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

Cottage in Traditional Cork Forest
Converted Shepherds Cottage in Traditional Cork Forest, with 2 bedrooms, 2 bathrooms, living room, kitchen & private terrace and a family shared swimming pool is available. Situated in beautiful countryside of cork trees, olive groves and vineyards, on the foothills of the Serra D’ Ossa 20 km south of Estremoz. Ideal for sight seeing in a scenic and historic part of Portugal and within easy reach by motorway of Lisbon (2 hours) and Spain (1 hour). There are a myriad of activities to enjoy on the farm. For the walkers or mountain bikers there are kilometers of footpaths around the 540 hectare farm for you to explore and for those wishing to venture further afield, the nearby peaks offer unrivalled views of the surrounding countryside. Serra d’Ossa lies at 500 metres above sea level and boasting one of the driest climates in Europe. The absence of light pollution makes this an astronomers’ paradise. Twitchers can enjoy seeking out over 70 species of birds in the unique habitat provided by the cork forest, several of our past guests are members of the RSPB and have made lists of the birds they have seen / heard. Here is a list of a few: White Stork, Booted Eagle, Red Kite, Kestrel, Cuckoo, Tawny Owl, Hoopoe, Red-Rumped Swallow, Great Bustard, Little Bustard and Bee Eater. Visitors to the local damn include black winged stilts and the occasional avocet. Very occasionally, bustards can be seen in the lower plains. Within a one-hour drive from the farm, you can also explore nearby towns including Evora (a UNESCO World Heritage site), Estremoz famed for its Saturday morning market, Vila Viçosa with its two royal palaces, Reguengos and even neighbouring Spain. Historical tours of Evora can also be arranged through a private guide. Vineyards : While predominantly a hilly cork forest , a vineyard has recently been planted in an open valley producing Alicante Bouschet, Aragonêz, Touriga Nactional and Syrah quality grapes. Most of the grapes are sold; however a selection of the best quality grapes are retained for the production of a high quality red wine sold in Portugal under the Cem Reis label, and in the Netherlands under the Het Tientje name. This wine has been awarded silver medals in Wine Masters Challenge (Portugal), Mundus Vini (Germany), and Challenge Du Vin (France). Next year a white wine will also be produced from viognier grapes. Our wine and some products are available for purchase onsite.
LocationFamilyAmenities

Casa do Chiquinho
Casa do Chiquinho is a quiet retreat in Crato, ideal for resting and exploring Alentejo. The cuisine is another strong point, you can taste typical Alentejo dishes in the restaurants of the village and nearby With Wi-Fi, a fully equipped kitchen and a good outdoor space, it's perfect for couples or families. Close to the Monastery of Flor da Rosa and surrounded by serene landscapes. We also offer a 4-wheel motorcycle ride as an optional extra. Peace, comfort and authenticity in the heart of Alentejo.
LocationFamilyNearby

Fonte Freixo, in Borba, Alentejo
In the middle of Alentejo, at the gates of the city of Borba, 5 minutes from the Princess of Alentejo Vila Viçosa and Estremoz. House surrounded by vineyards in a quiet area in the interior Alentejo. Area of recognized vineyard merit, unique gastronomy and visits to the most beautiful Pousadas, Palacio, and Castelos de Vila Viçosa and Estremoz. Fully renovated house with the best conditions where the privacy of the rooms are a predominant note. Come and enjoy all of this and a refreshing pool in summer.
LocationFamilyAccuracy

Studio OC shared pool in Alentejo
Made to enjoy life with friends & family this villa was designed by the well-known architect, João Favila Menezes. Estudio do OC makes part of a Main villa that is important reference point for contemporary architecture in Alentejo. It’s interiors were decorated with TLC by us. Its located in the middle of the nature, cheeps and cows, 2h away from Lisbon or Faro airport. You need a car to get to the property (2klm off road access) , you can reach the property the same day you land in Lisbon.
LocationAccessView

Casa Nora luxury villa with a 600m2 pool
Luxury 600m2 house with 6 double bedrooms, 5 double and one with two bunk beds with a trundle bed, 6 bathrooms, 2 toilets and a private pool. Located on an estate, surrounded by meadows and vineyards. It consists of: 2 independent and adjoining two-story homes; a swimming pool (with a barbecue, kitchen sink, changing room and bathroom); and 3 gardens, one with a children's play area. It has central heating and air conditioning in all rooms and a parking lot with capacity for at least 8 cars.
FamilyValueAccuracy

Monte Santo Antonio, Vila Viçosa
Monte Santo António is a charming and authentic Alentejo estate, surrounded by olive groves and vineyards. Its recently renovated Casa da Vinha offers the perfect setting to gather with family or friends, to relax in nature , enjoy the pool, and explore unforgettable countryside walks. During your stay, you’ll also have the chance to savor the rich gastronomy and explore the cultural treasures of Vila Viçosa, experiences that will make your days in the heart of the Alentejo truly memorable.
FamilyLocationGrill

