Vacation rentals with a pool in Grand Cayman

4.99 out of 5 average rating, 331 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

4.98 out of 5 average rating, 40 reviews

An infinity pool extends toward the ocean, reflecting the bright blue sky dotted with fluffy clouds. A palm tree leans over the pool area, while a stone statue is positioned near the water's edge, providing a serene focal point.

Condo in West Bay

Seven Mile View #1 - 2 BR Oceanfront Condo & Pool

Welcome to Seven Mile View Condo #1 is a 2-Bed, 2-Bath, 2-story oceanfront condo with spectacular views of West Bay! The Seven Mile View complex is a wonderful place to stay with its oceanfront location and proximity to Seven Mile Beach and Cemetery Beach. The renovated condos offer modern amenities, beautiful views, and unique designs. There are 5 oceanfront units, which are a 1-minute walk to beautiful West Bay Beach, a 5 - 7 minute walk (1/2 mile), or a 2-minute car ride to Seven Mile Beach

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, 188 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.

4.87 out of 5 average rating, 167 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.

5 out of 5 average rating, 22 reviews

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.

Apartment in George Town

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!

Superhost

A clear blue swimming pool is surrounded by a well-maintained patio area. Two lounge chairs are positioned beside the pool, with lush greenery in the background. Bright, sunny skies and a modern building can be seen beyond the pool area.

4.84 out of 5 average rating, 134 reviews

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!

5 out of 5 average rating, 6 reviews

Apartment in West Bay

Oceanfront Sunset Patio w/ BBQ + Pool, Gym & Spa

Welcome to Sunset Point #29 — a brand-new 1-bedroom, 1.5-bath oceanfront condo in Grand Cayman’s quiet North West Point. This 1,016 sq ft ground-floor retreat features floor-to-ceiling windows, a private patio with Weber grill, and the island’s best sunset views. Relax by the oversized pool and spa, work out in the fully equipped gym, or stroll 2 minutes to Macabuca for world-class diving, cocktails, and Cayman sunsets. Perfect for couples or small families seeking style and serenity.

4.94 out of 5 average rating, 153 reviews

An outdoor dining area is presented under a vibrant teal umbrella, featuring a glass-top table surrounded by several green chairs. The view beyond includes sandy beach and the Caribbean Sea, framed by palm trees and coastal vegetation.

Condo in Rum Point

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!

4.87 out of 5 average rating, 105 reviews

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.

Condo in Grand Harbour

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, 262 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

An aerial view captures the beachfront resort, characterized by multiple low-rise buildings surrounded by lush greenery. The sandy beach meets the turquoise lagoon, with a rocky jetty extending into the water. Lounge chairs are positioned by the pool area, inviting relaxation.

4.85 out of 5 average rating, 178 reviews

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!