
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.

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.

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.

Cabaña las Lomas in Valle de Guadalupe
We invite you to enjoy your stay in Valle de Guadalupe in this beautiful cabin with rustic style. Do you need help with transportation? We can pick you up at the airport or across borders, complement your experience with a WINE ROUTE Tour, more info with the host. Capacity for 12 people or more. Restaurants, vineyards and markets are 5 minutes away, Ensenada is 15 minutes away. Enjoy a rainy day by the fireplace or take advantage of a sunny day by the pool and have a barbecue on the patio!

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

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.

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.

Campestre Oviedo Accommodation on the Wine Route
In our eco-friendly house, the decor is typical Mexican with clay tile floors, stone steps, wooden beds, charrería paintings and bulls and horses. It has picture windows to admire the large garden. We have a swimming pool, gardens to walk and relax, suitable for reading or just listening to the birds. We strongly recommend not bringing computers or iPads, so you can relax!! The app location is wrong, look for us as Campestre Oviedo and then Google it

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 *Alberca chica fuera de servicio hasta el 11 de julio por mantenimiento*

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.

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 - Guadalupe Valley
🏡 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

Casa Marrakech

*Large country house in the city * Welcome

Casa Obregon in the heart of downtown -Zona Centro

Playas de Ensenada big pool ac prívate parking

RD .Complete house very close to best wineries ,

EcoHouse - Villa Garven

Casa Poma

Casa Samaria in Valle de Guadalupe
Apartment rentals with a pool

Desconéctate en amplio depto. alberca 3 recámaras

*New modern apartment/New and modern apartment*

ChaBraRis

Villa Cabernet

Merlot Department

Beautiful apartment in Ensenada near the vineyards

Red 6

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

Depa Moderno con vista, TV de 86”, alberca 2 baños

Ensenada Valle PH

Wine Route Cabin

Cercle Valle

Vista mágica a la ruta del vino

LAR | Guadalupe Valley

Lake Amor del Valle Glamping Grande

Hacienda Martlot: Suite 2 King + Vista al Viñedo
When is the best time to visit Guadalupe Valley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $204 SGD | $209 SGD | $202 SGD | $128 SGD | $126 SGD | $134 SGD | $160 SGD | $151 SGD | $143 SGD | $157 SGD | $196 SGD | $198 SGD |
| 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 $64 SGD per night before taxes and fees

Verified guest reviews
Over 3,070 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 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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