Villa Vallone Luxury With PoolN°001
Puglia, Italy
Galatina
Oct 31 – Nov 5 · $15,404 for 5 nights
Smiling House brings together 42 hand-selected luxury villas in Puglia — each one chosen for its setting, its design and the service around it. Puglia is the heel of Italy, where the Adriatic and Ionian Seas frame whitewashed towns, olive groves and white-sand beaches. From intimate hideaways for two to expansive homes for family and friends, every villa is booked directly with our team — no middle-man, no surprises. Browse the homes below, then speak to a concierge who knows Puglia first-hand about dates, rates and the details that make a stay effortless.
Updated October 2026
Masseria Misocampo With Garden And PoolN°002
Puglia, Italy
Calimera
Oct 18 – 22 · $10,250 for 4 nights
Podere La Rimunda Otranto Garden And PoolN°003
Puglia, Italy
Otranto
Oct 19 – 22 · $4,524 for 3 nights
Villa Ciardo with Private Pool in SalentoN°004
Puglia, Italy
Alessano
May 1 – 5 · $6,553 for 4 nights
Masseria Santu Lasi with Private Pool & BBQN°005
Puglia, Italy
Surbo
Apr 30 – May 4 · $5,774 for 4 nights
Lisària Villa Delle Meraviglie with Jacuzzi and PoolN°006
Puglia, Italy
Castrignano De' Greci
Oct 24 – 27 · $3,723 for 3 nights
All 154 villas in Puglia
Every home in Puglia that can be booked with Smiling House, as a plain list.
- 3 BR Mini Castle Tower in the Heart of Alliste
- Alba Apartment 1 with Pool and Sea n.41
- Amazing Villa in Carovigno with Crystal Clear Pool
- Authentic Trulli Stay With History
- Beach in 5 min | Pool Access | n.57
- Beautiful Haven with Panoramic Views Over Valley
- Beautiful Italian Villa With Pool and Garden
- Beautiful Masseria in Polignano a Mare
- Beautiful Villa Surrounded by Green Space
- Beautiful Villa with Traditional Design
- Beautifully Restored Masseria With Elegance
- Bianca Olive House - Alberobello
- Traditional Trullo in Puglia
- Boutique Apartament with Pool and Padel Court
- Boutique Apartment 3 bedrooms - Pool, Garden & Parking
- Boutique Apartment 4 Bedrooms- Pool, Garden & Parking
- Boutique Villa 7 bedrooms - Pool, Garden & Parking
- Garden View Two Bedroom Apartment in Puglia
- Elegant Six Bedroom Villa in Puglia
- Casa Gallipolina Sea-View Apt in Gallipoli
- Casa Lory 1 Cozy Courtyard near the Sea
- Casa Miggiano 6 BR Apartment in Town
- Casa Pepitas apt sea front Monopoli
- Casa Spiaggiabella - Coastal Home Near The Sea
- Casolare Di Puglia with private Pool
- Civico 72 Monopoli
- Complesso Azzurro 2 Near The Beach
- Complesso Azzurro Mono 2 Near The Beach
- Complesso Azzurro Mono 3 Near The Beach
- Expansive Twelve Bedroom Retreat in Puglia
- Countryside Villa Offering Authentic Italian Charm
- Cristal Apartment Terrace & Pool
- Cristal Retreat Pool & Padel
- Dimora Cristal With Pool And Padel
- Dimora San Pancrazio - Villa with Garden & Parking
- Dimora Tra Gli Ulivi With Private Jacuzzi
- Enchanted 3 bedroom Villa with Swimming Pool
- Eurovillage Apartment with Pool & Terrace
- Exclusive 10BR Villa With Pool and Spa Access
- Exquisite 4BR Villa With Private Sauna
- Poolside Family Retreat in Puglia
- Favoloso Salento - Apartment with Balcony 50m to Beach
- Grand Magnificent Villa With Pool
- Historic Salento Estate with Pool & Courtyard
- Homonymous Natural Reserve Villa With View Of Sea
- Il Casalino - Corte dei Messapi - Il Casalino - Corte Dei Messapi
- La Porta Sul Mare - Sea-View Home with Private Beach Access
- La Primula Apartment 1 with Sea-View
- La Primula Apartment 2 with Sea-View
- La Primula Apartment 3 with Sea-View
- Elegant Eight Bedroom Villa in Puglia
- Charming One Bedroom Retreat in Puglia
- Lamia Terra 3BR, Terrace & BBQ
- Le Bianche Apt 2 with Garden near The Sea
- Le Bianche Apt 3 - terrace near the Sea
- Le Bianche Apt 4 - terrace near the Sea
- Le Bianche Apt1 with Garden Near The Sea
- Le Onde Apartment 3 with Pool n.116/a
- Le Onde Apartment 5 with Pool n.115/b
- Leuca Relax&Sea n.8C
- Lisària Villa Delle Meraviglie with Jacuzzi and Pool
- Lovely 6 Bedroom Mediterranean Villa
- Magical Stone Trullo With Private Swimming Pool
- Magnificent traditional villa with private pool
- Marinelli Villa with Amazing Architecture
- Charming Countryside Masseria in Puglia
- Traditional Masseria with Terrace in Puglia
- Traditional Masseria with Jacuzzi in Puglia
- Historic Masseria with Tranquil Gardens in Puglia
- Masseria Le Mesolecchie
- Masseria Le Palmentelle Pool And Garden
- Masseria Maranna Trulli&Spa Luxury Villa
- Masseria Misocampo Tirì with Garden, AC, Parking
