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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
A private pool is bordered by wooden decking, showcasing inviting turquoise water. Three sun loungers with white cushions are positioned beside the pool, while lush greenery is present in the background, adding a touch of nature to the relaxing space.
Home
4.95 out of 5 average rating, 41 reviews

Private pool in Lecce, steps from old town

The pool is exclusively for you! Your small private oasis in the heart of Lecce. Relax in our lush garden, take a dip in your private pool, and enjoy a home-cooked meal with a glass of wine. Free parking is right in front the door. We provide everything for a perfect stay: toys, beach & pool essentials, umbrellas, sarongs, all cooking utensils, and speakers for your music on the terrace. A short walk takes you to Lecce’s historic center, and Salento’s stunning beaches are just 30 minutes away.

Top guest favourite
Home in Gemini
5 out of 5 average rating, 10 reviews

Masseria Gemini, a XVIII century luxury retreat

Elegant Masseria with Pool, Private Cinema, Panoramic Terrace & Wellness beside the Maldives of Salento Summer stays are precious, July and August weeks are often reserved long in advance. Set between the historic town of Ugento and Salento’s breathtaking beaches, Masseria Gemini is an 18th-century estate exquisitely restored to blend contemporary luxury with timeless Apulian charm. Every space invites serenity, privacy, and indulgence, offering an unforgettable escape of wellbeing and elegance.

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
4.98 out of 5 average rating, 80 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, 150 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 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
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.

Top guest favourite
A small pool is nestled within a landscaped garden, surrounded by olive trees and Mediterranean plants. The azure sea can be seen in the background, framed by vibrant greenery under a clear sky. Sunlight creates playful reflections on the water's surface.
Villa
4.97 out of 5 average rating, 35 reviews

Villa Romanelli NEW, sea view, mini-pool, garden

Villa Romanelli IG: @villa_romanelli Fully Refurbished in 2022 - Sea fronting cliffside villa, pool (549x274x132cm), breathtaking view, modern and elegant. Located in Castro Marina, the so called “Pearl of Salento”, just above Grotta Romanelli and Grotta Zinzulusa (5 minutes walking distance), with an enchanting view of the sea of Porto Miggiano and Santa Cesarea Terme, immersed in a large garden with Mediterranean scrub, olive trees and sea pines. Perfect to enjoy the best of Salento.

Guest favourite
Apartment
4.88 out of 5 average rating, 58 reviews

Villa Regina, Gallipoli -Apartment with swimming pool

90m2 APARTMENT with SWIMMING POOL taken VILLA REGINA GALLIPOLI is in a strategic location: 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's 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

Superhost
Home
5 out of 5 average rating, 4 reviews

Petrammare by Casa Camilla Journey

Petrammare is an exclusive residence sheer over the sea in Tricase Porto, set on two levels. The ground floor offers a spacious living area with a large sofa, dining table, fully equipped kitchen with fridge, oven, microwave, dishwasher, and a third bathroom with a shower and washing machine. The first floor features two double bedrooms with AC, TV, and private en-suite bathrooms with a bidet. The property is completed by a huge outdoor space with a swimming pool and sea view furniture.

Guest favourite
An inviting outdoor space features a clear swimming pool surrounded by a stone terrace. Comfortable seating with decorative pillows is positioned alongside the pool, while an architectural archway and greenery provide an appealing backdrop, enhancing the tranquil atmosphere.
Home
4.93 out of 5 average rating, 58 reviews

Masseria curice

Location: Via del Sale; Corsano 73033 (near the nursery school) Salento farmhouse from the early 1900s in an old olive grove, 5 minutes from the sea. Swimming pool in operation from May to October. Large outdoor space with porch, shaded areas and relaxation areas, car parking and walk under the orchard. Interior spaces furnished with original Salento furniture. Kitchen and bathrooms renovated using typical local materials. Air conditioning, wifi, TV, washing machine and dishwasher.

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
4.9 out of 5 average rating, 193 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 favourite
The exterior of the stone house is framed by lush green foliage and a shaded patio area. A small table and chairs are arranged on the patio, inviting outdoor relaxation. The unique architecture of the building is highlighted by its rustic charm and surrounding nature.
Home
4.96 out of 5 average rating, 45 reviews

Il Carrubo - Authenticity, Nature and Relaxation

When you arrive you will find a home away from everything but in contact with the most precious thing we have: Salento's nature Il Carrubo is one of the five houses available at Agricola Le Cupole and is suitable for couples or small families who want to immerse themselves in an intimate experience in contact with the authenticity of the land. The pleasant size of the house and the typical atmosphere of the pajare contribute to creating an intimate and inspirational place.

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.
Flat
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

Popular amenities for Gallipoli rentals with a pool

Destinations to explore

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