Vacation Rentals & Houses in Jamaica

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Serene Room 2

Ironshore house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 4 match: Dishwasher, Bicycles available, Private indoor pool, Golf course on site or within 15 min walk

1 of 4 filters match

Price per night from

$75

Thriller Villa

Negril private room

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 4 match: Golf course on site or within 15 min walk, Dishwasher, Private indoor pool, Bicycles available

1 of 4 filters match

Price per night from

$92

Penny-wise/Pound-wise in Kingston!!

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 4 match: Golf course on site or within 15 min walk, Bicycles available, Private indoor pool, Dishwasher

1 of 4 filters match

Price per night from

$64

NEGRIL HOTEL LUXURY BOUTIQUE

Negril villa

  • 11 bedrooms
  • 13 bathrooms
  • sleeps 24

1 of 4 match: Golf course on site or within 15 min walk, Bicycles available, Private indoor pool, Dishwasher

1 of 4 filters match

Price per night from

$81

Drax Hall - Coconut Walk

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Golf course on site or within 15 min walk, Dishwasher, Private indoor pool, Bicycles available

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Price per night from

$150

Ocean Front Modern Studio Hip Strip Beach Mobay

Montego Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 57 minutes

1 of 4 match: Golf course on site or within 15 min walk, Bicycles available, Private indoor pool, Dishwasher

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Price per night from

$171

Villa by the Cove

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Golf course on site or within 15 min walk, Bicycles available, Private indoor pool, Dishwasher

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Price per night from

$287

SeaShell Villa Partial Ocean View

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Golf course on site or within 15 min walk, Bicycles available, Private indoor pool, Dishwasher

1 of 4 filters match

Price per night from

$345

Greenwich Gated House Community

Ocho Rios house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 4 match: Golf course on site or within 15 min walk, Bicycles available, Private indoor pool, Dishwasher

1 of 4 filters match

Price per night from

$93

Beautiful Waterfront Studio

Negril studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 4 match: Dishwasher, Bicycles available, Private indoor pool, Golf course on site or within 15 min walk

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Price per night from

$138

Coolshade Villa - Richmond - Ocho Rios

Ocho Rios villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Dishwasher, Bicycles available, Private indoor pool, Golf course on site or within 15 min walk

1 of 4 filters match

Price per night from

$207

Casa Bella Villa

Rose Hall villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 4 match: Dishwasher, Bicycles available, Private indoor pool, Golf course on site or within 15 min walk

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Price per night from

$804

Experience Jamaica Like a Native!

Falmouth house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Golf course on site or within 15 min walk, Bicycles available, Private indoor pool, Dishwasher

1 of 4 filters match

Price per night from

$144

Joy Estate 1

Falmouth house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 4 match: Golf course on site or within 15 min walk, Dishwasher, Private indoor pool, Bicycles available

1 of 4 filters match

Price per night from

$230

Nickel's Garden Villas

Montego Bay house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 4 match: Dishwasher, Bicycles available, Private indoor pool, Golf course on site or within 15 min walk

1 of 4 filters match

Price per night from

$117

Scotch on the Rocks Villa, Ocho Rios, Jamaica

Ocho Rios villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

“Great Family Vacation” Excellent facilities, wonderful staff with extraordinary cook, food exceeded expectations as well as accommodating children's requests. Pool, kayaks and snorkeling gear provided, we took kids fins and goggles. Would not hesitate to return.

1 of 4 match: Golf course on site or within 15 min walk, Bicycles available, Private indoor pool, Dishwasher

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Price per night from

$2,005

Jamaica Villa Nutmeg, Montego Bay, Jamaica

Montego Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 15

“Being in Paradise” The Villa was more than I could have Dreamed!! My friends and I decided to take a trip and then experience was breathe taking. The staff made us feel like Kings and Queens and it was AMAZING. I highly recommend if travel with a large group!

2 of 4 match: Bicycles available, Private indoor pool, Golf course on site or within 15 min walk, Dishwasher

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Price per night from

$1,607

Serendipity Jamaica - You won't want to leave!

