
Vacation 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

Oceanfront Condo on Seven Mile Beach
This freshly renovated condo features two bedrooms, each with a king-size bed, and a living room with a futon that's perfect for accommodating kids. Located in the heart of George Town, this condo offers breathtaking 180-degree panoramic ocean views. Enjoy modern amenities, stylish decor, and a prime location within walking distance to Camana Bay, shops, and restaurants. Whether you're looking to relax by the pool, explore local attractions, or indulge in water sports, this condo provides the

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.

Art Beach House, boutique style luxury.
Private getaway for couples or singles perfect for honeymooners situated at beautiful frank sound. 25 mins from George town so car essential, many attractions nearby include the crystal caves 5 mins botanical gardens and rum point, and the beautiful east end. we also boast some of the the best dining on island. So lots to do or just chill on your private beach away from the crowds. the apartment is situated on ground floor level with art studio/Gallery above. with exclusive use of pool,

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.

Seaside Serenity at Allure
Affectionately dubbed the Seaside Chateau by owner and local fragrance designer Ted Green, Seaside Serenity at Allure is less Chateau and more contemporary island retreat that just happens to be nestled at the sea's edge of the North Sound (Caribbean Sea). A perfectly appointed and centrally located retreat. You will feel nestled away from it all, but in actuality, you're no farther than 5-10 mins from your favorite spots in South Sound, George Town, or Seven Mile Beach.

Waterfront Sanctuary Cove 2BR King Bd Pool Porch
Enhance your getaway experience in our meticulously clean, spacious, and tranquil retreat. Immerse yourself in serenity, surrounded by picturesque water views and a lush tropical landscape that will effortlessly melt your worries away. Ideally situated, our Sanctuary offers not just a stay, but a rejuvenating escape into nature's embrace. Come find your peace in this beautifully designed space, where every detail is crafted for your ultimate relaxation and enjoyment.

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!

1BD 1.5B Convenient and Cosy Apartment with pool
Kick back and relax in this calm, stylish apartment tucked along a quiet island street just minutes from the airport and George Town. Perfect for couples, business travelers, or anyone seeking comfort and convenience. Enjoy a modern interior with a private balcony, shared pool, and on-site parking. Located for easy access by car to beaches, dining, and shopping, this peaceful retreat is your ideal Cayman home away from home.
Popular amenities for George Town rentals with a pool
House rentals with a pool

Luxury 3bd Beach Front, # 5 Yellow, Stunning Views

Beachfront Retreat w/ Pool – Rum Point Paradise

Parrot-ise 4 Bedroom Oceanfront Villa in Cayman Ka

Casa Avi - Your Calm Coastal Gem

Gorgeous 3 Bed Brand New by 7 Mile Beach

Kaibo Dreams by Grand Cayman Villas

Island Oasis

Savhaven - 4 Bed 4 Bath w/ Pool (2 mins to Beach)
Condo rentals with a pool

Cayman Wind and Sea

Sunset Hideaway (2)

Magnificent Ocean Front Sea Palm Villa #11

Modern Penthouse Oceanfront 1 Bdr Condo /w Pool

Panoramic Ocean views and Magnificent Snorkeling

Beachfront walkout with amazing patio & view

Bright and Chic Coastal Retreat with Ocean Views

Spacious 2 BR on SMB near town
Other vacation rentals with a pool

Ocean Cabanas - Upstairs Two bedroom

Tua'r Mor (near the sea) quiet waterfront escape.

Be where the cruise ship crowds cannot go!

Elegant One-Bedroom Apartment in Grand Harbour

Summer Sale! Reduced June Rates Book Now !

My House, Your House, Beachfront

New Oversize Luxury 1 Bd |Turtle Center |Macabuca

Incredible Beach Front Condo At Kaibo Yacht Club
When is the best time to visit George Town?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$107,874 GYD | G$104,529 GYD | G$106,829 GYD | G$97,212 GYD | G$86,759 GYD | G$90,522 GYD | G$87,387 GYD | G$82,787 GYD | G$67,944 GYD | G$69,407 GYD | G$83,414 GYD | G$106,829 GYD |
| 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 vacation rentals with a pool in George Town

Total vacation rentals
Explore 180 vacation rentals in George Town

Nightly prices starting at
George Town vacation rentals start at G$18,815 GYD per night before taxes and fees

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

Family-friendly vacation rentals
150 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
180 of George Town vacation 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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