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Caribbean Holidays & City Breaks - Holiday Lettings

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Holiday apartment in Caribbean

Palm - Eagle Beach apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

from £657 / night

£4,596 / week

1 / 25

St Martin / St Maarten holiday villa rental

Terres Basses villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £1,273 / night

£8,910 / week

1 / 42

Holiday apartment in Jamaica

Montego Bay apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £65 / night

£453 / week

1 / 60

Holiday villa in Curaçao

Willemstad villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £164 / night

£1,145 - £1,552 / week

1 / 27

Holiday apartment in Bahamas

Nassau apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from £211 / night

£1,313 / week

1 / 31

Holiday apartment with tennis court in Caribbean

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £57 / night

£394 / week

1 / 21

Kingston Parish holiday private room rental

Kingston private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Fabulous!” Vivienne and her husband provided service that was on par with a 5 star hotel. My husband and I were picked up from the airport and installed in a beautiful home in St. Andrew. The location was 10 minutes from shopping and in line with tours to the North Coast getaways. Our accommodations offered us the privacy and serenity that we sought and the amenities were excellent. We had access to a beautiful backyard and swimming pool. Our hosts were available to provide us with assistance about transportation and about the local culture. We can't wait to return for our next trip and would recommend that anyone seeking an unforgettable vacation to definitely consider staying at Vivienne's.

from £43 / night

£281 - £379 / week

1 / 15

Holiday villa with shared pool, golf nearby in Caribbean

Frigate Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Amazing accomodations ..” I have stayed at Sealofts On The Beach several times and each time Susan and staff have made the experience a pleasant one. I am a Travel agent and Destination wedding planner and love the feel of being at home and in such a convenient location with a great price and view. I love the wireless internet, local cell phones and Magic Jack. The pool is amazing and you are only a short walk away from the beach. The units are well appointed and have everything you need to enjoy all that St. Kitts has to offer. Would highly recommend.

from £165 / night

£1,149 - £1,478 / week

1 / 27

Holiday townhouse with shared pool in Caribbean

Frederiksted townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £71 / night

£493 - £624 / week

1 / 19

Holiday home rental

Grand Turk house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Very Comfortable and well furnished vacation rental!” I spent a few nights here with my husband. It was great value for money. Clean property with new amenities and air conditioned which is always a plus. Very convenient location as it was very close to a supermarket. Also beaches and a few local restaurants were all whithin walking distance. Damian and Xiomara, the owners were very friendly and accomodating to any questions we had. Overall great stay!

from £92 / night

£633 - £962 / week

1 / 19

Apartment rental in Caribbean with shared pool

Negril apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Home away from home” Security:During the day you won't see many guards around the property but there is a heavy steel gate that you need a key to open in order to get to any of the condos. Property: Gorgeous flora, view of the ocean, view of 7 mile beach, close to WiFi lobby ($1/15mins us), shopping stores below and all around, jerk/fried chicken venues everywhere, to your right if you walk along the beach it will take about 10 mins to get to the beaches, to your left you will be on the west side/cliff side of Negril which has some amazing restaurants, views of the ocean/sunset. Yes, you can hear the music blaring from the speaker's on top of the cars driving around or the bars across the street from you...but to be honest I really enjoyed listening to it. Most of my neighbors were from the States but they were the friendliest group of middle-aged boozers I have ever met...kept my Dad entertained a bit while my best friend and I were able to sneak away into town to check out the nightlife. Weather: I couldn't have asked for better weather, it was guaranteed to have an afternoon shower which lasted 5-30 mins Condo: Inside the condo it is very clean the only thing I noticed were some ants near the sink but a simple shot of Raid and they didn't come back the rest of the trip. The upstairs beds were single beds and mine was creaky so I put it on the floor which allowed every single fan to blow on me..it was perfect! Shower didn't have a lot of power but it was always hot/cold when you needed it to be. Stereo is provided but we recommend bringin one with you if you want to connect your iPhone. Oh -- can't forget this part. You can buy 1 QP of marijuana for $40 and its the good stuff! Where can you go wrong?? One love! Ps. Jennifer, the owner of this property, is amazing to deal with. She ensured that every step of our trip was comfortable and if we had any questions she would answer them in full detail and promptly. I would recommend this trip to anyone, I will be definitely be going back.

