Holiday rentals with a pool in Cayman Islands

Find and book unique homes with a pool on Airbnb

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Popular amenities for Cayman Islands rentals with a pool

House rentals with a pool

Top guest favourite
Home in George Town
5 out of 5 average rating, 10 reviews

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

JeremyRating, 5 stars2 days ago
We had two families with little kids staying at Julie’s house and it was perfect for our group. The kitchen is well equipped. Bedrooms and bathrooms were clean, comfortable, and as advertised. The pool is great. Great spot!
Guest favourite
Home in Grand cayman
5 out of 5 average rating, 5 reviews

3 Bed Brand New by 7 Mile Beach!

JonathanRating, 5 stars1 week ago
I was on island for a quick trip. This end-unit townhouse was spotless, modern, conveniently located and our host was friendly, responsive and proactive. Highly recommended!
Top guest favourite
Home in Bodden Town
5 out of 5 average rating, 51 reviews

Casa Avi - A Calm Coastal Gem in Grand Cayman

JoanRating, 5 stars2 days ago
Comfortable, unique and spotless! Family oasis! Magical property! My little family has stayed on a variety of spots on this island over the years and this is our favorite. A delightfully private beach. We went snorkeling every day and saw a variety of tropical fish. We also took the kayak farther out and spotted stingrays and tarpon. Nearby Potts Beach is an easy ten minute drive and we spotted sea turtles! We cooked the majority of our meals on site, so the nearby Bodden Town Shopping Plaza is convenient. The house itself is a perfect vibe, its design and construction in conversation with the landscape. Avril Ward's art creates a distinctly vibrant sense of place. Swoon inducing views from every angle, inside and out. We made good use of the lower level, which opens in all directions. There's a gorgeous pool outdoor shower, so the transition from sea to land is as comfortable as it gets. A true Caribbean paradise. We'll definitely return.
Guest favourite
Home in North Side
4.96 out of 5 average rating, 50 reviews

Oceanfront Dreamsicle Villa w/Outdoor Living Area

ReedRating, 5 stars2 months ago
To make a long review short, well worth the money. It's a huge house, it could comfortable sleep 6-8 people and not be crowded. Each bedroom has it's own bathroom. Every time we needed something, even things you wouldn't expect like a coffee bean grinder. toaster oven, or snorkel, it was there. The sandy beach was maybe 20 yards to the East. It's worth the price. Would go back again and again.
Top guest favourite
Home in Stake Bay
5 out of 5 average rating, 61 reviews

Modern Oceanfront, 2Primary Suites, sleeps 6, pool

ShahlaRating, 5 stars1 month ago
Our stay at Tides End, Cayman Brac was nothing short of spectacular. The home itself was absolutely stunning—beautifully designed, immaculately clean, and equipped with every amenity you could possibly need (and more!). The location couldn’t have been more perfect—peaceful, private, and surrounded by breathtaking views. From the moment we arrived, we felt completely at ease. The hosts were incredibly gracious and attentive, making sure we had everything we needed to enjoy our stay to the fullest. Their warm hospitality added a personal touch that made the experience even more special. Whether you’re looking for a relaxing escape or a base to explore all that Cayman Brac has to offer, Tides End is the ideal choice. We can’t wait to return!
Guest favourite
Home in North Side
4.91 out of 5 average rating, 87 reviews

Luxury 3bd Ocean View, # 1 Cream, Stunning Views

JasmineRating, 5 stars1 month ago
amazing house fit our family of 9 no problem. Kids had a blast being able to swim in the pool and explore the beach line. The view every morning was amazing highly recommend.
Top guest favourite
Home in George Town
5 out of 5 average rating, 8 reviews

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

ElizabethRating, 5 stars5 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!
Guest favourite
Home in Patricks Island
4.97 out of 5 average rating, 29 reviews

Seabreezes-Your Oceanside Escape

TerryRating, 5 stars1 month ago
Phillip’s place was perfect for our stay. It was close to groceries, restaurants, snorkel spots and Georgetown. His property is well equipped, very clean and comfortable. Bed was great, porch was fantastic spot to enjoy morning coffee and there was even a hose available to wash down our snorkel gear each day. Loved that beach chairs, beach towels and more were available for our use. Neighbors are very friendly, we typically had the pool to ourselves, loved the Oceanside boardwalk. Would definitely recommend to any group of 1 or 2 travelers.

