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Holiday rentals with a pool in Esperanza

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Esperanza

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

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Top Guest favourite
Apartment in Vieques
4.98 out of 5 average rating, 132 reviews

1BR/W - Spectacular Ocean View/Pool/Walk to Beach

"Villa del Sol" is a delightful, modern villa with our 2BR apartment upstairs and two spacious 1BR apartments below. Perched up high with panoramic views of the ocean, it is just a 5-minute walk from two secluded beaches. Fully gated, it has a paved drive and parking, and an in-ground pool. This charming 1BR apartment has high quality furniture and furnishings, a fully equipped kitchen, a large bedroom, flatscreen TV, WIFI & AC. * * * CLICK ON "Show More" BELOW TO CONTINUE THE DESCRIPTION * * *

Top Guest favourite
A private plunge pool is framed by a wooden deck, surrounded by tropical plants. Relaxing lounge chairs with vibrant cushions are positioned nearby, providing a serene space to enjoy the view of the lush hillside and distant scenery.
Holiday home in Vieques
4.98 out of 5 average rating, 105 reviews

Cielo Studio tranquility w/pool in rural location

The space is quiet and tucked away in the breezy hillside of Monte Carmelo. Rest your eyes on the views of the Caribbean, and rest your feet in the plunge pool. The plunge pool has great views for ultimate relaxation. Wifi throughout the property can also make the lounge chair swing, deck and pool areas productive as well. Monte Carmelo is a barrio that requires you to have your own transportation, and is centrally located between downtown Isabel and the ocean front restaurant row of Esperanza

Top Guest favourite
An expansive heated saltwater pool is set against a backdrop of turquoise ocean waters and a clear blue sky. Tall palm trees sway gently in the breeze, framing the scene. Lush greenery is visible along the coastline, enhancing the serene environment.
Home in Vieques
4.98 out of 5 average rating, 109 reviews

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.

Guest favourite
An outdoor deck area features a hammock suspended between two structures, inviting relaxation amid lush greenery. A small kitchen with a microwave and mini-fridge is visible, along with a dining table surrounded by chairs, all set in a tranquil garden setting.
Tiny home in Vieques
4.95 out of 5 average rating, 185 reviews

Baez Haus Tiny Treehouse at Finca Victoria

This tiny treehouse is located at the lovely Finca Victoria in Vieques— finca-victoria .com. Set on the magical island of Vieques, this unit gives you all the fun of a treehouse and the unique floor plan of a tiny house! The first floor has a deck surrounded by a garden with a kitchen, bathroom, closet, and outdoor shower. Upstairs you'll find a queen-sized bed, and a beautiful balcony with an amazing ocean view. Complimentary yoga and vegan, Ayurvedic breakfast are included in your stay.

Top Guest favourite
The exterior of Casa Tesoro features a whitewashed facade with a welcoming balcony and ceiling fans. A prominent sign with the name 'Casa Tesoro' is displayed at the entrance, surrounded by a gated fence, offering a private and secure ambiance.
Home in Vieques
4.98 out of 5 average rating, 131 reviews

Casa Tesoro-pool home. Walk to beaches/restaurants

Newly renovated home with constant ocean breezes and breathtaking views of the Caribbean Sea and Esperanza Keys. This home offers 'casual luxury' with premium furnishings and cool, comfortable linens and fabrics. We are located in the heart of Esperanza, no car is needed as we are less than a 5 minute walk to the Malecon, Restaurants and 2 minutes to the neighborhood Grocery store. Coco, Esperanza and Sun Bay beaches are a short walk away or enjoy your private pool, one of a few in Esperanza.

Superhost
An aerial view showcases a refreshing pool surrounded by a spacious patio area. Vibrant tropical plants, including palm trees and banana plants, are positioned around the space. Patio furniture, including blue chairs and a small table, is arranged nearby, creating an ideal setting for relaxation.
Home in Vieques
4.92 out of 5 average rating, 126 reviews

Casa Blanca with pool, tropical garden and rooftop

Experience a true authentic Caribbean vacation at our recently renovated home with a pool, rooftop and newly installed gorgeous tropical garden. Enjoy beautiful sunrise from the front of the house, the colorful sky during sunset hours from the rooftop and have a peaceful sleep with a subtle sound of the waves from the Atlantic ocean. Your family will be close to everything when you stay at this centrally-located place whether you are commuting from the airport, ferry terminal or Esperanza.

Guest favourite
A spacious outdoor pool area features a large table and reclining chairs overlooking lush greenery and the Caribbean Sea. The scene is framed by bamboo shades, creating a relaxed atmosphere. The distant views include the Vieques National Wildlife Refuge and a tranquil sky.
Cottage in Vieques
4.98 out of 5 average rating, 113 reviews

Private Pool Bar with Panoramic View! 5* A/C, WiFi

Designed as a private paradise for two adults only, Bonita Vista is centrally located and easy to get to, yet very private. This new hillside retreat features a large covered pool bar with breathtaking views overlooking the Vieques National Wildlife Refuge and the Caribbean Sea. Artifacts from the sugar cane era offer connection to Vieques history. An afternoon poolside slips easily into sunset cocktail hour and dinner from the grill, a swim under the stars or magical moonrise over the bay!

