
Vacation 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.

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.

Old Villas Greco 1888 luxury swimming pool
La Tenuta il Greco nel 1888 nacque per volonta' del mio antenato Giuseppe Greco, oggi io rappresento la 4" generazione, e' da allora che la casa ospita la mia famiglia per il periodo primaverile ed estivo. La tenuta e' ubicata a pochi minuti da Gallipoli, Otranto, Santa Maria di Leuca e Lecce, ed proprio la sua centralita', cosi' strategica, a favorire la conoscenza del Salento. Vi invito a scoprirle, con il mio aiuto e la mia ospitalita', Vi aspetto quindi con grande piacere , vostro Cristiano.

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.

Casa Shirocco Private Pool & Salento Charm
Casa accogliente nel cuore del Salento con piscina riscaldata su richiesta, progettata per far sentire i nostri ospiti a casa propria. La tipica struttura SALENTINA delle volte a stella abbraccia il design moderno, rendendo la struttura affascinante. La posizione della casa nel centro del Salento permette di raggiungere posti meravigliosi e MARI favolosi a pochi chilometri di distanza! Situata vicino al centro si possono raggiungere facilmente supermercati, bar, ristoranti, farmacia, ecc.

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.

The Macchia del Salento 1
The combination of trulli, sea, culture and gastronomy makes Salento an unmissable destination, where history and natural beauty come together in an unforgettable experience. For those who love the sea, the beaches of Gallipoli and not far from those of Pescoluse and Torre Vado, with their turquoise waters and easily accessible cliffs and Caribbean beaches, represent a true paradise. Here you can practice water sports such as kayaking, windsurfing or simply relax in the sun

Villa Regina Gallipoli -Apartment with pool
90 m² APARTMENT with POOL taken VILLA REGINA GALLIPOLI is in a strategic location: Away from the chaos of traffic and the summer nightlife of the center, but in an area that is still lively but quieter, perfect for relaxing. Nearby you will find a supermarket, pizzeria, pharmacy, and the quaint weekly market outdoors. It is only a 10-minute drive from the center of Gallipoli and the beautiful beaches, while the city center can also be reached on foot in about 20 minutes.

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

Dimora Lucelù - Private pool on rooftop

Villa I 2 Leoni - Apartment 4 km from Lecce

Puglia! Lovely Salento House-8km from the Sea

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

Holiday Home with swimming pool a stone's throw from Lecce PT

Mimì Suite

Il Mandorlo - Rural luxury in the middle of nature
Condo rentals with a pool

La Collina di Montegrappa – Bubble Bath and Pool

Skafe' Apartments A Elisabetta

GuestHost - Corte 14.15 - Piscina Apartment

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

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

Villa Ada, swimming pool and breathtaking view, Salento

VILLA with Trullo, Sea View and Exclusive Pool

Villa White Dahlia, with pool and sea view

Luxury home with pool near the sea

Villa Da Lorenza – Private Pool

Pajara Marinaia - "Old Salento Liama"

House Alloro in a Masseria 3.5 km from the sea

Villa with pool - Podere Corda di Lana
When is the best time to visit Gallipoli?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$49,362 GYD | G$51,453 GYD | G$48,316 GYD | G$35,766 GYD | G$35,976 GYD | G$40,786 GYD | G$51,453 GYD | G$60,029 GYD | G$42,041 GYD | G$38,276 GYD | G$43,505 GYD | G$43,924 GYD |
| 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 vacation rentals with a pool in Gallipoli

Total vacation rentals
Explore 270 vacation rentals in Gallipoli

Nightly prices starting at
Gallipoli vacation rentals start at G$6,275 GYD per night before taxes and fees

Verified guest reviews
Over 1,140 verified reviews to help you choose

Family-friendly vacation rentals
160 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 160 rentals that welcome pets

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wi-Fi availability
240 of Gallipoli vacation 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
- Things to do Gallipoli
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- Sightseeing Lecce
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