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Smoking friendly vacation rentals in Monti d'Arena-Bosco Caggione

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Top-rated smoking friendly rentals in Monti d'Arena-Bosco Caggione

Guests agree: these smoking friendly rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

An aerial view highlights the 20m saltwater pool surrounded by lush greenery, palm trees, and a thatched gazebo in the distance. The tranquil blue of the pool contrasts beautifully with the vibrant foliage, creating a serene outdoor retreat.

Trullo in Ostuni

4.96 out of 5 average rating, 27 reviews

TrulloNation:Ostuni,Puglia, Exclusive 20m Pool&Gym

TrulloNation: A Puglian Jewel - Discover unparalleled beauty and serene luxury in this unique escape. Nestled on 10 lush acres, our trullo adapts with the seasons: 4 bedrooms in summer, 3 in spring/autumn, 2 in winter. Features include a 20m saltwater pool, organic gardens, and a gym. Surrounded by fruit and nut trees, our five-star retreat offers tranquility that makes guests never want to leave. All rooms AC . Tailored concierge on demand + chef, massage. Costs ask via message or see website.

A serene outdoor space is featured, showcasing a clear swimming pool surrounded by a lush garden. The pool area includes comfortable lounge chairs and a shaded gazebo with cushions, set against a backdrop of traditional trulli architecture.

Trullo in Ostuni

4.9 out of 5 average rating, 83 reviews

Trullo Armonia

The atmosphere of the trulli, the old perched villages, the birds, the crickets, the breeze, the fruit trees, the fresh and crystalline sea, the exquisite local flavors, the peace and tranquility... this land is magical! Trullo Armonia is located right in the quiet of the Valle d'Itria, among almond and olive trees, in one of the most scenic and evocative areas of Ostuni, with a swimming pool and breathtaking sunsets. The villa structure is very special, among trulli, cones, lamie, old ovens.

Top guest favorite

A spacious outdoor area is surrounded by lush greenery, featuring trees and cultivated gardens. The property includes a small swimming pool, visible among the natural landscape, with a white building in the background that reflects a blend of contemporary and traditional architectural styles.

Villa in Massafra

5 out of 5 average rating, 83 reviews

The perfect place to retreat in Puglia!

Born on June 1st 2019, Casina Trovanza was Nominated by Archilovers among the 1000 best Projects in the World. The bright and contemporary design is mixed with the architecture from an ancient time, the one of the original Apulian farms. It can only accommodate one group or family at a time, ensuring a safe and caution holiday and the exclusive use of the house, and outdoor spaces, that will not be shared with strangers. In the case the living room can become another bed room for two people.

A spacious living area features stone walls and a staircase leading to an upper level. A cozy seating area, arranged with cushions, is visible to the left. Natural light is softly cast from multiple sources, enhancing the open atmosphere.

4.92 out of 5 average rating, 112 reviews

Casablanca :history, charme and relax in Ostuni

Alloggio storico di charme. Casa indipendente nella parte settecentesca della città, a pochi passi dalla piazza principale. Ampio terrazzo vista mare. Facile parcheggio. Facile accesso alla strada che porta al mare. Indicato per chi cerca il buon vivere assaporando colori e sapori della Puglia. Indipendent, historical and charming house, located in the 17 th century part of the town, just near the center. Large sea sighting terrace. Easy parking and way to the sea. For real Puglia's lovers!

Top guest favorite

An aerial view showcases the villa's salt-water pool surrounded by sun loungers and illuminated pathways. Lush greenery and carefully arranged lights outline the outdoor space, while the characteristic trulli structure is visible, enhancing the tranquil setting.

Villa in Ostuni

4.99 out of 5 average rating, 107 reviews

Villa Fantese BR07401291000010487

Large and fresh villa, recently renovated, ideal for those who want to enjoy their holidays in a green oasis near Cisternino and Ostuni. The Villa has 6 rooms: 3 bedrooms, 2 bathrooms, living room-kitchen. Outside you will find: saltwater pool with whirlpool, gazebo, outdoor showers, barbecue, deck chairs, outdoor seating area, private parking. Strategically located near Ostuni, Cisternino, Martina, Locorotondo, Alberobello, Beaches of Fasano, Ostuni and Monopoli. Bikes available

A spacious outdoor area features a well-maintained lawn and a refreshing pool surrounded by lounge chairs. Umbrellas provide shade, while soft lighting enhances the tranquil ambiance of the stone-clad villa in the background, set among olive trees.

