Holiday rentals in San Michele Salentino

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Top-rated holiday rentals in San Michele Salentino

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Guest favourite

Trullo in Ceglie Messapica

4.95 out of 5 average rating, 105 reviews

Historic Villa and Trullo With a Private Pool

This villa and trullo from 1780, named trullo Fedele Bonotto, have been fully restored but still sit among the centuries-old olive trees of the area. Admire the historic stone walls, lounge in the private pool and solarium, and enjoy the beautiful garden area, all exclusive to guests and their privacy- The staff who takes care of the cleaning of the external and internal spaces of the property strictly follow the sanitary rules foreseen for Covid-19, before the arrival of each guest, full sanitation is carried out, the size of the house and the large garden absolutely guarantee the social security distances and contactless The villa, with centuries-old olive trees, has a dining area and fully equipped kitchen with utensils and crockery, dishwasher, fridge, oven. Thanks to a corridor you get to the two double bedrooms, each with its own bathroom. Detached from the villa, with separate entrance, you access the trullo, about 50 m2 large, where there is a double bed, a sofa / double bed and a private bathroom. In the outdoor area there is a large table with 10 chairs, several seats, a barbeque and the swimming pool for the exclusive use of guests. Also attached to the villa is the boiler room with laundry, complete with washing machine. The entire structure is for the exclusive use of guests who can live in this unforgettable moments of rest and tranquility! Guests have the exclusive use of the whole villa and of the attached trullo, and the entire outdoor area, which includes the living room, the swimming pool and the laundry. Immersed in the breathtaking countryside, the home is located close to the center of Ceglie Messapica. Dine at exceptional family-owned restaurants, browse through the local markets, and go for a hike or bike ride through the valleys. you have a park for your car, in 20 mintes you arrive on the Adriatic sea beaches, in 30 minutes you can arrive on the Ionico sea beaches.

3–10 Nov

$568 SGD per night

Superhost

Trullo in San Michele Salentino

5.0 out of 5 average rating, 26 reviews

The Oak Trullo - Outdoor Kitchen

The Trullo della Quercia is in a park of olive trees and majestic oaks in San Vito dei Normanni. You will be in a trullo of 1600 with ancient cones and surrounded by rare and precious objects. It can accommodate a family of three and is located within twenty minutes from the Torre Guaceto Reserve just 2000 m from the ancient village. You have an outdoor kitchen equipped with an oven on a large veranda. You are a ten-minute drive from Ostuni the renowned "White City". Shops and trattorias are 2.5 km away.

24–31 Oct

$137 SGD per night

Guest favourite

Holiday home in Ostuni

4.95 out of 5 average rating, 117 reviews

Casa Palmira - Panoramic terrace with kitchen

Stunning renovated spacious luxury one bedroom 2nd floor apartment 55 m2, with high ceilings 3.6 mètres , solid stone floors and panoramic rooftop terrace with exceptional 365 degrees views of the town and sea in quiet and central location. The air conditioned 25 m2 bedroom has a king size four poster bed with a quality 22 cm mattress ( 180 x 200 ) and private balcony. The sitting room has a small winter kitchen with hob and a small fridge. The rooftop kitchen is fully equipped and table for 6.

5–12 Nov

$224 SGD per night

Guest favourite

Trullo in San Michele Salentino

4.9 out of 5 average rating, 62 reviews

Trullo Bello

Trullo Bello (autorizzato Regione Puglia CIS BR07401491000001331) Immerso nel verde, "Il Trullo" è indipendente recentemente restaurato dotato di ogni comfort,una meravigliosa piscina inoltre rende il soggiorno ideale per chi ama trascorrere le sue vacanze in assoluto relax, in un perfetto equilibrio tra l’atmosfera della campagna pugliese e il fascino delle origini storiche di un’architettura unica al mondo. Il Trullo situato in una posizione tranquilla ad appena 2 kilometri dal centro abitato.

