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Vacation rentals with a pool in Gallipoli

Find and book unique homes with a pool on Airbnb

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 ﺩ.ﺇ 110 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

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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Guest favorite
Farm stay in Cutrofiano
4.96 out of 5 average rating, 24 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.

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, 37 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 rooftop terrace features a private plunge pool surrounded by a sun deck. Two loungers are positioned to enjoy the view of historical buildings and clear skies. A shaded area is also present, offering a comfortable space for relaxation.
Vacation home in Nardò
4.99 out of 5 average rating, 77 reviews

Suite Guagnano luxury apartment.

Goditi una vacanza nel centro storico di Nardò con vista incantevole su tutte le strutture storiche e piscina privata. 🚗A 22 km da Lecce, 12 km da Gallipoli, 38 km da Otranto, 50 km da Santa Maria di Leuca e 70km da Ostuni Intero alloggio e con una buona privacy sul terrazzo🌅 Ad ogni soggiorno offeriremo una bottiglia di vino pregiata del Salento🍷 Ottimo appartamento per 4 persone. 2 camere da letto con letti matrimoniali, 2 bagni e una cucina completa di tutto l’occorrente Wi-fi veloce

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, 148 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 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.

Top guest favorite
Home in Lecce
4.98 out of 5 average rating, 181 reviews

Oasi Gorgoni Charming House & Pool

Lussuoso e confortevole appartamento, a ridosso del centro della città, ideale per godersi il relax, la città e il mare. Dotato di ogni comfort (3 camere, 3 bagni, living, piscina privata, giardino, Wi-Fi, aria condizionata, 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), che la costa ionica (Gallipoli).

Guest favorite
A serene terrace features a small pool, illuminated in soft light. Two folding chairs are positioned nearby, accompanied by a small table with decorative blue bowls. Surrounding plants add a touch of greenery to the tranquil outdoor space.
Home in Parabita
4.91 out of 5 average rating, 11 reviews

Casadom, a house in Salento LE07505991000043492

The house is located in the historic center of a town a few kilometers from Gallipoli, so in a very quiet place but a few minutes from a fabulous sea and the center of the Salento nightlife. The house is a typical terraced house, spread over three floors, with a beautiful terrace with a swimming pool from where you can enjoy unforgettable afternoons and sunsets. The apartment has just been renovated, respecting the surrounding environment and using materials from the area.

Guest favorite
Condo in Gallipoli
4.87 out of 5 average rating, 55 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 bright living area features a modern dining table surrounded by four pink chairs. A cozy seating nook with blue and gray cushions offers a comfortable space for relaxation. A decorative chandelier hangs above, while a mirror reflects the airy atmosphere.
Apartment in Lecce
4.96 out of 5 average rating, 156 reviews

Corte dei Florio ARIA Luxury Apartment, Lecce

Luxurious apartment in the heart of Baroque Lecce near the Church of Santa Croce. Guests have access to a finished accommodation with two bedrooms, two bathrooms and a terrace with a mini-pool, solarium and a splendid view of the city. Luxurious apartment in the heart of Baroque Lecce near the Church of Santa Croce. Available to guests, a refined accommodation with two bedrooms, two bathrooms, and a terrace with a mini pool, solarium, and a wonderful view of the city.

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 covered patio area features a comfortable seating arrangement beside a private pool. Soft lighting illuminates the space, while stars twinkle in the night sky above. Lounge chairs are positioned around the pool, creating an inviting outdoor relaxation environment.
Villa in Leverano
4.97 out of 5 average rating, 30 reviews

Villa with pool - Podere Corda di Lana

In the setting of a quiet Salento countryside, we offer our villa, in Contrada Corda di Lana, 4 km from the center of Torre Lapillo (Porto Cesareo), a charming seaside resort overlooking the crystal clear waters of the Ionian Sea and the enchanting white beaches. Villa suitable for those who want to combine the social life of cities such as Lecce, Gallipoli, Otranto, with the healthy life of the countryside and the sea in one vacation. Villa for EXCLUSIVE USE

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, 54 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

Popular amenities for Gallipoli rentals with a pool

When is the best time to visit Gallipoli?

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Avg. priceﺩ.ﺇ 867ﺩ.ﺇ 903ﺩ.ﺇ 848ﺩ.ﺇ 628ﺩ.ﺇ 632ﺩ.ﺇ 716ﺩ.ﺇ 903ﺩ.ﺇ 1,054ﺩ.ﺇ 738ﺩ.ﺇ 672ﺩ.ﺇ 764ﺩ.ﺇ 771
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Destinations to explore

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  2. Italy
  3. Apulia
  4. Lecce
  5. Gallipoli
  6. Rentals with pools