Rose Hall villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 12

“A vacation like no other” We were greeted at the airport by Norman, the most professional driver ever, he made our transition smooth and for a group of 12 adults, that is tough! He had thought of everything - including bringing a second van for our luggage! The staff at the villa greeted us at the door with warm smiles and cool towels, they made sure all our luggage was safely delivered to our rooms and then the fun began! We all stopped and stared at the huge view of the Caribbean Sea spread out in front of us, the breeze, the way the rooms are laid out and the villa itself takes total advantage of that view. We quickly changed, and began the most perfect seven days of nothing but relaxing, laughing and eating punctuated by an occasional sightseeing trip. Derek, the butler completely made the trip, he was attentive, but quiet, helpful but never intrusive - he made us feel so special. Ruby, the cook gave us gormet meals three times a day. We discussed our likes and dislikes the first day and she made it all happen. We did not need to go out to dinner and the one night we went to a lovely restaurant in town, we all agreed that we could have stayed home and eaten at Restaurant Ruby for an even better meal. It is tough to please 12 distinct people, but the staff and managment at Serendipity did just that, from organizing the most incredible massage at the villa, to driving us to out of the way Mayfield Falls, they never stopped working. All the rooms were large and private, we never felt on top of one another, we ate meals in different places, by the pool, in the dining room, on the deck, where ever we felt inspired to eat that day, Derek made it happen. I do not have one bad thing to say - I loved every minute, and would recommend Serendipity to a group like us, a large family, or just a few people that want to get away - It was truly a vacation to remember.

2 of 4 match: Bicycles available, Private indoor pool, Golf course on site or within 15 min walk, Dishwasher

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Price per night from

$827

Luxurious Ocho Rios Waterfront Villa: Private Pool, BBQ, Chef, Nr. Attractions

Tower Isle villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 16

“My stay here was heaven on earth.” My stay on this villa was great. Everything I could imagine and more Food was delicious and authentic; not process or frozen. The master suit where I stayed was immaculate. The power shower to the huge jacuzzi bath. The king size bed made my night rest wonderful. It's felt like I was sleeping on clouds. This villa was hard for me to leave, from pool, xbox, board games and a fantastic pool why must I go outside.(lol). When I decided to go outside it was also a great and wonderful experience. I visited duns river falls, when to the hot spot night club margarita ville, oceans 11, and amnesia. We sang karaoke had great Jamaica drinks and watch the beautiful scenery. All these great attraction only 12mins tops from the villa. However my highlight of the stay is the private beach, only 2min walk from the villa. Great vacation I'm booking another stay for January andirons can't wait...

2 of 4 match: Bicycles available, Private indoor pool, Golf course on site or within 15 min walk, Dishwasher

2 of 4 filters match

Price per night from

$976

Out of the Blue Villa

Treasure Beach villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 4 match: Golf course on site or within 15 min walk, Bicycles available, Private indoor pool, Dishwasher

1 of 4 filters match

Price per night from

$1,148

Private Home on 2 Fruited Acres w/ Beautiful Views

Negril house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 4 match: Dishwasher, Bicycles available, Private indoor pool, Golf course on site or within 15 min walk

1 of 4 filters match

Price per night from

$92

Pimento Oasis, Ocho Rios, St. Ann, Jamaica

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Golf course on site or within 15 min walk, Bicycles available, Private indoor pool, Dishwasher

