Townhome holiday rentals in Cayman Islands

Your Oceanside Retreat Awaits!

Welcome to On The Bay Condo, located on the ocean’s edge in Old Man Bay, Grand Cayman Island. This is a truly private and tranquil resort, with a lovely white sandy beach, private swimming cove, pool and, of course, the magnificent aqua-blue water of the Caribbean all at your convenience. As pristine as the location is, this condo is only 30 minutes from the International Airport in George Town, and just minutes from various restaurants, water sports, snorkeling, scuba diving and sailing trips.

Spectacular Beachfront! Discovery Point Club #42

STAY 7 NIGHTS, GET 1 NIGHT FREE, valid May 1-Nov 20, 2026. Paradise found on Seven Mile Beach! This gorgeous 2 BR/2 Bath oceanfront condo has it all! Unit 42 at Discovery Point Club is all you need for your next beach vacation. Located on the 3rd floor (top floor, walk-up), enjoy sunset views from your private lanai and the white sand and crystal clear water right outside your door. Rates valid only through December 18, 2026. Please inquire before booking for dates past December 18, 2026.

Spacious Multi-Level Home in Seven Mile Beach

Ideal location and accommodation for both Business and Family stays, on two floors. Steps to Ritz-Carlton and the most impeccable part of world-famous Seven Mile Beach. Groceries and shops all within minutes walk. Serene tropical space with all the comforts of home. Ensuite-bath in each bedroom upstairs. Extra Queen Murphy bed with half-bath on first floor. Expansive closets, mirrors. Plus resort-like amenities: 24/7 open onsite: > Fantastic Pool > Gym fitness > Tennis court, rackets

Steps to Seven Mile Beach - Modern 2BR with Pool

Welcome to your Grand Cayman getaway, hosted by an 18-time Superhost and thoughtfully designed for comfort, convenience, and relaxed island living. This clean and spacious home is just a short walk from the white sands and crystal-clear waters of Seven Mile Beach, with a grocery store within walking distance, and the island’s best restaurants just a short drive away. Whether you’re here to unwind, explore, or work remotely from paradise, this home is set up to make your stay effortless.

Stunning Little Cayman 3 Bedroom Beach Townhouse

Conch Club is a short walk up or down the down the beach to two restaurants and bars and a short bike ride to Blossom Village. Conch Club has a lovely beach, two pools, hot tub, a dock and spectacular views to the reef, Owen Island and perfect sunsets. Our newly refurbished 3 bedroom, 3 bathroom end town house has new furniture throughout and will sleep 9 people and is fully equipped and even has pool table, two Kayaks a stand up / sitdown paddle board, four old bikes and a gas BBQ.

Down By Dee's

You will be close to everything when you stay at this centrally-located place. We are only 3 minutes from the city center and supermarkets, 5 minutes from the airport and 10 minutes from our famous 7mile beach (nearest beach is only 6 minutes away, Spotts Public Beach). Don't want to drive, no problem, we are on the public bus route. Stay with us 5 nights or more and experience Cayman culture, optionally includes a welcome dinner featuring local dishes, our national drink and dessert!

Seven Mile Beach Town House

Just three minutes walk from the white sands and clear waters of renowned Seven Mile Beach, offering amazing sunsets, snorkeling and swimming. The house - set in lush tropical gardens - features 2 large bedrooms upstairs (optional crib, removable on request), and a spacious, open plan kitchen/living area downstairs. Outside, there is a large, newly built deck with BBQ and pool. Walking distance to shops, 3 restaurants and dive dock and a short drive/bus to other amenities.

Large modern apartment close to ocean

Escape to this charming one-bedroom studio, nestled in a serene gated community just steps away from the pristine beaches of Grand Cayman. The spacious unit offers a perfect blend of comfort and convenience, with access to a refreshing swimming pool. Located in the sought-after Grand Harbour neighborhood, you'll be within walking distance of supermarkets, shops, and local eateries. Explore the vibrant atmosphere of the island or simply relax by the pool and soak up the sun.

Modern townhome steps from the beach

Hosted by 18-times Superhost. You'll love this bright, clean and spacious home with the latest entertainment tech. Perfect for your island getaway, this home is a few short steps from the white sand and crystal clear water of Seven Mile Beach. The unit comes with a paddleboard and snorkels, ideal for the marine park 2 minutes away. Walking distance from the grocery store. Perfect for working from home and just minutes from the best Cayman restaurants and nightlife.

Modern West Bay Townhome with Pool Near Macabuca

Escape to a peaceful West Bay hideaway—quiet, private, and perfectly placed for exploring Cayman. Just minutes from Macabuca (Turtle Reef) snorkeling and West Bay Beach, with Seven Mile Beach and George Town an easy drive away. Back at the condo, enjoy a spacious two-level, townhome-style layout, a cozy breakfast bar, and a refreshing shared pool on-site. Perfect for couples and solo travellers who value space and a peaceful setting. Long-term stays welcome.

Beautiful Oceanside Townhome

Discover the magic of island life in this elegant 3-bedroom home nestled in a lush, secluded garden community. Spend your days floating between two pools, exploring the private beach, or snorkeling among vibrant marine life just steps away. Your patio overlooks tropical gardens and the pool, creating the perfect spot for golden Cayman sunsets. With the island’s beloved tiki bar only minutes away, this escape blends beauty, comfort, and coastal charm.

Beautiful Townhome By the Beach

This spacious, modern furnished condo is just right for your island adventure. Cayman’s world class snorkeling awaits with only a few short steps from the white sand and crystal-clear water of Seven Mile Beach. Located on the south end of West Bay, it’s within walking distance to the grocery store, and only a short drive to fantastic restaurants and nightlife. For those working remotely, this is a perfect home away from home!