Villa in Ostuni

4.94 out of 5 average rating, 18 reviews

Borgo Montetorto, heated pool and private spa

Welcome to Borgo Montetorto, your slice of paradise in Puglia, where luxury and authenticity meet. Exclusive farmhouse-style villa for 8 guests, with heated pool and private spa with whirlpool, Turkish bath and emotional shower. We have a private trullo suite with a hot tub. Outside you will find an equipped kitchen and dining area with barbecue for meat/fish and stone oven for pizzas. Relaxation and elegance for an unforgettable stay among centuries-old olive trees.

The exterior of the villa features a welcoming entrance with a staircase leading to a spacious balcony area. Soft lighting illuminates the wooden steps, surrounded by lush greenery and trees, creating an inviting atmosphere. A dining area is visible in the background.

Villa in Torricella

4.9 out of 5 average rating, 51 reviews

Villa Vento del Sud A/C

Sea view villa in front of a wonderful vineyard Covered veranda equipped for outdoor dining, large outdoor area with barbecue. Elegantly furnished interior: - 4 double bedrooms/+ 2 folding beds, 2 camping cribs, 2 baby high chairs - 2 bathrooms with shower and hairdryer - Living room/kitchen, coffee corner, TV area Parking inside the fence AIR CONDITIONING, Wi-Fi EXTERNAL CAMERAS DEACTIVATED FOR PRIVACY, except those facing the street.

A serene beach scene features clear turquoise waters gently lapping against a sandy shore. Lush green grass and wildflowers frame the foreground, leading to rolling dunes in the distance. The horizon shows a small coastal settlement under a partly cloudy sky.

Vacation home in Leporano Marina

4.92 out of 5 average rating, 37 reviews

Casa Giovanna Dépendance

Located within a villa, the totally independent Dépendance consists of a double bedroom with bathroom and internal shower, a spacious outdoor area for exclusive use, with equipped kitchenette and outdoor shower. Its location is optimal for reaching – on foot or by bike - the beautiful bays of the Leporano marina: Porto Pirrone, Saturo, Gandoli. Just 300 meters away is the bus stop with departures to Taranto or other tourist resorts.

Top guest favorite

A charming dining area features a wooden table surrounded by matching chairs. Natural stone walls complement the rustic ambiance. Modern amenities include an air conditioning unit on the ceiling and a flat-screen TV mounted on the wall. A red curtain adds a touch of color to the space.

Trullo in Ostuni

4.84 out of 5 average rating, 157 reviews

I trulli of La Dépendance di Ostuni

La Dépendance is the romantic and cozy home you've been looking for. Historic trulli and lamie in the fabulous Valle d'Itria that comfortably accommodate 2/3 people. The house is equipped with a kitchenette and a private bathroom, an outdoor furnished patio where you can enjoy delicious meals and relax in total privacy and, in addition, there is the Jacuzzi whirlpool pool shared with my family that can be used in warm periods.

Top guest favorite

A spacious living area features a high vaulted ceiling adorned with warm stonework. A decorative alcove contains a cozy sofa with colorful cushions. A wooden dresser and a small television are visible, contributing to the inviting ambiance of the space.

Vacation home in Ostuni

4.89 out of 5 average rating, 176 reviews

two panoramic terraces with breathtaking sea view

5 minutes from the historic center with 2 panoramic terraces overlooking the sea, and wonderful panorama of stars to the full moon. Apartment from the end of the 18th century. It is arranged on two living levels and two panoramic terraces overlooking the sea, one large table and chairs of excellent quality, the other terrace with two sun loungers, the sun is strong here I recommend it!!!

Top guest favorite

A spacious outdoor area features a private saltwater pool surrounded by sun loungers and olive trees. A shaded area is provided by a thatched-roof structure, and the landscape is dotted with trulli in the background, enhancing the serene countryside atmosphere.

Trullo in Ostuni

4.96 out of 5 average rating, 69 reviews

The Trullo della Gallina

Il trullo della Gallina, exclusively just for you a place for people who love the authentic, peace of nature, privacy and small luxuries. Restructured with full respect of local and rural traditions, entirely paved with ancient stones and decorated with typical rural furniture. A splendid suite with a master bedroom, bathroom, small living room with fireplace and kitchen.

