Holiday rentals with a pool in Grand Cayman

Find and book unique homes with a pool on Airbnb

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Popular amenities for Grand Cayman rentals with a pool

House rentals with a pool

Top guest favourite
Home in Rum Point
5 out of 5 average rating, 24 reviews

Beachfront Retreat w/ Pool – Rum Point Paradise

SamanthaRating, 5 stars1 week ago
The house was beautiful and clean. The host responded quickly and we had no issues. The view was incredible and within walking distance of a nice beach and restaurant. The neighborhood is safe, quiet and peaceful! Worth every penny!
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, 50 reviews

Casa Avi - A Calm Coastal Gem in Grand Cayman

NadjaRating, 5 stars1 week ago
Absolutely stunning stay! The home was beautifully beachfront, just steps from the sand and tastefully decorated with a relaxed, island vibe. Waking up to the sound of the waves and feeling like you were right in the ocean was unforgettable. Everything was clean, comfortable, and thoughtfully done.
Guest favourite
Home in Grand Cayman
4.93 out of 5 average rating, 27 reviews

3 Bedroom Beach House with Pools

JeffRating, 5 stars1 week ago
Patricia and her home were both absolutely wonderful! Other reviews mentioned how well stocked this AirBnB is, but really - I have not been in another that had as much available as this one. Life Jackets, Kayaks, Snorkel Gear, Cooler, a Waffle Maker, Blender, plenty of spatulas, pots and pans, puzzles, board games, a grill, beach towels... the list is long! Patricia too was fantastic for recommendations on anything on the island - even going so far as to set up our Bio Bay tour on the perfect night! Highly, highly recommend for a peaceful stay on the quiet side of the island!
Top guest favourite
Home in North Side
5 out of 5 average rating, 7 reviews

Luxury Beachview Retreat, Cayman Island.

AngelaRating, 5 stars2 weeks ago
This home is as beautiful as it looks. Very clean and truly has everything you will need. There are some great snorkeling spots across from the house in the beach access. Host went out of his way to make sure we were comfortable and provided some great local recommendations. Every time we had a question he immediately responded or contacted the property management for assistance. You will need a rental car at this location to get around. We will definitely stay at this home again if we return to the island.
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.
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!

Apartment rentals with a pool

Top guest favourite
Apartment in West Bay
5 out of 5 average rating, 81 reviews

Oceanfront: 2 pools, diving & snorkeling on-site

SandyRating, 5 stars2 weeks ago
My husband and I enjoyed an amazing 10 days in West Bay. Staying in Sean's oceanfront was the highlight! The view from the full lenghth windows was spectacular: watching the ocean, gentle, rolling waves, and sunsets were both peaceful and breathtaking. The snorkeling at Lighthouse Bay, just steps from the penthouse was full of delights: comical squid, a rainbow of parrotfish, cowfish, angelfish and tangs! Many other fantastic snorkeling spots, such as Eden Rock, Macabuca and Cemetary beach were close by. The penthouse itself was, as other have said both tastefully decorated, pristine, and comfortable! The bedroom was a dream and the kitchen fully outfitted for cooking and dining! If we ever return to Grand Cayman, this penthouse is where we would stay! As others have commented this condo's description and photos were totally accurate, not fully capturing its magic!
Guest favourite
Apartment in George Town
4.96 out of 5 average rating, 28 reviews

Be where the cruise ship crowds cannot go!

MichaeleenaRating, 5 stars1 month ago
Great location. Nice pool and swimming cove. Snorkel in the cove - lots to see! Kyle was super responsive with questions and resolving any issues. Easy drive to many points of interest. Great having a washer and dryer. If you're using Google maps, use "Sunset Cove South Side Parking Lot" to navigate to the closest parking to the unit (it's behind the old Margaritaville). I'm interested to see how the pending Hyatt development at that site will effect the condos. Would stay here again when returning to Grand Cayman. Thanks again!
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!
Top guest favourite
Apartment in Rum Point
5 out of 5 average rating, 31 reviews

Beachfront Kaibo Condo

KellyRating, 5 stars1 month ago
We absolutely loved our time here. Be sure to bring plenty of money to accommodate your travel needs re: taxi, shuttle, water taxi services. The coffee shop was awesome for a quick breakfast, and we enjoyed the dinners at Kaibo. The place was so perfect for us, never crowded, friendly people, definitely worth it! Thanks so much for a wonderful experience!
Guest favourite
Apartment in George Town
4.93 out of 5 average rating, 161 reviews

Seven Mile Beach with Soul

AbrahamRating, 5 stars3 weeks ago
Reno and Agata were super supportive of our requests. Great location and very comfortable. The AC was refreshing after a day in the heat. They had all amenities to make a stay comfortable. The beach is steps from the place along with shopping stores and restaurants. The apartment was clean and had everything we needed for a comfortable stay. Thank you.
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 George Town
4.91 out of 5 average rating, 53 reviews

Spacious 2 BR on SMB near town

DiannaRating, 5 stars1 week ago
Colin was an exceptional host. Our flight arriving got delayed a full day so Colin allowed us to extend our reservation to make up for our lost day of vacation. Very kind of him. The home was beautiful, provided everything you need and was very clean. We were not at all affected by the noise construction next door. I would highly recommend this property. Location is near alot of great restaurants and smb isnt far.
Top guest favourite
Apartment in Rum Point
4.95 out of 5 average rating, 41 reviews

"Mai Kai" Recently renovated Oceanfront Condo

ChristyRating, 5 stars2 weeks ago
If you want a peaceful locale with a restaurant right next door, pool and beach, this will be perfect for you! Elizabeth is a great host and very responsive. We loved the direct access to the beach and pool and the screened-in porch. Kayaks are a great add and Rum Point is a 2-min drive or quick walk. Loved the area and all the amenities in the condo. We’d definitely come back! Thanks, Elizabeth!

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