Holiday rentals with a pool in Cayman Islands

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

Ground Suite 2b2b Ocean Side in 7 Mile w/ Pools

Experience a resort nestled in quiet area at the start of Cayman's famous Seven Mile. Walking distance to water, bars, beach and restaurants. Great for two or three singles, two couples or a family with 2 bedrooms with ensuite bathrooms and on-site pools and minimalistic beach. Centrally AC’ed 2-bedroom & 2-ensuite bathroom villa with a fully equipped kitchen, private screened patio, with WiFi 100Mbps. On bus route. Choice of two pools, tennis court, BBQ, SUPs, kayaks, and beachfront access.

NEW! Modern Beach/Oceanfront Condo - WOW!

PARADISE is what you will find when you enter Villa #5. This 2-story condo is located on the beach with the most incredible views of Cayman’s crystal blue water. The entire unit has been meticulously renovated by an award-winning design firm, complete with high-end finishes and furnishings. This will have you feeling like you are staying at a five-star resort, but at a fraction of the price. It is a true oasis, with all the luxuries and amenities of home. People from all backgrounds welcome!

Modern 2 bed with pool and gym

Keep it simple at this peaceful and centrally-located place.Forget your worries in this modern, well-designed, 2-bedroom condo with a private patio. Enjoy the outdoor space relaxing by the swimming pool, soaking up sun on the spacious pool deck and meadow area with a pond. There is also a gym on-site that you have access to during your stay. This two-bedroom condo includes a kitchen, living area, and dining table. The patio offers comfortable lounge seating and a gas BBQ for your enjoyment.

Coastal Hideaway

This charming 1-bedroom retreat is in a convenient neighborhood, minutes from beaches, restaurants, and attractions. Bright and inviting, it features a comfy queen bed, a beautifully decorated living area, and a fully-equipped kitchen. Enjoy your private patio for morning coffee or an evening drink, plus a shared pool and lush gardens. With Wi-Fi, TV streaming, and air conditioning, it’s all set for a comfortable stay. Perfect for exploring and unwinding in the Cayman Islands.

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!

Seabreezes-Your Oceanside Escape

Kick back and relax in this calm, stylish loft situated in an oceanfront community- a perfect Caribbean get away for a short break or longer holiday. The central location allows for easy access by car to all the areas of this lovely holiday Island. The property offers open spaces, 5 pools, an oceanfront walkway and a Cabana. Step outside to enjoy a morning swim in the pool; a glass of wine on the porch, or a romantic evening stroll by the boardwalk.

Casa de Bells Deluxe

You'll have a great time at this comfortable place to stay. Peaceful, family-friendly, and private with all the amenities that you need. Relax after a day at the beach or touring the beautiful island in the luxurious pool. With this deluxe booking, no other guest will be on the property therefore you will have exclusive access to the pool, gazebo, and all outdoor spaces.

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.