
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.

Ocean View Mansion + 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.
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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.
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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.
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LUZ DE LUNA: Entire Home in Guadalupe Valley
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.
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Valle de Guadalupe Winery Ranchhouse Wine Route
Relax, play, or participate in one of our events, or play host yourself on this operating winery & gastro-event ranch near El Porvenir, next to the Decantos Winery, in the area now known as “the Heart" of the Valle de Guadalupe. Beyond our gated entry lined with olive and orchard trees, one feels a sense of the "old Valle". The house, bistro and picturesque ranch are shrouded by produce trees and flanked on both sides by rows of grape vines that make up this working wine property.
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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.
LocationFamilyGetting around

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.
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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
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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.
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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.
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PALM GARDEN OCEAN FRONT LUXURY SUITE
La suite está situada en la mejor ubicación de Ensenada, Baja California, frente al océano en un segundo piso de la casa principal.con entrada independiente Cuenta con una terraza privada donde podrán disfrutar de los atardeceres más espectaculares. Los huéspedes, bajo reservación, podrán disfrutar de la piscina climatizada y de la sala adyacente a la piscina.
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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.
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Popular amenities for Guadalupe Valley rentals with a pool
House rentals with a pool

*Large country house in the city * Welcome
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Espacio Guadalupe-Complete Private Retreat
LocationFamilyCondition

Casa Obregon in the heart of downtown -Zona Centro
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Big property near beach and malecón ac and parking
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RD .Complete house very close to best wineries ,
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Casa Blanco "The Best View in Town"
ValueFamilyView

EcoHouse - Villa Garven
LocationFamilyCleanliness

Casa Kahlo - 3BR Family Home Gated Community
ValueLocationGetting around
Condo rentals with a pool

Unwind in a spacious 3-bedroom apartment with pool
ValueFamilyParking

Amazing Cozy apartment in Ensenada
ValueFamilyView

ChaBraRis
LocationViewIndoor spaces

Merlot Department
FamilyLocationHospitality

Beautiful apartment in Ensenada near the vineyards
LocationFamilyQuiet

Red 6
FamilyLocationSleep quality

Viñedos Del Mar~Near Wine Yards/Gated/Free Parking
FamilyLocationView

Perla Olivo | Peaceful Gated Condo with Pool
LocationFamilyGetting around
Other vacation rentals with a pool

Casa Sekui • Pool + Jacuzzi Suite
ValueLocationGetting around

Valley of Guadalupe Cabin
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Tent/Pool and private bathroom in Valle de Guadalupe
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Merlot at Hacienda Eco-Domes | Valley of Guadalupe
LocationValueBathroom

Modern villa (+12). Private pool, Valle de Guadalupe.
LocationFamilyOutdoor spaces

Campestre Oviedo Accommodation on the Wine Route
LocationFamilyAmenities

Relaxing Cabin with private pool and jacuzzi
LocationValueIndoor spaces

Cabaña las Lomas in Valle de Guadalupe
FamilyValueIndoor spaces
When is the best time to visit Guadalupe Valley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$33,059 GYD | G$33,896 GYD | G$32,850 GYD | G$27,828 GYD | G$31,385 GYD | G$30,339 GYD | G$25,945 GYD | G$24,480 GYD | G$23,225 GYD | G$25,526 GYD | G$31,803 GYD | G$32,222 GYD |
| Avg. temp | 15°C | 15°C | 16°C | 17°C | 18°C | 20°C | 21°C | 22°C | 22°C | 20°C | 17°C | 14°C |
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