Holiday rentals with a pool in George Town

4.99 out of 5 average rating, 339 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

An outdoor dining area is presented on a shaded balcony, featuring a large white table set with placemats, cutlery, and a small potted plant. Lush green grass, tropical plants, and the ocean are visible in the background, with a cruise ship framed by palm trees.

5 out of 5 average rating, 22 reviews

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

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, 190 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!

An aerial view showcases the resort's layout, featuring a large pool surrounded by lush greenery and palm trees. The pool's inviting shape contrasts with the sandy beach that gently meets the turquoise water. Loungers and umbrellas are positioned along the beach for relaxation.

4.88 out of 5 average rating, 170 reviews

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.

A modern living area features large windows offering expansive ocean views. A light-colored sectional sofa is paired with a round woven coffee table, while a neutral rug anchors the space. A wooden sideboard and stylish armchair complement the airy atmosphere.

5 out of 5 average rating, 22 reviews

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!

Holiday home in Bodden Town

A serene view of the turquoise ocean stretches beyond a well-maintained pool area. Lush palm trees and vibrant greenery frame the space, with a sandy beach visible nearby. The outdoor seating area is partially shaded, creating a relaxing atmosphere for guests.

5 out of 5 average rating, 101 reviews

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,

Apartment in Grand Harbour

A light-filled living area features a comfortable sofa facing a modern coffee table. Floor-to-ceiling curtains frame a set of glass doors that lead to a balcony with a view. A wall-mounted television is positioned beside a console, enhancing the space's contemporary design.

4.87 out of 5 average rating, 106 reviews

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.

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.

4.98 out of 5 average rating, 268 reviews

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!

Superhost

Flat in Seven Mile Corridor

4.85 out of 5 average rating, 106 reviews

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.

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.

4.98 out of 5 average rating, 100 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!

5 out of 5 average rating, 7 reviews

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.

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.

4.89 out of 5 average rating, 93 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.

Popular amenities for George Town rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.97 out of 5 average rating, 39 reviews

The beachfront home is showcased from an aerial view, highlighting its two-level structure with a white roof. A spacious sun deck is visible, featuring loungers and steps leading directly to the sandy beach, framed by palm trees and lush greenery.

Home in Rum Point

Beachfront Retreat w/ Pool – Rum Point Paradise

5 out of 5 average rating, 64 reviews

A spacious living area features large glass windows that provide panoramic ocean views. A balcony extends off the room, allowing direct access to the tranquil outdoors. A dining area is visible in the foreground, complementing the bright and airy design.

Home in Bodden Town

Casa Avi - Grand Cayman Serenity

5 out of 5 average rating, 8 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

4.97 out of 5 average rating, 76 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

Home in West Bay Road, George Town

A screened-in patio encases a large swimming pool, reflecting clear blue water and surrounded by lush greenery. Two vibrant red lounge chairs are positioned near the pool's edge, offering a comfortable spot to relax while enjoying the tropical landscape.

5 out of 5 average rating, 28 reviews

Island Oasis

4.96 out of 5 average rating, 51 reviews

A vibrant yellow villa stands beside a sandy beach, framed by palm trees and lush greenery. The clear blue sky and fluffy white clouds create a serene backdrop, while lounge chairs are positioned on the sand, inviting relaxation by the ocean.

Home in North Side

Oceanfront Dreamsicle Villa w/Outdoor Living Area

4.97 out of 5 average rating, 33 reviews

A bright living area features a gray sectional sofa adorned with colorful cushions in yellow, teal, and pink. A glass coffee table is positioned on a patterned rug, while a red lamp provides light. The open layout includes glimpses of the dining area and kitchen.

Home in Patricks Island

Seabreezes-Your Oceanside Escape

4.94 out of 5 average rating, 33 reviews

Home

Oceanfront condo-pool, sunset boardwalk, modern

Apartment rentals with a pool

A balcony view features two chairs facing a vibrant sunset over the ocean. Two glasses and a bottle are positioned on a small table, with the golden sun reflecting on the water below. The calm waves are visible in the foreground.

