
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.

Villa Regina Gallipoli - Apartment with pool
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

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.

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.

Trullo Pinuccio - A stone's throw from the Salento sea
A Salento dream! If you are looking for a relaxing holiday, nature and the sea, Trullo Pinuccio is the ideal solution. It is a typical stone construction that offers a cozy and comfortable environment, tastefully furnished and equipped with air-conditioning. The trullo can accommodate up to 4 people in 2 separate bedrooms, one double and one sofa bed. If you have four-legged friends, you can bring them with you, as long as you keep them outside the trullo, where they will find a special space.

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.

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.

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

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 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.

Casadom, a house in Salento LE07505991000043492
The house is located in the historic center of a town a few kilometers from Gallipoli, so in a very quiet place but a few minutes from a fabulous sea and the center of the Salento nightlife. The house is a typical terraced house, spread over three floors, with a beautiful terrace with a swimming pool from where you can enjoy unforgettable afternoons and sunsets. The apartment has just been renovated, respecting the surrounding environment and using materials from the area.

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.
Popular amenities for Gallipoli rentals with a pool
House rentals with a pool

Pousada Salentina

Le Scalere Salento

Villa I 2 Leoni - Apartment 4 km from Lecce

Mimì Suite

Relais il Melograno- Relax in the heart of Salento

M&G Suite Home

The Pearl of Salento 3

Masseria curice
Apartment rentals with a pool

La Collina di Montegrappa - Bubble bath and Pool

Carlo V - with private pool and garden

A Casa di Sofia villa with pool in Salento

Le Cicale

Pool View Apartment in Relais L'Oliveto

MAMA RELAX a stone's throw from the sea 3 with swimming pool

Cobalto Apartment

Villa Nicrys by Perle di Puglia
Other holiday rentals with a pool

Villa White Dahlia, with pool and sea view

Villa Romanelli NEW, sea view, mini-pool, garden
Wp Relais Locanda Fiore di Zagara (Flower of Zagara)

Last Giugno-Settembre Bellissima Villa con piscina

Villa with swimming pool 5 km from Gallipoli.

19th century Trullo Raeda in the middle of nature

- Typical country house. - "At Dante's house."

Villa Alessandra
When is the best time to visit Gallipoli?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $202 SGD | $199 SGD | $198 SGD | $219 SGD | $220 SGD | $249 SGD | $314 SGD | $367 SGD | $257 SGD | $234 SGD | $266 SGD | $268 SGD |
| Avg. temp | 8°C | 9°C | 11°C | 14°C | 18°C | 23°C | 26°C | 26°C | 22°C | 18°C | 14°C | 10°C |
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
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- Salento
- Punta della suina
- Spiaggia Di Pescoluse
- Togo bay la Spiaggia
- Frassanito
- Torre Guaceto Beach
- Alimini Beach
- Baia Dei Turchi
- Torre San Giovanni Beach
- Porto Selvaggio Beach
- Spiaggia di Montedarena
- Punta Prosciutto Beach
- Porta Napoli
- Torre di Porto Miggiano
- Dune Di Campomarino
- MAR.TA Museo Archeologico Nazionale di Taranto
- Spiaggia Le Dune
- Splash Parco Acquatico
- Cala dell'Acquaviva
- Sant'Andrea and Litorale di Punta Pizzo Regional Nature Park
- Porto Cesareo
- Gate Of Saint Blaise
- Castello Aragonese
- Chidro River Mouth Nature Reserve




