Maui Vacation Rentals

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10,001 condos

Casa de la Rosa ll

Conchas Chinas condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

Match: Garden Shared outdoor pool (heated) Linen provided Private outdoor pool (unheated) Sea view Smoking allowed

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Price per night from

$167

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Cozy Cabin on a Private Island

Hopkins beach hut

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

4 of 6 match: Garden, Shared outdoor pool (heated), Linen provided, Private outdoor pool (unheated), Sea view, Smoking allowed

4 of 6 filters match

Price per night from

$64

Casa Mar Beachfront

Sayulita house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

4 of 6 match: Garden, Shared outdoor pool (heated), Linen provided, Private outdoor pool (unheated), Sea view, Smoking allowed

4 of 6 filters match

Price per night from

$571

The Avolan at Seacastle Luxury suite,Rose hall

Rose Hall apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 6 match: Garden, Private outdoor pool (unheated), Shared outdoor pool (heated), Linen provided, Sea view, Smoking allowed

4 of 6 filters match

Price per night from

$178

Pousada do Ceu

Municipality of Paul house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

4 of 6 match: Garden, Private outdoor pool (unheated), Shared outdoor pool (heated), Linen provided, Sea view, Smoking allowed

4 of 6 filters match

Price per night from

$5,184

Star Apple House, Montego Bay, Jamaica

Montego Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 6 match: Garden, Shared outdoor pool (heated), Linen provided, Private outdoor pool (unheated), Sea view, Smoking allowed

4 of 6 filters match

Price per night from

$172

Topaz Villa

Runaway Bay villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 6 match: Garden, Shared outdoor pool (heated), Linen provided, Private outdoor pool (unheated), Sea view, Smoking allowed

4 of 6 filters match

Price per night from

$58

Cozy Beachside Cottage w/ Sunset Balcony & A/C

Treasure Beach house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

4 of 6 match: Garden, Shared outdoor pool (heated), Linen provided, Private outdoor pool (unheated), Sea view, Smoking allowed

4 of 6 filters match

Price per night from

$172

RUSTIC CARIBBEAN HIDEAWAY IN PRISTINE COVE

Negril beach hut

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

4 of 6 match: Garden, Shared outdoor pool (heated), Linen provided, Private outdoor pool (unheated), Sea view, Smoking allowed

4 of 6 filters match

Price per night from

$98

Quinta Siempre Joven home for up to 15

Atenas villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 15

Responds fast! avg. 3 hours 43 minutes

4 of 6 match: Garden, Shared outdoor pool (heated), Linen provided, Private outdoor pool (unheated), Sea view, Smoking allowed

4 of 6 filters match

Price per night from

$689

Casa Estrella Mirabal-3, apartment 3

Cabarete apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

4 of 6 match: Garden, Shared outdoor pool (heated), Linen provided, Private outdoor pool (unheated), Sea view, Smoking allowed

4 of 6 filters match

Price per night from

$103

4 of 6 match: Garden, Shared outdoor pool (heated), Linen provided, Private outdoor pool (unheated), Sea view, Smoking allowed

4 of 6 filters match

Price per night from

$279

Pelicans

Monterrico house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 12

4 of 6 match: Garden, Shared outdoor pool (heated), Linen provided, Private outdoor pool (unheated), Sea view, Smoking allowed

4 of 6 filters match

Price per night from

$241

Casa Bibi, A.c, Starlink, Breakfast , Hot water

Puerto Escondido villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

4 of 6 match: Garden, Shared outdoor pool (heated), Linen provided, Private outdoor pool (unheated), Sea view, Smoking allowed

4 of 6 filters match

Price per night from

$402

Spacious villa 1 km away from the beach for 2 ppl. with swimming-pool

Le Diamant villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

Responds fast! avg. 2 hours 50 minutes

4 of 6 match: Garden, Shared outdoor pool (heated), Linen provided, Private outdoor pool (unheated), Sea view, Smoking allowed

