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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.

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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, 36 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.

Guest favorite
Farm stay in Cutrofiano
4.96 out of 5 average rating, 23 reviews

Old Villas Greco 1888 luxury swimming pool

La Tenuta il Greco nel 1888 nacque per volonta' del mio antenato Giuseppe Greco, oggi io rappresento la 4" generazione, e' da allora che la casa ospita la mia famiglia per il periodo primaverile ed estivo. La tenuta e' ubicata a pochi minuti da Gallipoli, Otranto, Santa Maria di Leuca e Lecce, ed proprio la sua centralita', cosi' strategica, a favorire la conoscenza del Salento. Vi invito a scoprirle, con il mio aiuto e la mia ospitalita', Vi aspetto quindi con grande piacere , vostro Cristiano.

Guest favorite
A room with warm-toned walls features a large wooden table surrounded by vibrant, patterned rugs. An intricately designed cabinet stands against the wall, showcasing decorative glassware. Soft lighting is provided by wall sconces, and historical wooden doors create an inviting atmosphere.
Villa in Vitigliano
4.98 out of 5 average rating, 47 reviews

Relais Porta D'Oriente

You will love the Casa del Tabacco because it is a charming and full of comfort Historical Residence placed in a strategic area of the Salento. One of the most beatiful Italian coasts is less than 5 km away, in 22 minutes you can join Otranto, in 36 minutes Lecce. Your stay will be beatiful and special because, as experienced travellers, the owners will propose you authentic restaurants, wine and food tasting, cultural and naturalistic tours, scuba diving, massages, experiences for the youth.

Top guest favorite
An open living space is highlighted by high arched ceilings and simple modern furnishings. A round dining table sits at the center, surrounded by chairs. A cozy sofa is positioned nearby, and greenery is present, adding a touch of nature to the environment.
Home in Ruffano
5 out of 5 average rating, 31 reviews

​Casa Shirocco Private Pool & Salento Charm

Casa accogliente nel cuore del Salento con piscina riscaldata su richiesta, progettata per far sentire i nostri ospiti a casa propria. La tipica struttura SALENTINA delle volte a stella abbraccia il design moderno, rendendo la struttura affascinante. La posizione della casa nel centro del Salento permette di raggiungere posti meravigliosi e MARI favolosi a pochi chilometri di distanza! Situata vicino al centro si possono raggiungere facilmente supermercati, bar, ristoranti, farmacia, ecc.

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, 36 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.

Guest favorite
A private jacuzzi sits on a wooden deck, surrounded by lush greenery. The villa's white exterior is complemented by climbing plants. The scene features an umbrella providing shade, with a panoramic view of the landscape under a partly cloudy sky.
Villa in Taviano
4.83 out of 5 average rating, 18 reviews

Relax in Salento - Panoramic Villa with pool

Welcome to your relaxing oasis in the heart of Salento. This Mediterranean-style villa is set in a peaceful panoramic area, surrounded by nature and just a short drive from the region’s most beautiful beaches. The nearest airport is in Brindisi. ⸻ 🌿 Highlights: • Private panoramic jacuzzi • Quiet and peaceful location • Sea just minutes away by car • Outdoor barbecue area • Ideal for families and couples • Wi-Fi, air conditioning, all comforts ⸻ Your relaxing Salento getaway awaits.

Superhost
Vacation home in Marina di Mancaversa-Giannelli
4.5 out of 5 average rating, 4 reviews

The Macchia del Salento 1

The combination of trulli, sea, culture and gastronomy makes Salento an unmissable destination, where history and natural beauty come together in an unforgettable experience. For those who love the sea, the beaches of Gallipoli and not far from those of Pescoluse and Torre Vado, with their turquoise waters and easily accessible cliffs and Caribbean beaches, represent a true paradise. Here you can practice water sports such as kayaking, windsurfing or simply relax in the sun

Guest favorite
Condo in Gallipoli
4.87 out of 5 average rating, 52 reviews

Villa Regina Gallipoli -Apartment with pool

90 m² APARTMENT with POOL taken VILLA REGINA GALLIPOLI is in a strategic location: Away from the chaos of traffic and the summer nightlife of the center, but in an area that is still lively but quieter, perfect for relaxing. Nearby you will find a supermarket, pizzeria, pharmacy, and the quaint weekly market outdoors. It is only a 10-minute drive from the center of Gallipoli and the beautiful beaches, while the city center can also be reached on foot in about 20 minutes.

Guest favorite
A serene pool area is surrounded by lush greenery and flowering plants. A sunshade covers a seating area next to the inviting turquoise water, with lounge chairs available for relaxation. Olive trees and other Mediterranean flora enhance the tranquil garden setting.
Home in Parabita
4.93 out of 5 average rating, 116 reviews

Ulivi al tramonto: country home with private pool

‘Ulivi al tramonto’ is located just a few minutes from Gallipoli. Surrounded by greenery and the scents of Salento, this detached house has a large garden, private parking, Wi-Fi and exclusive use of the swimming pool. An ideal starting point for visiting Salento. Nestled on the hill behind the Gulf of Gallipoli, it allows you to relax after a day at the beach or spent visiting the beautiful towns of Salento. Perfectly furnished apartment with exclusive pieces.

Superhost
A private outdoor area is featured, showcasing a blue swimming pool surrounded by sun loungers and parasols. Lush greenery and flowering plants enhance the surroundings, with the entrance to the apartment visible in the background, providing easy access to both indoor and outdoor spaces.
Apartment in Gallipoli
4.78 out of 5 average rating, 9 reviews

CorsoItalia 694 Private pool, Garage, Wifi, All-inclusive

Bilocale Corso Italia with PRIVATE Pool 694 - VisVacanze - is located on the ground floor and is an excellent choice for those seeking comfortable and well-located accommodation in Gallipoli. The apartment is situated in the heart of the city, just a few steps from the historic center and the most beautiful beaches of Salento, making it perfect for those who want to explore the city without sacrificing the sea. PRIVATE POOL for the exclusive use of this house

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, 53 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, 19 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.

Popular amenities for Gallipoli rentals with a pool

When is the best time to visit Gallipoli?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$49,362 GYDG$51,453 GYDG$48,316 GYDG$35,766 GYDG$35,976 GYDG$40,786 GYDG$51,453 GYDG$60,029 GYDG$42,041 GYDG$38,276 GYDG$43,505 GYDG$43,924 GYD
Avg. temp8°C9°C11°C14°C18°C23°C26°C26°C22°C18°C14°C10°C

Quick stats about vacation rentals with a pool in Gallipoli

  • Total vacation rentals

    Explore 270 vacation rentals in Gallipoli

  • Nightly prices starting at

    Gallipoli vacation rentals start at G$6,275 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,140 verified reviews to help you choose

  • Family-friendly vacation rentals

    160 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 160 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wi-Fi availability

    240 of Gallipoli vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Gallipoli rentals

  • 4.7 Average rating

    Gallipoli stays receive an average rating of 4.7 out of 5 from guests

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