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.

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Superhost

Home in San Giovanni

4.84 out of 5 average rating, 19 reviews

Pool house, relax in the olive trees garden

Marvelous large and cozy stone house with glazing entrance looking toward a swimming pool, surrounded by olives trees garden. 5 minutes by car to the sea. Amazing panorama views to sea and hills. Recently refurbished with a double height bay window with glazed ceiling, offers a large 68sm swimming pool, one double bedroom, two twin bedrooms a double sofa bed, 2 bathrooms, for up to 6 people. Washing machine, dishwasher, smart TV, stereo and Wifi available. Swimmingpool close Oct 27 - May 15

Superhost

Rental unit in Mogliano

5 out of 5 average rating, 3 reviews

Delightful space for families to enjoy with pool

The two apartments at Number21 offer an extended family or two families the space to relax and enjoy the pool, use the many different tables in the garden to enjoy eating outside, and take advantage of the two living spaces. You can read reviews of the property here: https://www.airbnb.com/rooms/35985299?location=mogliano%20mc&source_impression_id=p3_1563864803_0xqm6rSbpcp69%2FQV and https://www.airbnb.com/rooms/866576?location=mogliano%20mc&source_impression_id=p3_1563864856_pK98GNNYkn5VaW2n

Guest favorite

Rental unit in Mogliano

4.96 out of 5 average rating, 28 reviews

Spacious apartment close to sea, mountains & lake

Located in the heart of Le Marche, which ranked 2nd, in Lonely Planet's 2020 list of "The Top 20 Regions in the World to Visit". This spacious apartment and gardens, provide the perfect base to relax, or explore. Within 40 mins drive of mountains, lakes and the sea, with many, ancient hilltop towns to explore. 5 mins' drive to Mogliano, where you can buy everything you need for your stay. Nature reserves, outdoor markets, health spas, hiking, biking and riding trails all within easy reach.

Guest favorite

Villa in Massa Fermana

5 out of 5 average rating, 9 reviews

Luxurious Villa with pool, jacuzzi, gym & games

We built a villa with all the amenities you can think of. Pool, jacuzzi, tons of games and even a jeux de boules area. Enjoy the Italian life to its fullest with your family. With 7 bedrooms, all with a different luxurious theme you will have more than enough space for everyone to enjoy the scenic landscape. Close to the beach and to the mountains. You will have, without any doubt, one of the best holidays and memories for many years to come. We also allow small intimate weddings

Superhost

Vacation home in Mogliano

4.93 out of 5 average rating, 56 reviews

Charming Italian Country House With Pool

Uliveto is a 3 bedroom, 2 bathroom, lovingly restored farmhouse. Close to the beautiful hill town of Mogliano and set between the sea and the mountains. The house is fully private, very well equipped and furnished with a mix of antiques and modern pieces, whilst still retaining its character. The swimming pool is for your use only, there is lots of outside space and plenty of shady spots to relax in - everything you need for the perfect get-away-from-it all holiday.

Superhost

Rental unit in Case Alte

5 out of 5 average rating, 3 reviews

5 BED DREAM APARTMENT WITH HEATED SALT POOL

Independent apartment 5 beds on the ground floor of a stunnung villa set in in it's own olive groves, very nice and equipped with everything you need and with a private veranda. Fantastic salt Pool, heated from September until 31 October and from 1 April until 10 June, solar shower, Jacuzzi, beautiful gardens, stunning views over mountains, open farmland and olive groves. The apartment is located in a Residence who consists of 2 villas for a total of 6 apartments .

Guest favorite

Home in Contrada Colle Galli

4.95 out of 5 average rating, 57 reviews

CASA GALLO RED relaxation & privacy

Spectacular Overview The solution for your vacation , an ideal country home for both solo travelers and groups , families, etc. , eager to spend a pleasant stay in total freedom and privacy. You will be surrounded by a wonderful view and you will be just 25 minutes from the sea and 40 minutes from the mountain The house has a swimming pool for exclusive use, and all spaces are reserved for the GUEST , no shared space

Guest favorite

Rental unit in Civitanova Marche

5 out of 5 average rating, 5 reviews

Villa Mei - Oasis of Peace

Villa Mei is ready to welcome you with six charming apartments, each designed to offer you maximum comfort and relaxation throughout your stay. The large garden, beautiful pool and outdoor play area are at your disposal. Located in the countryside of Civitanova Marche, just 5 km from the beaches, Villa Mei is your ideal retreat, where Marche's authenticity combines with modern luxury to create unforgettable memories.

Guest favorite

Vacation home in Citta' Sant'Angelo

4.89 out of 5 average rating, 28 reviews

I Tre Laghi Countryhouse - St' Agnese Ground floor

I Tre Laghi Countryhouse - Recently restored countryhouse with swimming pool situated opposite a lake, 2 kms from historical centre and 15 minutes to beach. To reserve the entire home see also "I Tre Laghi - Sant'Angelo, first floor" to sleep a total of 14. We apologise for a slight increase in price this year due to increase of taxes on reservations, cleaning fees and commission.

Guest favorite

Rental unit in Civitanova Marche

4.94 out of 5 average rating, 18 reviews

[Luxury & Relaxation] Private Pool with View

HostHero Properties Welcome to this modern newly built apartment, an oasis of comfort and relaxation with breathtaking views of the sea and hills; perfect for both couples and families, offering a combination of contemporary elegance and natural beauty. Private Stunning Swimming Pool. WiFi, Smart Tv and Air Conditioning present. Bed linen provided. Private parking available.

Guest favorite

Rental unit in Martinsicuro

5 out of 5 average rating, 7 reviews

Casa Giulietta

Relax and recharge in thisoasis of quiet and elegance. Casa Giulietta, located on the first hill of Martinsicuro with a splendid panoramic view of the sea, is a house equipped with all the comforts: swimming pool with jacuzzi, large garden, WiFi free, air conditioning, air conditioning, and much more; Casa Giulietta is your relaxation in the Collina.

Guest favorite

Condo in Sant'Elpidio a mare

4.93 out of 5 average rating, 14 reviews

Apartment Il Cedro with pool

Resort Orizzonti apartment "Il Cedro" with pool Ideal for spending a relaxing vacation. The elevated location guarantees an enchanting view of the Marche hills and the green spaces of the Nature Reserve, on the horizon they see the Sibillini mountains. This view ensures confidentiality and tranquility….