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Price per night from

$224

Chill on the hill..free wi fi

Ocho Rios apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

“LOOK NO FURTHER” Do not look any further! This is the place to be! The Biggs brothers will take really good care of you, and make sure every single need is met. The condo is gigantic, has two floors, 2 1/2 bathrooms, a gazebo patio off the living room, and a HUGE open terrace, on the 2nd floor. Both ensuite bedrooms are on that second level. The upper deck, has a clear view of the Caribbean sea, table and chairs, and pads to sit on. Please bring them inside when you are done, so they stay nice, for others. Its a massive condo, and has a very well stocked kitchen. We cooked dinner twice, but we sure enjoyed our morning Blue mountain coffee, every morning, taking in these VIEWS! WI-FI worked perfectly, there is cable TV for evenings in, and even better, the sound system tunes into IRIE-FM or any station you choose. Harry came to fix a lock and bring us s brand new coffee pot, and he did it immediately! They will not "drag their feet, like other renters. Phillip & Harry were both there to greet us, and help carry in our bags and groceries. The tour was efficient and thorough. The bureau's for your clothes is gorgeous cedar as is the headboard on the bed. There is ample closet space in both bathroom areas, to hang dresses or clothes you do not want wrinkled. Yes, they have an ironing board too, in case that happens. The view is fantastic, and one day, a cruise ship came in, and we had front row seats. June has less cruise ships, so that is the time, to experience DUNNS RIVER FALLS, and enjoy it with 20 people, as opposed to hundreds of people. Traveling "off season", has its perks! There are (5) pools around this rambling complex, of gardens and steps. We used the one closest to the condo, a few times. If you have any issue with the pool, call the number on the sheet they leave, and literally, in (5) minutes, someone will be there. Our son, age 20 was traveling with my husband and I. Trip Advisor does not have a "drop-down", to click traveling with FAMILY. The stairs could be a challenge for wheel chairs, but other than that, the walk is doable. We are NEVER going to rent from anyone else, and neither should you. Harry came back (2) days before we left, to return our security deposit, so there is no issue with that. We are very neat and clean, so we swept and mopped, and took out the garbage, put every dish away. Its called RESPECT, and since we got it from these brothers, we returned the vibe. We also made sure to "pay it forward", and leave toilet paper, and garbage bags, for the next LUCKY RENTER! I am telling you, LOOK NO FURTHER. Even if you read negative reviews in other condos in this complex, you will NOT have any issues, with APARTMENT 2-A in PHASE 4. We rented a car, so we covered the entire North Coast, and visited many beaches. If you have a vehicle, I am going to recommend that you have to go to SUGAR POT BEACH. Its a secret place, down a dirt road, behind Rio Nuevo gas station. "off the beaten path", is where you find the best places. This is one of them. When you follow this dirt road to the sea, the beach is spectacular, private, has shady parking, and the bar area, is made of stone and drift wood. The restaurant is adorable and they have many choices of island delights! The food is to die for. I ate curry conch two days in a row, and it was the best I ever had! I have eaten it in every parish on this island, over 29 years. The curry goat was also fresh and very seasoned. I want to take this time to thank Phillip, Clayton & Harry Biggs. They were the nicest, most responsible, caring renters, we have ever come upon. We loved their vibes, and honest to God, you will too! They work together, and call the condo phone, to make sure, everything is going well. They REALLY want your trip to leave you feeling IRIE. Best 16 days in JAMAICA, ever! THANK YOU FROM THE BOTTOM OF OUR IRIE HEARTS, and see you next time, for sure!

1 of 4 match: Golf course on site or within 15 min walk, Bicycles available, Private indoor pool, Dishwasher

1 of 4 filters match

Price per night from

$114

Morgan's Retreat 2 BR House Gated Community near KGN and Portmore

Portmore house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 2 hours 19 minutes

1 of 4 match: Dishwasher, Bicycles available, Private indoor pool, Golf course on site or within 15 min walk

1 of 4 filters match

Price per night from

$86

Responds fast! avg. 54 minutes

2 of 4 match: Golf course on site or within 15 min walk, Bicycles available, Dishwasher, Private indoor pool

2 of 4 filters match

Price per night from

$689

Kingsworth BnB

Kingston b&b

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 13

1 of 4 match: Golf course on site or within 15 min walk, Dishwasher, Private indoor pool, Bicycles available

1 of 4 filters match

Price per night from

$241

GREAT LOCATION!! RUNAWAY BAY JAMAICA APARTMENT

Runaway Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 4 match: Dishwasher, Bicycles available, Private indoor pool, Golf course on site or within 15 min walk