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Popular amenities for Monti d'Arena-Bosco Caggione smoking friendly rentals

Free parking on premises

Air conditioning

Smoking friendly apartment rentals

A spacious terrace is shown, featuring sun umbrellas and multiple lounge chairs. A round table with white chairs stands prominently, with the sea visible in the background under a clear blue sky.

Apartment in Gallipoli

4.77 out of 5 average rating, 130 reviews

La casa delle Zie (Aunt's house) in the center facing the sea in Gallipoli

Top guest favorite

A charming three-story tower structure is depicted, showcasing a blend of rustic stone and elegant wooden shutters. Lush greenery surrounds the building, with large windows allowing natural light to illuminate the interior. A wrought iron balcony accents the upper level, enhancing the architectural character.

Apartment in Ostuni

5 out of 5 average rating, 17 reviews

Comfortable apartment with garden

A view from the window showcases a spacious terrace with a table and chairs, offering a clear perspective of the expansive sea beyond. The surrounding area features a bright sky and distant hills, enhancing the sense of openness and tranquility.

Apartment in Taranto

4.87 out of 5 average rating, 55 reviews

Madreperla Rooftop

A private terrace pool is visible, reflecting clear blue water under a bright sky. The surrounding area features greenery, including palm trees and shrubs, creating a serene atmosphere that complements the view of the open countryside.

Apartment in Marina di Mancaversa-Giannelli

4.96 out of 5 average rating, 25 reviews

Apartment with private pool

The image captures a row of charming trullo structures, featuring iconic conical roofs made with stone and traditional materials. A small wooden table is positioned nearby, surrounded by potted plants, set against a backdrop of a clear blue sky, complemented by scattered clouds.

Apartment in Martina Franca

4.87 out of 5 average rating, 95 reviews

Trulli with pool in an old farm

A clear blue swimming pool reflects sunlight, surrounded by a spacious area with palm trees and well-maintained landscaping. A pergola provides shade, while lounge chairs are positioned nearby. The building features a neutral-color facade, contributing to a serene outdoor atmosphere.

Apartment in Porto Cesareo, Veglie

4.97 out of 5 average rating, 34 reviews

Suite with terrace in charming Masseria for 2

Top guest favorite

A landscaped garden is illuminated by sunlight, featuring a stone wall with archways in the background. A lounge chair and a shaded area under an umbrella are positioned on the lush green grass, inviting relaxation among surrounding greenery.

Apartment in Seclì

5 out of 5 average rating, 13 reviews

TenutaSanTrifone - Negroamaro

An inviting dining area features a wooden table surrounded by chairs, dressed in vibrant orange tableware. Flowing curtains in matching tones frame the windows, creating a warm ambiance. Textured walls complement the colorful decor, enhancing the overall charm of the space.

Apartment in Ostuni

4.83 out of 5 average rating, 113 reviews

casa ostuni

Smoking friendly house rentals

A soft, grey couch with multiple blue cushions is featured prominently. A doorway in the background leads to a bedroom, where a neutral-toned bed is visible. Natural light enhances the calming atmosphere, complemented by an abstract blue artwork on the wall.

4.95 out of 5 average rating, 114 reviews

Tolomeo's House - Bed & Bike

An outdoor seating area is surrounded by olive trees and lush greenery. Comfortable lounge chairs and a small table sit alongside a wooden bench, creating a relaxed atmosphere. Sunlight filters through an umbrella, providing shade over the seating space, enhancing the inviting environment.

5 out of 5 average rating, 18 reviews

La Casita Ostuni – Authentic Apulian Stay

A clean, inviting swimming pool is surrounded by sun loungers and large umbrellas, set against a lush green backdrop of trees and gardens. A swing chair adds a comfortable spot for relaxation near the pool area.

4.8 out of 5 average rating, 101 reviews

Villa I 2 Leoni - Apartment 4 km from Lecce

Top guest favorite

Vibrant flowers in shades of pink and red bloom in the foreground, contrasting against a white stone wall. In the background, unique trullo roofs are visible under a clear blue sky, hinting at the region's traditional architecture.

