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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
Condo in Gallipoli
4.87 out of 5 average rating, 55 reviews

Villa Regina, Gallipoli -Apartment with swimming pool

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

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Guest favourite
A tranquil courtyard features a small pool surrounded by lounge chairs, complemented by potted plants and a decorative fish. Tall trees provide shade, and green shutters adorn the white walls, adding to the serene ambiance of the space.
Villa in Nardò
4.84 out of 5 average rating, 32 reviews

salento villa immersed in the sea view park

This seafront villa, immersed in the natural oasis of the Porto Selvaggio Park, between the countryside and the Mediterranean scrub will be a unique experience of relaxation and beauty in total privacy. Sea, countryside and a large Mediterranean garden will surround you with colors and scents. The central body of the house and a small guesthouse overlook a Arab courtyard with a lemon tree and a small pool . From the equipped terrace you can admire the sunsets and the starry skies of Salento.

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Top Guest favourite
An outdoor space features a refreshing swimming pool surrounded by a serene atmosphere. Two lounge chairs with striped cushions are positioned beside the pool. A wooden dining table is set nearby, accompanied by potted plants and soft lighting along the walls.
Apartment in Lecce
5 out of 5 average rating, 35 reviews

Casa Ianca

Welcome to your serene retreat in the heart of Lecce! Located just few minutes walk from the city’s historic center, this elegant 2-bedroom apartment offers the perfect balance of comfort, style, and outdoor living. Our private garden offers a refreshing swimming pool and a dining area while inside the home features 2 spacious bedrooms, each with its own ensuite bathroom, a large living room and a fully equipped kitchen opening directly onto the garden, for wanderful dinners under the stars!

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Guest favourite
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.

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Top Guest favourite
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).

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Superhost
Holiday 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

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Guest favourite
Farm stay in Cutrofiano
4.96 out of 5 average rating, 25 reviews

Old Villas Greco 1888 luxury swimming pool

Tenuta il Greco was founded in 1888 by my ancestor Giuseppe Greco. Today, I represent the 4th generation, and since then, the house has hosted my family for the spring and summer periods. The estate is located a few minutes from Gallipoli, Otranto, Santa Maria di Leuca and Lecce, and it is precisely its centrality, so strategic, that favors the knowledge of Salento. I invite you to discover them, with my help and hospitality, I look forward to seeing you, yours, Cristiano.

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Guest favourite
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
4.95 out of 5 average rating, 158 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.

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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

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Guest favourite
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

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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.

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Guest favourite
An inviting exterior features a wide stone patio leading to a light-colored villa. Decorative pots contain greenery, while a comfortable seating area is seen under a pendant light. Lush trees surround the pathway, enhancing the tranquil countryside setting.
Villa in Racale
4.95 out of 5 average rating, 19 reviews

Villa between sea, woods and views

Welcome to this welcoming country house, a magical and unique place that will be difficult to forget. Located on the Salento greenhouses between the sea and the countryside, Villa Ospina offers a peaceful and comfortable stay. On the property there is a wood accessible via a stone staircase and in the garden of about one hectare, there is a swimming pool, areas relax and tables for your dinners under the stars. Consult the house rules

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Popular amenities for Gallipoli rentals with a pool

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 $42 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,140 verified reviews to help you choose

  • Family-friendly holiday rentals

    160 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 160 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wi-Fi availability

    240 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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