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Vacation rentals with a pool in Guadalupe Valley

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Guadalupe Valley

  • Total vacation rentals

    Explore 40 vacation rentals in Guadalupe Valley

  • Nightly prices starting at

    Guadalupe Valley vacation rentals start at G$10,462 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,020 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Guadalupe Valley vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Guadalupe Valley rentals

  • 4.7 Average rating

    Guadalupe Valley stays receive an average rating of 4.7 out of 5 from guests

Top-rated rentals with a pool in Guadalupe Valley

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

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Superhost
Tiny home in Valle de Guadalupe
4.93 out of 5 average rating, 211 reviews

Custom Tiny House in Valle | Rustic Modern Escape

Welcome to La Casita de Flores, a handcrafted retreat in the heart of Valle de Guadalupe’s wine country. This thoughtfully designed home offers two private king suites, each with a seating area, blending rustic charm with modern comfort. Enjoy vineyard views, unwind by the pool, and relax on the patio at sunset. Just minutes from world-class wineries, dining, and tasting rooms—perfect for a romantic escape or couples’ getaway. Bedroom access is based on the number of guests selected at booking.

LocationValueCheck-in

Top guest favorite
Home in Ensenada
4.92 out of 5 average rating, 191 reviews

OceanViewMansion+Pool+Jacuzzi+WiFi+AC+BBQ+Balcony

Welcome to Casa de Corazones, a private ocean-view retreat for effortless relaxation and unforgettable moments. Wake up to the sound of the waves and unwind by your private pool and jacuzzi as Baja sunsets set the mood. Just 10 minutes from Valle de Guadalupe and 10 minutes from Ensenada, near wine country and dining—yet completely private. ✨ Ocean views • Pool & jacuzzi • Ideal for 6–12 guests • Optional chefs • Drivers available- chefs Available for breakfast & Dinner 📅 Weekends book fast.

LocationFamilyHot tub

Guest favorite
A modern bedroom features a spacious bed with a light-colored duvet and decorative pillows. Two stylish chairs and a small table are positioned nearby. A textured stone wall adds character, while soft lighting is provided by two pendant fixtures. Air conditioning is visible above.
Place to stay in Guadalupe Valley
4.92 out of 5 average rating, 139 reviews

Villa- Siempre Valle, con vista y fogatero.

Villa León dentro del Hotel Por Siempre Valle, te ofrece una vista increíble a la montaña y al viñedo, con una habitación espaciosa, con sala y proyector para una tarde de cine, con un fogatero privado en tu balcón, ducha de lluvia amplia con los enceres de baño de vinoterapia, además de una cocineta con todo lo necesario para hacer muy placentera tu estadía. especial para familias, para amigos y amigas o dos parejas. El desayuno incluido es en restaurante Don Tomas, a 5 minutos del hotel

FamilyLocationSleep quality

Guest favorite
A charming cabana is embraced by lush greenery and vibrant flowers. The terracotta roof complements the natural landscape, while a stone pathway leads to the entrance, creating an inviting outdoor space surrounded by various plants and cacti.
Bungalow in Villa Juárez
4.99 out of 5 average rating, 115 reviews

En'kanto Vineyard Romantic Luxury Cabana 2 Enigma

Enjoy wine country life in this luxury cabana on a working vineyard. Sumptuous King bed will swallow you up in sweet dreams. Soaking tub opens into the Suite with sofa, TV, & wine/coffee bar. Private patio with chiminea and hammock. Dip in the vineyard view pool (unheated), stroll the vines or enjoy a wine tasting/pizza/breakfast on The Deck (Fri-Sun Only). Coffee, Fresh fruit, Bottled water, WiFi and Alexa music. (See all En'kanto listings on property page 62805335). No Pets in Cabana 2.

ValueLocationTV

Top guest favorite
An outdoor space features a pool and a hot tub, both illuminated with soft blue light. A spacious terrace overlooks the area, with comfortable seating and dining spaces under a covered roof. The modern buildings surround the area, complemented by an atmospheric sky.
Home in Guadaloupe
4.96 out of 5 average rating, 115 reviews

LUZ DE LUNA: Entire Home in Valle de Guadalupe

Welcome to Luz de Luna Valle Warm and elegant home just minutes from the most renowned vineyards in Valle de Guadalupe. Ideal for families friends, couples, and intimate events. Enjoy a pool, hot tub, beautiful views, fire pits, swings and a grill perfect for gatherings. The property offers private parking, a secure environment, and an on-site caretaker in a separate apartment. Event-friendly services such as private chef, décor, massages, and transportation available upon request.

FamilyLocationOutdoor spaces

Guest favorite
Home in El Sauzal de Rodríguez
4.93 out of 5 average rating, 121 reviews

Luxurious Casa Medusa -Ocean View, Pool & Hot Tub

Casa Medusa is a stunning modern coastal retreat with the best ocean views in Ensenada. This spacious two-story home features panoramic sea views from every room, a private pool, and a relaxing jacuzzi. Located just 10 minutes from downtown, 15 minutes from Valle de Guadalupe, and 5 minutes from San Miguel Beach, it’s perfect for families and groups seeking comfort, style, and an unforgettable stay. Casa Medusa promises a truly exceptional vacation experience.

