
Holiday rentals with a pool in Monte San Martino
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Monte San Martino

Total holiday rentals
Explore 30 holiday rentals in Monte San Martino

Nightly prices starting at
Monte San Martino holiday rentals start at $129 SGD per night before taxes and fees

Verified guest reviews
Over 90 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Monte San Martino holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Monte San Martino rentals

4.8 Average rating
Monte San Martino stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated rentals with a pool in Monte San Martino
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Laura's Country House
The old brick farmhouse is located near the historic center. It is spread across two floors. The first floor consists of a large living room, kitchen and a bathroom and the second floor consists of 3 furnished and comfortable bedrooms, 2 bathrooms, all for the exclusive use of guests. There is a garden and an olive grove with 70 olive trees. The farmhouse is also 10 km away from the sea. There is a beautiful pool to relax in 😍 This is the official listing to ask for info. Dog-friendly facility 😉😉

Villa Ermelinda · Ville Carborello Weddings
Villa Ermelinda is a private 16th-century villa set among the rolling hills of Le Marche, ideal for intimate weddings, destination weddings and exclusive stays. It offers exclusive use, a panoramic pool, gardens, a big terrace and beautiful spaces for symbolic ceremonies, poolside aperitifs and dinners under the stars. Hosting up to 18 guests, it also works perfectly with nearby Villa Nasca & Villa Adele, just a few minutes away, for larger wedding groups and unforgettable wedding weekends.

GrazieSole Agriturismo exclusive whole house
The GrazieSole farmhouse is a newly renovated 1900s farmhouse, in a characteristic style with original stone walls, exposed bricks and ceilings with wooden beams, it has a 12-metre swimming pool with breathtaking views and a wide panorama that extends from the Sibillini Mountains to the adjacent hillside villages. It is located in open countryside one kilometer from the center of the village of Penna S. Giovanni, in a sunny and quiet position, surrounded by a garden and large green spaces.

Historic Residence Santa Cassella 7
PLEASE NOTE: MORE HOUSING SOLUTIONS ARE AVAILABLE Immersed in the Marche countryside, in a natural oasis, surrounded by vineyards and fruit trees, you can find the Santa Cassella Historic Residence. Beautiful 1600s villa finely renovated, wrapped in an atmosphere of peace and relaxation. The proximity to the Sea, the Conero Riviera, the Sanctuary of the Madonna di Loreto, and the house of the poet Leopardi, make the Santa Cassella Historic Residence the ideal choice for your holidays.

I light up with immense
Enjoy a different vacation and regenerate your body and mind. Bring books to read under the mulberry trees. Walk through nature, breathing healthy air and traveling kilometers of countryside with organic crops while observing the landscape where nature has been able to create paintings. Relax with the whole family, living days with a different spirit and more attention to those close to you, in accommodation where serenity, atmosphere and nature make everything wonderfully unique.

House with pool, 1st floor, Villa Cerqueto
Located on the 2nd floor and ideal for 6/7 people. Equipped with all the comforts to enjoy 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.

Agriturismo Elisei mansarda piscina sauna spa
Are you looking for a quiet, relaxing place, surrounded by nature and away from the hustle and bustle? Do you want to discover the charm of the Monti Sibillini National Park and its villages? Choose the Elisei Farmhouse, small and for a few people, allowing each of the guests to have plenty of outdoor space. The farmhouse has a large garden with swimming pool, as well as a wellness area with sauna and spa. CIN (National Identification Code): IT043021B5CETGSYCI

Casale Biancopecora, Casa Cerqua
Apartment Casa Cerqua of 100 sq. meters finely furnished, we recovered all the old materials of the house in the recent renovation adapting the old farmhouse to the latest earthquake regulations. The decor is a good mix of modern and old, elegant but functional. Outside there is a large private area available to guests, with a shaded dining area and private barbecue. A 12x4.5 swimming pool with a shaded porch is available to guests.

Hillside chalet in stone and wood.
At the foot of Mount San Vicino, on a beautiful hill 420 meters above sea level, in complete tranquility and easily accessible, you can enjoy a beautiful 360-degree view, from the Sibillini Mountains to the Gola della Rossa. Easily reachable in 15 minutes Fabriano, in 20 minutes the beautiful caves of Frasassi, in 30 minutes Gubbio and in 60 minutes Senigallia or the Bay of Conero, in 20 minutes the ducal city of Camerino.

Breath of Nature
Respiro di Natura is a retreat nestled among the gentle hills of the Marche region, where time slows down and silence embraces you. A bright home immersed in the countryside, featuring a panoramic swimming pool where you can dive into peace and the colors of the sunset. Here you wake up to the scents of the earth, breathe in freedom, and listen to the wind. The perfect place to reconnect with nature — and with yourself.

villa Strada
NEW FOR '26: Private rooftop Jacuzzi for up to 4 people. Opportunity to enjoy horse-drawn carriage rides along the scenic white roads of Montefortino. Nestled in the heart of the Sibillini Mountains, Villa Strada boasts breathtaking views of Mount Vettore and Mount Sibilla. This elegant 1990s villa combines timeless charm with modern comfort, featuring welcoming and harmonious spaces immersed in nature.

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.
Popular amenities for Monte San Martino rentals with a pool
House rentals with a pool

Farmhouse with garden and pool for exclusive use of wifi

The Goddess Terraces Cottage

La Villetta

Apartment 1 Panoramic Terrace 2-3 Pax

Corner of paradise - Alpaca village nature and relaxation

Fonte del Ceppo 2 by Interhome

Valleprata Holiday Homes - Il Corbezzolo

The House in the Garden
Apartment rentals with a pool

Lavender - Relax in the vineyards of Abruzzo

Casa Leccino (house with a view)

Il Piccolo Carro - Girasole Apartment

Colle della Sibilla – Country Flat

DependanceAllaLuna con piscina

Villa La Passione - Entire King flat with pool

Villa Torrione - Oleandro Apartment - Pool & AirCo

Borgo Belvederi - La Casa Dei Colli
Other holiday rentals with a pool

Opera & Nature Lovers Loft Suite 30 mins 2 Opera

Deluxe apartment

The sweet Visciola

Loft in Villa with swimming pool between Sea and Mountains

Villa with exclusive private, heated pool

L'Attico Sul Fiume center home

Scenic Stay in Le Marche

Junior Suite Sole | Pool + Hill View
Destinations to explore
- Riviera del Conero
- Terminillo
- Senigallia Beach
- Frasassi Caves
- Basilica of St Francis
- Gran Sasso d'Italia
- Sibillini Mountains National Park
- Monte Terminilletto
- Shrine of the Holy House
- Monte Terminillo
- Spiaggia Urbani
- Sibillini Mountains
- Tennis Riviera Del Conero
- Mount Subasio
- Sirolo
- Rocca Roveresca
- Torre Di Cerrano
- Spoleto Cathedral
- Rocca Maggiore
- Spiaggia della Torre
- Fonti Del Clitunno
- Mezzavalle
- Basilica Santa Rita da Cascia
- Lame Rosse





