Vacation rentals with a pool in Saint Kitts

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Top-rated rentals with a pool in Saint Kitts

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Superhost
The villa's exterior showcases a blend of modern and tropical architecture, surrounded by lush landscaping and palm trees. A spacious front porch is highlighted, leading to a well-defined pathway. The sunset casts a warm glow, enhancing the inviting atmosphere of the property.
Vacation home in Sand Bank Bay
4.78 out of 5 average rating, 18 reviews

Villa Bougainvillea - Sandy Bank Bay Vacation Home

Villa Bougainvillea is conveniently located within the gated beachfront community of Sandy Bank Bay, within Christophe Harbour on St. Kitts' famed Southeast Peninsula. The front of the villa opens to the spacious entertaining area which includes a modern fully equipped kitchen with center island with seating, a living room with sofa seating and a dining area. Double sliding doors open to the private pool and deck area with 4 sun loungers and a covered seating area perfect for a relaxing getaway.

Guest favorite
Apartment in Earle Mournes
5 out of 5 average rating, 16 reviews

Private Pool Oasis • Near Frigate Bay • BBQ Dining

Just 7 minutes’ drive from beaches & the lively Frigate Bay Strip, this spacious 1-bedroom retreat blends convenience with tranquility. Located in a quiet residential area, it’s ideal for guests seeking a relaxing stay near top dining and nightlife. Enjoy your private saltwater pool & outdoor kitchen/BBQ (8 AM–8 PM), plus a fully equipped home with A/C, kitchen, washer/dryer, workspace, & pull-out sofa bed. Unwind on your breezy balcony surrounded by tropical palms and a calm Caribbean vibe.🌴

Guest favorite
The open-plan living area features two dark leather sofas and a glass coffee table atop a light tile floor. Natural light filters through large sliding doors, revealing a dining area with a wooden table and black chairs. Ceiling fans provide comfort in the spacious room.
Apartment in Basseterre
4.88 out of 5 average rating, 34 reviews

2 bedroom luxury condo

This two bedroom/two full bathroom luxury condo is situated in a very quiet and great located secure location in a strategic place in the island of St.Kitts. It has access to 3 swimming pools (almost always empty), BBQ place and extensive gardens. The property is open plan with 3 terraces overlooking the sea. About 7 minutes walking from the nearest beach, and walking distance of tens of restaurants and shops. The island golf club is just 5 mins. Sofa bed can accommodate additional 2 children

Top guest favorite
A vibrant yellow exterior is complemented by lush palm trees and colorful flowering plants. A stone pathway leads to a set of stairs with a white railing, guiding guests toward the entrance. Windows are adorned with functional shutters, showcasing the tropical environment.
Villa in Frigate Bay
5 out of 5 average rating, 21 reviews

Ocean Song Frigate Bay 4 bed Villa on the Ocean

Ocean Song a Luxurious Coastal Retreat in Calypso Bay Resorts offering ocean views and ocean songs. This fab villa features a heated private pool and fun options like a pool table, piano and a Bose speaker. It includes four bedrooms, each with a TV and four bathrooms. The fully equipped kitchen is ideal for gourmet meals. With air conditioning all through, community amenities, and a prime location minutes from Frigate Bay Beach, Golf and Casino, Ocean Song is your perfect Caribbean getaway.

Guest favorite
The pool area features a clear, inviting water surface with a colorful inflatable float resting on top. Surrounding greenery includes palm trees and tropical plants, complemented by patio umbrellas and a shaded outdoor seating area in the background.
Villa in New Castle
5 out of 5 average rating, 39 reviews

Beautiful 3br/3bth w/pool-2 minute walk to beach

Harmony Beach Villa is located in a quiet neighborhood near a lovely secluded beach. Watch the waves roll gently in as you relax on a beach that on most days will be yours alone. Every comfort has been thought of to ensure you have a wonderful and memorable stay from the new beds and fully stocked kitchen to the luxury bath towels, bedding and toiletries. Let us host your stay at our lovely villa. We're sure the stress and worries of the real world will melt away. You won't want to leave!

