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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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Top guest favourite
An eco-pool is framed by a wooden deck, with lounge chairs positioned nearby. Lush greenery and blue skies complement the serene landscape, which stretches toward the horizon. The distant view includes natural vegetation and the tranquil sea.
Villa in Nardò
5 out of 5 average rating, 36 reviews

Villa in the Park facing the sea with swimming pool and garden

A unique location in the Porto Selvaggio Park, facing the sea, surrounded by prickly pears, bamboo canes and Mediterranean scrub, with an eco-pool and private garden. Elegant and refined, with a minimal style, furnished with pieces of design and contemporary art, it consists of two bedrooms, three bathrooms, a living room with a living and dining room, and a separate kitchen with access to the outside. Immersed in the red earth, for those who love silence, the sea and the magic of Salento sunsets.

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, 47 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, 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 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
4.87 out of 5 average rating, 31 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.

Guest favourite
Apartment in Gallipoli
4.86 out of 5 average rating, 51 reviews

Villa Regina Gallipoli - Apartment with pool

APPARTAMENTO 90m2 con PISCINA preso VILLA REGINA GALLIPOLI situato in una posizione ideale per chi desidera godersi Gallipoli senza ritrovarsi nel caos del traffico e della movida estiva delle zone più centrali. In soli 10 minuti di auto raggiungere il centro di Gallipoli e le splendide spiagge della zona, mentre il centro città è raggiungibile anche a piedi in circa 20 minuti. Nelle vicinanze troverete supermercato , pizzeria, farmacia, e il caratteristico mercato settimanale all’aperto

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, swimming pool and breathtaking view, Salento

Stone villa, with a breathtaking view of the sea, characterized by large terraces and a swimming pool facing the sea where you can admire the Salento coast; surrounded by a large and well-kept garden, it is connected with the ancient salt roads (paths used to transport salt from the sea to the hinterland), excellent for lovers of trekking and to discover the Mediterranean scrub. The interior decor is new, comfortable and all windows have sea views and are equipped with mosquito nets, WiFi

Top guest favourite
Home in Lecce
4.98 out of 5 average rating, 176 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
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 in Lecce
4.9 out of 5 average rating, 181 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
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, 115 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.

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 in Gallipoli
4.75 out of 5 average rating, 8 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 favourite
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, 53 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

Popular amenities for Gallipoli rentals with a pool

When is the best time to visit Gallipoli?

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Avg. price$301 SGD$314 SGD$295 SGD$218 SGD$220 SGD$249 SGD$314 SGD$367 SGD$257 SGD$234 SGD$266 SGD$268 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