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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
The outdoor area features a private swimming pool surrounded by wooden decking, with lounge chairs positioned for sunbathing. The villa's modern architecture is visible in the background, complemented by landscaped greenery and a bright blue sky.
Apartment in Gallipoli
4.86 out of 5 average rating, 51 reviews

Villa Regina Gallipoli -Appartamento con piscina

Villa Regina Gallipoli 🏡con appartamento privato e 🏊‍♀️piscina uso esclusivo ,ideale per famiglie o coppie per un max 4 persone 2 camere da letto Cucina moderna con isola Ampio salone 1 bagno con doccia Arredato con tutti i comfort 🏊‍♀️Piscina privata perfetta per rilassarsi in totale privacy e tranquillità. A soli 5minuti in machina dal mare di Gallipoli 20minuti a piedi dal centro città Parcheggio gratuito disponibile in strada davanti casa Nelle vicinanze: supermercato,farmacia,pizzeria

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
5 out of 5 average rating, 71 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 stone trullo is set against a bright sky, surrounded by lush greenery. The inviting pool, framed by wooden decking, reflects the serene atmosphere. A sun umbrella and lounge chairs are positioned near the pool, while a decorative clay pot adds a touch of charm.
Trullo in Galatina
4.97 out of 5 average rating, 36 reviews

Trullo Pinuccio - A due passi dal mare del Salento

Un sogno salentino! Se cerchi una vacanza all’insegna del relax, della natura e del mare, il Trullo Pinuccio è la soluzione ideale. Si tratta di una tipica costruzione in pietra che offre un ambiente accogliente e confortevole, arredato con gusto e dotato di clima. Il trullo può ospitare fino a 4 persone in 2 camere separate, una matrimoniale e un divano letto. Se hai degli amici a quattro zampe, puoi portarli con te, purché li faccia stare fuori dal trullo, dove troveranno uno spazio apposito.

Guest favourite
A room with warm-toned walls features a large wooden table surrounded by vibrant, patterned rugs. An intricately designed cabinet stands against the wall, showcasing decorative glassware. Soft lighting is provided by wall sconces, and historical wooden doors create an inviting atmosphere.
Villa in Vitigliano
4.98 out of 5 average rating, 46 reviews

Relais Porta D'Oriente

You will love the Casa del Tabacco because it is a charming and full of comfort Historical Residence placed in a strategic area of the Salento. One of the most beatiful Italian coasts is less than 5 km away, in 22 minutes you can join Otranto, in 36 minutes Lecce. Your stay will be beatiful and special because, as experienced travellers, the owners will propose you authentic restaurants, wine and food tasting, cultural and naturalistic tours, scuba diving, massages, experiences for the youth.

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 in Spongano
4.95 out of 5 average rating, 147 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 serene outdoor swimming pool is illuminated in soft blue light, reflecting the evening sky. Surrounding the pool, lounge chairs provide a comfortable spot to relax. The tranquil scene is set against a backdrop of the coastline and the fading colors of sunset.
Villa in Corsano
4.92 out of 5 average rating, 50 reviews

Villa Ada, piscina e panorama mozzafiato, Salento

Villa in pietra, con un panorama mozzafiato sul mare, caratterizzata da grandi terrazze e una piscina fronte mare dove ammirare la costa salentina; circondata da un grande e curatissimo giardino è collegata con le antiche vie del sale(sentieri usati per il trasporto del sale dal mare all'entroterra)ottime per gli amanti del trekking e per scoprire la macchia mediterranea. L'arredamento interno è nuovo, confortevole e tutte le finestre hanno la vista sul mare e sono dotate di zanzariere, WiFi

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
4.86 out of 5 average rating, 28 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.

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
4.87 out of 5 average rating, 15 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, 171 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).

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 out of 5 average rating, 35 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
A serene terrace features a small pool, illuminated in soft light. Two folding chairs are positioned nearby, accompanied by a small table with decorative blue bowls. Surrounding plants add a touch of greenery to the tranquil outdoor space.
Home in Parabita
4.91 out of 5 average rating, 11 reviews

Casadom, una casa in Salento LE07505991000043492

La casa si trova nel centro storico di un paese a pochissimi chilometri da Gallipoli, quindi in un posto molto tranquillo ma a pochi minuti da un mare da favola e dal centro della movida salentina. La casa è una tipica casa terra cielo, che si sviluppa su tre piani, con una splendida terrazza con piscina da dove potrete godervi dei pomeriggi e tramonti indimenticabili. L'appartamento è appena stato ristrutturato rispettando l'ambiente circostante e utilizzando materiali della zona.

Top guest favourite
A spacious living area features a large chandelier hanging from an arched ceiling. A brown sofa is positioned near a mirror, while a dining table with an arrangement of chairs is centered within the room. Soft lighting enhances the neutral décor.
Flat in Lecce
4.96 out of 5 average rating, 144 reviews

Corte dei Florio ORO Luxury apartment Lecce

Lussuoso appartamento nel cuore della Lecce barocca vicino alla Chiesa di Santa Croce. A disposizione degli ospiti un alloggio rifinito con due camere da letto, due bagni ed un terrazzo con minipiscina, solarium e splendida vista sulla città. Luxurious apartment in the heart of the baroque Lecce near the church of Santa Croce. Available to guests, a refined accommodation with two bedrooms, two bathrooms and a terrace with mini pool, solarium and a wonderful view of the city.

Popular amenities for Gallipoli rentals with a pool

When is the best time to visit Gallipoli?

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Avg. price$201 SGD$199 SGD$197 SGD$218 SGD$219 SGD$248 SGD$313 SGD$365 SGD$256 SGD$233 SGD$265 SGD$267 SGD
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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 $38 SGD 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 160 rentals that welcome pets

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    240 of Gallipoli holiday rentals include wifi 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

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