Holiday rentals with a pool in Isla de Culebra

Casa Anya @ Hilltop (private infinity plunge pool)

Imbuing Culebra’s magic with passionate India, Kavita’s native land, Casa Anya wraps you in contemporary airy spaces caressed by Indian linen. Savor bay and lush mountain vistas from a soothing rainfall grotto shower leading to a private plunge pool, and a full kitchen for romantic dining. Sliding doors to the deck invite in sunsets, stars, and enchanting breezes with chirping coquís. Fall into a king bed, and wake to pink dawns. Anya means grace in Hindi; let it grace your Caribbean dreams.

At The Waves - Ocean Front Villa 1 bed/1 bath unit

At The Waves is a beautiful beachfront rental villa complex located in Santa Maria Playa, next to the north shore garden district of Bravos de Boston and Isabel Segunda. We have 5 units in total. This unit is a 1 bedroom/1 bathroom, with a queen size bed and is fully equipped. It has, a refrigerator, stovetop, microwave, coffee maker, dishwasher, dishes, utensils, cookware, and more. There is an air conditioner in the bedroom, ceiling fans in all rooms. ASK ABOUT LONG TERM STAY DISCOUNTS.

Surf Side, Private Salt Water Pool, Ocean View

Across from the turquoise waters of the Atlantic Ocean and a short walk to La Chata Beach, you’ll find Surf Side House, with an expansive ocean view, and the main island of Puerto Rico and the sister island of Culebra as your backdrop. Located in Bravos de Boston on Vieques’ North Shore, this peaceful, private single family home features air conditioned bedroom with king size bed, two bathrooms with showers, one outdoor shower and a private heated salt water pool. Maximum occupancy 2 adults.

Casa Sunny

NEW immaculately kept saltwater pool. House sleeps 6. Two queen bedrooms and one bedroom with 2 twin bed and one bathroom. Beach amenities. You only need to bring clothes and shoes, a toothbrush and toothpaste (or get that here), we have everything else ready for you! Our TouchStay guest guide includes trip planning support with links to ferry tickets and flight options with a map to all the places you need to know about on the island. Ask us for the perfect 2- or 3-night trip recommendation!

Beachfront Villa surrounded by Ocean w/pool

There is no property like the historic "Las Piedras" in all of Vieques. Built into a green rock formation that juts into the ocean it offers spectacular views of the coral reefs below and Caribbean Islands from the decks and pool. Our private, gated property has its own entrance to La Chata beach. Swim and snorkel from your "front yard" or explore the morning tide pools. Fully refurbished, the villa offers ample space and decks for entertaining indoors and out, and comfort for up 8 guests.

Secluded Villa with Stunning Views & Dipping Pool

Villa Melones is located on a one-acre property high above Melones Beach. Enjoy breathtaking ocean views and spectacular sunsets throughout this 3BR/3.5BA home that features large covered deck for lounging and dining, full kitchen, spacious well decorated bedrooms with ensuite bathrooms and a beautiful refreshing dipping pool. Villa Melones is conveniently located just a few minutes from town while still enjoying the privacy and seclusion that travelers desire on their island getaway.

Costa Bonita Villa #4103

The private villa is located at one of the most recognized complexes on the island of Culebra, about a 20-min. drive from town. It's a studio close to the pool(not under our control**), perfect for couples and families with kids. Important Notice: Please excuse us; we are waiting to replace a part for one of the glass sliding doors to the balcony. There is still access to the area through the other one, so you can enjoy the beautiful view and relax while sitting.

Breathtaking Oceanfront Vistas by the Reef

Relax at this unique and peaceful escape. Find tranquility at this special hideaway, perched above the region's beloved coral reef destination for snorkeling excursions. Here, you can leisurely sip your drink, gaze at the horizon, and choose whether to dive into the pool, wander to the beach, or snorkel among the colorful marine life near the reef.

Butterfly Loft (AC & Plunge Pool)

Find yourself nestled in lush vegetation with stunning views of the Caribbean Ocean Here, you can enjoy nature, luxury, comfort while being less than 10 min away from the beach, museum and city center. A great location for you to discover the 🏝 Enjoy privacy, tranquility, cocktail hours by the plunge pool and experience breathtaking sunsets