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!
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
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!
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 West Bay Road, George Town
5 out of 5 average rating, 16 reviews

Island Oasis

Janell MarieRating, 5 stars3 weeks ago
We had a wonderful stay at Island Oasis. It was very spacious and easily accommodated our family of 2 adults and 4 teenagers. The house was well equipped with everything we needed for our 5 night stay-we went to the grocery store once for food and drinks only/everything else was already at the house. The pool and backyard were amazing! My girls loved tanning on the poolside loungers. The walk to the beach was easy enough but we really enjoyed Governor’s beach which was a short drive away. Thank you Cline for a wonderful family vacation!
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 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.

Condo rentals with a pool

Guest favourite
Condo 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
Condo 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
Condo 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!
Superhost
Condo in George Town
4.87 out of 5 average rating, 168 reviews

Beautiful Modern Condo on 7 Mile Beach

ThomasRating, 5 stars2 weeks ago
First trip to Grand Cayman and what a great spot to stay. The condo was beautiful and had everything we needed. There were five of us and the condo was very comfortable. Pool and beach right there within a minute from the door. The beach with the cove was great and you could venture out past the cove easily. Beach chairs, umbrellas and tables all set up for our use. The condo was close to restaurants, grocery stores and all sorts of excursions. I can’t say enough good things about our stay here at Xiran’s condo. She was super helpful with any inquires we had and very prompt in her responses. If we ever head back to Grand Cayman we will definitely stay here again. It was perfect.
Guest favourite
Condo in George Town
4.93 out of 5 average rating, 161 reviews

Seven Mile Beach with Soul

AbrahamRating, 5 stars4 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
Condo 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!
Superhost
Condo in Grand Cayman
5 out of 5 average rating, 3 reviews

Cayman Reef Resort 7-Mile Beach1-Bed 1-Bath Condo

PaulRating, 5 stars3 months ago
Gary and Shannon's first floor condo is superb in many ways. The beach is right outside your door, and there is a manmade sandy area with enough lounge chairs to accomodate the complex. The grounds and beach area are maintained daily so the resort is spotless. Location is amazing for anything you want to do in Grand Cayman including very short and easy ride to and from the airport. Washer and dryer are brand new. I would rent this condo again without even looking elsewhere when we return. Wendy's and Burger King if you have little ones or need a familiar bite are literally right across the street. Didn't spend too much time at the pool but it was in line with everything else I've mentioned. Paul and Sandy Esposito
Guest favourite
Condo in George Town
4.91 out of 5 average rating, 53 reviews

Spacious 2 BR on SMB near town

DiannaRating, 5 stars2 weeks 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.

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