1 of 4 filters match

Price per night from

$75

Casa De Mar === Waterfront Villa Rental

Blue Mountains National Park villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 4 match: Golf course on site or within 15 min walk, Bicycles available, Private indoor pool, Dishwasher

1 of 4 filters match

Price per night from

$1,005

3 BD VILLA INCLUDES HOUSEKEEPER/AIRPORT TRANSFERS

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 4 match: Golf course on site or within 15 min walk, Bicycles available, Private indoor pool, Dishwasher

1 of 4 filters match

Price per night from

$276

Edgewater Beach Villa - Ocho Rios - Oceanfront Villa

Ocho Rios villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 4 match: Dishwasher, Bicycles available, Private indoor pool, Golf course on site or within 15 min walk

1 of 4 filters match

Price per night from

$1,125

Sea View Heights Villa Montego Bay

Rose Hall villa

  • 16 bedrooms
  • 16 bathrooms
  • sleeps 36

Responds fast! avg. 1 hour 29 minutes

1 of 4 match: Golf course on site or within 15 min walk, Bicycles available, Private indoor pool, Dishwasher

1 of 4 filters match

Price per night from

$287

Blue Horizons penthouse 2 bedroom seaview Condominium

Ocho Rios apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Great Place” My husband and I stayed here a few days to visit family. It was excellent. The view from the balcony was awesome! We could see all of Ocho Rios Bay. The apartment was comfortable and clean. The surrounding property was well kept. We had a view of the one of properties pool and jacuzzi. It was easy walking access to the town for shopping and nightlife. I would definitely stay again and recommend it for couples or families.

1 of 4 match: Golf course on site or within 15 min walk, Bicycles available, Private indoor pool, Dishwasher

1 of 4 filters match

Price per night from

$344

Lhorizon A Jewel in the Caribbean

Ocho Rios villa

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 22

“You Promised...You Delivered!” Our group of 18 (13 adults and 5 children) stayed at L’Horizon for a week in January 2015. The entire experience, from booking to the time of the stay, was amazing. The owner, Barrington, was more than helpful and very responsive during the planning phase. And then we arrived! We were greeted by the Manager and staff with smiles, “welcomes”, and rum punch. The house was immaculate and the rooms were very spacious and more than sufficient for our large group. The staff kept the house spotless the entire stay even with 5 young kids doing what they do best (making a mess). The first day, we were provided a cell phone to reach the Manager (Kelly) if there were any issues that needed to be addressed. The cell phone also gave us the opportunity to make local calls which came in handy. We had pre-arranged a formal family dinner (details worked out with Barrington) for the day after our arrival which turned out to be a huge success! The food was amazing and included everything we requested. Each night thereafter we had delicious dinners prepared by the cook (thank you Miss Rose!). We did not purchase the all-inclusive package so we had to purchase our own food which was a bit inconvenient. This was a lesson learned (not the owners fault) and we all agreed that next time, all-inclusive would be the way to go. Regardless, breakfast and dinners were tastily prepared to order. We mostly went out for lunch or brought lunch back to the house. This gave us a chance to go out and see what the area had to offer and try some local foods. We even tried the local KFC which we were told was much different from those in the US. We proved that was true . While we didn’t get an all-inclusive package, inclusive in our package was a personal driver who took us wherever we wanted to go locally. We had the opportunity to go shopping, eat at local seafood and jerk spots (yummy), visit the Dunn’s River Falls (a must-do), and our “party group” even got driven to local dance clubs and picked up at 2:30 and 3:30 in the morning! On the nights we stayed in, we hung out at the Jam Eng Bar on the property by the pool, danced, and sang! The bartender was amazing and tons of fun! As for the younger kids, they lived in the pool and had an amazing time. When they were not in the pool, the private beach was only a quick 5-minute walk away. But let’s not forget the older crowd. My mom, aunt, and mother-in-law spent their days relaxing poolside and around the house (so many places to relax) chatting it up with the staff that were all so very friendly. The entire family agreed that this was one of their best vacations ever! We’ve even talked about the next time we’ll vacation at L’Horizon. A special thank you to Barrington and his wonderful staff at L’Horizon for making this vacation one of the best my family has ever had! For us, you more than delivered on your promises!!

