
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 €105 per night before taxes and fees

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Over 170 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Wifi availability
20 of Casarano holiday rentals include wifi 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.

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.

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.

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.

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.

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.

Trullo La Contessina, with pool and sea view
Trullo La Contessina offers privacy and tranquillity, providing all the modern comforts of the modern holiday houses. There are two spacious double bedrooms, two bathrooms, a cozy sitting room overlooking the countryside and offering a glimpse of sea view and a dining table for up to 4 people, Kitchen features all kinds of utensils and accessories to enjoy cooking at home. A private pool is just in the rear and a pergola is covering an external dining area also equipped with a BBQ/grill.

Petrammare by 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.

VILLA AROMA
Salento. Land of sea, wind and sun that you can see rising on the Adriatic in front of the mountains of Albania and setting among the waves of the Ionian Sea. This is where VILLA AROMA is immersed, among majestic cliffs and wild inlets, dream coves and natural pools by the sea. A luxurious property nestled in the PARCOTERRAOTRANTOLEUCA, a short walk from the town and a few minutes from the sea, at the center of beautiful nature trails to be experienced in full contact with nature.

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 towns such as Gallipoli, Otranto, Leuca and choose a beach on the Ionian or Adriatic. The interiors are stylishly furnished, combining refinement and functionality.

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.

u Gallinaiu By Home Picetti - Villa con piscina
An independent, exclusive and reserved villa in a precious Salento countryside, surrounded by historic olive trees that characterize the area, flowers that give a touch of color and perfume. The extreme research of details and the mythiculous desire for uniqueness make this place exceptional and atypical. The presence of a private swimming pool and the possibility of a double parking area paint a picture of extraordinary well-being and complete relaxation.

Corte Zuccaro, private pool, and courtyard
Corte Zuccaro is a restored home in the historic center of Nardò, Salento, just 10 minutes from the beaches of Porto Selvaggio, Santa Caterina and Santa Maria al Bagno. This stylish two-bedroom vacation rental features a private courtyard, plunge pool, and outdoor BBQ for relaxed indoor-outdoor living. Ideal for couples or families seeking charm, privacy, and easy beach access in southern Puglia.
Popular amenities for Casarano rentals with a pool
House rentals with a pool

Pousada Salentina

Marinaia - Levante House

Lucelù Residence - Private pool on rooftop

Casa Santapietra

Baroque palace with swimming pool 6 km from the sea

Il Mandorlo - Rural luxury in the middle of nature

Villa Cliff #56

Casadom, a house in Salento LE07505991000043492
Apartment rentals with a pool

Two-room apartment

Villa Regina, Gallipoli -Apartment with swimming pool

Montegrappa Hill – Bubble Bath and Pool

Apartment with pool

GuestHost - Corte 14.15 - Piscina Apartment

A Casa di Sofia villa with pool in Salento

Le Cicale

Magnolia Deluxe apartment at TS Residence
Other holiday rentals with a pool

Villa White Dahlia, with pool and sea view

Old Villas Greco 1888 luxury swimming pool

Cricket and Firefly

Masseria Luci - a few kilometers from Otranto and Gallipoli

Villa CREA Infinity pool sea view

Beautiful Villa with pool a few kilometers from the sea

Casa Ianca

Dimora PajareChiuse
Destinations to explore
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- Rentals with pools Lecce
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- Rentals with pools Italy
- Salento
- Spiaggia Di Pescoluse
- Punta della suina
- Baia Dei Turchi
- Punta Prosciutto Beach
- Togo bay la Spiaggia
- Torre San Giovanni Beach
- Spiaggia Le Dune
- Spiaggia di Montedarena
- Porto Selvaggio Beach
- Porta Napoli
- Spiaggia Sant'Isidoro
- Gate Of Saint Blaise
- Dune Di Campomarino
- Roman Amphitheatre
- Torre di Porto Miggiano
- Splash Parco Acquatico
- Sant'Andrea and Litorale di Punta Pizzo Regional Nature Park
- Giardini Pubblici Giuseppe Garibaldi
- Cala dell'Acquaviva
- Porto Cesareo
- Parco Naturale Regionale Porto Selvaggio E Palude Del Capitano
- Museo Faggiano
- Lido Marini





