Vacation rentals with a pool in Casarano

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Top-rated rentals with a pool in Casarano

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

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Top guest favorite

An eco-pool is framed by a wooden deck, with lounge chairs positioned nearby. Lush greenery and blue skies complement the serene landscape, which stretches toward the horizon. The distant view includes natural vegetation and the tranquil sea.

Villa in Nardò

5 out of 5 average rating, 33 reviews

Villa in the Park facing the sea with swimming pool and garden

A unique location in the Porto Selvaggio Park, facing the sea, surrounded by prickly pears, bamboo canes and Mediterranean scrub, with an eco-pool and private garden. Elegant and refined, with a minimal style, furnished with pieces of design and contemporary art, it consists of two bedrooms, three bathrooms, a living room with a living and dining room, and a separate kitchen with access to the outside. Immersed in the red earth, for those who love silence, the sea and the magic of Salento sunsets.

Top guest favorite

A serene pool area is shown, featuring a private heated pool with clear water. Sun loungers are arranged nearby, and a shaded cabana offers a comfortable retreat. Lush greenery surrounds the space, enhancing the tranquil outdoor setting.

Villa in Spongano

4.95 out of 5 average rating, 141 reviews

Villa Ada Independent villa - heated private pool

Rural house, pajara, just renovated in the countryside, inside a 10thousand mq olive tree grove with abreath-taking panorama. Nicely furnished,full equipped with air condition, a big outside private pool with hydromassage ( 3.5x11 m) and kitchen area with accessories. The pool is independent, heated all day and night ( 24-28 degrees) and just for the house, the only structure situated in the villa. The wifi is very good also for working inside the house. Only 5km far from famous turist sea-side

Top guest favorite

A private pool area is surrounded by a stone wall, with greenery providing a natural backdrop. Wooden decking encircles the pool, and two lounge chairs are positioned on the edge. Sunlight reflects off the clear water, creating a serene outdoor space.

Home in Lecce

4.99 out of 5 average rating, 158 reviews

Oasi Gorgoni Charming House & Pool

Lussuoso e confortevole appartamento, ideale per godersi il relax, la città e il mare del Salento. Dotato di ogni comfort (piscina privata, giardino, Wi-Fi, aria condizionata, smartTV, lavatrice, biancheria, stoviglie, parcheggio privato), l’appartamento è situato in uno dei quartieri più tranquilli e sicuri di Lecce. A soli 10 min. dal mare, consente di raggiungere facilmente sia la costa costa adriatica (Otranto, Castro, Torre dell'Orso), che la costa ionica (Porto Cesareo, Gallipoli).

Guest favorite

Home in Tricase Porto

5 out of 5 average rating, 14 reviews

Il Mandorlo - Rural luxury in the middle of nature

Upon arrival, you will find a house away from everything but in contact with the most precious thing we have: the nature of Salento. Il Mandorlo is one of the five houses available at Agricola Le Cupole and is the most suitable for couples of friends or families who want to immerse themselves in an experience in contact with the authenticity of the territory. The comfortable size of the house and the typical atmosphere of the pajare, contribute to creating an intimate and inspiring place.

Superhost

A charming, stone-constructed pajare is surrounded by landscaped gardens and softly lit at dusk. The outdoor patio is defined by a natural stone wall, punctuated with potted plants and cacti. Warm lights highlight the entrance, creating an inviting atmosphere in the tranquil countryside setting.

Trullo in Patù

4.87 out of 5 average rating, 38 reviews

Paradiso Pajare

Take it easy at this unique and tranquil getaway. Nestled in 10,000 + square meters of land, professionally landscaped, in the countryside, yet minutes from Ionian and Adriatic beaches and coves, restaurants, markets, activities and more. This one bedroom, one bathroom traditional Salento pajare with kitchen and living room additions and adjacent bathroom has all the modern conveniences. Abundant terraces, outdoor dining and lounging, and stunning pool. Perfect for a romantic escape.

Top guest favorite

A glimpse of the inviting plunge pool is framed by a light-toned patio. The large glass doors lead into a cozy dining area featuring a wooden table and chairs. Lush greenery decorates the outdoor space, enhancing the serene atmosphere.

Home in Depressa

5 out of 5 average rating, 8 reviews

Casa Micocci by Casa Camilla Journey

Welcome to Casa Micocci, a stylish artisan-crafted retreat in the heart of Depressa, Tricase. Best for groups of 3 or 4 - a family of 4 with two small children, or 3 adults travelling together - the house features a king-size bed with linen sheets and a 3.5-meter-long custom sofa. The full kitchen, private plunge pool, and thoughtfully designed interiors make every detail a joy. Every element is locally made, celebrating Salento’s craftsmanship. Cleaning is included every other day.

