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Vacation rentals with a pool in Casarano

Find and book unique homes with a pool on Airbnb

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
Farm stay in Cutrofiano
4.96 out of 5 average rating, 23 reviews

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.

Guest favorite
A private pool is bordered by wooden decking, showcasing inviting turquoise water. Three sun loungers with white cushions are positioned beside the pool, while lush greenery is present in the background, adding a touch of nature to the relaxing space.
Home in Lecce
4.94 out of 5 average rating, 35 reviews

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.

Top guest favorite
An open living space is highlighted by high arched ceilings and simple modern furnishings. A round dining table sits at the center, surrounded by chairs. A cozy sofa is positioned nearby, and greenery is present, adding a touch of nature to the environment.
Home in Ruffano
5 out of 5 average rating, 31 reviews

​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.

Top guest favorite
Home in Lecce
4.98 out of 5 average rating, 178 reviews

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).

Guest favorite
A serene poolside area features several lounge chairs arranged neatly around the water, complemented by large umbrellas for shade. The pool's clear water reflects the blue sky, while olive trees add a natural touch to the tranquil setting.
Villa in Specchia
5 out of 5 average rating, 27 reviews

Beautiful Villa with pool a few kilometers 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.

Guest favorite
A serene pool area is surrounded by lush greenery and flowering plants. A sunshade covers a seating area next to the inviting turquoise water, with lounge chairs available for relaxation. Olive trees and other Mediterranean flora enhance the tranquil garden setting.
Home in Parabita
4.93 out of 5 average rating, 116 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.

Guest favorite
Villa in Marina di Felloniche
4.96 out of 5 average rating, 25 reviews

Villa CREA Infinity pool sea view

Villa CREA is a refined villa with a spectacular swimming pool overlooking the sea. Designed by a well-known architect, it accommodates 8 people. It has four bedrooms, three bathrooms (two ensuite), a laundry room, a living room and an open kitchen. Class A++ appliances, furnishings and textiles of the highest quality. The large outdoor area includes an equipped kitchen, a stone table and a large sofa. The sunset over the sea will remain in your heart.

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
4.94 out of 5 average rating, 53 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

Superhost
A private villa is framed by olive trees, with a clear pool reflecting the evening sky. The outdoor seating area is positioned near the house, featuring a few tables and chairs. Warm lighting enhances the serene ambiance around the pool area.
Villa in Tricase
4.94 out of 5 average rating, 34 reviews

Villa Nichil with exclusive pool near the sea

Beautiful and traditional private villa with swimming pool four kilometres from the most beautiful beaches. The villa is immersed in the greenery and Salento countryside. The house consists of a living room with barrel vaults and fireplace, spacious kitchen equipped with every service, 4 bedrooms all directly facing the outside, 2 comfortable bathrooms.<br> From 1 October to 30 April, a supplement of €15 per day is provided for heating.

Guest favorite
An open living area features high vaulted ceilings and large windows, allowing ample natural light. Comfortable seating options include modern couches in varied colors. A stylish staircase leads to a lofted space above, while a well-equipped kitchen is visible in the background.
Villa in Andrano
5 out of 5 average rating, 11 reviews

Luxury home with pool near the sea

In the heart of the historic center of a village in southern Puglia, just 3.5 km from the sea, is this beautiful home with a large courtyard and swimming pool, with a typically Mediterranean flavor but an unmistakably international style. A skillful restoration has kept the architectural characteristics of the ancient buildings typical of the area unaltered while the comfort, furnishings and décor are very refined and of great charm.

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, 114 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
An outdoor dining area is presented under a wooden pergola, featuring a table set for a meal. Soft table linens and dishware are arranged, with an ocean view and sunset in the background, providing a serene setting surrounded by greenery.
Home in Nardò
4.92 out of 5 average rating, 12 reviews

Sea view apartment in Santa Caterina

The apartment, part of a complex of six terraced villas, is on 2 levels: living area with living room, kitchen, bathroom and super-panoramic sea view terrace; sleeping area (lower floor) with 3 bedrooms, up to 5 people, second bathroom with hydromassage shower, second terrace/solarium. Panoramic view and surrounded by the greenery of a large pine forest.

Popular amenities for Casarano rentals with a pool

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$16,733 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

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