
Vacation rentals with a pool in San Benedetto del Tronto
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in San Benedetto del Tronto
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Beautiful restored farmhouse with gorgeous views
Casa Petritoli is a traditional and spacious farmhouse with modern, contemporary interior. Fully renovated in 2024. Large 10x4m pool, air conditioning, fully covered veranda with outdoor BBQ and stone pizza oven. Ideal for families. Great place to relax, unwind and enjoy the amazing views overlooking the valley and the mountains. Outdoor dining in our large and fully fenced garden with total privacy. 10mins drive to nearest villages with shops, bars and restaurants. 15km to the nearest beach.

House with swimming pool, ground floor, Villa Cerqueto
Apartment in a house with a swimming pool in the hills 20 km from the sea. Equipped with all the comforts to spend a peaceful vacation in contact with nature and the beauty of the landscape among typical villages, the Adriatic Sea and the Sibillini Mountains. The apartment has 2 large air-conditioned bedrooms, 1 bathroom and 1 kitchen with a terrace where you can eat. The garden and swimming pool, shared with other guests, enjoy a privileged position from which you can enjoy a beautiful view.

Luxury home with Private Pool & Home Theater
Casa Fenice is located next to an olive grove and overlooking the cultivated fields of neighboring farms. Across the valley of the Saline River you will see the vineyard of San Lorenzo wines, the medieval villages of Elice and Castilenti, and small suburbs with support businesses for the farmers in the area. The nearest neighbor is 200m away, so with the exception of the occasional friendly farmer on his tractor, you are able to enjoy the blissful peacefulness of country living.

Experience Authentic Italian Village Life
Located in the heart of Le Marche, ranked 2nd in Lonely Planet’s 2020 list of “Top 20 Regions in the World to Visit.” This spacious apartment and garden offer the perfect base to relax or explore. Within 40 mins’ drive of mountains, lakes, and the sea, with many ancient hilltop towns nearby. Just 5 mins from Mogliano, where you’ll find everything you need for your stay. Nature reserves, outdoor markets, health spas, hiking, biking, and riding trails are all within easy reach.

"Il Veliero" Holiday Home Tortoreto Lido
Charming terraced house in Tortoreto Lido, about 1 km from the sea, in a private and quiet area, one step away from all services, supermarkets, equipped beaches, restaurants, etc. The apartment has a separate entrance inside the "Residence Il Veliero" condominium. Equipped with all amenities: kitchen complete with dishes, fridge, oven, dishwasher, laundry area with washing machine, ironing board and iron, two bathrooms, two spacious and comfortable bedrooms, large garage.

Designer Appartement sea view
With this, we want to offer you a beautiful 3-room apartment between wine and olive fields in the sleepy village of Rosati near Colonella. The apartment is characterized by a breathtaking sea view and its special location. In about 5 minutes you can reach all the local restaurants, shopping centers and attractions. The proximity to the quiet Adriatic Sea makes spontaneous beach days more easily than ever. Fantastic hiking and skiing areas can be reached in 30 minutes.

House in the countryside near the sea. Swimming pool. Lu Pajare
Apartment in a farmhouse on the green hill of Pineto just a few minutes from the sea. The studio consists of a unique environment with full kitchen with sea view, double vanishing bed and bathroom with shower. Private garden with fence. In the garden, there is a shared pergola and barbecue, swimming pool, hot tub with umbrella and deckchairs. Laundry room with washing machine, dryer and iron. Beachside umbrella and beach lounger included. CIN IT067035B9H3HB3QX3

Country Escape - Pool & Hot Tub
Escape to our charming retreat in the heart of Abruzzo, ideal for couples seeking romance or a small family getaway. Perfectly positioned between the sea and the mountains, our home offers stunning natural surrounds. Enjoy exclusive outdoor amenities: a refreshing pool, relaxing hot tub, cozy firepit, and al fresco dining area. Engage with nature and meet our friendly farm animals—goats, chickens, ducks, cats, and our lovable dog.

Casa Mimi in the Hills - Casa Max
The scent of the pine trees and the view of the blue, wide sea will put you in the well-deserved "holiday mode" within a few seconds. In this quiet, stylish environment with a spacious pool and sun terrace, you can escape the hustle and bustle of beach life and take it to the hills (nature reserve) and olive groves of the picturesque village of Montepagano. As an accompaniment, you can take the two house dogs, Aurelia and Ferdinand.