from £66 / night

£460 - £723 / week

1 / 53

Trinidad and Tobago holiday b&b rental

Arima b&b

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

“A little piece of heaven” I stayed at Ixora Place for 15 luxurious days and actually became teary eyed when it was time to leave. I went in as a guest and left as a friend. I needed time to get away for some rest, relaxation, soul searching and healing and the combination of Christ-like love, respect, pampering, hospitality and excellent service extended by Clare was beyond my expectation. I believe God knew what I needed and sent me to the right place to enjoy a little piece of heaven. I received as a bonus, therapeutic sessions in the form of laughter as Clare candidly shared funny stories and jokes while cooking or doing her paperwork. Every meal was made daily from scratch down to the dressings and fruit juices she created with fresh fruits. Being a vegetarian, I watched Clare create all sorts of delicious dishes to satisfy my palate. I will not share some of the special amenities I received and enjoyed through Clare's and Gerry's kindness because I want to feel that they were done just for me, why, because I am special:-). I do believe that they treat and accommodate each guest in a unique way according to their needs and therefore in order to experience your special act of kindness, you must book a few nights at Ixora Place whenever you are looking for a comfortable and hospitable place to stay at a very reasonable rate. The location is great as well, close to the Piarco airport and arima marketplace. Clare and Gerry will get you anywhere you plan on going by providing transportation (low cost), giving easy-to-follow directions and ideas of places to visit during your stay. Oh, by the way, I had the opportunity to catch a few glimpses of the way Clare and Gerry manage Ixora Place as they "tag-teamed" to get things done which to me as an onlooker exuded a special warmth that will make anyone feel at home. See below for a few pictures I took as mementos.

from £61 / night

£427 / week

1 / 17

Holiday apartment in Puerto Rico

San Juan apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“FEEL AT HOME IN OLD SAN JUAN” The photos that Olivia and Luis use to showcase this apartment don’t do it justice - the view is amazing. The apartment is ideally located; top floor of a modern block facing the magnificent harbour, so you can watch the enormous ships make their way in and out. Full of light and fresh air, it has balconies off the living and dining rooms so you can take full advantage of the view. The apartment has modern appliances and they all work, it’s secure and has air con in the bedroom so you can sleep. Being on the edge of old San Juan, you escape the noise of traffic and people walking the crowded, narrow streets, but you can walk to the heart of the old city in minutes. There’s a small supermarket nearby and, if you’re crazy enough to hire a car and deal with traffic jams that are worse than Bangkok, there’s a public car park right next door that charges $3-4 o’night. Luis is a goldmine of info about where to go, where to eat and what to see, so ask him anything. I highly recommend this apartment and Olivia is a delight to deal with.

from £94 / night

£563 - £1,079 / week

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Holiday home in Caribbean

Fitts house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

“Turtle Beach” Parsplace is in an ideal location. It's just north of Bridgetown, on the west side of the island, lending itself to nice, calm waters - ideal for snorkeling and diving. When I was there, baby Loggerhead turtles were hatching almost every day on the beach right in front of our building. There had to be a few hundred of them. The scenes were just as you see on television. What a treat!

from £207 / night

£1,126 / week

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Trelawny Parish holiday home rental

Falmouth house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Secound Time the Charm!” My sister and I loved it the first time we went we couldn't think of another place to be. It was a very comfortable and relaxing time. Away from the cold of the us. The neighbors was nice and Delmar was as charming as ever.

from £94 / night

£610 / week

1 / 30

Holiday apartment in Caribbean

Santo Domingo apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

“Spectacular” I abosolutely loved this place,if you like the way it looks in the photos,expect more,it's big and spacious,and the cherry on the cake, is the housekeeper/cook "Dani" We all fell in love with her,She's an excellent cook, and kept the condo spotless. I almost shed a tear, when we left. What I wouldn't do to have a Dani in the states. I also can't say enough about Mitch. The transaction went smooth,and he was always available to answer my questions, and addresses your e-mails immediately. He also recommended a driver "Maximo" that took us to Punta Cana for a very reasonable rate, He's a great guy, and he speaks english. I would not change a thing, about my stay, and would use Mitch's services again, without hesitation.

