
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.

Luxury Cottage, 1bd/1ba steps to Pool+7 Mile Beach
Our Queen Cottages are part of the Botanica collection of award winning island style cottages. This unit has a private outdoor dining and garden shower. At Botanica, our focus is on casual luxury, dreamy details and high end amenities. Property highlights includes a resort style pool with heated spa set in a tropical oasis. We also offer a complimentary shuttle in our vintage Land Rover Defender to nearby beaches. Be sure to check out our other listings under my profile. Non Smoking Complex

Cayman Reef Resort on Seven Mile Beach
At the heart of Seven Mile Beach, our home is in the middle of everything and far from nothing. Extensively renovated and well maintained, the condo is designed for you to enjoy a tranquil beach getaway in a luxurious setting with all the comforts of home. Picture perfect views, top of the line amenities and our local touch provide a warm welcome and cozy stay. We are fully licenced and our rate includes the 13% tourist accommodation tax. 20% discount from list price for local residents!

Grandview condominium directly on 7-mile beach
This family friendly condo is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love this place because of the location, the people, the ambiance, the outdoors space, and the neighborhood. My place is good for couples, solo adventurers, business travelers as well as families with children. The property has biggest pool on Seven Mile Beach and hot tub overlooking beach with best sunsets. It also offers tennis courts and Basketball.

Waterfront Sanctuary Serene | 2BR | Pool & Porch
Cool clean contemporary Sanctuary with water views; a two bedroom/two bathroom condo with a full kitchen and living room packed with all popular amenities (wifi, cable television, Apple TV, Netflix, Playstation game console, central A/C, iron and ironing board, washer and dryer, outdoor patio, pool and free parking) - conveniently located in Grand Harbour. The Shoppes at Grand Harbour, & Harbour Walk are next door. Perfect for exploring and enjoying all that the Cayman Islands has to offer.

Beautiful Beachfront 2BR Condo.
Our place is right on the beach, with close nightlife and the Warf, and other shopping and family-friendly activities. You’ll love the place because of the updated kitchen, beautiful view from the screened in patio, the comfy bed, and the touches of home and coziness. Our place is good for couples, solo adventurers, business travelers, and families (with kids). There is a community pool to relax and have a soak or simply enjoy the water of the ocean. Also, community grill and gazebo for use.

3-Bedroom Condo with ocean view
Experience luxury at its best with this beautiful new condo on Seven Mile. Featuring stunning ocean views, sunsets, spacious living spaces. This charming property features 3 bedrooms with 1 king bed and 2 queen beds, perfect for a group of friends or family, living areas with large windows to take in the natural beauty of the Caribbean. Amenities include a swimming pool, hot tub, fitness center, parking, rooftop lounge. Ideal for vacation or year-round living. Book your dream vacation today!

Oceanfront 2bed 2bath Condo Seven Mile Beach
Seven Mile Beach property with direct ocean views newly refurbished throughout. Walking distance to Georgetown, supermarket, shops, gym, spa’s, and a variety of restaurants from fast food to fine dining. Spacious open plan condo with a private patio. The complex is small and family friendly with a pool, exclusive beach (with great snorkeling) & access to a tennis court. There is a comfy sofa, dining area, cable, ensuite master w/ ocean view, bedroom with a twin/king ensuite.

Beachside 2BR | Pool, Tennis & Shipwreck Views
Unwind in this spacious 2BR/2BA beachside apartment, just steps from the sand and sea. Swim in the large pool, play on newly resurfaced tennis courts, or take in unique views of a nearby shipwreck. Enjoy golden sandy beach access right outside your door, plus airy interiors with modern comfort. Nestled in a quiet complex yet close to dining, shopping, and attractions, it’s the perfect Cayman retreat for families or couples seeking both relaxation and convenience.

