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Vacation 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 favorite
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 in Torre Suda
4.95 out of 5 average rating, 37 reviews

VILLA with Trullo, Sea View and Exclusive Pool

18TH-CENTURY VILLA NEAR GALLIPOLI WITH SEA VIEW AND EXCLUSIVE 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 CONTEXT OF SALENTO STONE AND TRADITION, TO BE APPRECIATED IN THE RELAXING EVENINGS OF SALENTO THE MAGICAL CHARM OF THE VILLA... IDEAL FOR FAMILIES

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, 79 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

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
4.84 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 favorite
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
4.93 out of 5 average rating, 30 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.

Guest favorite
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.
Apartment in Lecce
4.89 out of 5 average rating, 189 reviews

Corte dei Florio PIETRA Luxury apartment

In the heart of baroque Lecce near the Church of Santa Croce, a finished accommodation with double access, a loft bedroom, bathroom, private SPA and a terrace (shared) with mini-pool, solarium and a beautiful view of the city. In the heart of 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.

Guest favorite
Condo in Gallipoli
4.88 out of 5 average rating, 56 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 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
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 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

Guest favorite
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.

Popular amenities for Gallipoli rentals with a pool

Destinations to explore

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