
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 €44 per night before taxes and fees

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Over 190 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Gallipoli holiday rentals include wifi 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.

Suite Guagnano luxury apartment.
Enjoy a vacation in the historic center of Nardò with an enchanting view of all the historic buildings and a private pool. 🚗22 km from Lecce, 12 km from Gallipoli, 38 km from Otranto, 50 km from Santa Maria di Leuca and 70 km from Ostuni Entire accommodation and with good privacy on the terrace🌅 For each stay, we will offer a bottle of fine wine from Salento🍷 Great apartment for 4 people. 2 bedrooms with double beds, 2 bathrooms, and a kitchen complete with everything you need. Fast wifi.

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.

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.

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

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.

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.

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.

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

VILLA AROMA
Salento. Land of sea, wind and sun that you can see rising on the Adriatic in front of the mountains of Albania and setting among the waves of the Ionian Sea. This is where VILLA AROMA is immersed, among majestic cliffs and wild inlets, dream coves and natural pools by the sea. A luxurious property nestled in the PARCOTERRAOTRANTOLEUCA, a short walk from the town and a few minutes from the sea, at the center of beautiful nature trails to be experienced in full contact with nature.

Leukos, charming villa in Salento.
Independent villa and brand new in the Salento countryside. Surrounded by greenery in an enchanting view of centuries-old olive trees, it is just a 10-minute drive from the famous Maldives beach of Salento, also visible from the elevated terrace. Its strategic location allows you to visit the most famous Salento towns such as Gallipoli, Otranto, Leuca and choose a beach on the Ionian or Adriatic. The interiors are stylishly furnished, combining refinement and functionality.

Corte dei Florio GOLD Luxury apartment Lecce
Luxurious apartment in the heart of Baroque Lecce near the Church of Santa Croce. Guests have access to a finished accommodation with two bedrooms, two bathrooms and a terrace with a mini-pool, solarium and a splendid view of the city. Luxurious apartment in the heart of Baroque Lecce near the Church of Santa Croce. Available to guests, a refined accommodation with two bedrooms, two bathrooms, and a terrace with a mini pool, solarium, and a wonderful view of the city.

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
House rentals with a pool

Corte Zuccaro, private pool, and courtyard

Garbino Guest House

Villa Arja #715

Casadom, a house in Salento LE07505991000043492

Marinaia - Levante House

Poolside Paradise in Puglia - The Sweetness of Lecce

Casa Shirocco Private Pool & Salento Charm

Il Carrubo - Authenticity, Nature and Relaxation
Apartment rentals with a pool

Montegrappa Hill – Bubble Bath and Pool

Le Cicale

Apartment with pool

Podere Santa Chiara: Lake View Apartment

Cobalto Apartment

MAMA RELAX a stone's throw from the sea 1 with swimming pool

Magnolia Deluxe apartment at TS Residence

Pool View Apartment in Relais L'Oliveto
Other holiday rentals with a pool

Villa White Dahlia, with pool and sea view

Dimore Del Cisto

CorsoItalia 694 Private pool, Garage, Wifi, All-inclusive

Casina Le Muse

Relax in Salento - Panoramic Villa with pool

VILLA with Trullo, Sea View and Exclusive Pool

Cici and Michela's estate

Old Villas Greco 1888 luxury swimming pool
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- Salento
- Spiaggia Di Pescoluse
- Punta della suina
- Baia Dei Turchi
- Torre Guaceto Beach
- Punta Prosciutto Beach
- Togo bay la Spiaggia
- Torre San Giovanni Beach
- Spiaggia Le Dune
- MAR.TA Museo Archeologico Nazionale di Taranto
- Spiaggia di Montedarena
- Porto Selvaggio Beach
- Porta Napoli
- Spiaggia Sant'Isidoro
- Gate Of Saint Blaise
- Castello Aragonese
- Torre di Porto Miggiano
- Roman Amphitheatre
- Dune Di Campomarino
- Splash Parco Acquatico
- Giardini Pubblici Giuseppe Garibaldi
- Sant'Andrea and Litorale di Punta Pizzo Regional Nature Park
- Cala dell'Acquaviva
- Porto Cesareo
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