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Holiday rentals with a pool in Gallipoli

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Gallipoli

  • Total holiday rentals

    Explore 60 holiday rentals in Gallipoli

  • Nightly prices starting at

    Gallipoli holiday rentals start at $72 AUD per night before taxes and fees

  • Verified guest reviews

    Over 190 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Gallipoli holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Gallipoli rentals

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, 59 reviews

Villa Regina Gallipoli -Appartamento con piscina

APPARTAMENTO 90m2 con PISCINA preso VILLA REGINA GALLIPOLI si trova in una posizione strategica: lontana dal caos del traffico e della movida estiva del centro, ma in una zona comunque movimentata pero più tranquilla, perfetta per rilassarsi. Nelle vicinanze troverete supermercato , pizzeria, farmacia, e il caratteristico mercato settimanale all'aperto. Dista soli 10 minuti di auto dal centro di Gallipoli e le splendide spiagge,mentre centro città raggiungibile anche a piedi in circa 20 minuti

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 in Lecce
4.95 out of 5 average rating, 43 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
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 in Nardò
4.98 out of 5 average rating, 81 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 favourite
Home in Gemini
5.0 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 crystal-clear swimming pool reflects the surrounding garden, which is filled with colorful flowers and greenery. The house features stone walls and a covered patio area adorned with curtains, offering shaded outdoor seating amidst a tranquil landscape.
Villa in Salve
4.97 out of 5 average rating, 63 reviews

Leukos, villa di charme in Salento.

Villetta indipendente e nuovissima nella campagna salentina. Immersa nel verde in un incantevole panorama di ulivi secolari, si trova a soli 10 minuti di auto dalla famosissima spiaggia delle Maldive del Salento, visibile anche dal terrazzo sopraelevato. La sua posizione strategica permette di visitare le più famose località salentine quali Gallipoli, Otranto, Leuca e di scegliere una spiaggia sullo Ionio o Adriatico. Gli interni sono arredati con stile, coniugando ricercatezza e funzionalità.

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 immersa nel parco vista mare

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 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
4.9 out of 5 average rating, 195 reviews

Corte dei Florio PIETRA Luxury apartment Lecce

Nel cuore della Lecce barocca vicino alla Chiesa di Santa Croce, un alloggio rifinito con doppio accesso, camera da letto in soppalco, bagno, SPA privata ed un terrazzo (comune) con minipiscina, solarium e splendida vista sulla città. In the heart of the 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
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
4.86 out of 5 average rating, 22 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.

Guest favourite
An expansive swimming pool is set against a backdrop of the sea, framed by olive trees. Sun loungers are arranged neatly near the pool area, offering a serene environment. The clear blue sky reflects on the water, enhancing the tranquil scenery.
Villa in Corsano
5.0 out of 5 average rating, 44 reviews

VILLA AROMA

Salento. Terra di mare, di vento e di sole che puoi vedere sorgere sull’Adriatico davanti alle montagne dell’Albania e tramontare fra i flutti dello Ionio. È qui che è immersa VILLA AROMA, tra scogliere maestose e insenature selvagge, calette da sogno e piscine naturali in riva al mare. Lussuosa struttura disseminata nel PARCOTERRAOTRANTOLEUCA a pochi passi dal centro abitato e a pochi minuti dal mare, al centro di stupendi percorsi naturalistici da vivere a pieno contatto con la natura.

Guest favourite
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, 34 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 favourite
Home in Tricase Porto
5.0 out of 5 average rating, 6 reviews

Petrammare di 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.

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
4.92 out of 5 average rating, 12 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.

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