Maui Vacation Rentals

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10,004 condos

INCREDIBLE VIP PRIVATE BEACH SANDOS PLAYACAR & CARACOL

Playacar hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

“Sandos Playacar is Amazing!” My family - me, my husband and two kids - just returned from an amazing week at the Sandos Playacar in Playa Del Carmen. We had such a fantastic time and LOVED Sandos. Everything was great - the food, the staff, the facilities, the entertainment and more! Sandos is a truly beautiful resort - the hacienda was spacious, clean and had all the amenities we needed. The food at the al a carte restaurants was especially good, although we enjoyed the buffet breakfasts very much. The staff bent over backwards to help us with everything. The beach section was beautiful with plenty of comfortable lounge chairs, beds and hammocks to relax in. A short walk down the beach-2 minutes- brought us to a snorkeling area that was filled with tropical fish. The evening entertainment was top notch! All of our plans were booked through Georgette Flamm who provided detailed information and assistance every step of the way. She provided tons of info about the rooms and the resort, reserved transportation from the airport and gave us other valuable tips about our visit to Sandos. She responded to all of my questions immediately - I really was impressed how easy she made it! I would absolutely recommend Georgette Flamm and Sandos to anyone!!

Responds fast! avg. 1 hour 39 minutes

Match: Climbing frame Stereo system Private outdoor pool (unheated) Staffed property Secure parking

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Price per night from

$126

The Golden Dolphin Estate. On the north coast of the Dominican Republic.

Cabrera villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 18

Match: Climbing frame Stereo system Private outdoor pool (unheated) Staffed property Secure parking

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Price per night from

$2,396

La Punta,Manzanillo,Ocean views & Sunset from $600

Manzanillo villa

  • 5 bedrooms
  • 9 bathrooms
  • sleeps 10

“Outstanding” This was my second visit to Casa Las Brisas and it was even better than my first. I could keep coming back year after year. The food, magnificent views, spectacular sunsets, and luxurious accommodations all make for a superb vacation! The staff is outstanding. Although we like to golf (El Tamarindo and Isla Navidad) are great courses, it is also nice to just lay back and enjoy the wonderful weather and pools. My husband and I travel a great deal, but we love to come back to Casa Las Brisas!

Match: Climbing frame Stereo system Private outdoor pool (unheated) Staffed property Secure parking

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Price per night from

$685

3 Bedroom Luxury Villa Residence at Hacienda Encantada

Cabo San Lucas villa

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Climbing frame Stereo system Private outdoor pool (unheated) Staffed property Secure parking

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Price per night from

$1,255

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Home office Day Spa, Hot tub, Guest room

Bellevue house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

4 of 5 match: Private outdoor pool (unheated), Climbing frame, Stereo system, Staffed property, Secure parking

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Price per night from

$113

3BD Villa Including Housekeeper/ Airport Transfers

St. Ann's Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Private outdoor pool (unheated), Climbing frame, Stereo system, Staffed property, Secure parking

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Price per night from

$206

Guest House in Sunny Carmel Valley

Carmel Valley cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

4 of 5 match: Staffed property, Climbing frame, Stereo system, Private outdoor pool (unheated), Secure parking

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Price per night from

$320

Just - Us in Wasco Oregon

Wasco house

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 3

4 of 5 match: Private outdoor pool (unheated), Climbing frame, Stereo system, Staffed property, Secure parking

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Price per night from

$86

3 BD VILLA INCLUDES HOUSEKEEPER/AIRPORT TRANSFERS

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Private outdoor pool (unheated), Climbing frame, Stereo system, Staffed property, Secure parking

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Price per night from

$274

Beach Front/Surf in Front/Very Private/Large

La Libertad house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

4 of 5 match: Climbing frame, Stereo system, Private outdoor pool (unheated), Staffed property, Secure parking

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Price per night from

$229

Luxury Prime Eventlocation Lake Arenal

Tronadora villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 16

4 of 5 match: Climbing frame, Stereo system, Private outdoor pool (unheated), Staffed property, Secure parking

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Price per night from

$9,696

Charming Country Cottage Minutes To Plaza/TOT695N

Sonoma cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

4 of 5 match: Staffed property, Climbing frame, Stereo system, Private outdoor pool (unheated), Secure parking

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Price per night from

$440

Two Hats Ranch

Big Rapids b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Private outdoor pool (unheated), Climbing frame, Stereo system, Staffed property, Secure parking

