
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.

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 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

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.

Old Villas Greco 1888 luxury swimming pool
Tenuta il Greco was founded in 1888 by my ancestor Giuseppe Greco. Today, I represent the 4th generation, and since then, the house has hosted my family for the spring and summer periods. The estate is located a few minutes from Gallipoli, Otranto, Santa Maria di Leuca and Lecce, and it is precisely its centrality, so strategic, that favors the knowledge of Salento. I invite you to discover them, with my help and hospitality, I look forward to seeing you, yours, Cristiano.

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.

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

Villa Boho #401

Casa Santapietra

Private pool in Lecce, steps from old town

Baroque palace with swimming pool 6 km from the sea

Il Mandorlo - Rural luxury in the middle of nature
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

Le Cicale

Magnolia Deluxe apartment at TS Residence

Pool View Apartment in Relais L'Oliveto
Other holiday rentals with a pool

Dimore Del Cisto

Villa White Dahlia, with pool and sea view

Cricket and Firefly

salento villa immersed in the sea view park

Masseria Luci - a few kilometers from Otranto and Gallipoli

Villa CREA Infinity pool sea view

Casa Ianca

Villa with swimming pool 5 km from Gallipoli.
Destinations to explore
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- 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