1 of 4 match: Golf course on site or within 15 min walk, Bicycles available, Private indoor pool, Dishwasher

1 of 4 filters match

Price per night from

$1,623

Zimbali Culinary Retreats

Negril b&b

  • 7 bedrooms
  • 10 bathrooms
  • sleeps 16

1 of 4 match: Dishwasher, Bicycles available, Private indoor pool, Golf course on site or within 15 min walk

1 of 4 filters match

Price per night from

$143

Concierge, Chef, Butler, Beach, Pool, Spa, Rooftop Movies, Tennis, Family Fun!

Discovery Bay villa

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 16

“Wow!!” Dave, the Villa bus driver, picked us up at a local hotel where we had spent the previous night. The trip from Montego Bay to Mais Oui took a little over an hour but we did have one stop at a grocery for snacks and drinks. Dave was available the entire week and his advice on day trips and what to see was really appreciated. Upon arrival at the Villa we were greeted by Miss Ruby and the entire staff that presented us with cool towels and rum punch. We got a quick tour of the property while our luggage was unloaded and placed in the appropriate rooms. We were a group of 11 adults--all family and close friends. The Villa was spotless and all the items that we had requested in advance were on site for our arrival. This included the first two days' food and drinks. Arrangements for the food and drinks had been made with a local grocery where the Villa can charge and get delivery. The items were a bit pricy but for the convenience of having everything on site at arrival it is worth a little extra. On Tuesday Chef Arthur and I shopped at a large grocery store in Ocho Rios and purchased food for the remainder of our stay. Prices at this store were excellent as was the selection of food available. Our week at Mais Oui was exceptional. The staff was superb. Miss Ruby, the manager, was always available if we had questions or needs. Audrey and Janice kept the Villa in immaculate condition with fresh linens and towels daily in each room as well as fresh towels for the pool and beach as needed. Max kept the pool and grounds spotless and made sure the hot tub was ready as requested. Paul was always on hand also to serve our meals and get anything our group needed. A security guard was on site from dusk to dawn. Everyone in the group enjoyed "spa" day on Wednesday when massages were provided for our entire group. These were done by therapists whom the Villa arranged to have on site that day at an additional charge. The pool area is wonderful as it provides areas of shade, partial sun and full sun depending on how you locate your loungers. The pool is not heated but very refreshing when cooling off from the warm sun. We were a little saddened that the tennis court was in need of some repair but we were still able to use the court just not play competitively. The food at the Villa has to be considered a high point. Chef Arthur is a wonderful cook and prepared some of the finest meals we have enjoyed. He took the menu we had arranged and prepared almost everything we had requested. He asked permission to vary some dishes to give us a little more flavor of Jamaica and everyone agreed his selections were first rate. He is preparing a cook book with all his recipes and we look forward to getting a copy!! Overall, we felt like we were treated like members of the Mais Oui family. There were plenty of tears when on our last morning we were serenaded by the entire staff. Totally unexpected was a call from the Villa owner to see how our vacation was progressing and if all our needs were being met.

1 of 4 match: Golf course on site or within 15 min walk, Bicycles available, Private indoor pool, Dishwasher

1 of 4 filters match

Price per night from

$2,476

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!!!

1 of 4 match: Golf course on site or within 15 min walk, Bicycles available, Private indoor pool, Dishwasher

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Price per night from

$459

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!

1 of 4 match: Golf course on site or within 15 min walk, Bicycles available, Private indoor pool, Dishwasher

1 of 4 filters match

Price per night from

$572

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!

1 of 4 match: Golf course on site or within 15 min walk, Bicycles available, Private indoor pool, Dishwasher

1 of 4 filters match

Price per night from

$788

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