from £140 / night

£746 / week

1 / 77

Apartment rental in Caribbean

Puerto Plata apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Very enjoyable and pleasant.” This is the fifth time I stayed at Ola del Mar in the last two years. It reminds me of homes, I lived in previously, when I was young. I have stayed for stretches of time at Ola del Mar for five weeks three times, three months once and the last time in 2013 for eight weeks. It has everything you need in the kitchen, comfortable bed and everything works. It is well secured, safe and a very short walk to the beach down tree lined boulevard. The beach is beautiful. It reminds me of the beer commercials showing a couple sitting on beach chairs watching the vista of the ocean. Ola del Mar is reasonably priced, good value and has a nice warmth to it. Restaurants are very good, close by (walking distance) and inexpensive. I love the warm weather at night when walking in shorts and a t-shirt to wherever I am going. I would recommend Ola del Mar to everyone. Al

from £61 / night

£376 - £507 / week

1 / 23

Holiday villa in Caribbean

George Town villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Relaxing, beautiful, restoring...” What a wonderful time we had. It is absolutely gorgeous. The weather was perfect and the kids and all of us had the most wonderful time. I would like to pack my bags today and be back down there tomorrow

from £258 / night

£1,806 - £2,298 / week

1 / 17

Holiday villa in Caribbean

Ocho Rios villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“You will not find a better place in Ochos Rio for the money” My wife and I recently went to Jamaica and stayed at Eden Sands Villa. We were amazed at how clean and accommodating the property was. It also came with our own cook Mrs.B who ended up giving us inside tips to what Jamaica really has to offer. So much of a more richful experience than your typical resort. It was comical that all the resort snorkle trips people pay to go on was only 20 meters straight out from our privtae beach. We literally could swim out and snorkle at our own leisure. Security was also provided, but wasn't really needed as we felt safe after the first night. Would highly recommend this villa to anyone traveling to Ochos Rio

