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Vacation 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 favorite
A villa sits gracefully on a hillside, overlooking the expansive sea. The structure features a circular design, surrounded by greenery and shaded areas. A pool is visible in the backyard, enhancing the outdoor space. The landscape showcases a mix of natural terrain and manicured gardens.
Villa in Andrano
4.81 out of 5 average rating, 67 reviews

"Li Saccuddi - Belvedere Villa"

This villa offers a breathtaking panorama. The house is located in an exceptionally picturesque location on a small plateau about a kilometre from the sea in Marina di Andrano. The accommodation was decorated with careful attention to detail and is very neat and tidy. Stone tubs, the restored antique bed, woven straw baskets, evoke the rural, rustic life and craftsmanship of the Salento region. The old wrought-iron bell for calling the family to the table is also a particularly charming feature.

Guest favorite
Farm stay in Cutrofiano
4.96 out of 5 average rating, 23 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.

Guest favorite
A room with warm-toned walls features a large wooden table surrounded by vibrant, patterned rugs. An intricately designed cabinet stands against the wall, showcasing decorative glassware. Soft lighting is provided by wall sconces, and historical wooden doors create an inviting atmosphere.
Villa in Vitigliano
4.98 out of 5 average rating, 46 reviews

Relais Porta D'Oriente

You will love the Casa del Tabacco because it is a charming and full of comfort Historical Residence placed in a strategic area of the Salento. One of the most beatiful Italian coasts is less than 5 km away, in 22 minutes you can join Otranto, in 36 minutes Lecce. Your stay will be beatiful and special because, as experienced travellers, the owners will propose you authentic restaurants, wine and food tasting, cultural and naturalistic tours, scuba diving, massages, experiences for the youth.

Top guest favorite
A stone trullo is set against a bright sky, surrounded by lush greenery. The inviting pool, framed by wooden decking, reflects the serene atmosphere. A sun umbrella and lounge chairs are positioned near the pool, while a decorative clay pot adds a touch of charm.
Trullo in Galatina
4.97 out of 5 average rating, 36 reviews

Trullo Pinuccio - A stone's throw from the Salento sea

A Salento dream! If you are looking for a relaxing holiday, nature and the sea, Trullo Pinuccio is the ideal solution. It is a typical stone construction that offers a cozy and comfortable environment, tastefully furnished and equipped with air-conditioning. The trullo can accommodate up to 4 people in 2 separate bedrooms, one double and one sofa bed. If you have four-legged friends, you can bring them with you, as long as you keep them outside the trullo, where they will find a special space.

Top guest favorite
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, 147 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 favorite
A serene outdoor swimming pool is illuminated in soft blue light, reflecting the evening sky. Surrounding the pool, lounge chairs provide a comfortable spot to relax. The tranquil scene is set against a backdrop of the coastline and the fading colors of sunset.
Villa in Corsano
4.92 out of 5 average rating, 50 reviews

Villa Ada, swimming pool and breathtaking view, Salento

Stone villa, with a breathtaking view of the sea, characterized by large terraces and a swimming pool facing the sea where you can admire the Salento coast; surrounded by a large and well-kept garden, it is connected with the ancient salt roads (paths used to transport salt from the sea to the hinterland), excellent for lovers of trekking and to discover the Mediterranean scrub. The interior decor is new, comfortable and all windows have sea views and are equipped with mosquito nets, WiFi

Top guest favorite
Home in Lecce
4.98 out of 5 average rating, 171 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).

Guest favorite
An expansive swimming pool is set against a backdrop of the sea, framed by olive trees. Sun loungers are arranged neatly near the pool area, offering a serene environment. The clear blue sky reflects on the water, enhancing the tranquil scenery.
Villa in Corsano
5 out of 5 average rating, 35 reviews

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.

Guest favorite
A serene terrace features a small pool, illuminated in soft light. Two folding chairs are positioned nearby, accompanied by a small table with decorative blue bowls. Surrounding plants add a touch of greenery to the tranquil outdoor space.
Home in Parabita
4.91 out of 5 average rating, 11 reviews

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.

Guest favorite
Home in Parabita
4.93 out of 5 average rating, 114 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 favorite
A private pool is captured in the foreground, reflecting the clear sky. Behind it, a rustic stone villa is visible, featuring a door framed by greenery. Outdoor seating is arranged nearby, highlighting the serene surroundings enhanced by trees and stone pathways.
Villa in Parabita
4.93 out of 5 average rating, 60 reviews

u Gallinaiu By Home Picetti - Villa with Pool

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.

Guest favorite
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.

Popular amenities for Casarano rentals with a pool

Quick stats about vacation rentals with a pool in Casarano

  • Total vacation rentals

    Explore 20 vacation rentals in Casarano

  • Nightly prices starting at

    Casarano vacation rentals start at G$16,737 GYD per night before taxes and fees

  • Verified guest reviews

    Over 170 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Wi-Fi availability

    20 of Casarano vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Casarano rentals

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