
Vacation rentals with a pool in Esperanza
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Esperanza

Total vacation rentals
Explore 20 vacation rentals in Esperanza

Nightly prices starting at
Esperanza vacation rentals start at ﺩ.ﺇ 331 per night before taxes and fees

Verified guest reviews
Over 3,180 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Esperanza vacation rentals include wi-fi 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!
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

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 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.

At The Waves - Ocean Front - 1 bed/1 bath unit
At The Waves is a beautiful beachfront rental villa located in Santa Maria Playa, next to the north shore of Bravos de Boston and Isabel Segunda. We have 5 units in total. This unit is a 1 bedroom/1 bathroom, located on the ground floor, with a queen size bed. 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.

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!

Casa Borinquen
The perfect place to unwind and enjoy the outdoors. Designed with a modern touch, it features a fully equipped kitchen, full bathroom, outdoor shower, and accommodates up to 3 guests. Relax in the beautiful plunge pool, enjoy a barbecue on the terrace, and fall asleep to the soothing sounds of the coquí frogs, surrounded by lush tropical greenery. Sweet and friendly little cats may occasionally stroll through the outdoor areas, adding to the natural charm and warm ambiance of the property.

Esperanza 1 BR Apt, Pool, Walk to Beach & Top Food
✔ Adults Only (18+) ✔ Queen Bed ✔ Cold A/C + Fans ✔ Hot Water ✔ Smart TV ✔ Beach Chairs, Towels & Snorkel Gear ✔ Pool & Tropical Yard ✔ Private 1 Bedroom Apt (Unit #1) Welcome to Coco Loco, an adults only getaway just 1½ blocks from the top beaches, restaurants, live music, and everything Vieques has to offer. For over 20 years guests have stayed at Coco Loco in Vieques and have made it their Caribbean vacation home. Perfect spot to explore Bio Bay, beach days, exhale, & be in the moment.

Vieques ocean view eco villa+pool
-Privately nestled on three acres with Caribbean Sea views from the second floor. -Three private bedroom suites - mosquito nets. Villa doesn’t have Ac -Spa and yoga classes nearby at Finca Victoria -Full service amenities can be arranged: stocking the fridge, chef, massages. -Gunite swimming pool - solar powered -Each bedroom has its own bathroom, dressing area & outdoor shower -The beds are fitted with quality 400-count cotton linens - Strict no children under the age of 10years policy

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.

Scenic Hideaway Ocean Views & Private Roof Deck
This scenic island hideaway, designed by acclaimed architect John Hix, is a serene oasis perched atop a breezy hill with breathtaking views of the Atlantic Ocean and the Caribbean Sea. The loft features a private rooftop 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.

Beachfront Villa surrounded by Ocean w/pool
Unbeatable views and location: There is no property like the historic "Las Piedras" in all of Vieques. Situated into green rock jutting into the ocean it has spectacular views of coral reefs below and Caribbean Islands from decks pool and BR's. Our private, gated property has its own entrance to La Chata beach. Swim and snorkel from your "front yard" or explore morning tide pools. The villa offers ample space for entertaining indoors and out, and comfort for up 8 guests.
Popular amenities for Esperanza rentals with a pool
House rentals with a pool

Home for 9 with Pool and Solar Panels in Vieques!

Island Getaway Featuring Spectacular Views & Pool

Casa Sol with Stunning Pool near Ferry

Quinta Jacaranda, Estate Villa with Sea Views

Villa Malecon, Private Pool Located in Esperanza

Private Retreat w/ Pool, Stunning Views & Wildlife

4BR Villa w/Pool + Ensuite Baths | Walk to Malecón

5Br -3Bth Infinity Pool & Ocean view &Walktobeach
Other vacation rentals with a pool

Sevilla Suite at H.V.

Casa Mar Vista- Tropical Ocean Views!

Mockingbird Hill House

Casa Cumbre - Spectacular views, location and pool

Villa Casona Blanca, Green home with edible garden

Serene 2 bdrm. Pool w view + perfect for families.

Skyfall House @ Vieques

Casita Cerromar, Rural and Private with Big Views
When is the best time to visit Esperanza?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 944 | ﺩ.ﺇ 1,498 | ﺩ.ﺇ 1,267 | ﺩ.ﺇ 1,502 | ﺩ.ﺇ 1,065 | ﺩ.ﺇ 1,065 | ﺩ.ﺇ 1,531 | ﺩ.ﺇ 1,304 | ﺩ.ﺇ 966 | ﺩ.ﺇ 944 | ﺩ.ﺇ 881 | ﺩ.ﺇ 944 |
| 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 |
Destinations to explore
- San Juan Vacation rentals
- Higüey Vacation rentals
- Punta Cana Vacation rentals
- Santo Domingo Este Vacation rentals
- Las Terrenas Vacation rentals
- Santo Domingo Vacation rentals
- Fajardo Vacation rentals
- La Romana Vacation rentals
- Ponce Vacation rentals
- Luquillo Vacation rentals
- Aguadilla Vacation rentals
- Sainte-Anne Vacation rentals
- Rentals with beach access Esperanza
- Villa rentals Esperanza
- Guesthouse rentals Esperanza
- Boutique hotels Esperanza
- House rentals Esperanza
- Waterfront rentals Esperanza
- Beachfront rentals Esperanza
- Pet-friendly rentals Esperanza
- Apartment rentals Esperanza
- Family-friendly rentals Esperanza
- Rentals with pools Puerto Rico
- Flamenco Beach
- El Yunque National Forest
- Liquillo Beach
- Playa las Picuas, Rio Grande
- Puerto Rico Convention Center
- Distrito T-Mobile
- Magens Bay Beach
- Rio Mar Village
- Coki Beach
- José Miguel Agrelot Coliseum
- Honeymoon Beach
- Secret Harbor Beach
- La Pared Beach
- Playa de Luquillo
- Carabali Rainforest Park
- Cond Marbella del Caribe Este
- Cane Bay Beach
- Punta Bandera Luquillo PR
- Plaza Las Americas
- Limetree Beach
- San Patricio Plaza
- Isla Verde Beach West
- Isla Palomino
- Museo de Arte de Puerto Rico