Home in Martina Franca

4.96 out of 5 average rating, 122 reviews

House among the trulli

The image showcases a private pool surrounded by a white gravel area, bordered by lush greenery and cacti. Two outdoor lounge chairs are positioned near the pool, with a relaxing hammock visible in the background. A small trullo is seen under a clear blue sky.

Home in Ceglie Messapica

5 out of 5 average rating, 12 reviews

New Trullo Oscar with private Pool

A rustic kitchen area is featured, showcasing wooden cabinetry and a table set for four. Natural light streams in through a large window, illuminating the stone walls and tiled floor. A decorative clock and wall hangings enhance the space's traditional charm.

4.66 out of 5 average rating, 265 reviews

Traditional White House in Center

A covered terrace is presented with light drapes and vibrant bougainvillea. A table and chairs are arranged for outdoor dining, with subtle vineyard views in the background. The entrance features light blue shutters and a cozy seating area just off the terrace.

Home in Acquadolce Cirenaica

4.88 out of 5 average rating, 42 reviews

villa in the countryside

Top guest favorite

The trullo, with its distinctive cone-shaped roofs, is surrounded by a stone courtyard. Soft sunlight illuminates the scene, highlighting the elegant entrance draped with a curtain. The stone walls, characteristic of the region, are complemented by greenery and scattered decorative elements.

Home in Ceglie Messapica

4.96 out of 5 average rating, 45 reviews

Trullo Primitivo : charming restored trullo

Smoking friendly condo rentals

Top guest favorite

An evening sky displays a gradient of colors as the sun sets over the residential area. Buildings are visible in the foreground, with warm lights illuminating their façades. The horizon stretches far, offering a peaceful view of the transitioning light.

Condo in Nardò

4.89 out of 5 average rating, 45 reviews

Sara Suite

Top guest favorite

A circular swimming pool is surrounded by a spacious patio featuring lounge chairs and umbrellas. A stone wall and palm trees enhance the outdoor area. A white building with several windows is visible in the background, and a dog is seen near the edge of the pool.

Condo in Martina Franca

4.96 out of 5 average rating, 27 reviews

Studio at Villa Particolare, Martina Franca

A cozy sleeping area features a spacious bed with a pale yellow coverlet, complemented by soft towels neatly arranged on top. A smaller bed in deep red is positioned nearby, and bedside tables with lamps are placed on either side of the main bed.

Condo in Taranto

4.76 out of 5 average rating, 58 reviews

Brand new house in city center

A serene sleeping area is displayed, featuring a spacious bed adorned with light blue and white linens. A single bed is positioned nearby, enhancing the room's capacity. Soft lighting is provided by stylish lamps on either side of the bed, with a subtle wall accent visible.

Condo in Gallipoli

4.86 out of 5 average rating, 36 reviews

"Bridge over the sea" SEA VIEW

The living area features a spacious bed with neatly arranged towels, a sofa, and a dining table with four chairs. Bright natural light floods in through large open doors, leading to an outdoor patio area. A kitchenette is visible, equipped with modern appliances.

Condo in Porto Cesareo

5 out of 5 average rating, 21 reviews

Frammenti di sole Studio apartment by the sea "sunset"

Top guest favorite

A serene view features colorful flowering plants in terracotta pots, contrasting against tranquil ocean waters. A seagull is seen in flight above the horizon, with a soft gradient of blue and pink sky enhancing the coastal ambiance.

Condo in Gallipoli

5 out of 5 average rating, 31 reviews

Penthouse with terrace facing the sea

Top guest favorite

An outdoor terrace is presented, featuring a table covered with a floral tablecloth. Several chairs surround the table, with drinks and fruit displayed, and pastries set on a dish. The backdrop includes rooftops and palm trees under a clear sky.

Condo in Nardò

4.94 out of 5 average rating, 31 reviews

CasaMia- In the heart of the historic centre

Top guest favorite

A private balcony is shown, featuring a small table and two chairs. A green awning provides shade, while views of neighboring buildings and greenery are visible in the background. The space is well-lit by natural sunlight, suggesting a comfortable area for relaxation.

Condo in Nardò

5 out of 5 average rating, 10 reviews

Upper Chiapparo Valley

Quick stats about vacation rentals that are smoking-friendly in Monti d'Arena-Bosco Caggione

Total rentals
50 properties
Nightly prices starting at
G$4,181 GYD before taxes and fees
Total number of reviews
230 reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace

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