Fitness-friendly holiday rentals in Anguilla

Beach Resort 1 Bedroom Condo with Terrace, Hot Tub

Tranquility Beach Anguilla is Anguilla’s newest beach resort on top-rated Meads Bay Beach on the West End and was voted Best Boutique Hotel in Anguilla 2023. Everything you need for an ultimate beach vacation is at your doorstep and our award-winning staff is at your service. Swim and snorkel in turquoise waters. Walk to resorts, spas and top restaurants. This unit is professionally managed by our friendly resort staff including property manager, concierge team, housekeepers and beach butlers.

Panarea Pool-Gym Villa, Maundays

Private wellness villa, 10-min walk to Maundays Bay, Belmond Cap Jaluca & Four Seasons. Rare West End privacy on gated ½-acre grounds with lush tropical gardens, sea-view infinity pool, wildlife, and exclusive gym. White-washed airy great room blends Caribbean-European charm; shaded lounge, BBQ deck, AC throughout. Minutes drive from Meads Bay and Anguilla’s best dining: Blanchards, Straw Hat, Jacala. Ideal escape for couples, families, wellness travelers, and foodies. Beach gear provided!

Roy’s Place-3 Bedroom

This three-bedroom accommodation can be rented as a one-bedroom unit or a two-bedroom unit. The villa is Government of Anguilla Safe Environment Certified. It is located minutes away from the world-famous Shoal Bay. The villa's outdoor space features a beautiful, shared pool, and deck with comfortable patio furniture. Inside amenities include modern kitchen facilities, marble bathrooms, a jacuzzi tub and spacious, airy rooms. This home away from home promises to be your island paradise.

Cliffside Villa w/Pool Ideal for Family or Couples

Caribbean indoor-outdoor living at its very best! Enjoy spectacular sunsets and ocean views from the infinity pool at Spyglass Hill Villa. This gorgeous 4-bedroom villa is modern chic with an open, relaxed setting complete with many outdoor dining and lounging spaces. Enjoy the tropics with outdoor showers in the two master suites and an open-air courtyard inside. Fully equipped, this villa is perfect for a couple, family or group of friends. https://goo.gl/maps/Hg1wPqgXbj5jY8s89

Driftwood Haven - Studio 7

Relax in this spacious first-floor unit in the Ankle House building at Driftwood Haven, West End, Anguilla—ideal for couples or solo travelers. It features a full kitchen, comfortable bed, private bathroom, and A/C for a restful stay. Guests enjoy access to a shared spa-pool, small gym, and free parking. Just a 3-minute drive to Maundays, Meads, and Rendezvous Bays, plus top resorts like Four Seasons, Cap Juluca, and Aurora. The perfect base for your Anguilla getaway!

Fortune Rise. (Car rental available)

Fortune Rise is a licensed property that's falls under the villa business regulations Act. It's a newly built modern cozy apartment with remote gate access, back up generator and perimeter security camera system located in Mount Fortune on the eastern end of the island. Five minutes driving access to grocery stores, Island Harbour beach and the restaurants thereon like Falcon Nest. 10 minutes drive from the famous Shoal Bay beach.

Fortune Estate (Car rental available)

Newly built modern cozy apartment with remote gate access, back up generator and perimeter security camera system located in Mount Fortune on the eastern end of the island. Five minutes driving access to grocery stores, Island Harbour beach and the restaurants thereon like Falcon Nest. 10 minutes drive from the famous Shoal Bay beach.

Ocean Terrace Condos

Ocean Terrace is an intimate private residence club, consisting of eleven one and two bedroom luxury condominiums, nestled on a hill overlooking the Caribbean on the southeastern shore of the beautiful island of Anguilla, BWI. The spacious condos range in size from 1,100 - 1,500 square feet.

Oceanfront Suite w/Pool - Arawak Beach Club #8

Begin your journey at Arawak Beach Club's Suite #8 with Caribbean panoramas. Private terrace, beach bars steps away. Dining 5 min, Fiber Internet, Smart TV. Ocean breeze, AC. Communal seating, oceanfront patio. Paddle boards, kayaks included. Optional rental car.