La Ponderosa Couple
Exclusive apartment in a typical Marche farmhouse, completely renovated with swimming pool. A perfect location surrounded by nature where you can enjoy relaxation just 12 km from the nightlife of Civitanova Marche and 8 km from the sea of Porto Sant'Elpidio. The apartment consists of a living room with kitchen, 2 double bedrooms and 1 twin bedroom that can be converted into a double bedroom.

Casale Biancopecora, Casa Ghianda
Independent house in Country House, Casa Ghianda, 60 sqm finely furnished. We recovered all the old house materials in the recent renovation. One of the rooms overlooks a small terrace. Outside there is a large private area available to guests, shaded pergola and private barbecue. Complete the property with a 12x4.5 pool with shaded porch available for guests to enjoy.

Country House with Pool and Garden
Country house with swimming pool and garden - The farmhouse with swimming pool is located in the countryside with well-kept and completely renovated furnishings, for a relaxing vacation 5 km from the Fiastra Abbey Nature Reserve, 30 km from the entrance to the Monti Sibillini Park, 30 km from the Adriatic Sea and 60 km from the Conero Riviera.
Popular amenities for San Benedetto del Tronto rentals with a pool
House rentals with a pool

Pool house, relax in the olive trees garden

Villa with pool

La Casa Rossa - Countryhouse with swimmingpool

Restored farmhouse with view to sea

GrazieSole Agriturismo exclusive whole house

Villa Irma Relax with Pool 10 min from the Sea

Elegant Farmhouse Villa with Infinity Pool

Villa Fonte in Colle-pool and 4 bedrooms
Condo rentals with a pool

Pineto-Italia-Intero residence I Gabbiani

Lavender - Relax among the vineyards of Abruzzo

Jo’s house: where the sea meets the relax

Il Piccolo Carro - Cedro Apartment

Domus Petrae - Apartamento Oca

Borgo Il Castello - Two-room apartment garden and pool

Full equipment King flat with pool

The Cherry Houses, apt Monterosa
Other vacation rentals with a pool

Poggio dei 4 Borghi, entire house

Sublima Apartment

big house

Cantina Le Canà - Doravera Apartment

Colle Marino suite Julius in Le Marche

The Cherry House, apt Geranio

NEW! Charming farmhouse retreat with private pool

Villino Gentile
Quick stats about vacation rentals with a pool in San Benedetto del Tronto

Nightly prices starting at
San Benedetto del Tronto vacation rentals start at $41 CAD per night before taxes and fees

Verified guest reviews
Over 70 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across San Benedetto del Tronto rentals
Destinations to explore
- Rome Vacation rentals
- Molfetta Vacation rentals
- Milan Vacation rentals
- Florence Vacation rentals
- Venice Vacation rentals
- Naples Vacation rentals
- Francavilla al Mare Vacation rentals
- Italian Riviera Vacation rentals
- Bologna Vacation rentals
- Bari Vacation rentals
- Sarajevo Vacation rentals
- Ljubljana Vacation rentals
- Rentals with a patio San Benedetto del Tronto
- Condo rentals San Benedetto del Tronto
- Family-friendly rentals San Benedetto del Tronto
- Vacation home rentals San Benedetto del Tronto
- Bed and breakfasts San Benedetto del Tronto
- Rentals with beach access San Benedetto del Tronto
- Villa rentals San Benedetto del Tronto
- Pet-friendly rentals San Benedetto del Tronto
- Beachfront rentals San Benedetto del Tronto
- Smoking-friendly rentals San Benedetto del Tronto
- House rentals San Benedetto del Tronto
- Rentals with breakfast San Benedetto del Tronto
- Rentals with a fireplace San Benedetto del Tronto
- Apartment rentals San Benedetto del Tronto
- Rentals with a washer and dryer San Benedetto del Tronto
- Rentals with outdoor seating San Benedetto del Tronto
- Waterfront rentals San Benedetto del Tronto
- Rentals with pools Ascoli Piceno
- Rentals with pools Marche
- Rentals with pools Italy




