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Rum Point Rentals with Pools

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178 condos in Rum Point with pools

2 BR MoonLight Kai condo at Kaibo Yacht Club, ph.2

Rum Point apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Paradise” We stayed at MoodLight Kai condo the first week of april 2014. It was a magical experience being in Cayman Island for the first time. The condo is very modern and comfortable with a beautiful beach view right from the living room couch. There was no excessive noise or biting insects, the beach is very close and if you are feeling too lazy to go anywhere you can just lounge on the beach in front of the condo or soak in the jacuzzi. We had an excellent time and would definitely go back for another family vacation.

Match: Swimming pool

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Price per night from

$315

Two Rainbows: Beach Lovers Paradise in Cayman Kai w/ Pool & Beautiful Barefoot

Rum Point house

5 bedrooms / 4 bathrooms / sleeps 10

“Two Rainbows is a peaceful, secluded and affordable villa perfec” Our stay at Two Rainbows was our fourth visit to Grand Cayman. Check-in was absolutely painless. We had great instructions and were able to walk right in a get settled in a matter of a few minutes. Having previously stayed on Seven Mile beach and the North Side, we can say that it is our favorite location so far. If you want seclusion, peace and quiet, this is the place. If you want convenience to Georgetown and the action, this is not for you. We are used to driving a half an hour to get fuel or groceries, so it was no issue for us. If you visit in the winter, this villa is located out of the Christmas Wind that is prevalent on the North Side, which makes it much nicer to spend time on the beach. Speaking of which, the beach was clean and the water smooth. Snorkeling is limited and the swimming is less than ideal as there is a fair amount of grass in the shallows in front of the house, but if you feel like venturing out a bit farther there is some nice water to be had. The currents have washed quite a bit of sand around the point so the beach out front is quite wide and the water shallow. Kids will love it. We loved the screened in porch which allowed the breeze through, but not the bugs. The pool was small but adequate for a refreshing dip. The house was clean, roomy and well appointed with the exception of no stereo or outdoor speakers for music. We really missed that! There are several steps to get in or out of the house at every exit, so consider that for anyone in your group that has a problem with steps. Two hammocks are perfectly positioned and made for "naps with a view." A kayak or two would enhance the water experience since it is so calm in the bay. It is so convenient to Rum Point your will probably go there every day. The food there is exceptional. Overall, Two Rainbows is a really good value and a great place for a quiet beach get-away. We would recommend it to anyone who looking for laid back seclusion.

Responds fast! avg. 2 hours 50 minutes

Match: Swimming pool

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Price per night from

$1,145

Coconut Beach: Secret Garden Oasis with Palm-Shaded Beach and Spectacular

Rum Point house

5 bedrooms / 5 bathrooms / sleeps 12

Responds fast! avg. 2 hours 50 minutes

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Price per night from

$888

Starboard Kai Beachfront Home with Great Beach Location at Rum Point, Cayman Kai

Rum Point house

2 bedrooms / 3 bathrooms / sleeps 4

“Paradise Found” This was our first time to Grand Cayman Island. We were very excited to go as a family for the first time to the Caribbean. We usually like to vacation at destinations that are not too “touristy” so we decided to stay away from the seven mile beach strip, since we heard that was very busy. We are so grateful that we found this wonderful townhome at Rum Point. Starboard Kai was very tastefully decorated, really clean and very well stocked. They even had a complimentary water cooler for us which were so helpful. They had three kayaks with life jackets, bikes (which we never got a chance to use), laundry in the unit (just make sure you bring your own HE laundry detergent), dvd player (I am not sure if we saw any dvds, but we hardly watched any TV since were had full days), coffee maker, spices, pool towels, beach toys. The only thing we needed was food, that’s how well stocked this place was. It was so nice to be right across from a Rum Point where our boys could play in the water, without worrying about waves. The location is superb, since you have the beach right in front of the condo and the beautiful bioluminescent bay in the back. It was so nice to lounge in the lanai and see the bay. From the living room and office you had nice views of the ocean of Rum Point. Many beautiful parrots, roosters and iguanas to see here, which was really neat! We did venture towards Seven mile beach and other areas of interest but wished we had just spent more time at our home base Starboard Kai. We checked out all the top beaches on the island and found our location to be #1. Janice the owner was a delight to work with; she really goes above and beyond to accommodate her guests. We also found Bob Wagner, the property manager very helpful as well. They truly excel in customer service and were very responsive to any issue we had. We loved going to the recommended restaurants. Loved our day at Sting Ray city, with Red Sail Sports which to sign up is right across the street and leaves from Rum Point’s pier. We really liked the blue iguana sanctuary nearby. We also have great memories of feeding the ‘Pirate’ Frigate birds at Tukka, a restaurant on the east end. Going to get sticky toffee pudding and seeing the Tarpons at Calypso Grill was fantastic as well. Would highly recommend this to others and have. When we got back we showed my friends and family and were amazed how beautiful everything was. Hoping to go back soon!