4 of 6 filters match

Price per night from

$236

Lifestyle Resorts Puerto Plata

Puerto Plata villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

4 of 6 match: Garden, Shared outdoor pool (heated), Linen provided, Private outdoor pool (unheated), Sea view, Smoking allowed

4 of 6 filters match

Price per night from

$402

COTTAGE: pool, barbecue, large terrace, solarium and FINCA

Tamaduste chalet

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

4 of 6 match: Garden, Shared outdoor pool (heated), Linen provided, Private outdoor pool (unheated), Sea view, Smoking allowed

4 of 6 filters match

Price per night from

$161

COME SPEND HOLIDAY SUPER FACING THE SEA

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 6 match: Garden, Private outdoor pool (unheated), Shared outdoor pool (heated), Linen provided, Sea view, Smoking allowed

4 of 6 filters match

Price per night from

$530

Villa Torre Alta (4 Bedroom Ocean View in Puerto Plata, Dominican Republic)

Puerto Plata villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

4 of 6 match: Garden, Private outdoor pool (unheated), Shared outdoor pool (heated), Linen provided, Sea view, Smoking allowed

4 of 6 filters match

Price per night from

$574

*Gold Standard* Upper Ocean Front Suite at Blue Parrot Beach House

Hopkins house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

4 of 6 match: Garden, Smoking allowed, Shared outdoor pool (heated), Linen provided, Private outdoor pool (unheated), Sea view

4 of 6 filters match

Price per night from

$287

Luxury Vacation Rental with Jacuzzi in Playa del Carmen

Playa del Carmen studio

  • Studio
  • 1 bathroom
  • sleeps 3

4 of 6 match: Garden, Smoking allowed, Shared outdoor pool (heated), Linen provided, Private outdoor pool (unheated), Sea view

4 of 6 filters match

Price per night from

$104

Villa Hermosa Spacious villa close downtown

Sosua villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 0 minutes

4 of 6 match: Garden, Shared outdoor pool (heated), Linen provided, Private outdoor pool (unheated), Sea view, Smoking allowed

4 of 6 filters match

Price per night from

$264

Loveland Villa a Jamaica Jewel

Oracabessa villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

4 of 6 match: Garden, Shared outdoor pool (heated), Linen provided, Private outdoor pool (unheated), Sea view, Smoking allowed

4 of 6 filters match

Price per night from

$345

TAK

Colombier villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 6 match: Garden, Shared outdoor pool (heated), Linen provided, Private outdoor pool (unheated), Sea view, Smoking allowed

4 of 6 filters match

Price per night from

$1,204

Rainbows Breeze- Ocean views with pool/spa

East End apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

4 of 6 match: Garden, Shared outdoor pool (heated), Linen provided, Private outdoor pool (unheated), Sea view, Smoking allowed

4 of 6 filters match

Price per night from

$132

Montserrat Private Paradise; Min-and-don

Woodlands villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

“Carribean Chill!!” Having stayed at Min-Y-Don several times now (and on my way back this month) I can sincerley and without hesitation recommend the villa to anyone or indedd any family looking for a truly relaxing Carribean experience. The villa is in a wonderful location perched on a cliff overlooking and overhearing the azure Carribean sea below. The house is well appointed and very comfortable offering privacy as well as a great sun-downer terrace for all to gather in the late afternoon/early evening. Wishing all who visit a wonderfull relaxing stay.

