Vacation Rentals & Apartments in Charleston

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

Puerto Plata villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Cot available Private outdoor pool (unheated) Sea view Wheelchair accessible

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Price per night from

$297

“superb” lovely villa with stunning wrap-around veranda. beautiful master suite. good kitchen (we cooked dinner every night) . fantastic porch. peter, the owner, could not have been more helpful or pleasant to make arrangements with. and when one of our key-travelers was stranded in england due to the terrible snow, he suggested a very clever re-route (paris>st.maartens>nevis) that literally saved the family christmas. the villa is set in a large tended garden. lovely pool area. 7 minute enjoyable walk to oaulie beach - our favorite beach on the island (the fish tacos - incredible!). also near Gallipot restaurant - very good - and Ms June's that counts Oprah Winfrey among its former diners. monkey's visited the villa's grounds several times - to our great delight. we loved Golden Rock, the bar and south porch at Hermitage, the lobster salad at Montpelier... and Sweet Lips.

Match: Cot available Private outdoor pool (unheated) Sea view Wheelchair accessible

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Price per night from

$628

Hotel Overview

Barahona Province b&b

  • 1 bedroom
  • 4 bathrooms
  • sleeps 12

Match: Cot available Private outdoor pool (unheated) Sea view Wheelchair accessible

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Price per night from

$245

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: Cot available Private outdoor pool (unheated) Sea view Wheelchair accessible

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Price per night from

$1,712

Secluded Cliff Top Villa with a Stunning View

Cap Estate villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Cot available Private outdoor pool (unheated) Sea view Wheelchair accessible

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Price per night from

$742

Villa Serene, Jewel of Black River

Black River villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Cot available Private outdoor pool (unheated) Sea view Wheelchair accessible

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Price per night from

$611

Garden House by the Beach, right at the beach, in Tulemar, Manuel Antonio

Manuel Antonio house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 3 hours 59 minutes

Match: Cot available Private outdoor pool (unheated) Sea view Wheelchair accessible

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Price per night from

$1,141

Zion | Beachfront Paradise | Swimming Pool | Modern Luxury | Central Eleuthera

South Palmetto Point house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 13

Match: Cot available Private outdoor pool (unheated) Sea view Wheelchair accessible

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Price per night from

$1,854

Oceanfront Condo Cabarete Dominican Republic

Cabarete apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Cot available Private outdoor pool (unheated) Sea view Wheelchair accessible

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Price per night from

$229

Doubloon Villa, large pool and sandy beach at heart of Treasure Beach

Treasure Beach villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“Most amazing vacation and service I've ever had” There are so many wonderful things to say about this vacation its hard to consolidate it down :) The house is absolutely amazing. Each bedroom is special and unique and the outdoor living space is more than we could dream of. Hio and Nadine were our chefs and housekeepers and I couldn't say anything better about those two - they made the most delicious food, helped us with any favors or questions we had, and probably made too many trips to the grocery store (and liquor store!) than usual for us! Robert was awesome as the groundskeeper - as soon as it started raining (which probably lasted 5 minutes the entire trip) he would appear out of thin air to get the outdoor seat cushions out of the rain. We had such a great time and it was my husband and mine's first time bringing our friends - its a different kind of vacation, much more authentic and cultural than most are used to so we were a little nervous about how they would like it but everyone agreed - this vacation was amazing. I would highly recommend it to anyone looking for a more relaxing, private, and less touristy vacation spot.

Match: Cot available Private outdoor pool (unheated) Sea view Wheelchair accessible

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Price per night from

$725

Sea front villa in Nonsuch Bay; own beach & pool

Freetown villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

“3 weeks in Paradise.” We have stayed in this wonderfull villa the last five years for shorter or longer time. We enjoyed to relax by the pool in the beautifull surroundings,take the boat out to one of the islands for a picnik, or to one of the resturants nearby. The Villa is tastefully decorated in antiguan style it is easy to feel at home and very comfetable. The garden is wonderfull and there is a little private beach where you can enjoy the morning swim. We enjoyed the evening on the terrace watching the boats anker up in the bay.

Match: Cot available Private outdoor pool (unheated) Sea view Wheelchair accessible

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Price per night from

$1,597

Southern Views on Fairmont Southampton Hotel Property

Southampton Parish house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Responds fast! avg. 48 minutes

Match: Cot available Private outdoor pool (unheated) Sea view Wheelchair accessible

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Price per night from

$1,712

Enchanting, Family Friendly 3bdr, adjustable fee for more or less bedrooms

East End Village house

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 11

Responds fast! avg. 1 hour 43 minutes

Match: Cot available Private outdoor pool (unheated) Sea view Wheelchair accessible

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Price per night from

$1,255

Villa Helianthus, Bequia

Bequia villa

  • 4 bedrooms
  • 7 bathrooms
  • sleeps 10

Match: Cot available Private outdoor pool (unheated) Sea view Wheelchair accessible

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Price per night from

$1,923

Match: Cot available Private outdoor pool (unheated) Sea view Wheelchair accessible

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Price per night from

$1,483

Luxory Villa Kamar in the cente almost front of the ocean 5 bedrooms 5 bathrooms

Playa Samara villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Cot available Private outdoor pool (unheated) Sea view Wheelchair accessible

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Price per night from

$673

BestValue1300/5bd/night. Rent 1 bdr or more, rates adjusted on a sliding scale

Seafeathers villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 11

“A luxurious getaway par excellence” The Villa Gardenia provided the ideal setting for our week in paradise. The villa accommodated three couples (one with young child) with ease. With warm colors and a bright, airy, open layout, we never wanted to leave. Whether lingering in the kitchen after a meal, lounging on the adjoining living room's sofa or (most of all) spending hours by the gorgeous pool, the Villa Gardenia was a delight. We can't wait to return!