- Masseria Misocampo With Garden And Pool
- Masseria Santu Lasi with Private Pool & BBQ
- Traditional Masseria with Scenic Terrace in Puglia
- Rustic Farmhouse Villa in Puglia
- Mediterranean Haven Near Otranto Beaches
- Mediterranean Luxury at Its Finest
- Mesmerizing 4 Bedroom Stone Villa
- Modern 4BR Villa With Pool in Ostuni Countryside
- Monopoli Beach House 200 m from the sea
- Monte Abele’s Ultimate Luxury Escape
- Historic Sixteen Bedroom Villa in Puglia
- Elegant Balcony Villa in Puglia
- Historic Eight Bedroom Villa in Puglia
- Panoramic Valley Estate Retreat
- Penthouse Azzurra Sea View Near Beach
- Pino 1 - 2 bedrooms Near The Sea
- Pino 1 - 3 bedrooms Near The Sea
- Pino 2 - 2 bedrooms Near The Sea
- Pino 3 - 2 bedrooms Near The Sea
- Pino 4 - 2 bedrooms Near The Sea
- Podere La Rimunda Otranto Garden And Pool
- Private Villa Near Torre Vado Beach
- Puglia's Traditional Trullo with Pool
- Garden View Two Bedroom Villa in Puglia
- Sea-View Villa Giulia in Santa Cesarea
- Seafront Salento Estate with Private Pool
- Spectacular 6BR Villa With Orange Sunset Views
- Stone Villa With Modern Architecure
- Tenuta Bouganville With Garden And Pool
- Family-Friendly Villa with Pool in Puglia
- Tenuta San Cassiano With Garden And Pool
- Trulli Villa with Modern Amenities in Puglia
- Trulli Trullò in Locorotondo
- Charming Trullo with Garden in Puglia
- Traditional Trullo Villa in Puglia
- Trullo ConoSolo With Pool
- Trullo Delle Ginestre Private Pool
- Trullo Fedele Grande125
- Trullo Nicolò With Pool Martina Franca
- Trullo Tenuta Mary with Heated Pool
- Vallone Apartment L
- Vallone Apartment S
- Viadelmare Apartment Monopoli 200m Sea
- Villa 2 Sunset Pool on Seashore n.142
- Charming Three Bedroom Villa in Puglia
- Villa Armonia Cordis
- Coastal View Three Bedroom Villa in Puglia
- Charming Traditional Villa in Ostuni
- Villa Butterfly
- Villa Calò 1 with Garden, 200 meters from Sea
- Villa Calò 2 with Garden, 200 meters from Sea
- Villa Carmen With Garden And Pool
- Villa Ciardo with Private Pool in Salento
- Spacious Family Villa with Terrace in Puglia
- Villa Cristal Pool and Padel
- Villa Dei Fanti - Beachfront Villa with Garden
- Trullo-Style Villa in Puglia
- Villa Elysium for 10 with Pool near Gallipoli
- Villa Fontanelle in Ugento With Garden
- Villa Grazia - Seafront Villa with Direct Sea Access
- Villa La Rimunda 1 Pool And Garden
- Villa La Selva
- Villa Lisa with huge Pool and Garden
- Villa Mattalia Relax at Villa for 10
- Villa Menhir in Puglia with Pool and Tennis
- Elegant Five-Bedroom Retreat in Puglia
- Villa Nice Dream with Pool in Neviano
- Villa Nina - Luxury Villa with Pool in Salento
- Charming Six Bedroom Villa in Puglia
- Villa Oasi al Mare with Pool & Garden in Salento
- Terrace-Focused Four Bedroom Villa in Puglia
- Elevated Terrace Villa in Puglia
- Tranquil Three Bedroom Villa in Puglia
- Elegant Five Bedroom Retreat in Puglia
- Villa Strea with Private Pool and Garden Veranda
- Villa Tartaruga Luxury With Pool
- Villa Torricella Pool and Sunny Garden
- Traditional Trulli Home with Garden in Puglia
- Villa Vallone Luxury With Pool
- Villetta Rossa with garden
- Villino Salentum with Private Pool and Garden
Smiling House also offers a concierge for private chefs, transfers, ski instructors, yachts and cars, a VIP Club with first access to new residences and member rates, chalets for sale in the Gstaad region through its real estate division and instantly bookable homes with live availability.
More to rent in Puglia
Villas in other destinations
Frequently asked
How do I book a villa in Puglia?
Choose a home below and send an enquiry, or ask to book directly. A Smiling House concierge confirms availability and rates with the owner and handles the booking end to end — you deal with our team, not a faceless platform.
What's included when I rent a villa in Puglia?
Every home is fully furnished and privately yours for the stay. Concierge support, and often housekeeping and local recommendations, come as standard; specific services vary by property and are listed on each home's page.
Is it cheaper to book direct with Smiling House?
Booking direct removes the platform mark-ups that sit on OTA listings, and puts you in touch with a team that knows Puglia personally. You get the real home, the real price and a human who answers.
How many villas are available in Puglia?
42 villas are featured here right now. Inventory changes as homes are booked and new ones join, so the collection is always current.