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Vacation 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.

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Top guest favorite
A wooden table is set outdoors with two champagne glasses filled with sparkling wine and a bottle. In the background, a stone structure complements the pool area, while lush greenery adds to the tranquil environment. Bright sunlight enhances the inviting atmosphere.
Villa in Torre Suda
4.97 out of 5 average rating, 35 reviews

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.

Top guest favorite
A serene pool area is shown, featuring a private heated pool with clear water. Sun loungers are arranged nearby, and a shaded cabana offers a comfortable retreat. Lush greenery surrounds the space, enhancing the tranquil outdoor setting.
Villa in Spongano
4.95 out of 5 average rating, 147 reviews

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

Guest favorite
A private SPA area is displayed, featuring a relaxing hot tub surrounded by soft lighting. A smooth-textured wall adds a calming backdrop, while a comfortable seating area with plush cushions creates an inviting space for relaxation.
Apartment in Lecce
4.89 out of 5 average rating, 176 reviews

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.

Guest favorite
A private jacuzzi sits on a wooden deck, surrounded by lush greenery. The villa's white exterior is complemented by climbing plants. The scene features an umbrella providing shade, with a panoramic view of the landscape under a partly cloudy sky.
Villa in Taviano
4.87 out of 5 average rating, 15 reviews

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.

Top guest favorite
A serene outdoor area features a private pool illuminated in soft blue under evening lights. A shaded dining space with a table and chairs is positioned nearby, with loungers on the grass inviting relaxation. Lush greenery adds to the tranquil ambiance.
Home in Lecce
4.98 out of 5 average rating, 169 reviews

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).

Guest favorite
The outdoor area features a private swimming pool surrounded by wooden decking, with lounge chairs positioned for sunbathing. The villa's modern architecture is visible in the background, complemented by landscaped greenery and a bright blue sky.
Condo in Gallipoli
4.86 out of 5 average rating, 51 reviews

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

Guest favorite
A crystal-clear swimming pool reflects the surrounding garden, which is filled with colorful flowers and greenery. The house features stone walls and a covered patio area adorned with curtains, offering shaded outdoor seating amidst a tranquil landscape.
Villa in Salve
4.96 out of 5 average rating, 56 reviews

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.

Superhost
The exterior of Villa Lucia features a serene private pool surrounded by a spacious patio. Sun loungers and a small seating area create inviting spaces for relaxation. Lush greenery and palm trees enhance the tranquil atmosphere, complemented by clear blue skies.
Villa in Gallipoli
4.91 out of 5 average rating, 11 reviews

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.

Guest favorite
Home in Parabita
4.93 out of 5 average rating, 114 reviews

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.

Top guest favorite
A rooftop terrace offers a serene evening view of the sea, framed by planters with cacti. A rustic barrel and a round table with soft lighting create a peaceful setting. The space features comfortable seating, inviting relaxation while enjoying the coastal landscape.
Cottage in Provincia di Lecce
5 out of 5 average rating, 105 reviews

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.

Guest favorite
A sunlit terrace features a plunge pool surrounded by white walls. A small round table with decorative metalwork is seen near the pool, complemented by several potted plants. The horizon showcases a tranquil sky with the sun casting a warm glow.
Home in Matino
5 out of 5 average rating, 10 reviews

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.

Top guest favorite
A covered outdoor seating area features a stone archway, showcasing comfortable wooden furniture. Natural light illuminates the space, and decorative accents are visible on the walls. Greenery can be seen in the background, enhancing the relaxing ambiance.
Villa in Gallipoli
5 out of 5 average rating, 15 reviews

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

When is the best time to visit Gallipoli?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$33,040 GYDG$32,622 GYDG$32,413 GYDG$35,759 GYDG$35,968 GYDG$40,778 GYDG$51,443 GYDG$60,017 GYDG$42,033 GYDG$31,786 GYDG$31,995 GYDG$29,695 GYD
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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

Destinations to explore

  1. Airbnb
  2. Italy
  3. Apulia
  4. Lecce
  5. Gallipoli
  6. Rentals with pools