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Price per night from

$458

Heritage House: Caribbean-Style Rum Point Villa with Large Pool & Sandy Shores

Rum Point house

4 bedrooms / 4 bathrooms / sleeps 10

“Wow! What a great time” We had the pleasure of staying at the Heritage House for a week at the end of april/beginning of May. The house is not centrally located to the the main part of the island, it is beautifully secluded on the North End of the island. We were within walking distance of Rum Point plus we could snorkel right off the beach at Heritage House. We traveled with our three adult children and their spouse or significant other. There were 8 adults in the house. Plenty of room for all of us. We would go back to Heritage House in a heartbeat. The pool out front was a plus. The weather was beautiful and the amenities were spectacular.

Responds fast! avg. 2 hours 50 minutes

Match: Swimming pool

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Price per night from

$659

Just For Fun: Beach Bungalow on Glowing Bio-Luminescent Bay w/ Private Pool

Rum Point house

3 bedrooms / 2 bathrooms / sleeps 6

“Great Cayman Experience!!” We just finished our 1-week vacation at Just For Fun. The cute cottage certainly lived up to our expectations. Our family cooks three meals a day at home. The kitchen and new grilling area work perfectly. The kitchen has lots of extras that make cooking anything from a quick breakfast to a gourmet meal a breeze. Plus the wet bar with the wine fridge makes for a great flow of traffic. The outside area, with a pool, deck and a screened in porch is perfect. We ate every meal outside, either in the shade or by the pool. Plus there is a cute thatched hut with 4 showers in it for that quick rinse off after a swim in the ocean or a dive. This cottage would really be perfect for a locals getaway to the North Side. It has a great dock and it is very quiet. We will be back, Steve

Responds fast! avg. 2 hours 50 minutes

Match: Swimming pool

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Price per night from

$567

Kaibo Phase 2 - A4, Grand Cayman

Rum Point apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Perfect vacation” My husband and I spent a week in this condo and found it to be perfect for us. It is very clean with nice linen and a well equipped kitchen. The location is great for walking around Kaibo. It is on a sandy beach with a restaurant right next door. We will definitely return to this spot. The beach is not good for swimming but there is a pool and hot tub. There is a beach within walking distance that is good for swimming.

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Price per night from

$229

Great Escape: Serene Cove Villa in the Quiet Neighborhood of Cayman Kai with

Rum Point house

4 bedrooms / 3 bathrooms / sleeps 10

“Best. Vacation. Ever. Amazing. Beautiful. Relaxing.” Great Escape is a beautiful home in the perfect location. A truly luxurious property with an amazing pool and a short walk to Rum Point Beach, which is fantastic. I can't say enough about the house, the pool, the beach, the island. It truly was a perfect vacation. Although it is a drive to the other side of the island, we preferred the relaxing, quiet and island feel of Cayman Kai. The photos of Great Escape are very accurate except honestly I think the pool is bigger than it looks in the photos. Grand Cayman Villas handled our reservation in a professional, timely and courteous manner. They answered all of my questions promptly. They provided lots of information about the island, the property, restaurants, car rentals, etc. Upon arrival there were a couple minor issues (not worth mentioning) but the Villa Manager answered my call immediately and things were taken care of within 20 minutes. The owners of the property were a pleasure to deal with as well. We received an email from them before our stay with helpful information about the property and the island. We spoke by phone and met in person briefly on arrival. They were nothing but helpful and friendly. Highly recommend Great Escape and Grand Cayman Villas. It might be a few years but we will definitely be back.

Responds fast! avg. 2 hours 50 minutes

Match: Swimming pool

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Price per night from

$796

Reef Romance: Ultimate Friendcation Getaway w/ Outdoor Bar, Private Pool

Rum Point house

5 bedrooms / 5 bathrooms / sleeps 10

“Fantastic relaxing villa!!” The house was perfect for our group of 10 - our three adult children, their friends and our relatives! Five bedrooms with each room having their own connected bathroom. Everything we needed was provided - the kids loved the hammocks, beach and sun! We loved the family meals and playing board games at night - something we had never done before! We would highly recommend the house and rental company. Any problem that popped up was handled immediately - one time within 10 minutes! My wife found the kitchen fully equipped and the outdoor BBQ was great. The house is on the north side of the island - far away from the tourist spots in the city, but only 15 minutes away from stores and shopping, and 30 minutes from the airport. You will need a car - we had 2 which made getting around a lot easier for a big group. The weather was fantastic - only rained one day early in the morning. Rum Point beach and outdoor restaurant is 4 minutes down the road. Several family members visited the Botanical Garden at Frank Sound and really enjoyed it. You will need beach shoes as the shore behind the house is a bit rocky. We had a great 9 days and have memories we will cherish for life!

