
Holiday rentals with a pool in George Town
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in George Town
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for George Town rentals with a pool
House rentals with a pool

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

Beachfront Retreat w/ Pool – Rum Point Paradise
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!

Casa Avi - A Calm Coastal Gem in Grand Cayman
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.

3 Bed Brand New by 7 Mile Beach!
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!

Island Oasis
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!

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

Seabreezes-Your Oceanside Escape
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.

Oceanfront condo renovated w/pool & boardwalk
We loved our stay. It was very peaceful in May, clean, and close to things. It's a 3min drive to public Spott's beach. The provided chairs and cooler were great. The kitchen had everything we needed for making breakfast. I would stay again for location. 15min to the airport and 20 min to 7 mile beach. Great for someone who wants to drive around.
Apartment rentals with a pool

Oceanfront: 2 pools, diving & snorkeling on-site
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!

Be where the cruise ship crowds cannot go!
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!

2BR Beach Front Paradise on SMB- Grand Cayman
Stayed as a group of four friends and everyone had a wonderful time. Quiet and peaceful and plenty to do with walkable restaurants. Felt safe and had fun. Nice beach with easy snorkeling. Saw many cool fish. Amenities were as described and super enjoyable.

Regal Beach Condo #233 on Seven Mile Beach
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!

Sunset Hideaway (2)
1. Sunset Hideaway is a very nice place to stay with beautiful coastline view. Place is 15 - 20 minutes from the airport and from downtown Georgetown. Nearby restaurants and places to visit such as the Dolphin Discovery and Turtle Farm. 2. Unit was clean and comfortable with everything we needed 3. Flexible option to do swimming at the swimming pool or snorkeling just off the oceanfront rocks on the property. 4. Clear and easy instructions. 5. Host (Myline) was a very good host. Proactive and helpful. We highly recommend this Airbnb and if we plan to go back to Grand Cayman, we'll definitely stay here again.

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

Seven Mile Beach with Soul
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.

Nature's View: Pools of the Kai #2
Me and my 2 adult sons spent 5 days at Tristan's place. It was a bucket list trip for me. I wanted the beauty of Grand Cayman with some peaceful family time. The location was perfect. It felt almost remote compared to the hustle and bustle of Seven Mile Beach. We enjoyed a lot of time outside at the home. We stared at the stars for hours talking. The views are fantastic, day and night. We cooked outside and ate on the private screened porch. The private pool was amazing. No one else bothering us, no closing time and so refreshing both during the day and after a day out enjoying the area. There was plenty of comfortable outside and porch furniture. There were plenty of towels right next to the door. The home itself is lovely, also with very comfortable furniture and a decently stocked kitchen. Everything was just as described. A lovely beach bar a 5 minute walk in one direction and Starfish point, with awesome sunsets, a 5 minutes in the opposite direction. A+
Quick stats about holiday rentals with a pool in George Town
Total rentals
180 properties
Nightly prices starting at
₹4,328 before taxes and fees
Total number of reviews
4K reviews
Family-friendly rentals
140 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
90 properties have a dedicated workspace
Destinations to explore
- Little Cayman Holiday rentals
- Rum Point Holiday rentals
- West Bay Holiday rentals
- East End Holiday rentals
- Bodden Town Holiday rentals
- North Side Holiday rentals
- Grand Harbour Holiday rentals
- Savannah Holiday rentals
- Patricks Island Holiday rentals
- Blossom Village Holiday rentals
- Old Man Bay Holiday rentals
- Havana Holiday rentals
- Beachfront rentals George Town
- Fitness-friendly rentals George Town
- Rentals with outdoor seating George Town
- Flat rentals George Town
- Rentals with beach access George Town
- Rentals with a hot tub George Town
- Villa rentals George Town
- Family-friendly rentals George Town
- Luxury rentals George Town
- Rentals with a patio George Town
- Waterfront rentals George Town
- Rentals with a washing machine and dryer George Town
- House rentals George Town
- Pet-friendly rentals George Town
- Family-friendly rentals George Town
- Apartment rentals George Town
- Rentals with pools Cayman Islands
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom