
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 €103 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

salento villa immersed in the sea view park
This seafront villa, immersed in the natural oasis of the Porto Selvaggio Park, between the countryside and the Mediterranean scrub will be a unique experience of relaxation and beauty in total privacy. Sea, countryside and a large Mediterranean garden will surround you with colors and scents. The central body of the house and a small guesthouse overlook a Arab courtyard with a lemon tree and a small pool . From the equipped terrace you can admire the sunsets and the starry skies 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.

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.

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.

Casadom, a house in Salento LE07505991000043492
The house is located in the historic center of a town a few kilometers from Gallipoli, so in a very quiet place but a few minutes from a fabulous sea and the center of the Salento nightlife. The house is a typical terraced house, spread over three floors, with a beautiful terrace with a swimming pool from where you can enjoy unforgettable afternoons and sunsets. The apartment has just been renovated, respecting the surrounding environment and using materials from the area.

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.

Villa Aurora a stone's throw from the sea
Pugliahometrip offre questa villa che è una vera e propria perla sull'Adriatico, è immersa nel Parco Naturale Otranto-Santa Maria di Leuca(precisamente in Marina di Funnuvojere), gode di una vista mozzafiato sul mare, con una piscina ad uso esclusivo, circondata da macchia mediterranea e da alberi di ulivo secolari, è l'ideale per trascorrere momenti di relax e divertimento impreziositi da scenari da cartolina che renderanno la vostra vacanza indimenticabile!

Wp Relais Villa Marittima
Villa Marittima, located in a protected area, overlooks the sea just 10 meters away along the coast of lower Salento. The villa, nestled in a protected area, offers a breathtaking view that, on days of great clarity, allows you to glimpse the mountains of Albania. Located 2 km from Castro, 7 km from Tricase Porto and a short distance from the picturesque Acqua Viva cove, the villa offers a unique experience between nature and comfort.
Popular amenities for Casarano rentals with a pool
House rentals with a pool

Garbino Guest House

Marinaia - Levante House

Casa Santapietra

Oasi Gorgoni Charming House & Pool

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

villa le ozze
Apartment rentals with a pool

Villa Regina, Gallipoli -Apartment with swimming pool

Montegrappa Hill – Bubble Bath and Pool

Apartment with pool

Skafe' Apartments A Elisabetta

GuestHost - Corte 14.15 - Piscina Apartment

Magnolia Deluxe apartment at TS Residence

Pool View Apartment in Relais L'Oliveto

Dimora Mediterranea - Cobalto Apartment
Other holiday rentals with a pool

Dimore Del Cisto

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

Pajara Panoramica | Private mini spa - ideal for 2

Masseria Luci - a few kilometers from Otranto and Gallipoli

VILLA AROMA

Super last Minute Grande Villa con piscina

Essential Suite

Villa "Spiri": prestigious residence with swimming pool
When is the best time to visit Casarano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €190 | €193 | €148 | €169 | €181 | €206 | €221 | €242 | €204 | €199 | €137 | €188 |
| Avg. temp | 8°C | 9°C | 11°C | 14°C | 18°C | 23°C | 26°C | 26°C | 22°C | 18°C | 14°C | 10°C |
Destinations to explore
- Salento
- Spiaggia Di Pescoluse
- Baia Dei Turchi
- Punta della suina
- Punta Prosciutto Beach
- Torre San Giovanni Beach
- Togo bay la Spiaggia
- Spiaggia Le Dune
- Porta Napoli
- Spiaggia di Montedarena
- Porto Selvaggio Beach
- Spiaggia Sant'Isidoro
- Gate Of Saint Blaise
- Dune Di Campomarino
- Cala dell'Acquaviva
- Torre di Porto Miggiano
- Roman Amphitheatre
- Splash Parco Acquatico
- Sant'Andrea and Litorale di Punta Pizzo Regional Nature Park
- Giardini Pubblici Giuseppe Garibaldi
- Porto Cesareo
- Parco Naturale Regionale Porto Selvaggio E Palude Del Capitano
- Museo Faggiano
- Lido Marini





