
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 €104 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.

Cricket and Firefly
Tipiche pagliare salentine vista mare, con grande giardino e piscina di acqua di mare. Sono due pagliare adiacenti, ognuna dotata di camera matrimoniale, bagno e divano letto singolo. Hanno una bella cucina esterna in comune con un tavolo e due terrazze private vista mare. La piscina e il giardino sono in comune con le altre 3 pagliare della proprietà. Discese di scogli raggiungibili a piedi, e spiagge a 15 km. Rilassati con tutta la famiglia in questo alloggio tranquillo e stupendo vista mare.

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.

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.

Il Mandorlo - Rural luxury in the middle of nature
Upon arrival, you will find a house away from everything but in contact with the most precious thing we have: the nature of Salento. Il Mandorlo is one of the five houses available at Agricola Le Cupole and is the most suitable for couples of friends or families who want to immerse themselves in an experience in contact with the authenticity of the territory. The comfortable size of the house and the typical atmosphere of the pajare, contribute to creating an intimate and inspiring place.

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.

Corte dei Florio GOLD Luxury apartment Lecce
Luxurious apartment in the heart of Baroque Lecce near the Church of Santa Croce. Guests have access to a finished accommodation with two bedrooms, two bathrooms and a terrace with a mini-pool, solarium and a splendid view of the city. Luxurious apartment in the heart of Baroque Lecce near the Church of Santa Croce. Available to guests, a refined accommodation with two bedrooms, two bathrooms, and a terrace with a mini pool, solarium, and a wonderful view of the city.

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.

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.
Popular amenities for Casarano rentals with a pool
House rentals with a pool

Garbino Guest House

Corte Zuccaro, private pool, and courtyard

Casale Maddaloni

Casa Shirocco Private Pool & Salento Charm

Oasi Gorgoni Charming House & Pool

Private pool in Lecce, steps from old town

Baroque palace with swimming pool 6 km from the sea

Villa Cliff #56
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

VILLA with Trullo, Sea View and Exclusive Pool

Pajara Panoramica | Private Jacuzzi and Organic Vegetable Garden

Old Villas Greco 1888 luxury swimming pool

Masseria Luci - a few kilometers from Otranto and Gallipoli

VILLA AROMA

House Alloro in a Masseria 3.5 km from the sea

Dimora PajareChiuse

Casina Le Muse
When is the best time to visit Casarano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €192 | €195 | €150 | €170 | €183 | €209 | €223 | €244 | €206 | €201 | €138 | €190 |
| 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
- Spiaggia di Montedarena
- Porta Napoli
- Porto Selvaggio Beach
- Spiaggia Sant'Isidoro
- Cala dell'Acquaviva
- Roman Amphitheatre
- Dune Di Campomarino
- Torre di Porto Miggiano
- 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
- Riobo
- Ponte Ciolo





