
Vacation rentals in Challengers
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Challengers
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.🌴

The Tropical Breeze Hideaway
This hideaway features a cozy interior with various amenities and tropical decor, ensuring a comfortable and welcoming atmosphere. The floor plan is open and inviting as it connects the seating area, the dining table, and the kitchen together. You can also enjoy your mornings with a cup of coffee on the private veranda. Its location is near the main highway which provides easy access to attractions around the island and Basseterre town center. The nearest beach is just a 20 minute drive away

Sea Glass Villa
Just 10 minutes from the airport, Calypso Bay Resorts is centrally located in a great vacation hot spot. Take a 2 min stroll to the spa, famous Marshall and Poincianna restaurants, 5 min to a fab beach and over 15 restaurants. Casino, supermarkets, wine shop and pharmacy are all within a 5 mile radius. 10 minute drive to South East Peninsular and iconic restaurants like Carambola , Reggae Beach Bar and Spice Mill, Christophe Hyatt, fabulous beaches and a water taxi service to Nevis.

Palmetto Bay Paradise
Forget your worries in this spacious and serene space. Sit on your Veranda with a Cocktail and watch the Lit Up Cruise ships pass you by. Enjoy the panoramic view of the mountains and sounds of the Ocean. Palmetto Bay is a 5 minute walk, where you can kick back and take a dip in the Ocean. This Apartment has a fully functional kitchen with cooking equipment incl. Stove, Ninja Air Fryer, Microwave, Fridge freezer, Coffee maker, Kettle, Toaster, Blender, Dishes, Cutlery and much more....

Luxury 2B Apartment With Stunning View
Tasia View is nestled in the peaceful hills of Bird Rock. You will enjoy stunning views of the Caribbean Sea and the capital city of Basseterre. Enjoy dinner on the grill as you take in one of our breathtaking sunsets. Try our very own property made St. Kitts Swizzle with local fresh juices and various delicious rums. It truly is a serene, relaxing location where your closest neighbor will be our Vervet monkeys. Forget your worries in this spacious and serene space.

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!

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.

St Kitts Castle Suites, Unit 2, Frigate Bay
St. Kitts Castle Condominiums, set in a quiet luxury residence near Frigate Bay and South East Peninsula, offers a spacious 1-bedroom apartment with 1 bathroom (shower & free toiletries). Enjoy a fully equipped kitchen with range stove, refrigerator, dishwasher, kitchenware, and coffee machine. The air-conditioned unit features a living area with flat-screen TV, dining space, private entrance, washing machine and dryer, and 2 beds (queen + sofa bed).

Ocean Song Villa & Beach Front Private Lounge
Beautiful Villa with SPECTACULAR ocean views. Carefully designed with the natural elements in mind for very comfortable island living. Situated overlooking Turtle Beach Cove on the tip of the South East Peninsula is the very peaceful and private Ocean Song Villa. Mature tropical gardens with bird life surrounding our Villa. Turtle Beach is a quiet neighbourhood close to some great restaurants and beach bars both "local style" and upscale!

Shalimar Saint Kitts Apartment 7
Designed for comfort and convenience. The one bedroom apartments step out onto the pool deck as well as providing comfortable self contained accommodation. Furnishings have been carefully selected to provide a refreshing ambiance and the cool breeze can be enjoyed on the patio overlooking the pool. The property is conveniently located only a few minutes away from beautiful beaches and restaurants.

Spacious 2 BR cottage with gorgeous views
Our Coconut Farm Cottage is pleasantly placed in the midst of hundreds of coconut trees and a short walk to one of St Kitts most beautiful beaches. We are located right next door to the Park Hyatt Hotel. Great restaurants nearby within walking distance. Relax on the veranda with a cold drink & enjoy the outstanding view of the Island of Nevis over the palms. Truly a spectacular home!

Tranquil Basseterre AirBnB - 10% Off June 2026
This cozy apartment is nestled 10 minutes drive from the airport and the center of Basseterre and 10 minutes walk to public transportation, supermarkets and night life. You’ll love most of all its location for its spectacular view. Wake up to images of Basseterre and Nevis every day. Take walks in the community and enjoy the panoramic view of your surroundings.
Popular amenities for Challengers vacation rentals
Other great vacation rentals in Challengers

Coffee and Cream Cubby

The Oasis: Cozy. Calm. Central.

Sea Breeze

Caribbean Loft:Steps to Beach, Bars, Taxi & Fun

Newly Built Island Charm

The M

Nature's Hidden Nest Studio Apartment

Oceanfront Villa w/ Infinity Pool & Near Beaches
Destinations to explore
- San Juan Vacation rentals
- Fajardo Vacation rentals
- Ponce Vacation rentals
- Luquillo Vacation rentals
- Aguadilla Vacation rentals
- Sainte-Anne Vacation rentals
- Humacao Vacation rentals
- Les Trois-Îlets Vacation rentals
- Dorado Vacation rentals
- Loíza Vacation rentals
- Cabo Rojo Vacation rentals
- Fort-de-France Vacation rentals





