Villa holiday rentals in Esperanza

A private pool area is surrounded by lush greenery and palm trees, with a clear blue pool visible. The patio features light-colored stone flooring and a beige umbrella is positioned nearby. A view of the hillside can be seen in the background, reflecting the serene atmosphere.

4.94 out of 5 average rating, 115 reviews

Cacimar House - Pool, Privacy and Sleeps 6

Welcome to Cacimar House - 10 min to South Shore Beaches and 5 min to Isabel Segunda. Cacimar House offers Pool, Privacy, Location, Quality Furnishings, Attentive House Managers. Perfect for Couples, Families and Friends. 3 bedrooms with two Queens and one King for up to 6 people. 3 bathrooms. Air conditioning in bedrooms. Other rooms include: open kitchen, living room , separate dining room, ping pong room, screened in porch and laundry room. Cleaning standards to PR Govt Covid-19 guidelines.

Top Guest favourite

The open living space features a well-equipped kitchen with wooden cabinetry and a sink. A comfortable sofa is positioned next to large sliding doors that lead to an outdoor area. Ceiling fans and natural light enhance the inviting ambiance.

5 out of 5 average rating, 102 reviews

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.

4.8 out of 5 average rating, 15 reviews

The villa is showcased from an aerial view, featuring a white exterior with multiple levels. A refreshing infinity pool is positioned at the forefront, bordered by palm trees and lounge chairs. Lush greenery surrounds the property, enhancing the tropical ambiance.

Villa in Puerto Diablo

Private 3 Bedroom Villa with Pool & Gorgeous Views

Altamira – Your Private Island Escape Perched in the lush Bravos hills, Altamira offers breathtaking ocean views, stunning sunsets, and a refreshing infinity pool. Just minutes from Isabel Segunda and a short drive to world-class beaches, this private three-level villa is the perfect mix of relaxation and adventure. Infinity Pool & Private Terrace – Unwind with panoramic views A/C, High-Speed WiFi & Full Kitchen – Comfort meets convenience Private Parking & Washer/Dryer – Stress-free stay

A cozy bedroom features a spacious bed adorned with decorative pillows, facing large windows showcasing a serene ocean view. Warm light emanates from bedside lamps, and a vintage chair adds a touch of elegance to the room's inviting atmosphere.

4.89 out of 5 average rating, 270 reviews

Stunning Waterfront Cottage, Villa la Sirena

All the comforts! Gorgeous Villa la Sirena, A Mermaids waterfront cottage overlooks the busy working harbor, stunning sunsets, superb location, walk to shops, Pubs, restaurants. Very private with off street parking and only a 12 minute drive to the south shore beaches and Esperanza. Attention to detail, Gourmet kitchen, original art work, and comfortable beds and good linens. Perfect Romantic getaway for a one or two couples, or a family with an older child in 2 pretty Queen bedrooms.

A modern villa is nestled on a hillside, featuring a spacious outdoor terrace with a pool. Tropical landscaping surrounds the property, enhancing the serene atmosphere. The structure includes multiple levels and distinct architectural lines, offering a blend of indoor and outdoor living spaces.

4.91 out of 5 average rating, 78 reviews

Quinta Jabali -- Private and romantic

One of the most luxurious retreats in all of Vieques Island, off the eastern coast of Puerto Rico. Once in Vieques, you’ll enjoy the ultimate in privacy. One bedroom, pool, outdoor terrace, 2 acres of tropical gardens, incredible views of the Caribbean -- your own private escape. Because of the private and romantic nature of the villa, we allow only 2 adults to stay at one time. No children under the age of 18. We can provide recommendations for travel from Puerto Rico to Vieques.

A newly renovated villa features an inviting two-story design with a warm orange exterior. Lush palm trees are visible in the foreground, while large windows reflect the clear blue sky. A driveway leads to a garage, completing the welcoming appearance of the home.