Guest favorite

A modern villa with a striking stone façade is complemented by a sparkling pool, bordered by comfortable sun loungers. Lush greenery surrounds the area, and large glass doors offer a view into the inviting living space.

Villa in Morciano di Leuca

5 out of 5 average rating, 26 reviews

Bosco degli Ulivi swimming pool

Bosco degli Ulivi is an elegant contemporary retreat, designed by a renowned architect near the fabulous beaches of Salento. It combines aesthetically pleasing design, understated luxury and well-designed practical elements to create the Mediterranean summer home we all want. It can accommodate 6 people. It has 3 bedrooms, 2 bathrooms (one ensuite and one in the living area), a laundry room, a living room and an open kitchen, all with the highest quality furnishings and textiles.

Top guest favorite

A crystal-clear swimming pool reflects the surrounding garden, which is filled with colorful flowers and greenery. The house features stone walls and a covered patio area adorned with curtains, offering shaded outdoor seating amidst a tranquil landscape.

Villa in Salve

4.96 out of 5 average rating, 54 reviews

Leukos, charming villa in Salento.

Independent villa and brand new in the Salento countryside. Surrounded by greenery in an enchanting view of centuries-old olive trees, it is just a 10-minute drive from the famous Maldives beach of Salento, also visible from the elevated terrace. Its strategic location allows you to visit the most famous Salento resorts such as Gallipoli, Otranto, Leuca and choose a beach on the Ionian or Adriatic. The interiors are stylishly furnished, combining refinement and functionality.

Top guest favorite

An aerial view of a modern villa surrounded by lush greenery and cultivated fields. A private pool is visible in the backyard, complemented by lounge chairs. Olive trees and fruit-bearing plants border the property, enhancing the serene landscape.

Villa in Corsano

5 out of 5 average rating, 30 reviews

Cici and Michela's estate

"Tenuta Cici e Michela" is a villa immersed in the Salento countryside, surrounded by land cultivated with fruit trees and olive trees. The newly completed villa offers all possible comforts, it consists of two separate buildings: a house with kitchen, dining room, living room, two bedrooms and two bathrooms, and a small typical local pajara used as an additional bedroom with personal bathroom. In its construction and furnishings, every detail has been taken care of

Top guest favorite

A raised infinity pool is illuminated in soft blue light against the night sky. The surrounding area is equipped with lounge chairs, and greenery can be seen in the background, enhancing the serene setting.

Home in Matino

5 out of 5 average rating, 35 reviews

Villa "Spiri": fine house with swimming pool

Villa "Spiri" is in a relaxing pine forest area. It consists of two floors: the upper floor is not rented, the lower floor has a large living area with open kitchen, two bedrooms with adjoining bathrooms. The house is cool and very bright as it has numerous windows. In addition, the property has a large space outside where you can relax. Just a few steps up, you'll find yourself in front of an elevated infinity pool surrounded by greenery and nature.

Top guest favorite

A spacious pool area is highlighted by a large pink flamingo float. The property features a white-walled house under a clear blue sky, with shaded outdoor seating nearby. Lush greenery surrounds the pool, enhancing the tranquil outdoor setting.

Villa in Specchia

4.94 out of 5 average rating, 50 reviews

Casa La Porticina

In the heart Salento, Casa La Porticina is located short drives from the rocky Adriatic coast, sandy Ionian beaches, and near so many discoveries in between. 1.5 miles from the historic center of Specchia, with choices of restaurants, bars and evening festivals throughout the year. Specchia continues to land on travel sites’ must see villages of Salento. https://magazine.dooid.it/en/uncategorized/visit-specchia-salento/ INSTAGRAM: @casalaporticina

Top guest favorite

A vintage key hangs from a rustic wooden door, accompanied by a circular tag featuring an illustration. The textured stone wall adds character to the setting, creating a blend of natural materials.

Trullo in Galatone

5 out of 5 average rating, 13 reviews

Dimore Del Cisto

Dimore del Cisto is a property surrounded by olive trees and Mediterranean scrub. The property consists of 2 units for a total of 8 beds, divided into 2 trulli used as bedrooms. At the service of which there is covered space, air conditioning, large shared bathroom for the two bedrooms, kitchen and laundry. The second unit consists of 2 double bedrooms with air conditioning, en-suite bathroom and TV, eat-in kitchen and outdoor dining area.