LocationValueHot tub

Guest favorite
A common area features a landscaped pool surrounded by lounge chairs and umbrellas. The cabin's open design is visible, integrated into the natural environment with mountain views in the background. Colorful garden plants and stone pathways enhance the serene atmosphere.
Cabin in Ensenada
4.97 out of 5 average rating, 237 reviews

Rodera - Single Cabin #2 San Antonio de las Minas

A nature-filled escape surrounded by holm oaks and lush vegetation, perfect for relaxing with family or friends 🌿. Located at Km 92 on the Tecate–Ensenada Highway, just minutes from Valle de Guadalupe, with a 2-mile unpaved road that adds privacy and adventure. This 1-bedroom cabin accommodates up to 2 guests and is part of a sustainable, off-the-grid property with all essentials for a comfortable stay. A/C available only during summer nights after 10 pm.

LocationValueTV

Superhost
A spacious outdoor terrace is presented, featuring comfortable seating arrangements and a central table adorned with bottles of wine and a floral centerpiece. The backdrop showcases rolling mountains and lush vineyards, enhancing the tranquil ambiance of the space.
Cottage in Valle de Guadalupe
4.76 out of 5 average rating, 262 reviews

Casa Umbral II by Casa Umbral - Guadalupe Valley

🏡 Casa Umbral II is located within the Casa Umbral hacienda, a lodging complex with 5 houses and 2 rooms, with a total capacity for 32 people. The house has a small private pool, plus two shared pools, terraces, outdoor dining rooms, lounge chairs, vegetation and a private Jacuzzi in each house. Ideal for enjoying Valle de Guadalupe 🍷🌿 ⚠️IMPORTANT! THE LARGE POOL WILL BE CLOSED FOR MAINTENANCE FROM AUGUST 3 TO 6

ValueLocationParking

Guest favorite
A modern two-story cabin is elevated on wooden stilts, featuring a spacious outdoor area with steps leading up to a large glass door. Surrounding vineyards and fruit trees are visible, contributing to a natural setting under a cloudy sky.
Cottage in Villa Juárez
4.95 out of 5 average rating, 104 reviews

Finca El Vento in Valle de Guadalupe

A jewel within Valle de Guadalupe, where you can enjoy a private and romantic stay with your partner, or also as a family (2 to 4 people) overlooking our vineyard and totally private property. You can't miss the "sunsets". You'll be 10 minutes from some of the best restaurants: ELENA, CLUB DE POLO TODOS SANTOS (Live Concert Venue), KING & QUEEN, FRIDA. We have a "pop-up" pool for your use during the summer.

LocationFamilyKitchen

Guest favorite
A shaded patio area is present, featuring lounge chairs and a small table with two wine glasses and a bottle. A private hot tub is set against a backdrop of vast hills and open fields, enhancing the tranquil outdoor experience.
Home in Villa Juárez
4.83 out of 5 average rating, 388 reviews

Finca Jorsan - 3BR, Pool & Jacuzzi @ Valley

Finca Jorsán is located in Valle de Guadalupe, where the best restaurants and wineries in Ensenada are just a few minutes away by car. It's a very large, quiet, and safe space. It has three comfortable rooms, which will make your stay more pleasant. We have Smart TV, high-speed Internet, fully-equipped kitchen, A/C, fireplace, barbecue area, fire pit, outdoor furniture.

FamilyValueIndoor spaces

Guest favorite
An outdoor area featuring a pool with a blue float, surrounded by a spacious patio. A shaded barbecue area and dining space are visible, equipped with wooden tables and chairs, creating an inviting environment for gatherings.
Cottage in Guadalupe Valley
4.96 out of 5 average rating, 253 reviews

Casa Zeuhary

Country lodging, comfortable, spacious, ideal for groups of families and friends. Excellent view of the vineyard and its surroundings, we have a country barbecue area, swimming pool and campfire area where you will undoubtedly spend some pleasant days in the countryside. Nearby you will find great wineries and delicious restaurants.

FamilyLocationQuiet

Top guest favorite
A private terrace features a seating area with two chairs and a table, overlooking the ocean. A palm tree adds greenery to the space. The tranquil blue water can be seen in the distance, highlighting the connection to the coastal environment.
Guest suite in Ensenada
4.99 out of 5 average rating, 161 reviews

PALM GARDEN OCEAN FRONT LUXURY SUITE

The suite is located in the best location in Ensenada, Baja California, facing the ocean on the second floor of the main house with a separate entrance It has a private terrace where you can enjoy the most spectacular sunsets. Guests, upon reservation, can enjoy the heated pool and the room adjacent to the pool.

ValueLocationGetting around

Popular amenities for Guadalupe Valley rentals with a pool

When is the best time to visit Guadalupe Valley?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$33,059 GYDG$33,896 GYDG$32,850 GYDG$27,828 GYDG$31,385 GYDG$30,339 GYDG$25,945 GYDG$24,480 GYDG$23,225 GYDG$25,526 GYDG$31,803 GYDG$32,222 GYD
Avg. temp15°C15°C16°C17°C18°C20°C21°C22°C22°C20°C17°C14°C

Destinations to explore