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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
4.88 out of 5 average rating, 56 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

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, 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 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
4.84 out of 5 average rating, 19 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 favourite
Home in Lecce
4.98 out of 5 average rating, 182 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).

Superhost
The serene outdoor space features a private pool surrounded by lush greenery and natural landscapes, offering a clear view of the seaside. Sun loungers are positioned along the pool's edge, inviting relaxation in the tranquil setting.
Trullo in Salve
4.94 out of 5 average rating, 31 reviews

Trullo La Contessina, with pool and sea view

Trullo La Contessina offers privacy and tranquillity, providing all the modern comforts of the modern holiday houses. There are two spacious double bedrooms, two bathrooms, a cozy sitting room overlooking the countryside and offering a glimpse of sea view and a dining table for up to 4 people, Kitchen features all kinds of utensils and accessories to enjoy cooking at home. A private pool is just in the rear and a pergola is covering an external dining area also equipped with a BBQ/grill.

Top Guest favourite
A terrace area features a mini pool surrounded by a decorative white trellis, providing a stylish backdrop. A soft blue cushion rests on a comfortable lounge area, inviting relaxation under the open sky.
Apartment in Lecce
4.93 out of 5 average rating, 181 reviews

Corte dei Florio BRONZO Luxury apartment

Luxurious apartment in the heart of Baroque Lecce near the Church of Santa Croce. Guests have access to a refined accommodation with a living room, bedroom with bathroom and a terrace (shared) with 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 a bedroom, bathrooms and a terrace with a mini pool, solarium and a wonderful view of the city.

Guest favourite
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
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 in Gallipoli
4.91 out of 5 average rating, 11 reviews

Luxury Apulian Villa, Jacuzzi and Pool

Villa Lucia is the place where a group of friends or a large family stops making compromises: 250sqm private villa, an independent guesthouse, pool, jacuzzi and a 100sqm glass-enclosed porch where you somehow end up spending half the stay. Up to 8 guests, each with their own space. The Salento is right outside the door — its coves, the countryside and the baroque of Lecce. But those who stay at Villa Lucia find there's always a reason to linger a little longer.

Guest favourite
A private plunge pool is complemented by two large, cushioned lounge areas, providing a relaxed setting for sunbathing. The minimalist design is enhanced by a trellis featuring climbing plants, with sunlight casting gentle shadows across the water's surface, inviting tranquility.
Home in Depressa
5 out of 5 average rating, 18 reviews

Casa Micocci by Casa Camilla Journey

Welcome to Casa Micocci, a design focused retreat in the heart of Depressa, Tricase. Best for groups of three or four - a family of four with two small children, or three adults travelling together - the house features a king-size bed with linen sheets and a 3.5-meter-long custom sofa. The full kitchen, private plunge pool, and thoughtfully designed interiors make every detail a joy. Every element is locally made, celebrating Salento’s craftsmanship.

Guest favourite
Villa in Lequile
5 out of 5 average rating, 12 reviews

Palazzo San Vito

Palazzo San Vito, an 1800s building, is reborn thanks to a meticulous renovation that brought it to its ancient splendor, adding all the modern comforts and a garden with a pool. It offers large indoor and outdoor spaces, making it ideal for sharing holidays with family or groups of friends. Ideal in summer thanks to the outdoor pool and the large 700m2 garden, but also excellent out of season to spend weekends enjoying the mild Apulian climate.

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, 20 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, 32 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

Popular amenities for Gallipoli rentals with a pool

Destinations to explore

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