
Holiday rentals with a pool in Gallipoli
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Top-rated rentals with a pool in Gallipoli
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Relais l'Oliveto - "Il Nespolo" with pool and wifi
L'oliveto is a young and fresh Apulian farmhouse with a swimming pool and Wi-Fi, equipped with 5 apartments with kitchenette, private bathroom and air conditioning. The apartment "Il Nespolo" is beautiful, fresh and well furnished; it has 4 beds in the bedroom on the mezzanine, and a fifth bed in the living room. Equipped with a relaxation area, it is ideal for families or groups of friends and accommodates up to 4 people. At the center of the Adriatic coast, and a few km from Castro, it is an ideal location for those who want to visit the coast.

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.

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.

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 in Gallipoli -Apartment with swimming pool
APPARTAMENTO 90m2 con PISCINA preso VILLA REGINA GALLIPOLI si trova in una posizione strategica: lontana dal caos del traffico e della movida estiva del centro, ma in una zona comunque viva ma più tranquilla, perfetta per rilassarsi. Nelle vicinanze troverete supermercato , pizzeria, farmacia, e il caratteristico mercato settimanale all'aperto. Dista soli 10 minuti di auto dal centro di Gallipoli e le splendide spiagge,mentre centro città raggiungibile anche a piedi in circa 20 minuti.

Beautiful villa with pool a few km from the sea
Serra Fanny is a beautiful 500 sqm two-story villa with swimming pool in Specchia, suitable for a family or a group of friends. The garden measures 7,000 sqm; it is located on a hill in a very quiet and reserved area just 10 minutes from the sea. The villa extends over two floors. 5 double bedrooms and a study with a double sofa bed €350.00 cleaning fee for check-out to be paid in cash upon arrival. During Fall and Winter, heating costs will be extra. Check-in/Check-out Saturday.

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.

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.

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

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

Dimore Del Cisto
Dimore del Cisto is a property surrounded by olive trees and Mediterranean scrub. The property consists of 2 units for a total of 8 beds, divided into 2 trulli used as bedrooms. At the service of which there is covered space, air conditioning, large shared bathroom for the two bedrooms, kitchen and laundry. The second unit consists of 2 double bedrooms with air conditioning, en-suite bathroom and TV, eat-in kitchen and outdoor dining area.
Popular amenities for Gallipoli rentals with a pool
House rentals with a pool

Don Virgilio Estate 1

Villa I 2 Leoni - Apartment 4 km from Lecce

Villa La Sita, an oasis of peace in the heart of Salento

Mimì Suite

Il Mandorlo - Rural luxury in the middle of nature

Casadom, a house in Salento LE07505991000043492

"Salento d'incanto" - Suites with pools

La Mora
Condo rentals with a pool

Montegrappa Hill – Bubble Bath and Pool

Skafe' Apartments A Elisabetta

GuestHost - Corte 14.15 - Piscina Apartment

Carlo V - with private pool and garden

A Casa di Sofia villa with pool in Salento

Le Cicale

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

Cobalto Apartment
Other holiday rentals with a pool

Villa Ada, swimming pool and breathtaking view, Salento

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

The Macchia del Salento 1

"Li Saccuddi - Belvedere Villa"

Green Sea Salento Sealovers

Villa Da Lorenza – Private Pool

Cappero Pool House by Galatea Vacation Home

Pajara Marinaia - "Old Salento Liama"
When is the best time to visit Gallipoli?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $398 NZD | $414 NZD | $389 NZD | $288 NZD | $290 NZD | $329 NZD | $414 NZD | $484 NZD | $339 NZD | $308 NZD | $350 NZD | $354 NZD |
| 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 $51 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 160 rentals that welcome pets

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wi-Fi availability
240 of Gallipoli holiday rentals include Wi-Fi 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
- Spiaggia Di Pescoluse
- Punta della suina
- Togo bay la Spiaggia
- Baia Dei Turchi
- Torre Guaceto Beach
- Torre San Giovanni Beach
- Spiaggia Le Dune
- Punta Prosciutto Beach
- MAR.TA Museo Archeologico Nazionale di Taranto
- Porto Selvaggio Beach
- Spiaggia di Montedarena
- Porta Napoli
- Faraglioni Di Torre Sant' Andrea
- Gate Of Saint Blaise
- Dune Di Campomarino
- Castello Aragonese
- Torre di Porto Miggiano
- Cattedrale di Santa Maria Annunziata
- Cala dell'Acquaviva
- Roman Amphitheatre
- Splash Parco Acquatico
- Spiaggia Sant'Isidoro
- Sant'Andrea and Litorale di Punta Pizzo Regional Nature Park
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