Vacation rentals in Punta Penna

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Top-rated vacation rentals in Punta Penna

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Top guest favorite

A serene exterior view reveals a white structure nestled among olive trees and lush greenery. The building is framed by natural rock formations, contributing to the authentic rural charm of the surroundings.

Trullo in Ostuni

4.95 out of 5 average rating, 170 reviews

Lacinera apartment in Trullo "La Vite"

This unique space, built in the trulli, has a style all its own, able to bring to life the authentic emotions of the Itria Valley. You enter through an ancient strawberry grape pergola, the kitchen and bathroom have been built into the "alcoves", while the dining area and sleeping area are located in a Saracen trullo and in a very high cone trullo. The outdoor patio and nearby swimming pool with two infinity edges allow you to admire the view of the valley and the skyline of Ceglie Messapica.

Top guest favorite

A warmly painted seating area displays a light purple sofa adorned with decorative pillows in various colors. Artworks and fans are arranged on the yellow walls, while large windows allow natural light to fill the space. A patterned rug and a coffee table with assorted items complete the cozy atmosphere.

Apartment in Martina Franca

4.99 out of 5 average rating, 200 reviews

Recently restored old apartment.

Recently restored apartment comprising half an 19th century classically inspired Palazzo situated in the centre of Martina Franca. Finely furnished in the 19th century bourgeois style, it includes all possible modern conveniences. It's the most beautiful town of the Valle d'Itria in the heart of Puglia. Martina is near Alberobello (15 ), Polignano (35), Monopoli (30), Ostuni (25), Locorotondo (6), Cisternino (9), Taranto (30), Grotte di Castellana (30), Lecce (100), Matera (85), Trani (100).

Top guest favorite

An inviting outdoor space features a clear swimming pool surrounded by sun loungers, set amidst lush greenery and trees. The traditional trullo with a conical roof is visible in the background, complementing the tranquil garden atmosphere.

Villa in Selva di Fasano

4.99 out of 5 average rating, 113 reviews

Charming Trullo with private pool and SPA pool

Trullo Amarcord is a unique holiday home - style, luxury and charm in picturesque surroundings. In a small and quiet village with tens holiday homes, Trullo Amarcord is at just 15 minutes drive to some of the most beautiful beaches of Puglia. Inside the designer décor and sophisticated fittings complement the distinctive features of a traditional trullo even includes a SPA heatead UV disinfektion pool. So much love and attention has been lavished on the creation of this vacation home.

Guest favorite

A canopy bed is placed centrally in a room adorned with textured stone walls. Soft bedding and decorative pillows create a soothing aesthetic. Two vintage trunks in a pale blue color sit at the foot of the bed, complemented by intricate patterned tiles on the floor.

Home in Carovigno

5 out of 5 average rating, 18 reviews

MUSA DIVA Private Penthouse & Pool

Musa Diva da parte di una collezione di antiche dimore disegnate da @olenkainteriors. Gode di 2 camere da letto, una con bagno ensuite. Il grande living e la cucina attrezzata affacciano su una grande terrazza dotata di zona solarium, zona pranzo , zona lounge e bellissima plunge pool. La casa si trova in una zona tranquilla circondata da giardini che danno l’impressione di trovarsi in campagna anche se il centro storico si trova a pochi passi. Una vera oasi di pace per intenditori .

Guest favorite

A serene outdoor area features a salt-water pool surrounded by lounge seating. The landscape is complemented by traditional trullo structures in the background, set against a clear blue sky. Natural elements, such as olive trees and greenery, enhance the tranquil atmosphere.

Trullo in Alberobello

4.95 out of 5 average rating, 124 reviews

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.

Top guest favorite

The charming trulli structure is illuminated at night, highlighting the unique conical roofs. A serene atmosphere is created by the soft lighting against the white stone walls. Inset is a view of the shared pool and surrounding garden, set in a tranquil landscape.

Trullo in Ostuni

4.96 out of 5 average rating, 178 reviews

Trulli Il Nido BR07401291000010486

Trulli immersed in the heart of the Valle d'Itria. They are equipped with a swimming pool (shared) and whirlpool. The property has a double bedroom, a very large living room with adjoining double sofa bed, a full bathroom and an equipped kitchen. Outside there is a veranda with gazebo, garden, barbecue and parking. A few km away you will find very popular destinations (Ostuni, Cisternino, Alberobello, Locorotondo, Martina Franca, Ostuni beaches, Torre Canne and Monopoli)

Guest favorite

A rectangular pool is surrounded by a stone patio, featuring several lounge chairs with orange cushions for relaxation. Neatly trimmed greenery and trees provide a natural setting, enhancing the area's tranquility.

