
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 €43 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 & 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.

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

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.

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).

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

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 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.

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.

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.

Old Villas Greco 1888 luxury swimming pool
Tenuta il Greco was founded in 1888 by my ancestor Giuseppe Greco. Today, I represent the 4th generation, and since then, the house has hosted my family for the spring and summer periods. The estate is located a few minutes from Gallipoli, Otranto, Santa Maria di Leuca and Lecce, and it is precisely its centrality, so strategic, that favors the knowledge of Salento. I invite you to discover them, with my help and hospitality, I look forward to seeing you, yours, Cristiano.

Casina Le Muse
Casina Le Muse is a villa with a swimming pool set in a beautiful natural setting, the evocative landscape of Pescoluse. The villa offers enchanting sea views from every single room. Casina Le Muse is located just 500 meters from the beaches of Pescoluse and the promenade of Torre Vado. The villa features local architectural elements combined with local material elements, designer furniture with modern technology and comforts. Pets are not allowed
Popular amenities for Gallipoli rentals with a pool
House rentals with a pool

Garbino Guest House

Marinaia - Levante House

Corte Zuccaro, private pool, and courtyard

Casa Shirocco Private Pool & Salento Charm

Villa Cliff #56

Relais il Melograno- Relax in the heart of Salento

Casadom, a house in Salento LE07505991000043492

M&G Suite Home
Apartment rentals with a pool

Two-room apartment

Montegrappa Hill – Bubble Bath and Pool

Apartment with pool

GuestHost - Corte 14.15 - Piscina Apartment

A Casa di Sofia villa with pool in Salento

Le Cicale

Magnolia Deluxe apartment at TS Residence

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

VILLA with Trullo, Sea View and Exclusive Pool

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

Distillery Dimora Salentina, ANGELICA

Cricket and Firefly

Apartment with private pool

salento villa immersed in the sea view park

Wp Relais Locanda Fiore di Zagara (Flower of Zagara)

Oasi Cenata, Alloro apartment
When is the best time to visit Gallipoli?
| Month | Jun |
|---|---|
| Avg. price | €135 |
| Avg. temp | 23°C |
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- Salento
- Spiaggia Di Pescoluse
- Punta della suina
- Baia Dei Turchi
- Torre Guaceto Beach
- Punta Prosciutto Beach
- Torre San Giovanni Beach
- Togo bay la Spiaggia
- 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
- Roman Amphitheatre
- Dune Di Campomarino
- Torre di Porto Miggiano
- Splash Parco Acquatico
- Sant'Andrea and Litorale di Punta Pizzo Regional Nature Park
- Giardini Pubblici Giuseppe Garibaldi
- Cala dell'Acquaviva
- Porto Cesareo
- Things to do Gallipoli
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- Things to do Lecce
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- Sports activities Lecce
- Sightseeing Lecce
- Food and drink Lecce
- Nature and outdoors Lecce
- Things to do Apulia
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- Things to do Italy
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