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Holiday 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 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.

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, 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 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, 148 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 favourite
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

Bellissima Villa con piscina a pochi km dal mare

Serra Fanny é una bella Villa con piscina a Specchia di 500 mq su due livelli adatta ad una famiglia o a un gruppo di amici. Il giardino misura 7000 mq; è situata in collina in una zona molto tranquilla e riservata a soli 10 minuti dal mare. La villa si estende su due piani. 5 camere da letto doppie e uno studio con un divano letto doppio Spese di pulizia di 350,00€ per il check-out da pagare cash all’arrivo. Durante Autunno e Inverno le spese di riscaldamento saranno extra. In-Out Sabato.

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, 33 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
4.83 out of 5 average rating, 18 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 favourite
Home in Lecce
4.98 out of 5 average rating, 182 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).

Top Guest favourite
A vintage key hangs from a rustic wooden door, accompanied by a circular tag featuring an illustration. The textured stone wall adds character to the setting, creating a blend of natural materials.
Trullo in Galatone
5 out of 5 average rating, 19 reviews

Dimore Del Cisto

Dimore del Cisto è una struttura immersa tra ulivi e macchia mediterranea, la struttura è formata da 2 unità per un totale di 8 posti letto, suddivise in 2 trulli adibiti a camere da letto. A servizio dei quali si trova spazio coperto, aria condizionata, bagno grande in comune per le due camere, cucina abitabile e lavanderia. La seconda unità è invece composta da 2 camere matrimoniali con aria condizionata, bagno in camera e TV, cucina abitabile e zona pranzo esterna.

Guest favourite
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 favourite
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 favourite
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, 54 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

Guest favourite
A private plunge pool is complemented by two large, cushioned lounge areas, providing a relaxed setting for sunbathing. The minimalist design is enhanced by a trellis featuring climbing plants, with sunlight casting gentle shadows across the water's surface, inviting tranquility.
Home in Depressa
5 out of 5 average rating, 18 reviews

Casa Micocci di Casa Camilla Journey

Welcome to Casa Micocci, a design focused retreat in the heart of Depressa, Tricase. Best for groups of three or four - a family of four with two small children, or three adults travelling together - the house features a king-size bed with linen sheets and a 3.5-meter-long custom sofa. The full kitchen, private plunge pool, and thoughtfully designed interiors make every detail a joy. Every element is locally made, celebrating Salento’s craftsmanship.

Popular amenities for Casarano rentals with a pool

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 $114 AUD 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

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