Top Guest favourite
A vibrant pathway leads to a bright turquoise casita, framed by lush tropical plants. A hammock is suspended in the foreground, while blue outdoor chairs are placed nearby. Sunlight filters through the palm trees, enhancing the relaxed ambiance of the outdoor space.
Tiny home in Vieques
4.95 out of 5 average rating, 370 reviews

Esperanza Casita, Pool, Walk to Beach & Top Food

• Adults Only (18+) • Pool Hours: 7am–7pm • Max 2 Adults (No Visitors) • Cold AC & Hot Water • New Queen Bed, TV, Microwave, Small Fridge • Beach Towels, Chairs & Snorkel Gear • No Pets / No Smoking • Small Bags Recommended (Most Fit Under Bed) • Quiet Hours: 10pm–6am Just 1.5 blocks from beaches, top restaurants & live music. Compact space, best suited for short stays or guests who plan to explore the island. For 20+ years, Coco Loco has been the choice for the perfect adult getaway.

Guest favourite
Loft in Vieques
4.86 out of 5 average rating, 231 reviews

Eco Hideaway with Ocean Views and Private Patio

This tropical hideaway, designed by acclaimed architect John Hix, is a tranquil oasis perched atop a breezy hill with breathtaking views of the Atlantic Ocean to the north and the Caribbean to the south. The loft features a private terrace, open-air shower, well-equipped kitchen, high thread count sheets, oversized plush towels, strong WiFi, and a uniquely beautiful shared pool. Despite the privacy of the property, Vieques' best beaches, restaurants, and trail heads are minutes away.

Top Guest favourite
A plush outdoor deck features a refreshing plunge pool surrounded by lush greenery and tropical plants. Shade is provided by a large umbrella, while serene sunlight filters through the foliage, creating a tranquil atmosphere for relaxation.
Holiday home in Vieques
4.98 out of 5 average rating, 140 reviews

Casa Borinquen

This homey vacation rental is a brand new construction and is a great place to enjoy the outdoors. The interiors feature a modern design, a full kitchen, full bathroom, outdoor shower, and sleeps 3 people. Listen to the sound of the coquis at night and enjoy the tropical breve e, relaxing in the beautiful plunge pool or grilling on the outdoor deck, surrounded by lush palms, fruit trees (breadfruit, lemons, bananas, plantains, cashews), and herbs (mint, sweet peppers, oregano).

Top Guest favourite
A refreshing swimming pool glistens under the clear blue sky, featuring a stone wall fountain that gently cascades water into the pool. Lounge chairs are positioned nearby, surrounded by tropical landscaping and vibrant flowers, creating a serene outdoor space.
Home in Vieques
4.94 out of 5 average rating, 146 reviews

Location, Location, Location with Pool

House, 3 Bedroom, 2 full Bathrooms, Sleeps 6 Casa Angie is a newly renovated home across the street from the ocean and a 3-minute walk to the Malecon in the fishing village of Esperanza. The Malecon is a boardwalk fronting the ocean with restaurants, bars and boutique shops, along with water sports rentals. Our Casa with its brand new kitchen is completely equipped for your convenience; whither dining in or barbecuing by the pool, you will surely enjoy your island experience.

Guest favourite
A bright outdoor patio area is showcased, featuring a refreshing pool surrounded by lounge chairs and a dining set. Lush greenery, including banana trees and ornamental plants, enhances the relaxing ambiance. A grill is also present nearby, ensuring a convenient outdoor cooking option.
Apartment in Vieques
4.84 out of 5 average rating, 299 reviews

SoliMar Verde Unit/POOL/Sea View

Welcome to SoliMar Guest Studios We are centrally on island in between Isabel & Esperanza overlooking the Caribbean! SoliMar is less than ¼ mile from the Wildlife Preserve entrance, which is home to Vieques’ best beaches! SoliMar sits on two-acres that are yours to explore. With 7mango trees, horses & iguanas roaming about, relaxing hammock, poolside patio, and a POOL! One of the few that accepts 1 night stays! Different discounts activated when staying 2+ nights!

Popular amenities for Esperanza rentals with a pool

When is the best time to visit Esperanza?

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Avg. price$756 NZD$690 NZD$690 NZD$690 NZD$602 NZD$695 NZD$728 NZD$620 NZD$459 NZD$419 NZD$506 NZD$632 NZD
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Quick stats about holiday rentals with a pool in Esperanza

  • Total holiday rentals

    Explore 20 holiday rentals in Esperanza

  • Nightly prices starting at

    Esperanza holiday rentals start at $175 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,710 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Esperanza holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Esperanza rentals

  • 4.9 Average rating

    Esperanza stays are highly rated by guests—averaging 4.9 out of 5!