4.95 out of 5 average rating, 21 reviews

Casa Lucia, Gated Community with Private Beach

Beautiful Casa Lucia is newly renovated and furnished and back on the Vieques rental market December 2019! The gracious home is across the street from a sandy beach, has spectacular ocean views, infinity pool and is air-conditioned throughout. Fully equipped and comfortably appointed, this vacation home offers excellent accommodations in an exclusive location. Family friendly and within the only gated community on the island. Please note check-in 3-8PM. PRTC Hotelier #0676141548

5 out of 5 average rating, 6 reviews

Casa Mar Vista- Tropical Ocean Views!

Welcome to Casa Mar Vista! This spacious home hosts 3 bedrooms, 2 complete bathrooms, fully stocked kitchen with a half kitchen downstairs. The GORGEOUS northward tropical ocean view of the Caribbean is second to none! Lounge or BBQ from the wrap around lanai, taking in the tropics, surrounded by Ylang-Ylang and other tropical flora. Make your way to the private pool, to lounge and refresh. This house is totally private and equidistant from northside and southside beaches.

A three-level white villa is positioned on a lush hillside, surrounded by greenery. The structure features multiple balconies and large windows, allowing for ample natural light. A radio tower is visible in the background against a partly cloudy sky.

5 out of 5 average rating, 22 reviews

Caribbean Villa 2 to 10 guest

🌴 Stunning Caribbean Villa with Breathtaking Views – Vieques, Puerto Rico Wake up to sweeping ocean views from every corner of this private hillside villa in Vieques. Just minutes from the island’s best white sand beaches—Playa Caracas, Sun Bay, La Chiva—this home is close to everything, yet perfectly secluded. Whether you’re soaking in the jacuzzi, exploring hidden beaches, or kayaking in the bioluminescent bay, this peaceful villa is your perfect island base.

4.94 out of 5 average rating, 18 reviews

A sunny view from the property features palm trees lining the shore, with a gravel path leading to the water. The tranquil sea is visible in the background, complementing the coastal landscape. Nearby, a white vehicle is parked within the fenced area, enhancing the setting.

Villa in Roosevelt Roads

Mami Ana Beach House. 10min Ferry Vieques/Culebra.

Wake up to a postcard-worthy view and enjoy unforgettable sunsets by the sea. This cozy home is a charming fisherman’s villa with the perfect spot to disconnect and simply enjoy the ocean. Although the beach isn’t always ideal for swimming due to seaweed, it’s great for fishing or kayaking (extra cost) to discover the coast from a different angle. You can also spend a perfect day having a BBQ. Its location is ideal for exploring beautiful nearby beaches!

The rooftop deck features a spacious seating area with comfortable sofas and armchairs, complemented by a wooden dining table set with turquoise dishware. Panoramic views of the lush landscape and ocean are highlighted, with soft natural light enhancing the serene atmosphere.

4.95 out of 5 average rating, 21 reviews

Rooftop Deck, Stunning Sunsets & Ocean Views

Looking for the perfect Caribbean escape? This stunning home offers 4 king beds, 5 bedrooms AND 180-degree ocean views from its private rooftop deck, where you can relax and soak in unforgettable sunsets. Casa Verde is nestled on a peaceful ridge, it’s just minutes from pristine beaches, exciting local restaurants, and the bioluminescent bay. Enjoy the best of island life in a serene setting with breathtaking views. Your dream retreat awaits!

4.92 out of 5 average rating, 12 reviews

A concrete wall features a cascading water feature at its center, surrounded by lush greenery. Brightly lit spaces are complemented by reflective mirrors which enhance the airy atmosphere. The minimalist design incorporates natural elements, promoting a tranquil connection to the environment.

Villa in Puerto Ferro

EL COLMADO VIEQUES (4 Bedrooms, 8 guests)

El Colmado Vieques is an inspired vacation compound consisting of 2 reimagined historic buildings, 3 uniquely designed apartments, vibrant gardens, and a minimalist cement pool, that perfectly capture the romance of the Caribbean. Created with openess and connection in mind, this urban oasis is an intimate place to relax, hang with friends, be with family and soak in the authentic neighborhood vibes.