Responds fast! avg. 2 hours 50 minutes

Match: Swimming pool

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Price per night from

$1,260

Hidden Cove: Family Hideaway w/Free Kayaks & Bikes, Private Pool and Dock

Rum Point house

6 bedrooms / 5 bathrooms / sleeps 12

“Beautiful house/location...but erroneous charges from owner not” This is a truly wonderful vacation rental...beautifully decorated and well situated in the cove allowing both privacy and easy access to the ocean. We had a large group and I can easily say we all agreed it was a magical spot worth returning to...especially given the bioluminescene right in our cove which we enjoyed every night! Our other concern was access to the grocery store which turned out to be a shorter drive than expected (maybe 20 mins). All was well until we checked out and the owners slammed us with erroneous charges for missing items! We were never given an innitial inventory, yet we received a massive bill and automatic charge from the owner. They even charged us for items they admitted were missing before we arrived. It was a ridiculous ending to a wonderful trip and it left us all with a bitter taste in our mouths. If you're a strong negotiator, perhaps this rental is worth your trouble.I would certainly recommend getting an inventory pre-visit and writing into the contract that you would only be held accountable for those items listed.

Responds fast! avg. 2 hours 50 minutes

Match: Swimming pool

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Price per night from

$802

Fischer's Reef: Spacious, Luxury Beach Villa w/ Heated Infinity Pool & Amazing

Rum Point house

8 bedrooms / 10 bathrooms / sleeps 20

Responds fast! avg. 2 hours 50 minutes

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Price per night from

$3,378

Cayman Dream: Rum Point Beach Bungalow with Pool for Oceanfront Living

Rum Point house

2 bedrooms / 2 bathrooms / sleeps 6

“Cayman Dream” We rented Cayman Dream in early June of 2013. We were very happy with the house. It's exactly as the pictures show. The kitchen is very well appointed and the grounds are kept very nicely. It's located in a nice quiet area with very little traffic. Our only complaint with the house was the phone/wifi. It was out for three of the six days that we were there and even after it had been fixed we had to constantly reset while we used it. With our children back in the states, we felt really out of touch. We truly enjoyed our stay and would recommend staying there.

Responds fast! avg. 2 hours 50 minutes

Match: Swimming pool

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Price per night from

$458

Ultra-Cool 6-Bedroom Beachfront Mansion in Rum Point

Rum Point villa

5 bedrooms / 5 bathrooms / sleeps 18

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Price per night from

$3,729

Cayman Islands Kaibo Yacht Club Condo - Rum Point

Rum Point condo

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$453

Sandbar Beach Island House 11, steps from Rum Point, FREE kayaks, bicycles, WIFI

Rum Point house

2 bedrooms / 3 bathrooms / sleeps 6

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Price per night from

$430

Elegant, Coastal 7-Bedroom Estate w/ Private Beach

Rum Point villa

7 bedrooms / 9 bathrooms / sleeps 18

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Price per night from

$4,239

Rum and Kai - TripAdvisor Rum Point Award Winner

Rum Point apartment

1 bedroom / 1 bathroom / sleeps 4

“Perfection on Rum Point” This was our second trip to The Retreat. This time, we were without kids, so we only needed a one-bedroom and Rum & Kai is the perfect choice. The unit is very spacious, and immaculately clean. It's perfect for two or a small family. We had everything we needed and then some. We especially enjoyed the massive movie hard drive! The reservation process was seamless as was communication. The Retreat complex is the island's best kept secret--perfect location, great beach, quiet, wonderful snorkeling, great amenities--the list goes on and on. We will definitely return! Thank you for a great stay.

