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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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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.
Condo in Gallipoli
4.86 out of 5 average rating, 51 reviews

Villa Regina Gallipoli - Apartment with pool

Villa Regina Gallipoli 🏡con appartamento privato e 🏊‍♀️piscina uso esclusivo ,ideale per famiglie o coppie per un max 4 persone 2 camere da letto Cucina moderna con isola Ampio salone 1 bagno con doccia Arredato con tutti i comfort 🏊‍♀️Piscina privata perfetta per rilassarsi in totale privacy e tranquillità. A soli 5minuti in machina dal mare di Gallipoli 20minuti a piedi dal centro città Parcheggio gratuito disponibile in strada davanti casa Nelle vicinanze: supermercato,farmacia,pizzeria

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 in Spongano
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

Superhost
Home in Capilungo
4.75 out of 5 average rating, 8 reviews

Don Virgilio Estate 1

Tenuta Don Virgilio, situata a Marina di Alliste (LE), tra Gallipoli e torre s.giovanni mete turistiche , offre appartamenti e villette immersi nel verde. La struttura dispone di un ampio parco con piscina, solarium, campo da calcio a 5 , padel , e area giochi per bambini. Dista circa 500 metri dalla scogliera bassa salentina e 5 km dalle prime spiagge sabbiose. La tenuta gode di una vista panoramica sul mare, con possibilità di scorgere le montagne calabresi all’orizzonte.

Guest favourite
Home in Parabita
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.

Superhost
Villa in Matino
5 out of 5 average rating, 5 reviews

Villa Coline with Private Pool

The modern and tastefully furnished villa consists of a kitchen with a dining table, two full bathrooms and two double bedrooms. Outside, the large private garden is the heart of the villa. Here you will find a beautiful swimming pool with a whirlpool corner, perfect for cooling off on hot summer days, surrounded by sun loungers and a shaded patio. An equipped barbecue corner and an outdoor dining area allow you to organize dinners under the stars.

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 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.

Top Guest favourite
A private terrace pool is visible, reflecting clear blue water under a bright sky. The surrounding area features greenery, including palm trees and shrubs, creating a serene atmosphere that complements the view of the open countryside.
Apartment in Marina di Mancaversa-Giannelli
4.97 out of 5 average rating, 31 reviews

Apartment with private pool

Our bright two-room apartment with private pool surrounded by greenery in the countryside and a few minutes from the sea, is designed to accommodate two/three people. Ideal for those who want to spend relaxing moments away from chaotic life. The clear waters of our terrace pool will allow those who dive in to enjoy a view of the open Salento countryside in order to intensely experience its scents and colors. CIS LE0750859100002566

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 in Provincia di Lecce
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.

Guest favourite
Apartment in Racale
5 out of 5 average rating, 6 reviews

Le Cimbe - House in Corte Dimora-1

This apartment, together with four other apartments, constitutes a courtyard house, a historic Salento architectural structure, embellished by a courtyard with a swimming pool with a whirlpool. Le Cimbe is an accommodation where relaxing is a pleasure. We are located in the quiet town of Racale, which overlooks the Ionian Sea with its marina, Torre Suda, and which is located a few kilometers from Lecce, Gallipoli, Leuca, Otranto.

Superhost
A spacious bedroom features a large bed with neutral bedding and accent pillows. A decorative rug lies on the tiled floor. A staircase is visible, leading to an upper area. Natural light filters through a window, illuminating a floor lamp and nearby furnishings.
Holiday home in Gallipoli
4.75 out of 5 average rating, 8 reviews

Casa Coratina, Agritourism in the Castellana area

Casa Coratina is an independent apartment with a simple and cozy style, located within our agricultural estate, just minutes from the beaches of Gallipoli. Designed for four people, thanks to a double bed on the lower floor and an open loft with two single beds. The apartment has an equipped kitchen, a private bathroom with shower and a functional living area, as well as a dedicated outdoor space with a table for outdoor dining.

Top Guest favourite
A spacious room features a large bed adorned with decorative pillows. Natural light enters through a glass door that opens to a furnished veranda. A small dining table and chairs are arranged nearby, complemented by soft-colored walls and a vaulted ceiling.
Apartment in Nardò
4.95 out of 5 average rating, 22 reviews

Oasi Cenata, Alloro apartment

Oasi Cenata consists of two adjacent mini apartments with star vaults: Alloro, a 2-bed studio and Melograno, a mini-apartment with 2 beds + sofa bed; both have a furnished veranda overlooking a 30-year-old olive grove in excellent health. Nestled in a two-hectare countryside, cultivated without the help of a summary chemist, it's an ecological oasis. The apartments are accessed through an automated gate exclusively for guests.

Guest favourite
A sunlit terrace features a plunge pool surrounded by white walls. A small round table with decorative metalwork is seen near the pool, complemented by several potted plants. The horizon showcases a tranquil sky with the sun casting a warm glow.
Home in Matino
5 out of 5 average rating, 10 reviews

Pousada Salentina

Pousada Salentina is an authentic refuge in the heart of Matino, where Salento elegance meets the warmth of Brazilian art. A quiet and refined house, ideal for those seeking relaxation and authenticity. An intimate and relaxing place where time slows down between the quiet of the village and a beautiful plunge pool on the terrace. In just ten minutes you will reach the beautiful beaches of Salento.

Popular amenities for Gallipoli rentals with a pool

When is the best time to visit Gallipoli?

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Avg. price$264 NZD$261 NZD$259 NZD$286 NZD$288 NZD$326 NZD$412 NZD$480 NZD$336 NZD$306 NZD$348 NZD$351 NZD
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Quick stats about holiday rentals with a pool in Gallipoli

  • Total holiday rentals

    Explore 270 holiday rentals in Gallipoli

  • Nightly prices starting at

    Gallipoli holiday rentals start at $50 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,170 verified reviews to help you choose

  • Family-friendly holiday rentals

    170 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 170 rentals that welcome pets

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wi-Fi availability

    220 of Gallipoli holiday 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

Destinations to explore

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