to that every morning! Every day, the cleaning staff came and cleaned up the property thoroughly, so the house was so nice every time we got back from our daily outing. Oh and our private chef, Chef Harold, was amazing!!!! He and his wife are so nice and the food is delicious! They have a menu on site and they will cook anything you request as long as they can get the ingredients. I would recommend Costa Rican cuisine because it is really yummy. All you have to pay for is the cost of food. And it is definitely worth it! The beaches are close by and easy to get to. The cost of transportation is about $1.75 per person each way. We had breakfast at Cafe Milagro. Their food is really good and the coffee drinks are deelish! You must see Manuel Antonio park. It is about a 20 minute stroll through the park where you see cute monkeys and other exotic animals. Once you get to the end of the park, you get to Manuel Antonio beach which is totally worth it! We had a blast. We also went to playa biesanz which is nice and private. Our trip was at the beginning of rainy season (May 28th-June 1st). I was really anxious about the weather because of the weather reports. I will say this: please disregard what you see on your weather app. It said that it was 100% precipitation and that it would be cloudy and raining every day. The weather was amazing pretty much all day. It would get cloudy in the late evening and it did rain a couple nights, but Costa Rica is so amazing that it didn't even bother us. Especially since we stayed at casa Española. I forgot to mention that they even provide you with 2 cell phones in case you need to get in touch with your concierge! How amazing is that? You can use the phone to make any local calls. So after the first couple days, i was able to call my own taxi lol I’m sure some of the other girls will post a review so you can definitely see how happy we were with our experience! Stay here! You won't be disappointed! To Amy, Geralyn and the rest of the staff at My Vacation Costa Rica, Thank you again for your hard work and the amazing experience!

Match: Housekeeping Included Iron Private outdoor pool (unheated)

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Price per night from

$1,716

Golden Dolphin Estate Winery ~ Official TripAdvisor Listing

Cabrera villa

9 bedrooms
10 bathrooms

sleeps 24

Match: Housekeeping Included Iron Private outdoor pool (unheated)

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Price per night from

$2,287

Beautiful Staffed Villa with Spectacular North Shore Ocean Views

Ocho Rios villa

3 bedrooms
4 bathrooms

sleeps 12

“Perfect Vacation Spot” Spectacular views. House is wonderful. Staff is awesome. Could not have been more accommodating. Sharon's meals were awesome. Cutty, our driver is an invaluable resource of information. Will definitely go back

Match: Housekeeping Included Iron Private outdoor pool (unheated)

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Price per night from

$541