
Holiday rentals with a pool in South Italy
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Top-rated rentals with a pool in South Italy
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Trulli Ad Maiora, charming trulli with SPA
Local trullari masters have revived this magical place using local techniques and materials. The result is a private property where you can spend a real experience. From the zero-km fruit and vegetables of our organic garden to the jogging path in the countryside where there are 1950 native plants and 45 olive trees. From the intimate SPA usable in both summer and winter to the majestic gazebo allocated on the farmyard where once the wheat was beaten. Alberobello is only 1.5 km away.

Countryside Excape - Luxury Sicilian Loft & Pool
Indulge in a refined Sicilian escape in a luxury loft with a private pool, set within the historic Baglio Cappello, a traditional Sicilian courtyard farmhouse surrounded by unspoiled countryside. A place where time slows down, offering absolute privacy, quiet elegance and authentic charm. Perfectly located between Palermo and Trapani, it is an intimate retreat for couples and families seeking comfort, exclusivity and a truly authentic luxury experience. Car required.

Trulli PugliaTales - Private Pool!
Piera and Luciano are happy to welcome you in 'Trulli Puglia Tales'! They have just been renovated and offer the possibility of enjoying an unforgettable experience: living in contact with nature in a typical and ancient Apulian construction (three hundred years old!) without renouncing modern comforts. We have just built a swimming pool with hydromassage in the garden for our guests' EXCLUSIVE USE. For 2025 you can enjoy the pool from 15th April to 15th October!

Incredible Sea View design Villa in Amalfi Coast
A historic boutique villa on the Amalfi Coast, where elegance, privacy, and contemporary comfort exist in perfect harmony The villa offers rare, access directly from the main road - a true privilege on the Amalfi Coast - Daily housekeeping and a dedicated concierge service provide seamless assistance, from private boat excursions to curated dining and bespoke experiences, all delivered with discreet Mediterranean hospitality

Moorish Villa
Conca dei Marini is a charming fishing village very peaceful, Moorish Villa is perched above the gulf with an amazing view over the sea in a terraced garden surrounded by bougainvillea flower. It is perfectly situated to enjoy all the amentites and pleasures of the coast without compromising your peace and serenity. The floor of the house is covered with hand made ceramic tiles and the interior is white dome-shaped ceiling.

Charming Trullo Amarcord with Private Pool & Spa
In our local dialect, "Amarcord" means "I remember." It is an invitation to slow down and create memories that will stay with you forever. This authentic 18th-century Trulli complex, masterfully restored, is a sanctuary where history meets high-end wellness in the elite hills of Selva di Fasano, very close to Alberobello (UNESCO World Heritage Site), Monopoli, Polignano a Mare, Ostuni, and the Adriatic coast.

Sara House Taormina with swimming pool and parking
Kick back and relax in this calm, stylish space. Sara house is the right combination of elegance and comfort for a relaxing and exciting stay in beautiful Taormina. The apartment features a large double bedroom with a king-size bed, with the option to add a crib. A living area with equipped kitchen, double sofa bed and two bathrooms. You can also share the beautiful pool with Sara's family.

VILLA LOU Taormina Private Villa Sea View Pool
VILLA LOU TAORMINA Private Villa Panoramic Sea View Pool Exclusive use The villa has a furnished terrace facing the sea where you can relax and dine and guests have exclusive use of a sea view private swimming pool ..surrounded by a large garden with palms and exotic plants MUST CLIMB STAIRS AS STATED UNDER SAFETY & PROPERTY.

THE SEVEN CONES - TRULLO LAVENDER
If you don’t find dates available for this trullo check out our properties next door: Rustic Trullo Architecture Cottage ( Trullo ARANCIO) and TRULLO EDERApart of "I SETTE CONI". Together with the other properties all close to this one, we can host and accomodate small-medium groups of people (12-16 persons).

Casa Maria Giovanna, facing the sea
Casa Maria Giovanna, located in the heart of Praiano, between Positano and Amalfi, is a charming family home built in the early 1800's and recently restored with its vaulted ceilings and typical local architecture. Its large patio offers an above-ground pool and breathtaking views over the sea.

Alesia Luxury Cave
Casa del fine ‘800 finemente ristrutturata recentemente , con antica grotta adibita attualmente a piscina idromassaggio , con acqua riscaldata ad uso esclusivo ! King suite a 50 metri dalla piazza centrale di ostuni dove vivere momenti indimenticabili di relax .

Villa L' Uliveto-Calmcation
This little house is our home when we are not working and we love it. It is as secluded as you can be in Praiano, sitting in 2.5 acres of terraced olive grove, and far from other houses. All you see from the house is sea. A place to fall in love in!
Popular amenities for South Italy rentals with a pool
House rentals with a pool

Dependance in winery house with pool

Itaca Home to explorers in Polignano a Mare

Oasi Gorgoni Charming House & Pool

Private pool in Lecce, steps from old town

Torretta Martina

Cottage Ciara with pool and amazing river/sea view

Trulli di Mezza

Domus Capri with private pool 15063044ext0609
Apartment rentals with a pool

Cozy Sorrento Apartment

Queen's House - Panoramic Flat in Taormina

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The Yellow Horse Sea View Apartment -swimming pool

Virginia's Guest House

At the Terrace of Tomasi of Lampedusa

Amazing view Penthouse - pool and free parking

Luxury Penthouse private roof pool
Home rentals with a private pool

River House

Charme Villa beautiful view sea pool
Wp Relais Locanda Fiore di Zagara (Flower of Zagara)

Luxory over the Sea Apartment in Villa Palamara
Mediterranean Apartment with Breathtaking Views

Contemporary Beach Villa with Pool and Gardens

Sicily Authentic Vibration Eighteenth-Century Farm with Panoramic Sea Views

Historic Villa and Trullo With a Private Pool
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