Vacation rentals with a pool in Gallipoli

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Gallipoli

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

0 of 0 items showing

1 of 3 pages

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, 31 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 stone trullo is set against a bright sky, surrounded by lush greenery. The inviting pool, framed by wooden decking, reflects the serene atmosphere. A sun umbrella and lounge chairs are positioned near the pool, while a decorative clay pot adds a touch of charm.

Trullo in Galatina

4.97 out of 5 average rating, 30 reviews

Trullo Pinuccio - A stone's throw from the Salento sea

A Salento dream! If you are looking for a relaxing holiday, nature and the sea, Trullo Pinuccio is the ideal solution. It is a typical stone construction that offers a cozy and comfortable environment, tastefully furnished and equipped with air-conditioning. The trullo can accommodate up to 4 people in 2 separate bedrooms, one double and one sofa bed. If you have four-legged friends, you can bring them with you, as long as you keep them outside the trullo, where they will find a special space.

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, 136 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

Guest favorite

A spacious pool area is visible, featuring a clear blue pool surrounded by lounge chairs. A shaded seating area is provided, along with a backdrop of greenery and stone walls. The serene environment suggests a perfect spot for relaxation under the sun.

Villa in Torre Suda

4.96 out of 5 average rating, 27 reviews

VILLA with Trullo, Sea View and Exclusive Pool

18th-century villa near Gallipoli, a stone's throw from the sea with exclusive swimming pool. INSIDE YOU CAN ADMIRE REPRODUCTIONS OF SOME FAMOUS WORKS FROM MICHELANGELO TO MONET AND CARAVAGGIO... 2 KITCHENS, AIR-CONDITIONED NIGHT AREA WITH 5 SUITES, AND 3 BATHROOMS. THE SIXTH SUITE WITH EN-SUITE BATHROOM IS LOCATED IN THE TRULLO ADJACENT TO THE STRUCTURE, IN A UNIQUE CONTEXT OF SALENTO STONE AND TRADITION, TO APPRECIATE THE MAGICAL CHARM OF THE VILLA DURING RELAXING EVENINGS IN SALENTO...

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, 154 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

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, 25 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.

Guest favorite

The outdoor area features a private swimming pool surrounded by wooden decking, with lounge chairs positioned for sunbathing. The villa's modern architecture is visible in the background, complemented by landscaped greenery and a bright blue sky.

Condo in Gallipoli

4.88 out of 5 average rating, 40 reviews

Villa Regina Gallipoli - Apartment with pool

Villa Regina in Gallipoli with a private apartment and pool and ideal for a MAXIMUM of 4 people (I prefer families) It consists of 2 bedrooms (one double, the other with two 90-200cm beds), a living room, a kitchen with an induction hob, a bathroom, and pleasant furnished outdoor spaces and a swimming pool for exclusive use. It is in a very quiet area, 20 min walk to downtown and old town of Gallipoli Nearby: Supermarket, pizzeria, pharmacy, everything Wednesday outdoor market

Guest favorite

A private pool is set within a tranquil outdoor space, surrounded by lush trees. Two lounge chairs are positioned near the pool, inviting relaxation. The minimalist design of the surrounding area includes light-colored walls and a wooden deck in the background, creating a serene atmosphere.

Home in Castiglione

5 out of 5 average rating, 28 reviews

Manara House (swimming pool in the heart of Salento)

Typical Salento house in southern Apulia, with private pool. In the heart of a typical village and only 10 minutes from the coves of the Adriatic Sea, this house is a haven of peace. Ideally located to discover this authentic region of Salento. In the village: pizzeria, restaurants, café, grocery store, pharmacy, children's playground… Upon arrival, we provide you with a complete guide of the area (restaurants, beaches, bars, cafes, etc.) Airports: Brindisi or Bari 🌊☀️🇮🇹

Superhost

The exterior of Villa Lucia features a serene private pool surrounded by a spacious patio. Sun loungers and a small seating area create inviting spaces for relaxation. Lush greenery and palm trees enhance the tranquil atmosphere, complemented by clear blue skies.

Villa in Gallipoli

5 out of 5 average rating, 8 reviews

Luxury Apulian Villa w/ AC, Jacuzzi & Pool

Explore the charms of Puglia with an unforgettable stay at Villa Lucia! Just minutes from the crystal clear waters of Gallipoli, Villa Lucia represents an authentic oasis of tranquility surrounded by the silence of Salento nature. With its 250 square meters this villa offers the perfect setting for an unforgettable vacation for the most demanding guests, where relaxation and harmony between the colors of nature and design becomes the beating heart of the experience.

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, 47 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

Superhost

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, 5 reviews

Casa Micocci by Casa Camilla Journey

Welcome to Casa Micocci, a stylish artisan-crafted retreat in the heart of Depressa, Tricase. Best for a family of 3 or 4, with one or two small children, 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

Villa in Marina di Marittima

4.93 out of 5 average rating, 41 reviews

Wp Relais Villa Marittima

Villa Marittima, located in a protected area, overlooks the sea just 10 meters away along the coast of lower Salento. The villa, nestled in a protected area, offers a breathtaking view that, on days of great clarity, allows you to glimpse the mountains of Albania. Located 2 km from Castro, 7 km from Tricase Porto and a short distance from the picturesque Acqua Viva cove, the villa offers a unique experience between nature and comfort.