Responds fast! avg. 1 hour 43 minutes

Match: Cot available Private outdoor pool (unheated) Sea view Wheelchair accessible

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Price per night from

$1,632

Villa De Cabras

Portalon house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Cot available Private outdoor pool (unheated) Sea view Wheelchair accessible

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Price per night from

$109

Hibiscus beach house Bed & Breakfast Double Room garden view room

Vista Royal b&b

  • 4 bedrooms
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 hours 26 minutes

Match: Cot available Private outdoor pool (unheated) Sea view Wheelchair accessible

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Price per night from

$132

Topaz Villa

Runaway Bay villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Cot available Private outdoor pool (unheated) Sea view Wheelchair accessible

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Price per night from

$58

La Casita Villa - Oceanfront Vacation Rental

Maho villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 54 minutes

Match: Cot available Private outdoor pool (unheated) Sea view Wheelchair accessible

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Price per night from

$525

Private Beach Front Home with Private Pool. Great view! Great location!

La Cruz de Huanacaxtle house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Cot available Private outdoor pool (unheated) Sea view Wheelchair accessible

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Price per night from

$211

A Grenada Villa : Grenada Jewel In The Caribbean

St. George's villa

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 4

Match: Cot available Private outdoor pool (unheated) Sea view Wheelchair accessible

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Price per night from

$229

Dream Villa - 5 bedrooms - Magnificent infinity pool - sea view

Cul de Sac villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Cot available Private outdoor pool (unheated) Sea view Wheelchair accessible

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Price per night from

$786

Fantastic Ocean Views and Breezes

Cruz Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

“Can't wait to go back!” We loved Villa Mar de amores from the moment we got there. Amazing views, great vibes, lovely decorations, high ceilings, comfy beds, great kitchen, just perfect. It's even nicer than the pictures. We all started smiling when we climbed to the top of the hill in our Jeep. Perfect amount of space for the five of us. Could sit on that deck any time of day and be totally entranced. The owner is great, and the on island managers were also great. We booked the house again for next year before we left!

Match: Cot available Private outdoor pool (unheated) Sea view Wheelchair accessible

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Price per night from

$571

CARIBBEAN VILLA 8 PERS. POOL SEA

Sainte Rose villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Cot available Private outdoor pool (unheated) Sea view Wheelchair accessible

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Price per night from

$406

Very Large Sea-View Villa - Central Rodney Bay, St Lucia

Rodney Bay villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 34

Match: Cot available Private outdoor pool (unheated) Sea view Wheelchair accessible

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Price per night from

$1,144

One of a kind #Luxury retreat

Ponta Delgada villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

Match: Cot available Private outdoor pool (unheated) Sea view Wheelchair accessible

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Price per night from

$277

Villa Tartaruga Punta Cana

Punta Cana villa

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 16

Match: Cot available Private outdoor pool (unheated) Sea view Wheelchair accessible

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Price per night from

$9,891

Beachfront villa with pool, great for groups, vacation together safely!

Cocles house

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 14

Match: Cot available Private outdoor pool (unheated) Sea view Wheelchair accessible

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Price per night from

$457

JULIANADORP TROPICAL VILLAS

Willemstad villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Cot available Private outdoor pool (unheated) Sea view Wheelchair accessible

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Price per night from

$135

These homes match some but not all of your filters. Clear all filters

Mi Vallecito

El Cope house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 18

2 of 4 match: Sea view, Private outdoor pool (unheated), Cot available, Wheelchair accessible

2 of 4 filters match

Price per night from

$343

BEST LOCATION in complex! Lower level, Pool side, Beach front, Ocean view

Cabo San Lucas condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Private outdoor pool (unheated), Cot available, Sea view, Wheelchair accessible

3 of 4 filters match

Price per night from

$400

PrivateEstate/Views/Beaches/Ocean/Close to Everything Yet Feels Isolated/5 ppl

Corcovado National Park house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 5

3 of 4 match: Cot available, Private outdoor pool (unheated), Sea view, Wheelchair accessible

3 of 4 filters match

Price per night from

$314

Exclusive ViP Junior Suite

Puerto Plata private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Private outdoor pool (unheated), Cot available, Sea view, Wheelchair accessible

3 of 4 filters match

Price per night from

$126

Entre Mer et Océan Cottages & Spa

Grande-Anse villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

3 of 4 match: Private outdoor pool (unheated), Cot available, Sea view, Wheelchair accessible

3 of 4 filters match

Price per night from

$199

Encantada Guest House: Private Paradise Just for Two, Hot Tub, Private Pool

El Castillo house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 2

3 of 4 match: Sea view, Cot available, Private outdoor pool (unheated), Wheelchair accessible

3 of 4 filters match

Price per night from

$149

ARCHIPEL MAIMEO LA CABOTTE / Charming villa / Pool / 4-6 pers / clim

Saint Francois villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

3 of 4 match: Sea view, Cot available, Private outdoor pool (unheated), Wheelchair accessible

3 of 4 filters match

Price per night from

$160

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