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: Boat available Shared outdoor pool (unheated) Private outdoor pool (unheated) Swing set or jungle gym

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Price per night from

$127

POSADA LA CASONA DEL CHEF HUGUITO

San Juan Bautista b&b

  • 10 bedrooms
  • 33 bathrooms
  • sleeps 45

Match: Boat available Shared outdoor pool (unheated) Private outdoor pool (unheated) Swing set or jungle gym

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Price per night from

$15

Creative Hotels

Ain Benian apartment

  • 1 bedroom
  • 4 bathrooms
  • sleeps 1

Match: Boat available Shared outdoor pool (unheated) Private outdoor pool (unheated) Swing set or jungle gym

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West Indies Luxurious Suite SPA 5* (8 pax) St Maarten front of St Barth island

Oyster Pond apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Boat available Shared outdoor pool (unheated) Private outdoor pool (unheated) Swing set or jungle gym

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Price per night from

$239

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King Lewey's Island Resort Private Island

Placencia lodge

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 28

3 of 4 match: Private outdoor pool (unheated), Boat available, Shared outdoor pool (unheated), Swing set or jungle gym

3 of 4 filters match

Price per night from

$3,436

Coconut Ranch

Harbour Island house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

3 of 4 match: Swing set or jungle gym, Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated)

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Price per night from

$3,675

La Mayur Private Home / Apartment Utila Bay Island Honduras

Utila cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 50 minutes

3 of 4 match: Shared outdoor pool (unheated), Boat available, Private outdoor pool (unheated), Swing set or jungle gym

3 of 4 filters match

Price per night from

$160

Vacation Waterfront Cottage

Myakka City cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

3 of 4 match: Shared outdoor pool (unheated), Boat available, Private outdoor pool (unheated), Swing set or jungle gym

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Price per night from

$158

Tom´s Paradise, River Front View, Private Pool + Free Breakfast

Izabal house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 16

3 of 4 match: Shared outdoor pool (unheated), Boat available, Private outdoor pool (unheated), Swing set or jungle gym

3 of 4 filters match

Price per night from

$315

Little Piece of Paradise Cabin 4

Campbellsport cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

2 of 4 match: Private outdoor pool (unheated), Shared outdoor pool (unheated), Boat available, Swing set or jungle gym

2 of 4 filters match

Price per night from

$172

WORLDS MOST ROMANTIC BUNGALOW

Isla Loma Partida bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 4 match: Private outdoor pool (unheated), Shared outdoor pool (unheated), Boat available, Swing set or jungle gym

2 of 4 filters match

Price per night from

$316

Penthouse w Ocean, Mountain & Pool Views

Farallon apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated), Swing set or jungle gym

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Price per night from

$316

The Fountains (Bluegreen)

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 24 minutes

3 of 4 match: Private outdoor pool (unheated), Boat available, Shared outdoor pool (unheated), Swing set or jungle gym

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Price per night from

$259

3 of 4 match: Private outdoor pool (unheated), Boat available, Shared outdoor pool (unheated), Swing set or jungle gym

3 of 4 filters match

Price per night from

$488

Villa inside Porto Ixtapa exclusive yacht club

Ixtapa villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

3 of 4 match: Private outdoor pool (unheated), Boat available, Shared outdoor pool (unheated), Swing set or jungle gym

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Price per night from

$98

Best Sunset Views on the Island! Waterfront, Boat dock, Elevator, pool, fish!

Topsail Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

3 of 4 match: Private outdoor pool (unheated), Boat available, Shared outdoor pool (unheated), Swing set or jungle gym

3 of 4 filters match

Price per night from

$459

Seaview Deluxe Casita - Right on the Beach!

San Pedro beach hut

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 43 minutes

3 of 4 match: Private outdoor pool (unheated), Boat available, Shared outdoor pool (unheated), Swing set or jungle gym

3 of 4 filters match

Price per night from

$172

Sailing, Montego Bay, Pool, Beach, 876, Jamaica

Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Private outdoor pool (unheated), Boat available, Shared outdoor pool (unheated), Swing set or jungle gym

3 of 4 filters match

Price per night from

$91

Beach Resort Upgraded Accommodation (Coral Cabana Suite)

San Pedro lodge

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 43 minutes

3 of 4 match: Private outdoor pool (unheated), Boat available, Shared outdoor pool (unheated), Swing set or jungle gym

3 of 4 filters match

Price per night from

$132

Beach cabana suite (del rio)

San Pedro cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 43 minutes

3 of 4 match: Private outdoor pool (unheated), Boat available, Shared outdoor pool (unheated), Swing set or jungle gym

