
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 with Trullo, Sea View and Exclusive Pool
18TH CENTURY VILLA NEAR GALLIPOLI WITH SEA VIEW AND EXCLUSIVE POOL. INSIDE YOU CAN ADMIRE REPRODUCTIONS OF SOME FAMOUS WORKS FROM MICHELANGELO TO MONET AND CARAVAGGIO... 2 KITCHENS, AIR-CONDITIONED NIGHT DEPARTMENT WITH 5 SUITES, AND 3 BATHROOMS. THE SIXTH SUITE WITH EN-SUITE BATHROOM IS LOCATED IN A 15TH-CENTURY TRULLO ADJACENT TO THE PROPERTY, IN A UNIQUE CONTEXT OF SALENTO STONE AND TRADITION, TO APPRECIATE THE MAGICAL CHARM OF THE VILLA IN THE RELAXING EVENINGS OF SALENTO... IDEAL FOR 16 PEOPLE.

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

Corte dei Florio PIETRA Luxury apartment
In the heart of the baroque Lecce near the Church of Santa Croce, a finished accommodation with double access, bedroom in mezzanine, bathroom, private SPA and a terrace (common) with mini-pool, solarium and splendid views of the city. In the heart of the 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.

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, ideale per godersi il relax, la città e il mare del Salento. Dotato di ogni comfort (piscina privata, giardino, Wi-Fi, aria condizionata, smartTV, 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, Castro, Torre dell'Orso), che la costa ionica (Porto Cesareo, Gallipoli).

Villa Regina Gallipoli - Apartment with pool
Villa Regina in Gallipoli with a private apartment and pool and ideal for a MAXIMUM of 4 people (I prefer families) It consists of 2 bedrooms (one double, the other with two 90-200cm beds), a living room, a kitchen with an induction hob, a bathroom, and pleasant furnished outdoor spaces and a swimming pool for exclusive use. It is in a very quiet area, 20 min walk to downtown and old town of Gallipoli Nearby: Supermarket, pizzeria, pharmacy, everything Wednesday outdoor market

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 resorts such as Gallipoli, Otranto, Leuca and choose a beach on the Ionian or Adriatic. The interiors are stylishly furnished, combining refinement and functionality.

Luxury Apulian Villa w/ AC, Jacuzzi & Pool
Explore the charms of Puglia with an unforgettable stay at Villa Lucia! Just minutes from the crystal clear waters of Gallipoli, Villa Lucia represents an authentic oasis of tranquility surrounded by the silence of Salento nature. With its 250 square meters this villa offers the perfect setting for an unforgettable vacation for the most demanding guests, where relaxation and harmony between the colors of nature and design becomes the beating heart of the experience.

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.

Suite Casa De Vita - (amazing view on the coast)
Splendida casa vacanza immersa nel verde del Salento, a soli 50 mt. dal mare e con accesso diretto per trascorrere la tua vacanza nel pieno relax nella natura salentina. La struttura è ubicata in una zona riservata, utile per chi amano fuggire dal caos cittadino e dallo stress quotidiano. La casa vacanza, arredata con lo stile salentino, si affaccia sulla bellissima scogliera di Torre Nasparo, sul versante Adriatico della Puglia.

Pousada Salentina
Pousada Salentina is an authentic retreat in the heart of Matino, where Salento elegance meets the warmth of Brazilian art. A quiet and refined house, ideal for those looking for relaxation and authenticity. An intimate and relaxing place where time slows down between the quiet of the village and a splendid plunge pool on the terrace. In just ten minutes you will reach the beautiful beaches of Salento.

Villa Elisabetta with Jacuzzi and pool area
Relax in this oasis of quiet and elegance, located in Gallipoli. Imagine yourself happy, large relaxation area, garden, hydromassage, outdoor dining area, welcoming home, independent bathrooms, equipped kitchen, comfortable and convenient bedrooms. The property is located next to a renowned resort, which can be accessed and enjoy the pool using the gazebo and private sun loungers assigned to our villa.
Popular amenities for Gallipoli rentals with a pool
House rentals with a pool

Dimora Piccinni

CLARA VILLA - WITH A SEA VIEW POOL

Villa I 2 Leoni - Apartment 4 km from Lecce

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

Casa Shirocco with extra heated indoor pool

Mimì Suite

Masseria curice

Casa Micocci by Casa Camilla Journey
Condo rentals with a pool

La Collina di Montegrappa - Bubble bath and Pool

Corte 14.15 - Piscina Apt with pool & terrace

Exclusive apartment with garden

Carlo V - with private pool and garden

Magnolia Deluxe apartment at TS Residence

Pool View Apartment in Relais L'Oliveto

Villa Nicrys by Perle di Puglia

Suite with Private Pool in the Heart of Nardò
Home rentals with a private pool

Giusy by Interhome

Contemporary Beach Villa with Pool and Gardens

Incoronata New Dependance by Interhome

Nucci Estate by Interhome

1700 luxury masseria with pool, 10' from Otranto

Villa Dimora Sighé: design holidays in Puglia
When is the best time to visit Gallipoli?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$33,040 GYD | G$32,622 GYD | G$32,413 GYD | G$35,759 GYD | G$35,968 GYD | G$40,778 GYD | G$51,443 GYD | G$60,017 GYD | G$42,033 GYD | G$31,786 GYD | G$31,995 GYD | G$29,695 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 280 vacation rentals in Gallipoli

Nightly prices starting at
Gallipoli vacation rentals start at G$6,274 GYD per night before taxes and fees

Verified guest reviews
Over 1,150 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 170 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
220 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 Torre Lapillo
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- Punta della suina
- Togo Bay la Spiaggia
- Frassanito
- Lido Bruno
- Spiaggia Torre Mozza
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- Consorzio Produttori Vini




