Holiday rentals with a pool in George Town

4.99 out of 5 average rating, 411 reviews

The exterior of the cottage is framed by vibrant tropical plants and flowering shrubs, showcasing a blend of lush greenery and colorful blooms. The white structure features a sloping roof, supported by two elegant columns at the entrance.

Cottage in West Bay

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

Guest suite in George Town

A tranquil swimming pool is framed by palm trees and a rocky outcrop, with clear blue water inviting relaxation. The ocean is visible in the background, where waves gently meet the shore. Lounge chairs are arranged around the pool area, creating a serene atmosphere.

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.

4.97 out of 5 average rating, 304 reviews

The living area features a comfortable sofa adorned with decorative cushions. A light wooden coffee table sits on a patterned rug, and a wall-mounted TV is positioned across from the seating. Sunlight floods in through the sliding doors that open to a private patio.

4.95 out of 5 average rating, 209 reviews

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!

Apartment in Grand Harbour

Waterfront Sanctuary | King Suite | 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.

4.92 out of 5 average rating, 298 reviews

Access to a private beach is visible through a white gate, framed by lush green shrubs and sandy paths. The ocean stretches out to the horizon, reflecting clear blue skies and soft clouds, inviting a serene coastal experience.

4.94 out of 5 average rating, 113 reviews

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.

4.95 out of 5 average rating, 109 reviews

A serene ocean view captures calm turquoise waters meeting the sky, dotted with fluffy white clouds. The image features a rocky shoreline with a concrete dock extending into the water, surrounded by lush greenery and picturesque coastal scenery.

Apartment in West Bay

Oceanfront- Restaurant,Diving & Snorkeling on site

Magnificent Oceanfront condo Relax in this calm, stylish space with breathtaking ocean views. There is a natural sea cove pool with access for diving/snorkeling and one of the best house reefs on the island. The reef is in a marine protected area abundant in sea turtles, small marine life, parrot fish, and rays. Divetech, a full service dive shop, is conveniently located on site and offer shore as well as boat dives. Vivo restaurant is also located on site.

Superhost

Flat in Seven Mile Corridor

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.

4.81 out of 5 average rating, 159 reviews

5.0 out of 5 average rating, 37 reviews

A clear, inviting pool glistens under the sun, surrounded by a spacious patio. Lush tropical landscaping and palm trees add greenery to the backdrop, while the home features large windows reflecting the serene outdoor space.

Home in George Town

Sandalwood Escape Luxury Family Villa Private Pool

Welcome to Sandalwood Escape, your private Caribbean retreat just steps from the soft white sands of Seven Mile Beach. This exquisitely renovated 3-bedroom, 3-bathroom villa blends sophisticated island design with thoughtful family comforts, offering an unforgettable experience for both luxury-seekers and traveling families. We can also provide a step-free entrance for wheelchair accessibility and other mobility aids with prior notice.

An airy living area is depicted with a spacious couch, a coffee table, and a dining area featuring light-colored chairs. Large windows offer views of palm trees and the beach, while natural light brightens the room, creating a fresh and inviting atmosphere.

4.97 out of 5 average rating, 119 reviews

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!

4.95 out of 5 average rating, 59 reviews

Flat in Grand Cayman

The Grove Too - 1 Bedroom Apartment

The one-bedroom suite at The Grove Too 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.

A spacious living area is furnished with a light grey sectional sofa and a circular coffee table. A large flat-screen television is positioned on a wooden media console. Natural light floods in through glass doors, which lead to a balcony with views of greenery, enhancing the inviting ambience.

4.9 out of 5 average rating, 110 reviews

2 Bedroom 2 Bathroom Condo 7 Mile Beach

The apartment was previously used by us as a home. It has everything you need for a relaxed vacation. It is located on the northern side of the complex with a pleasant peaceful garden view yet close to the action on the Seven Mile Beach corridor where Camana Bay, the nightlife and famous Seven Mile Beach are located. The amenities of the complex are a short walk away.

A row of colorful flip flops is arranged on a sandy beach, with shades of pink, navy blue, and striped patterns visible. The clear blue ocean stretches into the horizon, complementing the vibrant colors of the footwear under a sunny sky.

4.96 out of 5 average rating, 132 reviews

Flip Flop Villa

A superb location to all things fun makes this condo a great spot! Centrally located to Spotts Beach or Smith Cove Beach its only 10 mins away or George Town to Seven Mile Beach 15 mins away. Ideally located to explore both coasts. Out of the way of the hustle & bustle but close to it if you like. Two grocery, convenient stores and restaurants within a few mins.

Popular amenities for George Town rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.88 out of 5 average rating, 102 reviews

The exterior view of the Cream home showcases a two-story structure with a white metal roof and light beige walls. A balcony is visible above, featuring seating, while a spacious patio below contains outdoor furniture and a hammock surrounded by lush greenery.

Home in North Side

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

Superhost

Home in George Town

4 Bed Beach Villa, Private Deck on Sand

4.67 out of 5 average rating, 3 reviews

4.97 out of 5 average rating, 58 reviews

The entrance of Savhaven is framed by tropical plants, featuring vibrant foliage. Steps lead up to a set of double doors, highlighted by an arched window above. A decorative wreath hangs on the door, inviting guests into the property.

Home in Savannah

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

4.96 out of 5 average rating, 26 reviews

Home in West Bay

Oceanside Townhome with Watersports at Fingertips!

5.0 out of 5 average rating, 19 reviews

A private pool is framed by a wooden deck, offering views of the Caribbean Ocean. Bright blue lounge chairs are positioned nearby, alongside palm trees swaying in the gentle breeze. The turquoise water of the ocean contrasts with the sandy beach in the background.

