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Holiday rentals with a pool in Casarano

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Casarano

  • Total holiday rentals

    Explore 20 holiday rentals in Casarano

  • Nightly prices starting at

    Casarano holiday rentals start at $139 NZD per night before taxes and fees

  • Verified guest reviews

    Over 170 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Wi-Fi availability

    20 of Casarano holiday 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 favourite
Farm stay in Cutrofiano
4.96 out of 5 average rating, 25 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 favourite
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
4.95 out of 5 average rating, 41 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 favourite
Home in Gemini
5 out of 5 average rating, 10 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.

Top Guest favourite
An aerial view of the villa highlights its modern design and private swimming pool. Surrounding landscaped areas and a well-lit pathway add to the appeal, while fields of cultivated land are visible in the background, contributing to the serene countryside setting.
Villa in Corsano
5 out of 5 average rating, 38 reviews

Tenuta Cici e Michela

"Tenuta Cici e Michela" è una villa immersa nella campagna salentina, circondata da terreni coltivati con alberi da frutto ed ulivi. La villa, appena ultimata, offre tutti i comfort possibili, essa è composta da due edifici separati: una casa con cucina, sala da pranzo, soggiorno, due camere da letto e due bagni, e una piccola pajara tipica del posto adibita a camera da letto aggiuntiva con bagno personale. Nella sua costruzione e nel suo arredamento, ogni particolare è stato curato nei dettagli

Top Guest favourite
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, 33 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 favourite
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, 150 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

Top Guest favourite
A small pool is nestled within a landscaped garden, surrounded by olive trees and Mediterranean plants. The azure sea can be seen in the background, framed by vibrant greenery under a clear sky. Sunlight creates playful reflections on the water's surface.
Villa in Castro
4.97 out of 5 average rating, 35 reviews

Villa Romanelli NEW, sea view, mini-pool, garden

Villa Romanelli IG: @villa_romanelli Fully Refurbished in 2022 - Sea fronting cliffside villa, pool (549x274x132cm), breathtaking view, modern and elegant. Located in Castro Marina, the so called “Pearl of Salento”, just above Grotta Romanelli and Grotta Zinzulusa (5 minutes walking distance), with an enchanting view of the sea of Porto Miggiano and Santa Cesarea Terme, immersed in a large garden with Mediterranean scrub, olive trees and sea pines. Perfect to enjoy the best of Salento.

Guest favourite
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
4.85 out of 5 average rating, 20 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.

Superhost
Home in Tricase Porto
5 out of 5 average rating, 4 reviews

Petrammare di Casa Camilla Journey

Petrammare is an exclusive residence sheer over the sea in Tricase Porto, set on two levels. The ground floor offers a spacious living area with a large sofa, dining table, fully equipped kitchen with fridge, oven, microwave, dishwasher, and a third bathroom with a shower and washing machine. The first floor features two double bedrooms with AC, TV, and private en-suite bathrooms with a bidet. The property is completed by a huge outdoor space with a swimming pool and sea view furniture.

Guest favourite
The exterior of the stone house is framed by lush green foliage and a shaded patio area. A small table and chairs are arranged on the patio, inviting outdoor relaxation. The unique architecture of the building is highlighted by its rustic charm and surrounding nature.
Home in Tricase Porto
4.96 out of 5 average rating, 46 reviews

Il Carrubo - autenticità, natura e relax

When you arrive you will find a home away from everything but in contact with the most precious thing we have: Salento's nature Il Carrubo is one of the five houses available at Agricola Le Cupole and is suitable for couples or small families who want to immerse themselves in an intimate experience in contact with the authenticity of the land. The pleasant size of the house and the typical atmosphere of the pajare contribute to creating an intimate and inspirational place.

Guest favourite
Villa in Marina di Pescoluse
5 out of 5 average rating, 8 reviews

Casina Le Muse

Casina Le Muse , è una villa con piscina incastonata in una splendida cornice naturale, il suggestivo paesaggio di Pescoluse. La villa offre incantevoli viste sul mare da ogni singola stanza. Casina Le Muse si trova ad appena 500 mt dalle spiagge di Pescoluse e lungomare di Torre Vado. La villa presenta al suo interno elementi architettonici locali combinati a elementi materici della zona, arredo di design con tecnologia e comfort moderni. Non si accettano animali

Superhost
Home in Matino
5 out of 5 average rating, 4 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.

Popular amenities for Casarano rentals with a pool

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