5 out of 5 average rating, 86 reviews

Oceanfront: 2 pools, diving & snorkeling on-site

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.

5 out of 5 average rating, 17 reviews

33 Sunset Point Vacations, Oceanfront Luxury

A clear view of a spacious pool area is presented, featuring multiple sun loungers arranged around the pool. Palm trees sway gently in the background, leading to the ocean. Umbrellas provide shade, and the water reflects the blue sky and nearby greenery.

4.93 out of 5 average rating, 106 reviews

Cayman Wind and Sea

5 out of 5 average rating, 10 reviews

A clear view showcases a tranquil pool with in-water bar stools, framed by swaying palm trees. The ocean stretches beyond the sandy beach, with gentle waves lapping at the shore. Bright blue skies and vibrant hues of teal and turquoise enhance the coastal scene.

Apartment in Bodden Town

Magnificent Ocean Front Sea Palm Villa #11

A well-arranged bedroom features a king bed, dressed in a textured dark quilt. Above the bed, four framed botanical prints are displayed. Natural light enters through the large window, with sheer white curtains framing the view.

4.95 out of 5 average rating, 19 reviews

Hidden Hideaway -7mile - King Bed - Pool -

Apartment in Seven Mile Beach

An expansive pool area is featured, surrounded by modern buildings and lush landscaping. Lounge chairs are positioned along the pool's edge, reflecting the vibrant colors of the sunset. Umbrellas provide shade, enhancing the space for relaxation and enjoyment.

5 out of 5 average rating, 32 reviews

Seven Mile Beach Area, Kyle's Condo @ ONE Resort!

4.96 out of 5 average rating, 95 reviews

A spacious screened-in porch features comfortable seating and a dining area, with large windows that provide unobstructed views of the beach and ocean. Tropical palm trees are visible outside, enhancing the serene coastal atmosphere.

Apartment in Savannah

Beachfront walkout with amazing patio & view

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, 101 reviews

Beautiful Beachfront 2BR Condo.

Other holiday rentals with a pool

Guest house in Cayman Islands

A serene outdoor space is showcased, featuring two lounge chairs oriented towards a tranquil canal. Lush greenery and palm trees frame the area, enhancing the view of the water. A well-maintained garden includes potted plants, contributing to a relaxing atmosphere.

5 out of 5 average rating, 58 reviews

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

4.96 out of 5 average rating, 74 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

5 out of 5 average rating, 32 reviews

A modern kitchen features white cabinetry and a spacious island with a light-colored countertop. Comfortable bar stools are positioned around the island. Large windows enhance natural light, revealing views of the beachfront balcony. A stylish living area is visible in the background.

Flat in Savannah

Beachfront on Spotts Beach!

4.88 out of 5 average rating, 96 reviews

A modern living space features a light-colored sofa adorned with decorative pillows and a cozy blanket. A wooden coffee table is placed on a textured area rug, surrounded by greenery from a tall indoor plant. Large glass doors lead to a balcony, allowing in natural light.

Flat in West Bay

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

5 out of 5 average rating, 11 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

5 out of 5 average rating, 62 reviews

A bright living area features modern furnishings, including a spacious sofa and a cozy armchair. Natural light floods through a floor-to-ceiling sliding door, leading to a private balcony. Textured area rugs enhance the space, complementing the neutral color palette.

Flat

Steps to Seven Mile Beach | 1-Bed at The Grove

An oceanfront balcony is shown, featuring a colorful hammock suspended between posts. A comfortable chair and a table with four accompanying chairs are positioned nearby, all overlooking the turquoise sea and rocky shoreline. Soft clouds drift in the sky.

5 out of 5 average rating, 52 reviews

Panoramic Ocean views and Magnificent Snorkeling

Superhost

A comfortable living area is presented with two light-colored sofas facing a glass-top coffee table. A patterned area rug lies beneath the furnishings, while a window allows natural light to fill the space. Two wooden stools are positioned against the wall, adding functionality.