Monte Frecae - Private refuge in Alentejo
Private retreat in Alentejo. Typical Alentejo farmhouse, recently renovated to offer all the comfort and privacy necessary for those who visit. Between Alandroal, Redondo and Reguengos de Monsaraz, the mountain has 4 suites with A/C, wifi, two barbecues, a large outdoor living area with a swimming pool, a lawn and a large olive grove where you can stroll. Perfect for anyone looking to explore the Alqueva waterfront and enjoy a few days with family and/or friends in the countryside.
FamilyLocationView

Casas de Pousio - Alqueva
Casas de Pousio is a rural retreat in Montoito, in the heart of Alentejo, close to Alqueva and Monsaraz. The house preserves the traditional rammed-earth architecture, combining authenticity, comfort, and a close connection to the landscape. With three bedrooms and capacity for up to eight guests, the house is organised around the courtyard-house concept. The garden and swimming pool, inspired by traditional Alentejo irrigation tanks, create the perfect setting to relax and slow down
ValueFamilyView

Herdade do Burrazeiro | Alcaria House
CASA DA ALCARIA is integrated into Herdade do Burrazeiro. It is an independent house, surrounded by pastures in montado of cork oaks and holm oaks. From the porch of the house you can enjoy the tranquility of the landscape of the Alentejo montado. Final cleaning included. Included cleanings with change of clothes every seven days. Extra cleaning can be made on request. Please note that access to the property is done via a dirt road about 2km. Green Key Certificate
LocationFamilyBiking

Serra Casa - large private house & swimming pool
Large house, completely private with a swimming pool, terrace, BBQ, garden, small stream, recently renovated with air conditioning in bedrooms + fire places in living & dining room. High quality bedding & towels, eco-friendly cleaning products. Set in peaceful nature, we are located just 3 minutes walk from the lake where you can swim, paddleboard and kayak. There are beautiful hikes right from the doorstep. The historic town of Marvão is 15 minutes by car.
LocationFamilyWifi

Monte dos Graves - with Exclusive Pool
Monte dos Graves is a house located in the heart of Serra d'Ossa, in the middle of nature. Here, you can enjoy tranquility, walks in the mountains, and excellent cuisine! We have an exclusive swimming pool (3.5 m by 2.5 m) with a stunning panoramic view. We are close to charming and historic places such as Monsaraz, Estremoz, Vila Viçosa and Évora. We assist our guests with whatever is needed. We are looking forward to your visit!
FamilyLocationAir conditioning

Casa Rural La Recuera | Views, countryside, and pool
Casa Rural La Recuera is a charming house that is located in the middle of nature, in an estate of 4,500 m2 surrounded by olive trees and cork oaks, for exclusive use, 900 m from the village of Montánchez. Registered in the General Registry of Companies and Tourist Activities of Extremadura REGISTRATION NUMBER: TR-CC-00407, complying with quality and safety standards to provide you with an unforgettable experience.
LocationFamilyAmenities
Popular amenities for Dehesilla de Calamón rentals with a pool
House rentals with a pool

House of Sossego Monsaraz
LocationFamilyQuiet

Centrally located, bright and cozy.
ValueLocationNearby

Monte Baldio da Caldeira - T6 (Baldio da Caldeira Mountain)
FamilyLocationAccuracy

Alentejo country house with private pool
FamilyLocationIndoor spaces

DoVale Country House
ValueLocationNearby

Casa da Loba
FamilyLocationTV

El Cortijo, a unique atmosphere with charm & style
LocationFamilyDecor

Monte da Pinha - Accommodation with a private pool
FamilyLocationCleanliness
Apartment rentals with a pool

Apartment 2. Let's travel...
ValueLocationCleanliness

3. Cozy apartment 10 minutes from downtown.
FamilyValueNearby

Discover, feel, enjoy. Apartment 1
ValueFamilyKitchen

Just like home! Apartment 7
LocationValueSleep quality

Discover and enjoy as a family. Apartment 5
FamilyValuePets
Other holiday rentals with a pool

Fantastic cottage Pool + Lake view Monte das Matas
ValueLocationSleep quality

Organic Olive Farm Retreat: Pool, Sauna & Views
FamilyLocationComfort

Holigusto. The pristine shores of Alqueva Lake
FamilyValueOutdoor spaces

Villa with private pool. Relaxing getaways.
LocationValueAccess

Villa Oliva São Pedro
LocationFamilyAccuracy

DuránTirso de Molina Apartments. Private Pool...
FamilyLocationBack garden

Cozy Cottage in Alentejo | With Love
LocationFamilyAccess

Tapada da Figueira by NaturAlegre
LocationOutdoor spacesCheck-in