Responds fast! avg. 1 hour 14 minutes

Match: Swimming pool

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Price per night from

$229

Kailypso: Beach House Oasis with Private Pool, Secluded Beach, Kayaks + Dock on

Rum Point house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 50 minutes

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Price per night from

$567

Kai Knot, Kaibo Yacht Club 16B

Rum Point condo

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$260

Kaibo Yacht Club 12C

Rum Point condo

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$305

Twin Palms: Barefoot Beach w/ Shallow Snorkeling & 60-ft Pool w/ Heated Spa in

Rum Point house

7 bedrooms / 6 bathrooms / sleeps 14

Responds fast! avg. 2 hours 50 minutes

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Price per night from

$1,483

Pools of the Kai #6: Modern Island Oasis w/ Private Pool Atrium & Sandy Beach

Rum Point house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 50 minutes

Match: Swimming pool

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Price per night from

$373

Barefoot Kai II

Rum Point villa

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$325

Abita Kai: ADA-Friendly Luxe Family Villa Across from The Kaibo w/Pool, Kayaks

Rum Point house

5 bedrooms / 6 bathrooms / sleeps 14

Responds fast! avg. 2 hours 50 minutes

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Price per night from

$1,145

Wight Away

Rum Point villa

4 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$695

Thatch Hill: Snorkeling Haven in Rum Point w/ Oceanside Pool & Screened Porch

Rum Point house

2 bedrooms / 3 bathrooms / sleeps 7

Responds fast! avg. 2 hours 50 minutes

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Price per night from

$458

Ocean Paradise # 1 Cream - Affordable Luxury Home w/ pool

Rum Point house

3 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$526

Ocean Paradise # 5 Yellow - Affordable Luxury Home w/ pool

Rum Point villa

3 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$686

Ocean Paradise # 4 Green - Affordable Luxury Home w/ pool

Rum Point house

3 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$686

Ocean Paradise # 2 Peach - Affordable Luxury Home w/ pool

Rum Point house

3 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$526

Grand Cayman/Rum Point area, Beachfront Condo- sleeps 6 comfortably

Rum Point condo

2 bedrooms / 2 bathrooms / sleeps 7

Match: Swimming pool

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Price per night from

$344

Ocean Paradise # 3 Blue - Affordable Luxury Home w/ pool

Rum Point house

3 bedrooms / 3 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$526

Pools of the Kai 3 - Beautiful Island House with Indoor Pool

Rum Point condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 hours 50 minutes

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Price per night from

$344

Seaside Dreams: Contemporary Oasis on Bio-Bay With Two Free Kayaks

Rum Point house

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 2 hours 50 minutes

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Price per night from

$338

Kai Kotch: Island Townhome on Bio Bay with 4 Free Kayaks - Walk to Rum Point

Rum Point townhouse

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 50 minutes

Match: Swimming pool

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Price per night from

$327

Great rentals within 20 miles that match your search

Cayman Reef Resort #1 - Renovated Seven Mile Beach

Seven Mile Beach apartment

1 bedroom / 1 bathroom / sleeps 4

“Excellent 1BR on SMB” My wife and I just spent six night in this great one bedroom condo on SMB. It was our first stay in the Caymans. The unit was exactly as advertised. Ample towels were provided, including beach towels. The unit has a full kitchen, with every appliance that you could ever want. The screened in patio, which was great for dinners, also has a nice electronic grill that I used to cook a beautiful red snapper that I purchased from a local fisherman in downtown George Town. The bed was comfortable, the bathroom large, the hot water VERY hot and plentiful, and the AC worked very well. The unit is reasonably stylish, with several nice finishes throughout. The condo building has a mix of vacationers and residents. The pool isn't huge, but more than adequate if you want to take a quick dip. There is a tennis court in very good condition in front of the building. The private beach has several recliners and umbrellas. We never had to fight anyone for use of these, but that may be different during peak travel times. The location of the unit was IDEAL. The resort is on the beach, which is obviously a big plus. Additionally, there are TONS of great food options within a quick 5 minute walking radius. To quickly name a few, Chicken Chicken, Al La Kebab, and several restaurants at Camana Bay were all excellent. We rented a car, which we found useful to get to the grocery store several times. In hindsight, could we have done this by taking cabs or buses? Yes. But we liked the flexibility. The owners provided us with ample suggestions and guides to help make our first stay on island more pleasant. Marc was very responsive to emails and was on top of everything. All in all, the unit worked out great. We didn't spend a whole lot of time there, as we were out every day diving. But the time that we did spend there was very pleasant. We would certainly consider renting this unit again.

Match: Swimming pool

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Price per night from

$567

Regal Beach Club #631

Seven Mile Beach apartment

2 bedrooms / 2 bathrooms / sleeps 5

“Great view!” The condo was extremely clean and the daily maid service was an unexpected pleasure. The view of the beach from the screened in porch was incredible. We will definitely be back and hope to stay in the same place.

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Price per night from

$450

Coral Reef

Seven Mile Beach villa

7 bedrooms / 7 bathrooms / sleeps 25

“This beautiful home has everything you need!” We had a blast staying at Coral Reef. There were 6 adults and 2 kids (ages 9 & 13). There was plenty of room for hanging out, eating breakfast, playing games, swimming and playing on the beach. We never felt crowded or on top of each other. Truly appreciated the kayaks, paddle boards, wake boards and snorkeling gear that was right on site available to use. Didn't have to walk or drive anywhere to do activities - just dragged something out to the water and got going. Also was thankful a washer/dryer was there. The kitchen is stocked - don't worry about bringing spices or basics. The water is a little rough to enter due to the shells but once you get in it is wonderful. The house is just a short walk (5 min) up the beach to the Tiki Bar, a place known on the island for their jerk chicken and rum punch. Would love to return again soon.

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Price per night from

$3,810

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