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Price per night from

$166

2-br watervu apt-Seawind onthe Bay,Montego Bay,Jam

Montego Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

4 of 5 match: Private outdoor pool (unheated), Climbing frame, Stereo system, Staffed property, Secure parking

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Price per night from

$211

Sandcastle Resort - Seaview STUDIO apartment

Ocho Rios studio

  • Studio
  • 1 bathroom
  • sleeps 3

4 of 5 match: Private outdoor pool (unheated), Climbing frame, Stereo system, Staffed property, Secure parking

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Price per night from

$93

Villa sofia tulum

Tulum villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 53 minutes

4 of 5 match: Climbing frame, Stereo system, Private outdoor pool (unheated), Staffed property, Secure parking

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Price per night from

$1,016

BEAUTIFUL MOUNTAIN VIEW APARTMENT-EXCELLENT LOCATION, MINUTES FROM EVERYTHING.

Montego Bay villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 16

4 of 5 match: Climbing frame, Stereo system, Private outdoor pool (unheated), Staffed property, Secure parking

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Price per night from

$514

The Cedars Estate

Ocho Rios villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 27 minutes

4 of 5 match: Climbing frame, Stereo system, Private outdoor pool (unheated), Staffed property, Secure parking

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Price per night from

$1,021

Crowne Gardens Retreat

Middleton house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

4 of 5 match: Climbing frame, Stereo system, Private outdoor pool (unheated), Staffed property, Secure parking

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Price per night from

$1,826

The Bird House

Juan Dolio villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

4 of 5 match: Staffed property, Climbing frame, Stereo system, Private outdoor pool (unheated), Secure parking

4 of 5 filters match

Price per night from

$514

Mountain Paradise Rancho Rio Alegre In Dominican Rep

Monsenor Nouel Province house

  • 17 bedrooms
  • 15 bathrooms
  • sleeps 40

4 of 5 match: Staffed property, Climbing frame, Stereo system, Private outdoor pool (unheated), Secure parking

4 of 5 filters match

Price per night from

$1,369

Mary's Hill Lodge, Tobago

Tobago house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

“A place for great family fun.” My sister and I took her six children all under the age of twelve and they had a blast. The pool was safe enough for the children since the deepest point was 5ft, they enjoyed all the board games and the beds were very comfortable. We had to piratically drag them away for them to see more of the island,and even then they were eager to get back, they did not want to leave when it was over.

Responds fast! avg. 3 hours 27 minutes

4 of 5 match: Staffed property, Climbing frame, Stereo system, Private outdoor pool (unheated), Secure parking

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Price per night from

$201

COUNTRY SETTING BUT CLOSE TO BIG CITY ATTRACTIONS #7519806

New Braunfels apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 5 match: Stereo system, Climbing frame, Private outdoor pool (unheated), Staffed property, Secure parking

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Price per night from

$189

Wyndham Royal Vista on Ocean for Spring Break

Pompano Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Climbing frame, Stereo system, Private outdoor pool (unheated), Staffed property, Secure parking

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Price per night from

$490

Better Than Beach Very Private Killer View Beauty everywhere

Dominical villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 9

4 of 5 match: Climbing frame, Stereo system, Private outdoor pool (unheated), Staffed property, Secure parking

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Price per night from

$284

All-inclusive luxury villa on the beach

Cabarete house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

4 of 5 match: Climbing frame, Stereo system, Private outdoor pool (unheated), Staffed property, Secure parking

4 of 5 filters match

Price per night from

$1,597

Resort Style Staycation! Lots of Space & Privacy!

Spring cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

4 of 5 match: Climbing frame, Stereo system, Private outdoor pool (unheated), Staffed property, Secure parking