Superhost
A close-up view of the infinity pool reveals clear blue water reflecting sunlight. The pool's edge blends seamlessly into the surrounding lush greenery, creating a tranquil atmosphere. The horizon meets the sky, providing a serene backdrop for relaxation.
Villa in Frigate Bay
4.91 out of 5 average rating, 78 reviews

Oceanfront Villa w/ Infinity Pool & Near Beaches

Escape to Your Private Oceanfront Paradise 🌴 Experience island living at its finest in our luxury beachfront villa — ideal for families, groups, and anyone seeking sun, sea, and serenity. 🌊 Breathtaking ocean views from the large deck and infinity pool Steps from beaches, golf, shopping, and nightlife tennis court & outdoor living space Fully equipped kitchen, BBQ, and shaded relaxation areas Free parking + reliable Wi-Fi and workspace Perfect for families, couples, and beach lovers

Top guest favorite
A spacious living area features large sliding glass doors that open to stunning ocean views. Comfortable seating is arranged on a light-colored sofa, complemented by patterned cushions. A decorative area rug lies on the tile floor, enhancing the inviting atmosphere of the room.
Home in Frigate Bay
4.98 out of 5 average rating, 51 reviews

Sea Breeze

Unwind in this lovely property. Enjoy amazing views and beautiful sunsets over the Caribbean Sea and to the island of Nevis. Sea Breeze has space and privacy for you to relax, recharge and soak up the sun. Located in beautiful Frigate Bay, perfect to access the whole island. Frigate Bay 'Strip' is close by, with restaurants and lovely beach bars serving Caribbean and international cuisine Embrace the 'island time' vibe! Rush slowly! on the beach, with the warm sand under your feet!

Superhost
An aerial view depicts a modern building complex surrounding a rectangular swimming pool, bordered by lush greenery. Poolside sun umbrellas in a vibrant green provide shade, alongside neatly arranged lounge chairs and landscaped pathways offering a serene outdoor space.
Apartment in Basseterre
4.81 out of 5 average rating, 58 reviews

Shalimar Vacation Apartment 2 Saint Kitts

Shalimar is situated just a few minutes walk from a world class golf course, a short drive from the beach and the local entertainment area known as "The Strip" along with a variety of authentic restaurants offering cuisine from around the globe. Our two bedroom apartments are tastefully furnished and enjoy spectacular views across the golf course toward the Atlantic Ocean. Each apartment includes fully fitted modern kitchen, dining area and living room and an open patio to enjoy.

Guest favorite
The entrance of the villa is framed by well-manicured gardens and palm trees, leading to a stone path. The front facade is adorned with light-colored walls and a central stone-featured entryway, topped with a green roof. Bright flowers add vibrant colors to the landscape.
Home in Cotton Ground
5 out of 5 average rating, 12 reviews

Luxury Villa, Cades Bay, Nevis - Villa Tranquil

Luxury 3-Bedroom Villa with Private Pool & Beach In Close Proximity Welcome to Villa Tranquil, a luxurious retreat nestled amidst lush greenery on the serene island of Nevis. Villa Tranquil is the perfect destination for family vacations, intimate getaways, or private events. With its prime location, luxurious amenities, and attention to detail, this sought-after villa books up fast. Don’t miss your chance to experience a slice of paradise—secure your stay today!

Top guest favorite
An aerial view captures the expansive pool area surrounded by lounge chairs and stylish landscaping. A grill station is positioned nearby, with shaded seating beneath elegant wooden trellises. The tranquil water of the pool reflects the bright sky, inviting relaxation and enjoyment.
Guest suite in Basseterre
4.97 out of 5 average rating, 29 reviews

Chic & Cozy 2BR Retreat + Pool

Relax in style at our chic 2BR apartment, your cozy home away from home. Enjoy breathtaking views of downtown Basseterre, the harbor, and the mountains. Dive into the refreshing pool or explore nearby attractions for a comfortable, scenic getaway. Perfect for global travelers seeking a peaceful retreat, our welcoming environment ensures a memorable stay with easy access to local culture and cuisine. Experience the ultimate relaxation and adventure all in one place!

Guest favorite
Villa in Half moon Bay
4.9 out of 5 average rating, 10 reviews

Half moon family and friends getaway

Relax with family and/or friends at this peaceful place to stay. The house is located in a quiet neighbourhood, minutes from shops, restaurants and beautiful beaches. It is a perfect spot to relax and soak up the sun or to come home to after exploring all the island has to offer. The house has a large fully equipped kitchen with a view of the pool and ocean. The pool has a shallow end with built in seating for relaxing and a deep end to jump in and play.

Top guest favorite
A decorative bowl filled with natural elements like wicker and stone sits on a light-colored table. In the background, large glass doors open to a view of palm trees and a bright outdoor space, framed by turquoise window treatments.
Condo in Frigate Bay
5 out of 5 average rating, 37 reviews

Jewel in Paradise

Enjoy the simple life at our updated, modern 1 bedroom (queen) and 1.5 bath condo located in the heart of the entertainment hot spot in Frigate Bay on the beautiful island of St. Kitts. Island Paradise Beach Village is a locally managed and professionally maintained condo community that is within walking distance of many restaurants, bars, beaches, grocery store, spa, taxi stand, golf course, casino & more. It's the perfect location to relax and play.

Popular amenities for Saint Kitts rentals with a pool