Apartment rentals with a pool

Guest favourite
Apartment in North Side
4.96 out of 5 average rating, 25 reviews

*Beachfront* Coco Sands - 2 bed condo at Rum Point

LauranRating, 5 stars2 months ago
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!
Top guest favourite
Apartment in George Town
5 out of 5 average rating, 42 reviews

Regal Beach Condo #233 on Seven Mile Beach

LisaRating, 5 stars1 month ago
I had a fantastic stay at Maggie's place. The unit was exactly as described- airy, beautifully furnished, very clean and incredibly comfortable. The location could not have been better- just steps from the beautiful beach and great local restaurants. Maggie was wonderful, thoughtful and attentive, checking in to make sure everything was perfect. She went the extra mile with small touches that made the stay extra special. I highly recommend it and would only want to stay here the next time I'm in Grand Cayman. Thank you again Maggie for a wonderful experience!
Guest favourite
Apartment in Savannah
4.92 out of 5 average rating, 62 reviews

Seaing Spotts: Beachfront Seaside retreat! Cayman

Dawn Rating, 5 stars2 months ago
This condo is spacious and beautiful. A quick walk to the beach with a beautiful view. We didn’t see as much snorkeling but that’s ok. The home decor is so cute! The only thing I’ve had in every other Airbnb is hand soap to wash your hands after going to the bathroom. This place has none. Just an FYI. Everything else was perfect.
Guest favourite
Apartment in George Town
4.97 out of 5 average rating, 73 reviews

Resort Style 2br/2ba Condo on Seven Mile Beach

AlainaRating, 5 stars2 weeks ago
We enjoyed at stay at Verity’s condo. The condo was very well equipped with kid games, baby stuff, and beach gear. The condo was clean and comfortable. Thanks for a great stay!
Guest favourite
Apartment in Bodden Town
5 out of 5 average rating, 9 reviews

Magnificent Ocean Front Sea Palm Villa #11

JosephRating, 5 stars2 months ago
Always enjoy visiting the Island and staying on the quiet side. The apartment was beautiful and renovated nicely. not huge but felt giant because of the indoor/outdoor space with a wall of doors/windows. Loved the pool and the beach of course. The only thing we didn't love about the entire thing was the grass on the beach which is an almost impossible task to maintain. Host was responsive, friendly and nice to work with!
Guest favourite
Apartment in West Bay
5 out of 5 average rating, 41 reviews

Panoramic Ocean views and Magnificent Snorkeling

AnthonyRating, 5 stars2 weeks ago
Great place and my family really enjoyed the stay. Snorkeling off the back is only recommended for the experienced and you definitely have to wait for a calm day with how wind to do it safely. Luckily lots of great beaches minutes down the road by car. Great location, easy access to the Turtle center and the docks for Stingray city tours. Great grocery store 3 minutes away. Pool was great and the kids used it every night. Loved it and would return!
Guest favourite
Apartment in George Town
4.95 out of 5 average rating, 183 reviews

Cayman Reef Resort on Seven Mile Beach

KarenRating, 5 stars3 weeks ago
We loved the condo, the location, the decorations, and the landscaping of the complex. The condo had everything and more for what we needed. It had every possible amenity, utensils, soap, shampoo, conditioner, iron, internet...the list goes on and on. The location was extremely convenient to the beach, food, and other places nearby. We would absolutely consider staying here again next time.
Guest favourite
Apartment in West Bay
4.89 out of 5 average rating, 37 reviews

Tyrell's Crib

CamoyRating, 5 stars1 month ago
Thank you for welcoming us into your home. You've got such a nice place, everything was on point, a home away from home, we have everything we needed and more, kitchen appliances to TV, etc.

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