from £469 / night

£3,283 / week

1 / 19

Apartment rental in Dominican Republic

Cabarete apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £132 / night

£920 / week

1 / 9

Holiday apartment in Puerto Rico

San Juan apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“AWESOME EXPERIENCE” My wife and I were looking for the perfect getaway in San Juan, Puerto Rico. We contacted the owner of Apt. 5A Stella Maris Condominium. We were impressed with the ease of booking, the prompt reply from the owner and receiving the keys for entry so quickly after we had finalized the reservation. The condo was as described in the contract, even better. The condo had everything you could possibly need. The kitchen and dining area cabinets were well stocked with dishes, plates, glassware, kitchen utensils, pots and pans, microwave, blender, toaster coffee machine, etc. We had plenty of sheets and towels. We noticed that there was a baby crib, dining chair, playpen and baby stroller in storage. There was a second TV in the bedroom along with WI-FI. The condo is well-maintained with adequate furnishings and decorated with very nice paintings on the walls. The place was neat and clean when we first arrived but the floor got pretty dirty during the course of our stay because we kept the sliding glass windows open for cross-ventilation. The closet is well stocked with mop, broom, wet and dry vacs. We put these items to good use. The twin beds can easily be converted into a king bed. There are two futons in the living room with mattresses in storage behind the wall unit. We found an inflatable bed in one of the large drawers. We did not need the extra sleeping accommodations for this trip but know that we can come back with our two friends on our next trip. We contacted the owner, Paulet, only one time because we noticed a puddle of water on the floor near the refrigerator. She responded immediately by sending a cleaning lady to check out the situation. The lady told us that the refrigerator door was not closed tightly which was the cause of the problem. Paulet offered to reimburse us for tipping this nice lady. The staff and other residents in this building were very friendly and helpful The building janitor helped us with our luggage and offered to take us to the 'Supermax' supermarket and nearby Walmart. We are seasoned travelers and are always concerned about the security in the place we are staying. There are security cameras both inside and outside this Condominium. Each floor is keyed for entry from the elevator and the stairway doors are individually keyed. The building and street is well lighted. The tourist police are visible on Ashford Ave. The municipal police patrol the beach all night long on a four-wheeled buggy. The new CVS on the corner of Ashford and Condado Ave. lights up that area. We always felt safe when we ventured out to dine at one of the restaurants along Ashford Ave. My wife liked the soup at the Fresh Mart (natural food & restaurant) across the street from the Marriott Hotel. Nightlife in the Condado Beach area means a quiet evening with a drink and dinner in one of the many sidewalk eateries and/or dancing to the music of a live band at the Marriott Hotel.There is a 24 hour casino in the Marriott Hotel. If you prefer disco music you will need to take a taxi to the Santurce area of San Juan. We liked to hang out at the beach in the morning and take the bus, at the stop in front of the Marriott Hotel, to Old San Juan in the mid-afternoon. We enjoyed the Forts (El Morro and San Cristobel), the cruise ship area and the Governor's Mansion. We also signed up for a day excursion at the Marriott Hotel to the Rain Forest (El Junque) . On the last two days of our stay we rented a car at Charlie Car Rental to travel to Dorado and Ponce. We were fortunate that this condo has a parking space because it is difficult to find on street parking. We hated to leave after the week was over. There is so much to see and do on this island. We asked the owner if it was possible to check out later because our flight was at 2:00 P.M. She said it was okay because nobody was checking in until the next day. My wife and I travel to France for nine weeks every year to do bicycle touring in the countryside. We plan our own biking excursions and book condos, rooms, and houses along the route. We have had some very good experiences and some very bad experiences booking and dealing with property owners on these trips. This property and property owner rank way up on the top of our list. The location, amenities, proximity to the beach, view, ambiance, restaurants and affordability are incredible. Needless to say we had a wonderful stay in this location of San Juan. We highly recommend this property to other travelers. Kudos to the owner of this vacation retreat. Robert

from £160 / night

£1,116 / week

1 / 39

Caribbean holiday villa rental

Lower Carlton villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

from £269 / night

£1,878 / week

1 / 55

Holiday apartment in Saint Ann Parish

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“I had an amazing time!” George's property was great. Right on the beach and in town. Close to everything. George is very nice and helpful. Will definitely go back!

from £93 / night

£656 - £984 / week

1 / 13

Saint Ann Parish holiday apartment rental

Ocho Rios apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“An awsome view to wake up to.” I took my 96 year old mom to celebrate her birthday with my son and his girlfriend. we fell in love with the apartment it was so homely and the maid service was excellent. We were able to walk to the beach and went in the town to shop. The apartment was very clean and open with a lovely sea breeze that make my mom slept through the night with the window open. The amenities was very good and it was very quite and peaceful. we enjoyed our stay at the apartment and would go back anytime.

from £183 / night

£1,431 - £1,595 / week

1 / 35

Holiday apartment with shared pool in Caribbean

San Juan apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“good experience” We (a family of 4) stayed in the apartment in Jan 2014 for a week. It's safe and clean. The owner is very nice and responsive.

from £94 / night

£563 / week

1 / 32

Barbados ski apartment to rent.

Holetown apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £99 / night

£690 / week

1 / 10

Holiday apartment letting

San Juan apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“location, location, location!!!” a nice, simple, satisfying accommodation. All the basics are supplied and the lovely outdoor area is wonderful to relax in! beach is steps from the door, great walkable markets and coffee/yoga/dinner/drinks/laundry closeby. central to PR hotspots and parks. Gorgeous beach, lovely private community, good parking. only two areas of improvement: futon is uncomfortable and toilet is temperamental. these factors are a small sacrifice compared to the overall value and quality of the apartment. I will definitely return and definitely recommend to others! a truly unforgettable stay. I mean, wow!

