
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.

New, Luxury 1 Bed/ 1 Bath At 7 Mile Beach
Discover the perfect beachside retreat in our newly furnished 2nd floor apartment, just steps away from the beach. Indulge in the modern amenities, including a Smeg oven, dishwasher, and KitchenAid utensils, as well as a flat screen TV and high-speed fiber WiFi. The spacious living room and dining area provide ample space for relaxation. Unwind in the king-sized bed with a brand new hybrid mattress and luxury pillows, adorned with premium Brooklinen sheets. The modern bathroom features a refresh

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

Beachfront Walkout with Amazing Patio & Ocean View
Step out your door onto one of Cayman’s most beautiful and peaceful beaches. Famous for its incredible snorkeling - you can swim with turtles just a short paddle from shore. Spend your days exploring the reef, relaxing under a palm tree, or enjoying the calm, shallow water perfect for families. Coral Bay is a bright, spacious beachfront walkout in a central location, giving you the best of both worlds: a quiet, virtually private beach - easy access to shops, restaurants, and island attractions.

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!

Paradise Escape-Charming Oceanfront Guest Suite
A tranquil oceanfront escape for couples and solo adventurers... Wake-up to a lovely view of a luscious landscape that melds with the emerald green and blue ocean, sip a hot cup of coffee on the porch or enjoy a sunset cocktail by the ocean front pool. Accuracy Disclaimer Important: Airbnb currently displays an incorrect message stating this home is “Right on Bats Cave Beach.” The property is located near Spotts Beach, approx a 1-min drive away. Bats Cave Beach is private and not accessible.

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.

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.

Nature's View: Pools of the Kai #2
Discover the peaceful Caribbean paradise of Cayman Kai. This secluded oasis will put you at ease as soon as you walk through the door. Our beach front property features stunning views across the Caribbean Sea to an unspoiled nature reserve. The double story screened in private pool deck can't be beat. Perfect for family holidays or a romantic getaway. Savor heavenly mornings and sundowners on your master bedroom balcony. Stroll down the beach to Kaibo, true barefoot living!

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.

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.

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

Beautiful 4 BR South Sound Home w/pool.

Oceanfront Oasis Home with cottage & private pool

Gorgeous 3 Bed Brand New by 7 Mile Beach

Panoramic Views - Luxury Ocean Front Family Escape

Luxury Beachview Retreat, Cayman Island.

Island Oasis

Luxury 3bd Ocean View, # 1 Cream, Stunning Views

Sandalwood Escape Luxury Family Villa Private Pool
Condo rentals with a pool

Seven Mile Beach Newly Renovated Modern Condo

Be where the cruise ship crowds cannot go!

May on Seven Mile Beach | Ocean‑View Condo

Seaing Spotts: Beachfront Seaside retreat! Cayman

Beach front condo, Seven Mile Beach Cayman Islands

26 Luxury Condo with Private Oceanfront Garden

Modern Penthouse Oceanfront 1 Bdr Condo /w Pool

Panoramic Ocean views and Magnificent Snorkeling
Other vacation rentals with a pool

Beautiful Townhome By the Beach

Casa de Bells 3

Where Retreat

George Town Villas 207 an Ocean View Gem

Oceanview Updated 2bd Penthouse Condo 7 Mile Beach

Luxurious Penthouse Condo

Tropical Chic 3BR Gardenview Condo w/ Pool & Beach

Beach Living at Regal Beach BLDE
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$107,839 GYD | G$104,495 GYD | G$106,794 GYD | G$97,180 GYD | G$86,731 GYD | G$90,493 GYD | G$87,358 GYD | G$82,760 GYD | G$67,922 GYD | G$69,385 GYD | G$83,387 GYD | G$106,794 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 190 vacation rentals in George Town

Nightly prices starting at
George Town vacation rentals start at G$18,809 GYD per night before taxes and fees

Verified guest reviews
Over 5,100 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
190 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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