
Holiday rentals with a pool in Guadalupe Valley
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Guadalupe Valley
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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, terrace with 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.

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.

En'kanto Vineyard Romantic Luxury Cabana 2 Enigma
Enjoy a romantic stay in this private cabana on the En’kanto vineyard. King sized bed, soaking tub, sitting room sofa and oversized chair, TV, mini fridge and wine/coffee bar. Your Alexa speaker plays your choice of music, wakes you, or reminds you of your dinner reservation. Private patio with chiminea and hammock. Complimentary bottle of En’kanto wine! Stroll through the vineyards, or enjoy wine tasting, pizza and empanadas at our wine bar. Air-con and heat with electric fireplace in winter.

Merlot at Hacienda Eco-Domes | Valley of Guadalupe
Stay in our super unique solar-powered eco-friendly earthbag Super Adobe eco-dome casita; full living room, galley style kitchen, upstairs loft with a queen-sized bed, and a full bathroom with a unique locally sourced rock shower, Wi-Fi satellite-based, avg. speeds of 50 Mbps The property has a shared pool & heated Hot Spa, vegetable gardens, fruit trees, and chickens too! IMPORTANT: For tall individuals, consider our Nebbiolo or Zinfandel. They have king-sized beds and very tall ceilings.

Relaxing Cabin with private pool and jacuzzi
This is a "studio-like cabin" , and it's right in the heart of the wine country. Close to Wineries and restaurants.. It is very private with a spacious patio where you can see the stars while you enjoy a glass of fine wine from our region by the fire pit . Cabaña tipo studio ... ubicada justo en el corazón de la ruta del vino (San Antonio de las minas) muy privada con patio espacioso donde puedes ver las estrellas mientras disfrutas uno de los famosos vinos de la región a la luz del fogón

Casa Vid by Casa Umbral - Valle de Guadalupe
🏡 Casa Vid: Tu refugio en hacienda Casa Umbral 🌿 Forma parte del complejo que cuenta con 5 casas y 2 habitaciones, con capacidad total para hasta 32 personas, ideal para grupos y familias ✨ Disfruta de excelentes amenidades 🏊♀️ Dos albercas compartidas 🌿 Terrazas y comedores al aire libre 🪑 Camastros 🌴 Abundante vegetación natural 🛁 Jacuzzi privado en cada casa 🍷 Reserva ahora y vive una experiencia inolvidable en el Valle de Guadalupe, rodeado de tranquilidad y naturaleza

Valle de Guadalupe Winery Ranchhouse Wine Tour
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.

Rodera - Double Cabin #3 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 2-bedroom cabin accommodates up to 4 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.

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.

Finca Larios at Valle de Guadalupe
Experience the perfect combination of luxury and nature in our spacious cabin, designed to comfortably accommodate up to 8 people. With three cozy bedrooms and two and a half bathrooms, our cabin offers the ideal combination of private space and common areas to enjoy in company. Cool off in our pool or relax in the jacuzzi under the stars, both perfect to enjoy the temperate climate of the region .

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.

Casa Umbral II by Casa Umbral - Valle de Guadalupe
🏡 Casa Umbral II se ubica dentro de hacienda Casa Umbral, un complejo de hospedaje con 5 casas y 2 habitaciones, con capacidad total para 32 personas. La casa cuenta con una pequeña alberca privada, además de dos albercas compartidas, terrazas, comedores al aire libre, camastros, vegetación y jacuzzi privado en cada casa. Ideal para disfrutar el Valle de Guadalupe 🍷🌿
Popular amenities for Guadalupe Valley rentals with a pool
House rentals with a pool

*Large country house in the city * Welcome

Casa Obregon in the heart of downtown -Zona Centro

RD .Complete house very close to best wineries ,

Casa Kahlo - 3BR Family Home Gated Community

Casa Poma

10 min Valle & Town | Gated Cmty | Nice & quiet

Casa Samaria at Valle De Guadalupe

RANCH HOUSE @ VALLE DE GUADALUPE
Apartment rentals with a pool

Amazing Cozy apartment in Ensenada

ChaBraRis

Villa Cabernet

Merlot Department

Private Ocean View Comfortable Pool 3 Bedrooms

Beautiful apartment in Ensenada near the vineyards

Red 6

Perla Olivo | Peaceful Gated Condo with Pool
Other holiday rentals with a pool

Sea and Wine Apartment

Private Jacuzzi & Pool Access at Paraje Hotel

Quinta Aurora Relaxing Wine Country Cabin w/Pool

Villa Loar Romantic Loft

Ensenada Valle PH

Smart Home Valle de Guadalupe with Pool & Deck A3

Very cozy cabin

2-bedroom apartment: vineyard + pool + kitchen
When is the best time to visit Guadalupe Valley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £70 | £75 | £68 | £73 | £72 | £77 | £92 | £87 | £82 | £90 | £112 | £114 |
| 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 |
Quick stats about holiday rentals with a pool in Guadalupe Valley

Total holiday rentals
Explore 40 holiday rentals in Guadalupe Valley

Nightly prices starting at
Guadalupe Valley holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 2,110 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Guadalupe Valley holiday rentals include wifi access

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

4.8 Average rating
Guadalupe Valley stays are highly rated by guests – averaging 4.8 out of 5!
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