Home in San Vito dei Normanni

5 out of 5 average rating, 29 reviews

Casa Tina with pool

#sustainableeco-friendlyvacation: this house uses renewable energy in a totally environmentally friendly way. Casa Tina with swimming pool offers an exclusive view of the Apulian countryside. Here you can: cool off in the pool, relax on the sunbeds, read your favorite books on the veranda. It is located in a villa consisting of 3 independent houses. The first beaches are a 7-minute drive away, “the Natural Oasis of Torre Guaceto”. BR07401791000040178

Guest favorite

A rustic stone building features large arched windows and wooden doors. Sun loungers are positioned near a pool, surrounded by greenery and flowering plants. Steps lead to a rooftop terrace and a chimney adds character to the facade while offering views of the countryside.

Home in Carovigno

4.98 out of 5 average rating, 43 reviews

Masserina D'Aloia - Little treasure in nature

After two years of pain-staking renovation, we are finally ready to present our little gem. Originally used to press grapes, we converted the old stone building into a unique space that has a refreshing balance between authenticity and style. Although you can disconnect here in nature, it’s super close to the sea (5min) and the charming villages of Carovigno (5min) and Ostuni (20min). Brindisi airport is 20min away.

Guest favorite

An arched stone balcony overlooks the serene sea, with a cozy hammock suspended for relaxation. The smooth stone walls complement the sweeping view of the water and the cloudy sky, creating a tranquil retreat by the coast.

Casa particular in Polignano a Mare

4.94 out of 5 average rating, 114 reviews

At the Balcony - Polignano a Mare

A refuge, a romantic nest, in which to stay leaving the world outside. Alone, in contact with nature, with the sea that enchants you on the breathtaking balcony overlooking the sea, or admiring from the comfortable double bed or the Jacuzzi tub. Try to enter this dream niche, in the historic center of Polignano a Mare, 24 meters above the sea... it will be an unforgettable experience alone or with friends!

Guest favorite

Two characteristic trulli structures are illuminated under a twilight sky, displaying a private hot tub in the foreground. The rustic stone walls and conical roofs reflect traditional architecture. Surrounding greenery and light pathways enhance the serene outdoor space.

Trullo in Locorotondo

4.89 out of 5 average rating, 213 reviews

Trullo Trenino with private Jacuzzi

Spend an unforgettable holiday in the enchanting surroundings of the little town of Locorotondo (60 km from Bari and Brindisi airports). The accommodation consists of 4 ancient "trulli" dating back to the 16th century and recently renovated with all comforts (equipped kitchen, air conditioning, private courtyard and parking). Choose Trullo Trenino to live the unique experience of staying in a trullo.

Top guest favorite

An aerial view of a traditional white villa surrounded by lush Mediterranean greenery. The property features two distinct buildings, a large terrace, and shaded outdoor seating areas. A swimming pool is visible amidst the trees, contributing to the peaceful atmosphere.

Home in Fasano

5 out of 5 average rating, 17 reviews

[sea 10 mins far] Villa pool and terrace sea view

Welcome to Torretta Le Feritoie! A traditional villa, in full Apulian style, immersed in the lush nature of the Mediterranean maquis and with breathtaking views of the Itria Valley and its coastline! The structure is divided into 2 independent bodies: The main body: - kitchen and dining area; - full bathroom; - bedroom; Depandance: - bedroom; - full bathroom; - Turkish bath;

Top guest favorite

A spacious terrace overlooking the sea features a dining table shaded by a large umbrella. Two seating chairs are arranged beside vibrant green plants. The tile floor is accented with alternating patterns, providing a visually striking backdrop to the ocean view.

Home in Polignano A Mare

4.99 out of 5 average rating, 299 reviews

Casa Ileana (CIN: IT072035C200034605)

A unique house in the heart of the old town of Polignano: a large terrace overlooking the sea, two large and comfortable bedrooms, common areas, modern and comfortable kitchen and bathroom. The house is on the first floor and, unfortunately, is not accessible to people with mobility difficulties. CIN: IT072035C200034605 CIR: 072035C200034605 CIS: BA07203591000000654