Home in Rum Point

No Big Ting - Private Beach Home

5.0 out of 5 average rating, 16 reviews

A spacious living area presents large sliding glass doors, allowing natural light to fill the room. A comfortable sectional sofa and stylish coffee table are positioned on a neutral-toned area rug. Lush greenery is visible outside, enhancing the sense of tranquility.

Home in Grand Cayman

Gorgeous 3 Bed Brand New by 7 Mile Beach

4.98 out of 5 average rating, 85 reviews

A clear view of a private pool surrounded by a spacious deck is presented, with the ocean visible in the background. Palm trees sway gently in the breeze, and shaded seating areas are positioned nearby, enhancing the serene atmosphere of this beachfront location.

Home in Grand Cayman

BeachPlumVilla

Superhost

Home in Grand Cayman

Pools of the Kai #6 by Grand Cayman Villas

4.9 out of 5 average rating, 31 reviews

Apartment rentals with a pool

A screened patio area is visible, featuring a blue dining table surrounded by six white chairs. Colorful cushions in vibrant patterns are placed on the long seating along the back. Lush greenery can be seen through the patio screens, creating a tropical atmosphere.

4.94 out of 5 average rating, 186 reviews

Seven Mile Beach with Soul

Sun loungers are positioned beside vibrant pink flowers, creating a serene atmosphere. Beyond the flowers, the turquoise waters of the Caribbean Sea are visible, offering a tranquil view of the beach and horizon.

5.0 out of 5 average rating, 100 reviews

Step Into Paradise right on Seven Mile Beach

A comfortable seating area features a neutral-toned sofa and a green armchair. A coffee table with a textured surface is positioned in front. Large glass doors reveal a view of palm trees and the ocean, allowing natural light to brighten the space. A television sits on a light media console.

4.91 out of 5 average rating, 104 reviews

Beautiful Beachfront 2BR Condo.

5.0 out of 5 average rating, 34 reviews

An open-concept living area features a spacious sectional sofa facing the ocean. Large glass doors provide panoramic sea views and natural light. A dining area is positioned nearby, complemented by contemporary lighting fixtures. Stylish barstools and a kitchen island offer additional seating options.

Apartment in West Bay

Oceanfront Luxury Condo with Panoramic Views

A spacious balcony featuring lounge chairs offers panoramic views of the ocean, with the horizon meeting a vibrant blue sky. A figure stands in a bathrobe, gazing towards the water, creating a serene atmosphere for relaxation.

4.96 out of 5 average rating, 89 reviews

Blissful a Luxury Ocean Front Villa, Grand Harbour

An aerial view showcases the beachfront property nestled along the clear blue water. The sandy beach is lined with lounge chairs, and a private cove with calm water is visible in the foreground. The landscaped area features palm trees and well-maintained greenery, creating a relaxing environment.

5.0 out of 5 average rating, 41 reviews

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

An aerial view showcases the resort's lush, landscaped grounds, featuring a large swimming pool surrounded by sun loungers and umbrellas. The turquoise ocean and sandy beach are visible in the background, highlighting the property's beachfront location. Palm trees add to the tropical ambiance.

4.98 out of 5 average rating, 52 reviews

Be where the cruise ship crowds cannot go!

5.0 out of 5 average rating, 8 reviews

2BR Oceanfront & Pool – GTV #202 on 7 Mile Beach

Other holiday rentals with a pool

A large swimming pool is framed by lush palm trees and tropical landscaping. Lounge chairs are arranged around the pool area, providing spaces for relaxation. The clear blue water reflects the sky, and stepping stones lead into the pool, enhancing the inviting outdoor environment.

5.0 out of 5 average rating, 17 reviews

Kings Court Villa Britannia

5.0 out of 5 average rating, 24 reviews

An aerial view captures the well-maintained grounds of a beachfront property, featuring a central pool surrounded by loungers. Tall palm trees offer shade, while the pristine sand and turquoise ocean provide a scenic backdrop, emphasizing the property's proximity to the beach.

Flat in Seven Mile Beach

3-Bedroom Oceanview + Pool on Seven Mile Beach

A view of a tranquil whirlpool surrounded by tropical palm trees and vibrant flowers. The scene is complemented by the clear blue ocean in the background, enhancing the serene landscape of the resort grounds.

4.93 out of 5 average rating, 80 reviews

Regal Beach Club #411

4.97 out of 5 average rating, 88 reviews

A compact kitchen area features light cabinetry and a stainless steel stove with an oven. Counter space is utilized for a coffee maker and a microwave, while a refrigerator stands nearby. Colorful dishware and glassware are neatly arranged on open shelves.

Flat in Patricks Island

Casa de Bells 3

4.92 out of 5 average rating, 92 reviews

A modern living space is shown, featuring a comfortable sofa and a light wood coffee table. Bar stools are arranged at a kitchen counter, with a fully equipped kitchen visible in the background. A ceiling fan circulates air, and a warm, inviting atmosphere is created by pendant lighting.

Flat in West Bay

Coastal Hideaway

4.93 out of 5 average rating, 40 reviews

Aerial view of a tropical beachfront complex showcases lush landscaping and a sparkling swimming pool surrounded by lounge chairs. The setting features close proximity to a sandy beach, with clear turquoise waters visible in the background and vibrant rooftops adding to the serene atmosphere.

Flat in Grand Cayman

Tropical Chic 3BR Gardenview Condo w/ Pool & Beach

An aerial view showcases the oceanfront complex surrounded by lush greenery and a spacious lawn. A sparkling pool is centered among the buildings, with lounge chairs arranged nearby. The turquoise waters and sandy beach are visible, highlighting the inviting coastal location.

5.0 out of 5 average rating, 39 reviews

Luxury Ocean View Oasis on 7 Mile Beach