
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

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.

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.

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!

Cozy Condo near Seven Mile Beach!
Welcome to the Cozy Condo, the spot for everyone coming to Grand Cayman for work, play, or a little bit of both—all at a budget-friendly price! You’ll love our prime location, just minutes from the George Town, the lively Camana Bay, and the beautiful Seven Mile Beach. Plus, you’ll find two convenient supermarkets and pharmacy within easy walking distance or a quick drive which has everything you could want, from shopping and dining to entertainment and drinks. We can’t wait to to host you!

Kings Court Villa Britannia
Ground floor, spacious, modern and bright 2 bed and 2 bath canal front condo in Kings Court Britannia. Features a brand new custom wood kitchen , fitted laundry room, custom bar and extended patio. open plan living, dining and kitchen area with canal and garden views. comes with allocated parking, 24 hour security, outdoor kitchen, large pool and hot tub and beautifully landscaped gardens. located on the seven mile beach corridor and walking distance to Camana Bay and Seven Mile Beach

Coastal Hideaway
This charming 1-bedroom retreat is in a convenient neighborhood, minutes from beaches, restaurants, and attractions. Bright and inviting, it features a comfy queen bed, a beautifully decorated living area, and a fully-equipped kitchen. Enjoy your private patio for morning coffee or an evening drink, plus a shared pool and lush gardens. With Wi-Fi, TV streaming, and air conditioning, it’s all set for a comfortable stay. Perfect for exploring and unwinding in the Cayman Islands.

Paradise Escape-Charming Oceanfront Guest Suite
PLEASE NOTE: WE ARE NOT LOCATED ON BATS CAVE BEACH. AIRBNB HAS THIS WRONG! 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.

Beautiful Modern Condo on 7 Mile Beach
Welcome to our beautiful second floor condo on the world renowned Seven Mile Beach. Sunset Cove is a beachfront resort minutes from George Town. It has a stunning beach lagoon and amazing pool with a kiddies pool, hot tub and swim-up bar. Our “beach chic” condo has just been fully renovated. We stripped it back to the bare concrete floor and walls and everything is brand new. We hope you like it and look forward to welcoming you to our little island paradise!

Luxury 2BR Condo | Walk to Seven Mile Beach, Pools
Enjoy upscale island living in this stylish 2BR/1BA condo, just a short walk from Seven Mile Beach. With a King and Queen bed, full kitchen, washer-dryer, Wi-Fi, and central A/C, it blends comfort and convenience. Relax on your private balcony overlooking the pool and canal, or explore the gated community’s 3 pools, hot tub, gym, and clubhouse. Perfectly located for beach days, dining, and nightlife, this is your ideal Cayman escape.

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!
Popular amenities for George Town rentals with a pool
House rentals with a pool

Beachfront Retreat w/ Pool – Rum Point Paradise

Oceanfront Oasis Home with cottage & private pool

Gorgeous 3 Bed Brand New by 7 Mile Beach

Casa Avi - Grand Cayman Serenity

Island Oasis

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

Seabreezes-Your Oceanside Escape

Oceanfront condo-pool, sunset boardwalk, modern
Condo rentals with a pool

Step Into Paradise right on Seven Mile Beach

Starfish Paradise Beachfront Condo

Fall Into Paradise Sale-Regal Beach 233 Seven Mile

Sunset Cove Condo on Seven Mile Beach - 2bed/2bath

Seven Mile Beach with Soul

Luxury 7Mille |Sleeps 6 | Heated Pool | Pickleball

Magnificent Ocean Front Sea Palm Villa #11

Modern Penthouse Oceanfront 1 Bdr Condo /w Pool
Other holiday rentals with a pool

West Bay Oasis: 2BR Condo w/Pool

Beachfront on Spotts Beach!

New, Luxury 1 Bed/ 1 Bath At 7 Mile Beach

Luxury 1 bed apt near Seven Mile Beach, The Grove

Beach front condo, Seven Mile Beach Cayman Islands

Oceanfront Condo on Seven Mile Beach

Ocean Club Oasis

Resort Make 2br/2ba Condo on SMB
When is the best time to visit George Town?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $912 NZD | $884 NZD | $903 NZD | $822 NZD | $733 NZD | $765 NZD | $739 NZD | $700 NZD | $574 NZD | $663 NZD | $744 NZD | $974 NZD |
| 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 $88 NZD per night before taxes and fees

Verified guest reviews
Over 4,540 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
90 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, Wi-Fi 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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