
Vacation rentals with a pool in Cayman Islands
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Top-rated rentals with a pool in Cayman Islands
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Popular amenities for Cayman Islands rentals with a pool
House rentals with a pool

Luxury 3bd Beach Front, # 5 Yellow, Stunning Views
The home and location were really nice. The North Side of the island is pretty far from everything which is nice if you want quiet, you'll have the whole beach to yourself. There are a few decent restaurants within 10 minutes. Most activities are 30-45 minutes away. We really enjoyed our stay, but 1.5 hours of driving every day to and from activities got kinda old after a few days. If you plan to spend most of your time at the house/beach/pool this is a great place to stay.

Villa Villekulla - Relax Poolside
A beautiful spot on Cayman Brac. We watched the sunrise every morning. Very clean, accurate photos and description, comfortable beds, gorgeous views. The pool needed some attention while we were there and the host was super responsive. As previously mentioned in other comments, the pool area is very sunny during the afternoon. We had an amazing stay and would stay again when visiting Brac.

Parrot-ise 4 Bedroom Oceanfront Villa in Cayman Ka
As advertised. Beautiful location near the quiet Rum Point side of the island. Our group had a blast and the property manager was a joy.

3 Bed Brand New by 7 Mile Beach!
All around great experience. Tanis is so helpful and accommodating. The unit is brand new and in pristine condition. Right next to the pool, and near some of the best beaches in Grand Cayman!

Casa Avi - Beachfront Bliss
What can I say other than this place is a slice of heaven for those looking to unwind and enjoy the island. It was clean, amazing location and views, very cozy and spacious … would highly recommend, and we will be coming again for sure. Everything about the house was absolutely perfect, and the hosts were amazing to deal with. We’re sad to leave !!

3 Bedroom Beach House with Pools
Everything as advertised! Beautiful, peaceful and far from the crowds. If you like driving around the island and having a great place to come back to, this is where you want to be!

Island Oasis
Wonderful stay with good walkability to grocery and liquor store. Lived BBQing on the enclosed (mosquito-free) patio and the pool was sublime!

Modern Oceanfront, 2Primary Suites, sleeps 6, pool
Julia’s home is amazing! A great place for relaxing! The island is so peaceful, and everyone is friendly! Julia has amazing recommendations! Everything was exactly as described and had everything we needed for a relaxing week! We would definitely come back again! Thank you Julia for all your helpful suggestions, and Derwin was great too!!
Condo rentals with a pool

2 Bed Condo in the Heart of Seven Mile Beach
We had a great stay the condo is in a great location lots of places to eat and drink in walkable distance. The beach access is amazing will defo be back! Thank you

2BR Beach Front Paradise on SMB- Grand Cayman
Kenesha’s place was completely as advertised. We loved the location away from the crowds but close enough to walk to restaurants, bars, and resorts. The place was spotless, with a well appointed kitchen and wonderful screened in deck facing the ocean. The pool and hot tub were right on the ocean and many times we had it to ourselves. We would definitely love to come back in the future!

Seven Mile Beach Condo Ocean/Pool
Highly recommend! We stayed in Ariel's condo for spring break and it was perfect for our family! Our three teenagers loved the pool and being able to snorkel right outside our door. We walked to many great restaurants or take a quick taxi/bus too! All of the guests in the complex were super nice and respectful. Hope to be back again soon!

*Beachfront* Coco Sands - 2 bed condo at Rum Point
This place was perfect for what we needed and wanted for our trip! We really enjoyed how secluded it was but also how close it was to Rum Point! The place was incredibly clean. Beach towels, chairs and cooler were used daily and it was nice to be able to wash and dry swimsuits and towels while there! Natalie was very responsive and helpful when we had questions and even had her husband drop off an extra blanket! Our kids loved the pool and we loved being able to walk out to the water each morning! My only complaint was the wind while we were there!

Cozy Condo near Seven Mile Beach!
This location is within 5-10 minutes to Seven Mile Beach, Georgetown and West Bay in Grand Cayman. It is located right next to a highway so you can't walk to and from these places. My friend and I rented a car, which is honestly the best way to get around the island so it did not matter to us. Krys supplied two pods for the laundry machine, and had two beach chairs, an umbrella, and a cooler in a closet which was unexpected and appreciated! Her place is reasonably priced for how expensive the whole island is. It is a safe condo complex and my friend and I had a great experience here. Highly recommend!

Beautiful Modern Condo on 7 Mile Beach
We went with a group and we all stayed at 3 different locations. Our place was the best of 3, the Lazy Lizard and all the girls bartending were the best. We will stay here again!

The Sanctuary Serene Grand Harbour view 2Bed/2Bath
Would stay here again, great location. We split our time between Cemetery Beach and Starfish Point. Craig was very responsive and a pleasure to deal with. Nothing to do with Craig but we had a hard time finding the property. We didn’t plan ahead and had no Verizon service when we arrived on the island. I would recommend knowing if your cell service will be active or knowing exactly where the unit is before you leave home. Hope to visit again next year.

Oceanview 2BR Condo w/ Big Balcony on 7 Mile Beach
Beautiful spot at the South end of 7 mile. Beach is a little Shelly but just up the beach is a great spot to swim. Amazing snorkeling right out front including a ship wreck. Walkable to the grocery store and a dive shop as well as several restaurants which was so nice. Owners were so responsive any time we had questions. We really enjoyed the condo. It’s the perfect mix of quiet and semi-private setting right in the mix of everything you need. Beds were firm in a Good way. Linens were SO comfortable! Beautiful kitchen and bathrooms. We loved the condo. Thanks for having us!
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