4 of 5 filters match

Price per night from

$286

White Seagull -Just For Two- POOL SALE NOW

Cruz Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Spectacular View and Wonderful Hospitality!” We just returned from a wonderful 8-day stay in the White Seagull, at "Just For Two" on St. John. This was a return trip for us, having stayed there, last May, as well. We rarely return to the same location, preferring to seek new adventures. This was a rare exception and a testimony to the wonder of this place - both St. John and Jacqueline's hospitality. The room is wonderfully decorated and comfortable, with 270 degree views of the Caribbean. We overlook Great Cruz Bay and Chocolate Hole from our windows, with views of St. Thomas from the Sky Lounge. It's amazing to wake to the early sunrise and see the ocean view, by simply sitting up in the bed. We took wonderful photos of the sunsets from the rooftop Sky Lounge and our location near the top of a mountain, overlooking the island. Jacqueline readily gave us access to her private patio, as well, providing wonderful views of Great Cruz Bay and relaxing surroundings to talk or simply play cards, in paradise! The room is well decorated with antiques and personal items. There was good Wi-Fi access and a TV with limited channels, but we rarely used them. A fireplace was available, but we can't imagine using it, except in the dead of "winter"! The room offers a small kitchenette, suitable for simple breakfasts or lunch preparation. There is access to a grill in the courtyard, as well. However, we mostly enjoyed the wonderful food at all the restaurants on the island. You definitely need to rent a car and we have had great experience with Courtesy Rental. The roads are steep, somewhat narrow and you get the challenge of driving on the left side. It's a challenge, but quickly becomes comfortable. The roads Just For Two are steep, but enjoyable. There is a back way that allows a "less steep" option, if it is rainy. Next year is our 25th anniversary and we are planning to return, yet again. It's hard to argue with perfection - especially for a milestone date.

Responds fast! avg. 3 hours 17 minutes

4 of 5 match: Climbing frame, Stereo system, Private outdoor pool (unheated), Staffed property, Secure parking

4 of 5 filters match

Price per night from

$599

Paraiso de los Angeles - Villa Palapa Zipolite

Zipolite villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 56 minutes

4 of 5 match: Climbing frame, Stereo system, Private outdoor pool (unheated), Staffed property, Secure parking

4 of 5 filters match

Price per night from

$457

Spectacular view condo 201a

Zihuatanejo apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Climbing frame, Stereo system, Private outdoor pool (unheated), Staffed property, Secure parking

4 of 5 filters match

Price per night from

$286

Spectacular Ocean View PH W/Private Pool

Isla Mujeres condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

4 of 5 match: Climbing frame, Stereo system, Private outdoor pool (unheated), Staffed property, Secure parking

4 of 5 filters match

Price per night from

$263

Casa Francesca

San Juan del Sur villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 26 minutes

4 of 5 match: Climbing frame, Stereo system, Private outdoor pool (unheated), Staffed property, Secure parking

4 of 5 filters match

Price per night from

$229

Pimento Oasis, Ocho Rios, St. Ann, Jamaica

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 5 match: Private outdoor pool (unheated), Climbing frame, Stereo system, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$223

♥ Orlando ChampionsGate Disney Golf 8BR/5BTH(1430)

ChampionsGate house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

Responds fast! avg. 1 hour 40 minutes

4 of 5 match: Private outdoor pool (unheated), Climbing frame, Stereo system, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$371

“Celebrated Our 25th Anniversary at Maya Cala!” This villa was perfect for our 25th Anniversary. We took a pontoon boat out on the lake and renewed our wedding vows in the water of the Bacalar lake at sunset. The home is very private, very safe, well stocked kitchen. The lake was so awesome from the home and gardens bloomed everywhere around the home. There are some secret surprises thru out the gardens that are for surprise as you stroll thru them. We seen alot of beautiful birds s! It was awesome being in the wildlife so much as Maya Cala provides. We used bug repellent in the evenings at the lake and that worked fine for us. We swam directly from the home, a great dock and we kayaked alot along the banks of the lake. Great little local towns fun to check out and don't miss a sunset trip on the lake in a boat. Thank you Sally for your allowing us to use your awesome home for our 25th Anniversary.and heard monkeys, never got to see one but sure think they were the ones making noise

Responds fast! avg. 1 hour 34 minutes

4 of 5 match: Private outdoor pool (unheated), Climbing frame, Stereo system, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$514

Luxury Resort Condo - 10 mins from Disney - fab amenities - great, quiet resort

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 5 match: Private outdoor pool (unheated), Climbing frame, Stereo system, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$166

Salty Sun - Get Away for Fun in Sandestin®! Golf Cart Included!

Sandestin condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

4 of 5 match: Private outdoor pool (unheated), Climbing frame, Stereo system, Staffed property, Secure parking

4 of 5 filters match

Price per night from

$428

Room at the villa with pool

Sosua apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

4 of 5 match: Stereo system, Climbing frame, Private outdoor pool (unheated), Staffed property, Secure parking

4 of 5 filters match

Price per night from

$457

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