from £120 / night

£841 / week

1 / 31

Holiday apartment in Caribbean

San Juan apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“The perfect place!!!” We located Joe Galbraith through Trip advisor. Joe was so helpful in acclimating us to the immediate area with maps, bus line information, and more. It was the perfect vacation spot on Condado Beach with the beach right outside our door. The condo surpassed our expectations for location and comfort. We give it a perfect 10 and can't wait to return in the future.

from £122 / night

£854 / week

1 / 11

Holiday home in Caribbean

San Juan house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Home away from home.” I stayed for about a month in ani's apartment. The location is great in that you are less than five minutes from a great beach and the city park with running track, tennis and basketball courts are right around the corner. Kasalta bakery is within walking distance. The area can get busy, but ani's place is quiet since it is on a residental street. The apartment is roomy for one or two with a full kitchen, sitting area, bedroom and bath. There is a front porch as well, but the mosquitos can be aggressive. Ani is friendly and a wonderful host. She helped me get oriented to the area and has a wealth of knowledge of things to do all across the island. It was a pleasure doing business with her.

from £235 / night

£1,642 / week

1 / 56

Holiday apartment with shared pool, golf nearby in Caribbean

Cap Estate apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Fantastic holiday at Belle Kaye apartments St Lucia.” Recently been on holiday to St Lucia where we stopped at the Belle Kaye apartments. We were met at the airport by Eroy the owner of the apartments who was brilliant with us thought-out the hole of the holiday . The apartment was very homely and clean. We have been to St Lucia 5 times before and usually hired a car but this time Eroy took us on trips around the Island and to places we have never seen before. We also went to different restaurants for meals with him and his wife Mary. We are now pricing flights to go back to Belle Kaye for next year which I highly recommend.

from £310 / night

£2,167 / week

1 / 34

Villa rental in Caribbean

Culebra villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 18

“Living in Paradise” The stay in this wonderful property was special in many ways. For me and my wife it was a relaxing and pleasant experience. For our daughters and their husbands was an exiting adventure visiting beautiful beaches in our boat and kayaking in the afternoon to a private and wonderful beach. For our granddaughters it was the perfect place for exploring and playing. So they have something different and exiting for every taste and age. We recommend without reserves this place for the vacation of your life.

from £277 / night

£1,937 / week

1 / 28

Fort rental in Caribbean with swimming pool

Mount Pleasant fort

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £965 / night

£6,753 - £10,130 / week

1 / 29

Holiday apartment in Caribbean

Negril apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Awesome location for a relaxing vacation!” We arrived after dark and Karen met us and got us checked in right away. She was great the whole week we were there, as was Mr. Rose (L.S.). He brought us to get dinner and some supplies after we checked in. Our apartment was very clean and comfortable. The location was great-very quiet! The property was beautiful! Both beaches were excellent, and were never crowded. At times we were the only ones on the beach! The security staff was excellent-we felt very safe all the time. We got to know a couple of the taxi drivers outside the property and had great service from them. We had the perfect vacation, and could not have asked for a better situation. We are so glad we stayed here and didn't stay at a hotel on 7 Mile Beach.

from £89 / night

£624 - £952 / week

1 / 35

Holiday apartment in Caribbean

Oranjestad apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £131 / night

£913 - £1,044 / week

1 / 23

Apartment letting in Caribbean

Oranjestad apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £150 / night

£1,044 / week

1 / 36

Villa rental in Caribbean with swimming pool

Cabarete villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

“Great experience.” The villa was even better than advertised and the owner extremely helpful in everything. We really had a great time, enjoyed the pool, the beach and the entire area of Sosua and Cabarete. Everything nearby and other villas in area but we felt as we were on our own secluded island.

from £169 / night

£1,182 / week

1 / 26

Caribbean holiday apartment rental

Cabarete apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £610 / night

£4,272 / week

1 / 17

Dominican Republic holiday apartment rental

Santiago de los Caballeros apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from £47 / night

£376 / week

1 / 9

Apartment rental in Caribbean

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £47 / night

£296 / week

1 / 13

Caribbean holiday villa rental

Belmont villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £323 / night

£2,259 - £3,335 / week

1 / 26

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