Fitness-friendly holiday rentals in Cayman Islands

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

Caribbean Marine Park Retreat, Beachfront Bliss

What makes this apartment the perfect choice for your Grand Cayman getaway? Just 20 steps on powdery white sand separate your porch from the calm, crystal-clear waters of the lagoon. One of the rare spots where you can savor both the golden sunrise and fiery sunset right from your living room. Gaze out over the bluest waters of the North Side, where vibrant turquoise coral formations replace the green seaweed found elsewhere. Search for "The Retreat #25" online and take a glimpse of paradise.

ONE Canal Point - 2 Bedroom Premium Condo #522

Introducing 522, a beautiful retreat with canal views. This roomy 1,600 sq ft space features 2 bedrooms, 2 bathrooms, and an inviting open living area. Perfect for up to 4 guests, the main bedroom offers a luxurious king bed, while the second bedroom has two twin beds. Pamper yourself in the spa-like master bathroom, equipped with a relaxing soaker tub, a walk-in shower, and a double vanity. The fully equipped kitchen and a private furnished balcony round out this delightful experience.

Luxury Penthouse 1 Bedroom Condo Beachfront Resort

Located in East End, this privately owned penthouse condo at the Castaway Cove resort at the Wyndham boasts an oceanfront view along a pristine sandy beach. It has three swimming pools and a hot tub, a lively bar, restaurant with daily menus, coffee shop, diving, nightly entertainment, snorkeling, spa, and fitness center. This huge condo has one king bedroom, a luxury bathroom, full kitchen, laundry, living room, 65” TV, sofa-bed, dining area and a large shared patio overlooking the beach

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.

Regal Beach Club #322 - 2BR Ocean View on SMB

Welcome to Regal Beach Club #322, your private haven on the world-renowned Seven Mile Beach. This beautifully designed 2-bedroom, 2-bathroom second-floor condo comfortably sleeps up to 6 guests and showcases breathtaking views of the Caribbean Sea and unforgettable sunsets from its private patio. With thoughtful touches throughout, plus access to resort-style amenities—Regal Beach Club #322 delivers the perfect blend of style, comfort, and location for your ultimate Cayman escape.

Stunning Sunset Point

Welcome to Sunset Point, where luxury meets tranquility. Wake up to the most beautiful carribean hues of blue directly from your bedroom. The space is Brand New, Boasting floor to ceiling glass windows in both the open concept living dining room as well as from the primary bedroom. Opening up to a unique 35 ft deck perfectly designed to catch the most stunning cayman sunsets. Located beside wonderful restaurants, the turtle centre and one of the best dive sites on the island.

33 Sunset Point Vacations, Oceanfront Luxury

Bask in panoramic Caribbean views from this brand-new 3-bedroom, 3-bathroom waterfront condo in Grand Cayman​. This luxury retreat blends modern design with effortless island living. Floor-to-ceiling glass doors open onto a 35-foot oceanfront balcony, blurring the lines between indoors and out​. Whether you’re sipping morning coffee listening to the waves or toasting with sunset cocktails on the terrace, this condo promises a clean, inviting, and luxurious Caribbean escape.

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.

Luxury 3 Bedroom Waterfront Condo in Paradise

Modern 3BR/3BA waterfront home offering luxury, comfort, and uninterrupted ocean views. Enjoy morning coffee as waves roll in and end your day sipping wine with breathtaking Caribbean sunsets off your private patio area. The complex features a pool, hot tub, gym and lounge areas, all set in a welcoming neighbourhood just a 2-minute walk to Cayman’s favourite tiki bar. A stylish retreat perfect for families, couples, or friends seeking a refined island stay.

40 Sunset Point Vacations, Luxury Oceanfront Condo

Discover paradise in West Bay, Grand Cayman! This stunning 1-bedroom, 1.5-bathroom waterfront condo offers breathtaking Caribbean views. Located next to popular bars and restaurants like Macabuca and Cracked Conch, you'll have easy access to dining and entertainment. Enjoy a workout in the gym, snorkeling and diving, relax on the beach, or unwind by the communal pool. This luxurious condo is the perfect base for your island adventure.

Beachfront Bliss 7th Night Free @ Rum & Kai

Get away from it all at 'Rum and Kai', located at the Retreat in Rum Point. This beach front 1 bedroom condo is located in the stunning upscale vacation home enclave of Cayman Kai on beautiful Grand Cayman. The unit is tastefully decorated with high-end furnishings and the finest linens; all in an understated, yet elegant tropical West Indies motif. Private beach with world class snorkeling right off the shore.