4 of 6 match: Garden, Shared outdoor pool (heated), Linen provided, Private outdoor pool (unheated), Sea view, Smoking allowed

4 of 6 filters match

Price per night from

$253

Edgewater Beach Villa - Ocho Rios - Oceanfront Villa

Ocho Rios villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

4 of 6 match: Garden, Shared outdoor pool (heated), Linen provided, Private outdoor pool (unheated), Sea view, Smoking allowed

4 of 6 filters match

Price per night from

$1,125

The large private beachfront property with laguna pool, WIFI and AC

Telchac Puerto house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 19 minutes

4 of 6 match: Garden, Shared outdoor pool (heated), Linen provided, Private outdoor pool (unheated), Sea view, Smoking allowed

4 of 6 filters match

Price per night from

$218

Tranquility Villa~Port Antonio

Port Antonio villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

“Fabulous, relaxing, beautiful, private...” This was my second time staying at Tranquility, (15th trip to Jamaica), My stays at Tranquility, were by far the best! Each stay gets better and better! I love the home, it's beautiful, spacious, clean, private, and the view is priceless! It's far enough away from everything, that you have the privacy you desire, but it's close enough to experience everything Jamaica has to offer. The food the cook made was fabulous, it was wonderful to have exactly what we wanted for our meals. (Helpful if your'e vegetarian, or have special dietary needs- one of us is vegetarian and the other, not). Can't pinpoint what I like most. Meals outside with a beautiful view and flower decorations on the table, lots of sun on both sides of the house, the food, swimming pool...? I loved, loved, loved everything! All of my vacation needs were met, and then some! Can't wait to get back!

4 of 6 match: Garden, Shared outdoor pool (heated), Linen provided, Private outdoor pool (unheated), Sea view, Smoking allowed

4 of 6 filters match

Price per night from

$304

Palm Trees - Villa in Jamaica - Simply the best

White House villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

4 of 6 match: Garden, Shared outdoor pool (heated), Linen provided, Private outdoor pool (unheated), Sea view, Smoking allowed

4 of 6 filters match

Price per night from

$224

Casa Estrella Mirabal-2, Apartment 2, 65 m²

Cabarete apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

4 of 6 match: Garden, Shared outdoor pool (heated), Linen provided, Private outdoor pool (unheated), Sea view, Smoking allowed

4 of 6 filters match

Price per night from

$103

APPART 97290

Le Marin apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

4 of 6 match: Garden, Shared outdoor pool (heated), Linen provided, Private outdoor pool (unheated), Sea view, Smoking allowed

4 of 6 filters match

Price per night from

$99

Paraiso de los Angeles - Villa Palapa Zipolite

Zipolite villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 56 minutes

4 of 6 match: Garden, Shared outdoor pool (heated), Linen provided, Private outdoor pool (unheated), Sea view, Smoking allowed

4 of 6 filters match

Price per night from

$459

Airport View 3-Bed Villa

Cupecoy Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

4 of 6 match: Garden, Shared outdoor pool (heated), Linen provided, Private outdoor pool (unheated), Sea view, Smoking allowed

4 of 6 filters match

Price per night from

$433

10 m away from the beach! Villa with swimming-pool, jacuzzi and garden

Saint Francois villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 50 minutes

4 of 6 match: Garden, Shared outdoor pool (heated), Linen provided, Private outdoor pool (unheated), Sea view, Smoking allowed

4 of 6 filters match

Price per night from

$985

Amazing villa 5 km away from the beach for 6 ppl. with swimming-pool

Le Vauclin villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 50 minutes

4 of 6 match: Garden, Shared outdoor pool (heated), Linen provided, Private outdoor pool (unheated), Sea view, Smoking allowed

4 of 6 filters match

Price per night from

$306

Amazing villa 1 km away from the beach for 6 ppl. with swimming-pool

Le Diamant villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 50 minutes

4 of 6 match: Garden, Shared outdoor pool (heated), Linen provided, Private outdoor pool (unheated), Sea view, Smoking allowed

4 of 6 filters match

Price per night from

$655

New-charming Villa, pool, exotic garden

Deshaies villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

4 of 6 match: Garden, Shared outdoor pool (heated), Linen provided, Private outdoor pool (unheated), Sea view, Smoking allowed

4 of 6 filters match

Price per night from

$358

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