29 Sep – 6 Oct

$289 SGD per night

Guest favourite

Trullo in san michele salentino

4.95 out of 5 average rating, 20 reviews

TRULLO CHEFMARCO PRIVATE/SALTWATER SWIMMING POOL

Beautiful Trullo with lamia located in the countryside not far from the white city of Ostuni 15 minutes away. This Villa has been recently restored by adding all the comfort you will need during your stay. Sleeping room for a total of 4 people. Outside large patio, private outdoor saltwater swimming pool with a large relaxing area, 250 meter green grass garden with centuries olive trees . Your privacy is a must for us. The property is completely fenced and only rented to one group at the time.

18–25 Oct

$324 SGD per night

Guest favourite

Holiday home in Carovigno

4.98 out of 5 average rating, 51 reviews

Trullo Mar Del Sur

Enjoy a one-of-a-kind experience, in a lovely environment. Surrounded by olives, nature and with the sea a few kilometers away, is Trullo Mar del Sur. It's not just a special place, it's a whole philosophy of life... Dare to stay in the heart of Carovigno, but with the privacy of living in the countryside. Let yourself be surprised every morning with a breakfast of food from the land, harvested and cooked with love. Due to its strategic point, you will have the best spots just minutes away.

7–14 Apr

$205 SGD per night

Guest favourite

Flat in San Michele Salentino

4.83 out of 5 average rating, 48 reviews

Casa Daniela

Located in the historic center of San Michele Salentino, my studio apartment entirely in stone, dating back to the last decades of the 1800s has just been finely renovated. It is equipped with air conditioning, TV and linen. It is ideal for two people but if you want you can also stay in three, since it is equipped with a sofa bed and an openable table. In the immediate vicinity there are various commercial activities including a bar, a laundry and just 2 minutes walk from Piazza Marconi.

25 Mar – 1 Apr

$93 SGD per night

Guest favourite

Trullo in San Michele Salentino

4.97 out of 5 average rating, 66 reviews

Trullo "L 'Alcova di Mael" with Alto Salento pool

Wonderful typical Apulian house, the trullo is a building with thick stone walls designed by the farmer's genius to create a warm environment in the winter months and cool in the blue summers. "L 'Alcova di Mael" is a trullo with swimming pool recently restored with passion and respect for its ancient but modern minimalist soul. Each room has been restored to its former glory, with light-coloured furnishings that create an intimate and comfortable atmosphere.

11–18 May

$234 SGD per night

Guest favourite

Home in Carovigno

5.0 out of 5 average rating, 10 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. P.s. Our house is brand new (June 2023)

24–31 Jan

$571 SGD per night

Superhost

Trullo in San Michele salentino

4.88 out of 5 average rating, 25 reviews

"Trullo Mamma Valeria" San Michele Salentino

Beautiful Trullo typical of Puglia, located in the municipality of San Michele Salentino. "Il Trullo Mamma Valeria" has been completely recently renovated to bring you maximum comfort accompanied by quality services, all in an idyllic setting for exclusive use. Bathed in century-old olive trees, fig trees, almond trees and lemon trees set on a 6500 m2 plot, you can during your stay fully enjoy the calm of the property.

4–11 Mar

$292 SGD per night

Guest favourite

Trullo in San Michele salentino

5.0 out of 5 average rating, 23 reviews

Luxurious pool among olive trees

Both near and far from everything, Trullo Vittorio is surrounded by fields of olive trees. While the center of the municipality is only a few minutes drive away, the property enjoys a very charming and discreet location. During your holidays with family or friends, our trullo allows you to rest and recharge, and above all to enjoy the extremely pleasant climate for a life in the open air for a long period of the year.

20–27 Jan

$291 SGD per night

Guest favourite

Villa in San Michele Salentino

4.93 out of 5 average rating, 15 reviews

Villa with private pool in untouched nature

The "Villa 4 Elementi" was lovingly renovated in 2022 by 3 friends from Germany and furnished in modern Boho style. The large veranda/terrace with lounge and large dining table is the heart of the house. From here you have a beautiful view of the large pool and the magnificent landscape with olive trees. The villa itself was designed with a lot of love for detail and high-quality materials.

6–13 Apr

$599 SGD per night