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Vacation rentals with a pool in Casarano

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Casarano

  • Total vacation rentals

    Explore 20 vacation rentals in Casarano

  • Nightly prices starting at

    Casarano vacation rentals start at G$25,244 GYD per night before taxes and fees

  • Verified guest reviews

    Over 170 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Wi-Fi availability

    20 of Casarano vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Casarano rentals

Top-rated rentals with a pool in Casarano

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite
Villa in Torre Suda
4.95 out of 5 average rating, 42 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 HOUSED IN A 16TH-CENTURY TRULLO ADJACENT TO THE PROPERTY, IN A UNIQUE CONTEXT OF SALENTO STONE AND TRADITION, TO BE APPRECIATED IN THE RELAXING EVENINGS OF SALENTO THE MAGICAL CHARM OF THE VILLA... IDEAL FOR FAMILIES

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Top guest favorite
Home in Gemini
5.0 out of 5 average rating, 11 reviews

Masseria Gemini, a XVIII century luxury retreat

Elegant Masseria with Pool, Private Cinema, Panoramic Terrace & Wellness beside the Maldives of Salento Summer stays are precious, July and August weeks are often reserved long in advance. Set between the historic town of Ugento and Salento’s breathtaking beaches, Masseria Gemini is an 18th-century estate exquisitely restored to blend contemporary luxury with timeless Apulian charm. Every space invites serenity, privacy, and indulgence, offering an unforgettable escape of wellbeing and elegance.

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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, 23 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.

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Guest favorite
Villa in Specchia
5.0 out of 5 average rating, 32 reviews

Super last-minute large villa with pool

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.

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Top 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
4.97 out of 5 average rating, 63 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.

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Guest favorite
A serene terrace features a small pool, illuminated in soft light. Two folding chairs are positioned nearby, accompanied by a small table with decorative blue bowls. Surrounding plants add a touch of greenery to the tranquil outdoor space.
Home in Parabita
4.94 out of 5 average rating, 17 reviews

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.

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Superhost
Home in Ruffano
4.67 out of 5 average rating, 3 reviews

Villa Giulia by Casa Camilla Journey

Villa Giulia is a charming historic villa in Ruffano, Lecce, in the heart of Salento. Dating back to the late 1800s, this elegant property blends classic architecture with modern comfort. It features 4 spacious bedrooms with en-suite bathrooms, accommodating up to 8 guests. Enjoy a private pool, large garden, WiFi, TV, washing machine, and dishwasher. Perfect for families or groups seeking a relaxing stay near Salento’s beaches, villages, and authentic Italian experiences.

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Guest favorite
A serene outdoor space is highlighted, featuring a rectangular swimming pool bordered by well-maintained grass. Lounge chairs are positioned along the poolside, and the structure's rustic architecture is complemented by greenery. Bright blue skies provide a vibrant backdrop to the scene.
Villa in Specchia Gallone
5.0 out of 5 average rating, 19 reviews

Villa Sofia - Tradition and modernity in Salento

Thanks to the careful renovation work, the ancient Palmento, an authentic place in the agricultural tradition of Salento, has been transformed into a welcoming and relaxing place where the original elements such as the pools, the ancient fireplaces, and the star vaults dialogue perfectly with contemporary design and oriental furnishings. The large rooms overlooking the garden and swimming pool, all independent, guarantee privacy and absolute tranquillity for all guests.

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Top guest favorite
Home in Matino
5.0 out of 5 average rating, 8 reviews

Historic Palazzo with courtyard and plunge pool

Contemporary spaces within a historic residence with a courtyard, just a few minutes from Ionian beaches such as Punta della Suina or Lido Pizzo. 🍹The property features a private Plunge Pool located on the rooftop terrace (a 6 sqm, 80 cm deep relaxation pool) for your exclusive use. 🔊 Please note: One of the three bedrooms faces the street. Since the apartment is on the first floor, some traffic noise can be expected at times. The other two bedrooms are quieter.

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Top guest favorite
Home in Galatone
5.0 out of 5 average rating, 12 reviews

Villa Le Ozze

A magical place with a large swimming pool and three completely independent solutions that surround it for a total of 11/12 beds. The pool is equipped with a deputation system with a sand filter and a robot for more thorough cleaning. Near the barbecue area under the tiled roof, you can comfortably enjoy your grilled meals thanks to a table for 12 people. Not to mention the acoustic system that you will have to connect with Bluetooth to your mobile phone.

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Top guest favorite
A spacious pool area is highlighted by a large pink flamingo float. The property features a white-walled house under a clear blue sky, with shaded outdoor seating nearby. Lush greenery surrounds the pool, enhancing the tranquil outdoor setting.
Villa in Specchia
4.95 out of 5 average rating, 61 reviews

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

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Top guest favorite
Home in Ruffano
5.0 out of 5 average rating, 39 reviews

​Casa Shirocco Heated Pool Authentic Salento Charm

Cozy house in the heart of Salento with a heated pool upon request, designed to make our guests feel at home. The typical SALENTO structure of star vaults embraces modern design, making the structure charming. The location of the house in the center of Salento allows you to reach wonderful places and fabulous SEAS just a few kilometers away! Located near the center, you can easily reach supermarkets, bars, restaurants, pharmacies, etc.

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Popular amenities for Casarano rentals with a pool

When is the best time to visit Casarano?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$46,702 GYDG$47,333 GYDG$36,394 GYDG$41,443 GYDG$44,388 GYDG$50,699 GYDG$54,276 GYDG$59,325 GYDG$50,068 GYDG$48,806 GYDG$33,659 GYDG$46,282 GYD
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