3 of 4 filters match

Price per night from

$69

Yacht Resort Shared Cabin San Blas

Isla Naranja Chico yacht

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

Responds fast! avg. 3 hours 26 minutes

3 of 4 match: Private outdoor pool (unheated), Boat available, Shared outdoor pool (unheated), Swing set or jungle gym

3 of 4 filters match

Price per night from

$250

Gallery Junior Suite

Lake Harmony villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 43 minutes

3 of 4 match: Private outdoor pool (unheated), Boat available, Shared outdoor pool (unheated), Swing set or jungle gym

3 of 4 filters match

Price per night from

$172

Beach Condo

Cancun condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 4 match: Private outdoor pool (unheated), Boat available, Shared outdoor pool (unheated), Swing set or jungle gym

3 of 4 filters match

Price per night from

$401

Villa Divi Divi facing the golf in the Blue Bay resort with Beach walking access

Dorp Sint Michiel villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

3 of 4 match: Private outdoor pool (unheated), Boat available, Shared outdoor pool (unheated), Swing set or jungle gym

3 of 4 filters match

Price per night from

$210

Casa Cenote Bungalow on a Beach Close to Tulum!

Tulum b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

3 of 4 match: Swing set or jungle gym, Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated)

3 of 4 filters match

Price per night from

$218

Waterfront pier, putting green just minutes from downtown Annapolis

Riva house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

3 of 4 match: Swing set or jungle gym, Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated)

3 of 4 filters match

Price per night from

$725

Private pier and pool at this waterfront Chestertown home

Chestertown house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

3 of 4 match: Swing set or jungle gym, Boat available, Shared outdoor pool (unheated), Private outdoor pool (unheated)

3 of 4 filters match

Price per night from

$413

Vacation Home in Exclusive Community

Cancun house

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 12

3 of 4 match: Shared outdoor pool (unheated), Boat available, Private outdoor pool (unheated), Swing set or jungle gym

3 of 4 filters match

Price per night from

$332

3 of 4 match: Shared outdoor pool (unheated), Boat available, Private outdoor pool (unheated), Swing set or jungle gym

3 of 4 filters match

Price per night from

$74

Responds fast! avg. 1 hour 0 minutes

3 of 4 match: Shared outdoor pool (unheated), Boat available, Private outdoor pool (unheated), Swing set or jungle gym

3 of 4 filters match

Price per night from

$311

Responds fast! avg. 1 hour 0 minutes

3 of 4 match: Shared outdoor pool (unheated), Boat available, Private outdoor pool (unheated), Swing set or jungle gym

3 of 4 filters match

Price per night from

$217

3 Bedroom Luxury Villa Residence at Hacienda Encantada

Cabo San Lucas villa

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 4 match: Shared outdoor pool (unheated), Boat available, Private outdoor pool (unheated), Swing set or jungle gym

3 of 4 filters match

Price per night from

$1,262

Palm Harbor Waterfront, Game room, Kayaks and more

Palm Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

3 of 4 match: Shared outdoor pool (unheated), Boat available, Private outdoor pool (unheated), Swing set or jungle gym

3 of 4 filters match

Price per night from

$459

Sailing Catamaran Experience San Blas- All inc- FamilyBoatlife

Nusatupo boathouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

3 of 4 match: Shared outdoor pool (unheated), Boat available, Private outdoor pool (unheated), Swing set or jungle gym

3 of 4 filters match

Price per night from

$1,000

Awarded Luxury Villa in 5-Star Resort, Highly Rated on TripAdvisor

Tamarindo villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

3 of 4 match: Shared outdoor pool (unheated), Boat available, Private outdoor pool (unheated), Swing set or jungle gym

3 of 4 filters match

Price per night from

$2,237

ND River Estate

Niles villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 15

3 of 4 match: Shared outdoor pool (unheated), Boat available, Private outdoor pool (unheated), Swing set or jungle gym

3 of 4 filters match

Price per night from

$1,718

Oceanview Eco-Modern Pool Villa, Walk To Beach

Watchwell villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

3 of 4 match: Shared outdoor pool (unheated), Boat available, Private outdoor pool (unheated), Swing set or jungle gym

3 of 4 filters match

Price per night from

$378

Ultimate Caribbean Getaway — The Morne Trulah Estate

Rodney Bay villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 16

3 of 4 match: Shared outdoor pool (unheated), Boat available, Private outdoor pool (unheated), Swing set or jungle gym

3 of 4 filters match

Price per night from

$3,435

Viewing 38 of 10,004
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