
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.

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

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.

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.

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.

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!

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.

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).

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.

SoliMar Azul 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!

Casa Amor Home Esperanza Salt Pool- close to Beach
Casa Amor in Esperanza hills is a dream escape. A case of privacy, offering two fully separate suites, an outdoor dinning area with views of the of the ocean, saltwater pool, and BBQ. Breezes are free! A lovely outdoor shower for a rinse under the stars, a hammock for lazy afternoons… From the pool and gardens, you’ll find ocean views. (Clothing optional) It’s private and peaceful! Tucked into a safe locals’ neighborhood, three blocks from the nearest beach.

Casa Corona - Amazing Views, Pool, Close to Beach
Experience this newly renovated home with constant ocean breezes and breathtaking views of the Corona Reef, Culebra and the "Big Island." This cozy cottage offers 'casual luxury' with premium furnishings and cool, comfortable linens and fabrics. Enjoy the ocean-facing plunge pool and outdoor shower. Located just past the former W Resort on a private fenced/gated lot that's minutes from everything (airport, ferry, restaurants, beaches and shopping).

Esperanza 2 BR Apt, Pool, Walk to Beach & Top Food
- Adults Only (18+) - Max 4 Adults (No Visitors) - Pool Hours 7am–7pm - 2BR Apt (2 Queens / TVs) - 3 AC’s & Hot Water - Beach Towels, Chairs, Snorkel Gear - Same Day Bookings Ok - No Pets / No Smoking - Quiet Hours: 10pm–6am Just 1.5 blocks from beaches, top restaurants & music. Relax after a day in the sun or dance the night away nearby. For 20+ years, guests have chosen Coco Loco for their adult getaway.
Popular amenities for Esperanza rentals with a pool
House rentals with a pool

Casa Aramana

Los Arcos The Most Coveted Vieques Estate

Vieques ocean view eco villa+pool

Home for 9 with Pool and Solar Panels in Vieques!

Casa Cata with pool and amazing views, sleeps 4

Casa Sol with Stunning Pool near Ferry

Quinta Jacaranda, Estate Villa with Sea Views

Private Retreat w/ Pool, Stunning Views & Wildlife
Apartment rentals with a pool

Ocean Villas 8385

*Azul Marino* Golf & Ocean View Luxury Condo

The ReFresh | Warm minimalist seaviewing retreat

Caribbean Beachfront King bed with large balcony

Breathtaking Ocean View Apartment

Our slice of paradise

Luquillo, Playa Azul Beach Front Apt 20th floor.

Fajardo PR Modern Oceanfront Condo Million $ Views
Other holiday rentals with a pool

Amazing Pool and Sea Views, Eco-Friendly Villa

Villa La Riposa – Paradise

Island Girl is Magnificent. Steps to the Beach

3bed 2bath close to beach w/small pool

Skyfall House @ Vieques

Cool Vibe Island Home with AC and a pool!

Perfect Island House with Salt Water Pool

Sol Sanctuary - Luxury Island Getaway
When is the best time to visit Esperanza?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £328 | £299 | £299 | £299 | £261 | £301 | £316 | £269 | £199 | £182 | £220 | £274 |
| Avg. temp | 26°C | 26°C | 26°C | 27°C | 28°C | 29°C | 29°C | 29°C | 29°C | 29°C | 28°C | 27°C |
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 £61 per night before taxes and fees

Verified guest reviews
Over 2,540 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Esperanza holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Esperanza rentals

4.9 Average rating
Esperanza stays are highly rated by guests – averaging 4.9 out of 5!
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