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Holiday 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 favourite
A wooden table is set outdoors with two champagne glasses filled with sparkling wine and a bottle. In the background, a stone structure complements the pool area, while lush greenery adds to the tranquil environment. Bright sunlight enhances the inviting atmosphere.
Villa
4.97 out of 5 average rating, 35 reviews

VILLA with Trullo, Sea View and Exclusive Pool

18TH CENTURY VILLA NEAR GALLIPOLI WITH SEA VIEW AND EXCLUSIVE SWIMMING POOL. INSIDE YOU CAN ADMIRE REPRODUCTIONS OF SOME FAMOUS WORKS FROM MICHELANGELO TO MONET AND CARAVAGGIO... 2 KITCHENS, AIR-CONDITIONED NIGHT DEPARTMENT WITH 5 SUITES, AND 3 BATHROOMS. THE SIXTH SUITE WITH EN-SUITE BATHROOM IS HOUSED IN A 16TH CENTURY TRULLO ADJACENT TO THE PROPERTY, IN A UNIQUE SETTING OF SALENTO STONE AND TRADITION, TO APPRECIATE THE MAGICAL CHARM OF THE VILLA ON RELAXING SALENTO EVENINGS... IDEAL FOR 16 PEOPLE.

Top guest favourite
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.
Holiday home
5 out of 5 average rating, 70 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 favourite
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
4.95 out of 5 average rating, 147 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 favourite
A private SPA area is displayed, featuring a relaxing hot tub surrounded by soft lighting. A smooth-textured wall adds a calming backdrop, while a comfortable seating area with plush cushions creates an inviting space for relaxation.
Flat
4.89 out of 5 average rating, 176 reviews

Corte dei Florio PIETRA Luxury apartment

In the heart of the baroque Lecce near the Church of Santa Croce, a finished accommodation with double access, bedroom in mezzanine, bathroom, private SPA and a terrace (common) with mini-pool, solarium and splendid views of the city. In the heart of the baroque Lecce near the church of Santa Croce a refined accommodation with double entrance, bedroom on mezzanine, bathroom, private SPA and a terrace (in common with other guests) with mini pool, solarium and a wonderful view of the city.

Top guest favourite
A serene outdoor area features a private pool illuminated in soft blue under evening lights. A shaded dining space with a table and chairs is positioned nearby, with loungers on the grass inviting relaxation. Lush greenery adds to the tranquil ambiance.
Home
4.98 out of 5 average rating, 170 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 favourite
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
4.96 out of 5 average rating, 56 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.

Guest favourite
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.
Apartment
4.86 out of 5 average rating, 51 reviews

Villa Regina Gallipoli - Apartment with pool

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

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
4.91 out of 5 average rating, 11 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.

Guest favourite
Home
4.93 out of 5 average rating, 114 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.

Top guest favourite
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
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.

Top guest favourite
A rooftop terrace offers a serene evening view of the sea, framed by planters with cacti. A rustic barrel and a round table with soft lighting create a peaceful setting. The space features comfortable seating, inviting relaxation while enjoying the coastal landscape.
Cottage
5 out of 5 average rating, 107 reviews

Suite Casa De Vita - (amazing view on the coast)

Splendida casa vacanza immersa nel verde del Salento, a soli 50 mt. dal mare e con accesso diretto per trascorrere la tua vacanza nel pieno relax nella natura salentina. La struttura è ubicata in una zona riservata, utile per chi amano fuggire dal caos cittadino e dallo stress quotidiano. La casa vacanza, arredata con lo stile salentino, si affaccia sulla bellissima scogliera di Torre Nasparo, sul versante Adriatico della Puglia.

Top guest favourite
A covered outdoor seating area features a stone archway, showcasing comfortable wooden furniture. Natural light illuminates the space, and decorative accents are visible on the walls. Greenery can be seen in the background, enhancing the relaxing ambiance.
Villa
5 out of 5 average rating, 15 reviews

Villa Elisabetta with Jacuzzi and pool area

Relax in this oasis of quiet and elegance, located in Gallipoli. Imagine yourself happy, large relaxation area, garden, hydromassage, outdoor dining area, welcoming home, independent bathrooms, equipped kitchen, comfortable and convenient bedrooms. The property is located next to a renowned resort, which can be accessed and enjoy the pool using the gazebo and private sun loungers assigned to our villa.

Popular amenities for Gallipoli rentals with a pool

When is the best time to visit Gallipoli?

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Avg. price£119£118£117£129£130£147£186£217£152£115£116£107
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Quick stats about holiday rentals with a pool in Gallipoli

  • Total holiday rentals

    Explore 280 holiday rentals in Gallipoli

  • Nightly prices starting at

    Gallipoli holiday rentals start at £23 per night before taxes and fees

  • Verified guest reviews

    Over 1,150 verified reviews to help you choose

  • Family-friendly holiday rentals

    170 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 170 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    220 of Gallipoli holiday rentals include wifi 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

Destinations to explore

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