Holiday 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

Guest favourite
Home in Rum Point
4.87 out of 5 average rating, 54 reviews

Luxury 3bd Beach Front, # 5 Yellow, Stunning Views

Catherine AliceRating, 5 stars2 weeks ago
This was our 6 th stay at Ocean Paradise! Tranquil to the extreme. Responsive host.Only criticism is recent change in air conditioning - unable to set lower than 72( upstairs bedrooms are too warm at night)
Superhost
Home in Cayman Brac
4.74 out of 5 average rating, 54 reviews

Villa Villekulla - Relax Poolside

GingerRating, 5 stars2 weeks ago
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.
Top Guest favourite
Home in George Town
5 out of 5 average rating, 8 reviews

Beautiful 4 BR/3 BA South Sound Home w/pool.

ChristinRating, 5 stars2 months ago
My family and I had a wonderful stay! The house was spotless and Julie was a wonderful host. Would recommend staying here to anyone. Looking forward to the next visit.
Guest favourite
Home in Grand Cayman
4.92 out of 5 average rating, 26 reviews

3 Bedroom Beach House with Pools

LeeRating, 5 stars4 days ago
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!
Top Guest favourite
Home in West Bay Road, George Town
5 out of 5 average rating, 12 reviews

Island Oasis

MarRating, 5 stars4 days ago
Our large family had an amazing time at Cline’s place. Lots of space, a great pool, and amazing kitchen all near stores, restaurants, and seven mile beach. We will return!
Guest favourite
Home in George Town
5 out of 5 average rating, 19 reviews

Villa Olea -

JeffRating, 5 stars5 months ago
Leslie was an amazing host. Home was spotless and in a great location. She was very responsive and very bubbly. Thank you opening your home to us. The whole experience was revitalizing. Highly recommend booking!
Top Guest favourite
Home in Stake Bay
5 out of 5 average rating, 56 reviews

Modern Oceanfront, 2Primary Suites, sleeps 6, pool

DianneRating, 5 stars2 weeks ago
Tides End is a tranquil vacation spot that ticks all the boxes. It’s right on the ocean, has two king suites, single level floor plan, all the modern conveniences, well equipped kitchen, pristine pool, kayak, life vests, and assorted fins and snorkel gear. The Brac Scuba Shack has anything else you might need. Nearby Radar Reef was the best place we found to snorkel. The whole island is so chill and quiet with raw natural beauty. Hiking on the bluffs was breathtaking. Julia is very responsive, kind and gracious. We had a lovely time!
Top Guest favourite
Home in Georgetown, Cayman Islands
5 out of 5 average rating, 8 reviews

Hidden Hideaway House -7 mile -2King/1Queen- Pool

ElizabethRating, 5 stars2 months ago
Monika's house was the perfect place to spend a week in Grand Cayman. The location was perfect and close to the grocery store, across the street from the beach and within walking distance to many restaurants including Camana Bay. We enjoyed the pool, large backyard and safety of the residential neighborhood. The house was "as described" and we felt that we had everything we needed for the week. Thanks again!

Condo rentals with a pool

Guest favourite
Condo in George Town
4.9 out of 5 average rating, 39 reviews

2 Bed Condo in the Heart of Seven Mile Beach

EmmaRating, 5 stars1 month ago
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
Superhost
Condo in Sister Islands
4.77 out of 5 average rating, 39 reviews

Brac Sea'renity - Coastal chic oceanfront condo

BillRating, 5 stars4 weeks ago
Nice place. Comfy bed. Nice TV. High-end washer/dryer made life easier for 2 divers on a 15 day dive trip with just a carry on bag of clothes!
Superhost
Condo in George Town
4.86 out of 5 average rating, 51 reviews

2BR Beach Front Paradise on SMB- Grand Cayman

DavidRating, 5 stars2 months ago
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!
Guest favourite
Condo in Seven Mile Beach
4.98 out of 5 average rating, 64 reviews

Seven Mile Beach Condo Ocean/Pool

CallieRating, 5 stars3 weeks ago
This is a great location. The pool and pool bar are fun and reasonably priced. There is some snorkeling right off the beach. We walked to several restaurants, camana bay, the cruise ship port, and the south half of 7 mile beach. The buses are inexpensive and easy to use right from the condo. The condo itself was very clean, had nice views, and a great balcony that we used frequently. We would definitely stay here again in the future.
Superhost
Condo in George Town
4.84 out of 5 average rating, 124 reviews

Cozy Condo near Seven Mile Beach!

Velvet Rating, 5 stars1 month ago
Everything looks just like the photos, and it's clean. The apartment has great air conditioning, and plenty of hot water. The host was kind enough to let me check in a bit early, and check out an hour later than check out time. The location is convenient for walking to the supermarket, and the beach. You can get a local bus easily from the roads nearby if you don't want to hire a car.
Guest favourite
Condo in George Town
4.95 out of 5 average rating, 42 reviews

Beach front condo, Seven Mile Beach Cayman Islands

ShirleyRating, 5 stars3 weeks ago
We had a great time at Amy’s place. Family/kid friendly. The place had everything we needed in terms of space/beds. Beautiful view. Full Kitchen essentials. W/D. Toys/books for kids, some water activity supplies. There was construction next door but it really did not bother us at all. Great location with easily walkable beach. Although it is was not really for swimming with kids, it was awesome for exploring rocks looking for hermit crabs. Has some walkable restaurant. Parking was tight, but super glad we had an assign spot. Definitely would recommend! And most like will try to come back!
Superhost
Condo in George Town
4.86 out of 5 average rating, 161 reviews

Beautiful Modern Condo on 7 Mile Beach

AndriaRating, 5 stars5 days ago
Nicely renovated condo in a great complex that is conveniently located.
Guest favourite
Condo in Grand Harbour
4.92 out of 5 average rating, 251 reviews

The Sanctuary serene Grand Harbour view 2Bed/2Bath

KristinRating, 5 stars4 days ago
We stayed 2 nights and had a wonderful rime. The condo was clean and spacious with nice views of the channel. Great location…. We would stay again,

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