Cave Rentals

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267 Houses

Dragon fly cottage overlooking Caribbean sea

Cave cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 10 minutes

Price per night from

$102

Ezeeview Guesthouse

Cave guest house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 24

Price per night from

$700

Sun, Sea, Sand, Nature

Cave house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$86

Fire fly cottage with ocean view

Cave cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 10 minutes

Price per night from

$80

Mel's Botanical Retreat

Cave guest house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$68

Great rentals within 20 miles that match your search

Penthouse In Paradise, 3 bdrm incl. housekeeper

Montego Bay apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 0 minutes

Price per night from

$373

Caribbean Sea Dreams, 2 bdroom with housekeeper/cook

Montego Bay townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 2 hours 0 minutes

Price per night from

$230

TWIN PALMS RETREAT - MONTEGO BAY JAMAICA

Montego Bay townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$413

Vacation Paradise

Cousins Cove house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$69

Bay Pointe Villa

Montego Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Price per night from

$345

Beautiful home for nature friends

Negril villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$184

Private Home on 2 Fruited Acres w/ Beautiful Views

Negril house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$92

Retreat Plantation House, near Negril, Jamaica

Negril villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Fantastic get-away outside of Negril proper” The Retreat Plantation House is a picturesque villa in "Retreat", Westmoreland Parish, situated on a hillside overlooking acres of sugar cane fields on what is a still operational plantation. Although at times the tranquil surroundings may transport you to another century, the villa is newly refurbished and replete with the necessities of modern living. The three bedrooms easily accommodate 7, and our large group of 9 was quite comfortable throughout our stay. If you are looking for a respite from the gauche touristy atmosphere of the all-inclusive resorts on 7 mile, then Retreat is ready to oblige with a more relaxed, authentic, local Jamaican feel. If your vacation contemplates forays into town and the beach, then Retreat is also well suited (it's a 15-20 min. cab ride to the action, at about $2 USD per person, day rate. Renting a car is also feasible).

Price per night from

$115

Wheelhouse at Tryall 6 Bedroom fully staffed Villa

Sandy Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

Price per night from

$2,459

Tranquility Cove

Savanna La Mar apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

Price per night from

$367

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

Montego Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Price per night from

$213

High View Villa

Montego Bay villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Price per night from

$689

2 Bedroom Villa Across from Beach in Bluefields.

Bluefields house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 4

Price per night from

$81

Bogue Villa

Montego Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

“R & R at it's Finest!” I have stayed at this Villa three years in a row and am planning on going again for 2 weeks in February 2015! It is relaxing, comfortable and spacious and the staff are amazing as Sophia is the best and will make your stay incredible. I can't wait to return for my 4th visit!

Responds fast! avg. 3 hours 54 minutes

Price per night from

$172

Zimbali Culinary Retreats

Negril b&b

  • 7 bedrooms
  • 10 bathrooms
  • sleeps 16

Price per night from

$143

The Biggest and Best on Jamaica's South Coast

White House villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 10

“Best Vacation Ever!” My family and I stayed at Point Of View Villa last Christmas. We had a fantastic time! The Villa was beautiful and the staff was extremely nice and helpful. It was wonderful to find a place away from all the tourist traps and high prices, but still be able to take short trips to see many of Jamaica's attractions. My family and I are definitely coming back! Having our own private cook was great, we all loved her cooking and professional service, it was more than we had hoped for. We have stayed other places and this was by far the best. The owner was very helpful advising us. Highly recommended!!!

Price per night from

$459

Nutmeg - Spring Farm, Montego Bay 6 Bedrooms

Montego Bay house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

“The best vacation ever at the best villa with the best staff” Alan & Reg, We had a fabulous time at Nutmeg! All six of us loved this villa/property. The ocean view was heavenly. All of the bedroom were great, and the master was simply beautiful. The staff was outstanding! We fell in love with all of them; Ms. P, Carlington, Nataleen, Shereen, Andre and Wilton. They were very professional and all were great at their jobs. Ms. P is an excellent chef. We loved each meal! We plan to retun to Nutmeg next year! We wish we could buy this property. I was told that it would be going on the market soon, however, we are sure that it will be too pricey for us. So, for now, we will just have to visit yearly. Thanks so much for all of you assistance, you all were fabulous, too! Sincerely, Rodney & Neshanta Banks Reginald & Belinda Burney Ruben & Pam Tillman

Price per night from

$1,653

Drambuie - Montego Bay 5 Bedroom

Montego Bay house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Price per night from

$1,160

Award-winning villa with private beach and pool

White House villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

“Wow!” We stayed as a family of 6 adults in September & had the time of our life! Andy the owner is really easy to do business with & communicates well. The location is superb with its own small private beach as well as an infinity pool. The grounds are spectacular with fruit trees, abundant flowers and many different species of birds. The housekeepers (Dion & Lilly) are superb cooks & hosts, their food was top drawer restaurant standard the whole time we were there. Karon the caretaker / gardener is an interesting guy & is really knowledgeable when it comes to the plants in the garden. Mervyn provided the night security which was discreet & appreciated. We are already saving hard to go again next year (but for longer)! Thank you andy & the team!

Price per night from

$571

5 Bedroom Luxury and Affordable Villa on 9 acres

Wiltshire villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

“Quiet, Crazy Wonderful” Dutura - Peaceful, beautiful, quiet, lush, green, roomy, comfortable, spacious! Dutura Staff - Amazing, kind, caretakers, fun, Great Cooks, great trainer, attentive, major attention to details that make you feel comfortable. Those are the words that describe this place. We were met with warmth and smiles. Chisholm took us to some great spots for Crazy adventures but really safe. Then home to an amazing staff that felt like family from day one! We stepped out of our comfort zones, we rested, we ate, we laughed, we Yogaed, we walked in beauty, we were challenged and we did not want to leave. Thank you Randel and Dutura for an experience we will never forget. We were the crazy 8's becoming indigenous! haha inside joke!

Price per night from

$787

Holiday Home, 10 minutes from Savanna-la-Mar

Westmoreland Parish apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

Inquire for Rates

Fairway Manor - 7 Bedrooms - Montego Bay

Montego Bay house

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14

Price per night from

$2,896

Culloden Cove - South Coast 5 Bedroom

Bluefields house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Price per night from

$873

Endless Summer - 6 Bedrooms - Spring Farm

Montego Bay house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Price per night from

$2,434

Great River House - Montego Bay 5 Bedrooms

Montego Bay house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

Price per night from

$1,861

Sandys by the Sea

Little Bay b&b

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

Price per night from

$115

Spring Mountain Villa

Green Island villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$92

Villa by the Sea

Little Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$345

Little Bay Beach House on the Beach

Little Bay cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$114

Windfall Villas... FREE TRANSPORTATION !

St James, Montego Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 5

Price per night from

$345

Windfall Villas... FREE TRANSPORTATION AND MAID

St James, Montego Bay villa

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 6

Price per night from

$345

The Palms of Mobay

St James, Montego Bay guest house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$259

Star Apple House, Montego Bay, Jamaica

Montego Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$172

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