Paradise Escape-Charming Oceanfront Guest Suite
A tranquil oceanfront escape for couples and solo adventurers... Wake-up in bed to a lovely view of a luscious green landscape that melds with the emerald green and blue ocean, sip a hot cup of coffee on the porch, enjoy a sunset cocktail by the ocean front pool, break a sweat in a friendly game of tennis, or take a blanket out to the lawn under the palm trees for breathtaking star gazing. PLEASE NOTE: WE ARE NOT LOCATED ON BATS CAVE BEACH. AIRBNB HAS THIS WRONG!

Modern 1BR Apartment – Steps to Seven Mile Beach
Experience modern island living in this bright one-bedroom apartment, perfectly located in the Seven Mile Beach Corridor of Grand Cayman. Just a 2-minute walk to Governors Beach and a short drive from Owen Roberts International Airport, it’s your ideal Cayman Islands getaway. Enjoy a private bathroom, kitchenette, high-speed Wi-Fi, workspace, and free parking. Relax in a peaceful, secure setting at Governors Village - your home away from home in paradise.

Oceanview 2BR Condo w/ Big Balcony on 7 Mile Beach
Stylish, spacious, and steps from the sea—Cocoplum 10 is a renovated 2-bedroom, 2-bath condo with ocean views, coastal-modern interiors, and a large private balcony overlooking the Pool and Ocean. Located on the quieter end of Seven Mile Beach, you’ll enjoy calm waters for snorkeling and paddleboarding, a beachfront pool, and easy walks to local restaurants and shops. One of the most popular 2BR condos on the island—book early!

Cora at The Grove Luxury One-Bedroom Apartment
The one-bedroom suite at Cora at the Grove offers refined island elegance with generous living space, designer furnishings, and a private balcony overlooking our beautiful garden. Ideal for couples or solo travelers, the suite features a fully equipped kitchen, spa-inspired bathroom, and access to all resort-style amenities including the rooftop pool and personalized concierge services.
Popular amenities for George Town rentals with a pool
House rentals with a pool

Casa Avi - Your Calm Coastal Gem

Gorgeous 3 Bed Brand New by 7 Mile Beach

BeachPlumVilla

Luxury Beachview Retreat, Cayman Island.

Island Oasis

Savhaven - 4 Bed 4 Bath w/ Pool (2 mins to Beach)

Sweetie Kai by Grand Cayman Villas

Seabreezes-Your Oceanside Escape
Condo rentals with a pool

33 Sunset Point Vacations, Oceanfront Luxury

Cayman Wind and Sea

Beautiful apartment in Seven Mile Beach

7Mile Beachfront 3Bed/2Bath @SunsetCove #202

Panoramic Ocean views and Magnificent Snorkeling

Beachfront Walkout with Amazing Patio & Ocean View

Serenity by SunsetCove 2b/r 2 b/r

Oceanfront 2 BDRM Seven Mile Condo
Other holiday rentals with a pool

Beachfront on Spotts Beach!

Elegant One-Bedroom Apartment in Grand Harbour

Cayman family rental!

Summer Sale! Reduced June Rates Book Now !

Seaing Spotts: Beachfront Seaside retreat! Cayman

Luxury 7Mille |Sleeps 6 | Oceanviews| Pickleball

Hidden Hideaway - 7mile - 2bed/2bth-Pool

Oceanfront Condo on Seven Mile Beach
When is the best time to visit George Town?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $730 AUD | $707 AUD | $723 AUD | $658 AUD | $587 AUD | $613 AUD | $591 AUD | $560 AUD | $460 AUD | $470 AUD | $565 AUD | $723 AUD |
| Avg. temp | 26°C | 26°C | 26°C | 27°C | 28°C | 29°C | 29°C | 29°C | 29°C | 28°C | 27°C | 26°C |
Quick stats about holiday rentals with a pool in George Town

Total holiday rentals
Explore 180 holiday rentals in George Town

Nightly prices starting at
George Town holiday rentals start at $127 AUD per night before taxes and fees

Verified guest reviews
Over 4,920 verified reviews to help you choose

Family-friendly holiday rentals
150 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
180 of George Town holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across George Town rentals

4.9 Average rating
George Town stays are highly rated by guests—averaging 4.9 out of 5!
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