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

Relaxation and charm in the Chianti hills
Beautiful stone farmhouse, detached, surrounded by olive trees and the Chianti hills, with private garden and panoramic swimming pool. Ground floor with large living rooms, antique fireplace and wood-burning oven, bright living room and fully equipped kitchen. On the first floor, three suites consisting of a bedroom, study and private bathroom. Access via gate and white road on private property just 500 meters from the village of Strada in Chianti. Ideal for peace and relaxation. Convenient location for visiting Tuscany.

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient family-run property from the 1600s located in the beautiful hills of Chianti in Tuscany, with the possibility of arranging a private shuttle and local experiences directly with our family. The apartment is available for 2 adults with the possibility of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle and vineyards with incomparable sunsets.

Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

Exclusive 10 Acre Estate w/ Pool & Olive Grove!
Enchanting, exclusive 10acres estate on a hill, memorable sunsets; large pool framed by lavender&rosemary, open year-round. New air conditioning, Starlink internet. Very private&peaceful 2 floors, 4bedrooms, 4baths, jacuzzibathtub, 55inch smartTV, well-equipped kitchen, porch & pergola for alfresco dining, Weber barbecue, pizza oven, olive grove, fireplace; 20 min. to Orvieto,Todi,Amelia; 10 minutes drive to train station to Rome/Florence, 5min drive to shops in town. Grounds/pool caretaker

Tuscan cottage with an heavenly view
Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

The house among olive trees
A cottage made up of stone and timber built on two storeys, with a large living room, glass window, a couch for two people and a bathroom with sauna; on the second storey there is a double bedroom. Outdoors, there is a large garden with a porch equipped with BBQ and a wooden table. The site is located on the pleasant hills between Bellegra and Olevano Romano. We have currently added two beds, set up in a wonderful Indian teepe available for two extra guests in addition to the four ones.

Torre dei Belforti
Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.

Il Castello di Ferrano - Castle in Tuscany
Try the experience of staying in a real Castle! Il Castello di Ferrano offers to its hosts the chance of living an unforgettable experience: you will be the only guests in the castle, and everything will be for you (private pool from June to September, gardens etc..). Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.

Podere Tignano, 4-bedroom villa in the Chianti!
Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

Old hayloft on the Chianti hills
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

Luxury Spa Villa • Heated Pool, Jacuzzi & Sauna
This beautiful villa with heated pool, hot tub and sauna is set on a remote and secluded landscape with a breath-taking view over the valley Heated pool from April to November Great place for relaxing and a starting point for exploring the region and Croatia! City distance Zadar is 28 km (airport 20 km) away Šibenik is 50 km away Split is 125 km (airport 99 km) away Attraction distance Plitvice lakes 125 km away Krka 45 km away Kornati 30 km away

Amalfi - Charming Suite with an amazing view
FREE PARKING on the property, Heated Jacuzzi, 24/7 Personal Concierge and grocery delivery service. Just 10 minutes by bus from the center of Amalfi or a scenic 25-minute walk via the stairs. The villa is a charming seaside retreat, perfect for resting and relaxing while still being close to the town center. From the terrace you can enjoy breathtaking views, and thanks to the partially secluded area, you can sunbathe in complete privacy.
Popular amenities for Apennine Mountains rentals with a pool
House rentals with a pool

Country House w/ heated Pool near the City Centre

Frontemare house with exclusive sea access

Tofanello Turquoise Luxury with Outdoor Pool

Conca d'Oro villa with private pool, sleeps 4

Vineyards Paradise

Belfortilandia, the small rustic villa

Stone building between the sea, the mountains and the pool.

Serenella
Condo rentals with a pool

Apt. Panzanello-Panzano in Chianti

Poggiolieto Suite - on hills 10' from city center

La Casetta

Casaletto 210 B1 Villa with pool and parking

Loggiato 3 apartment in Tuscany near Siena

Apartment 10 minutes Vatican + pool&parking

Casaletto 210 A2 Villa with swimming pool and parking

The Painter's House
Home rentals with a private pool

TREEhouse/casaBARTHEL

Stone House with Exclusive Pool Codilungo in Chianti

Farmhouse , pool, 13 px. Lucca 10km
Blue Dream Amalfi Coast-Sea view pool and garden

Casa Luigi Suite with exclusive pool

Esplora la natura al centro di Vigneti Chianti

Magnificent Tuscan Villa, amazing interiors & view
Historic villa x8 with exclusive pool
Destinations to explore
- Nature eco lodge rentals Apennine Mountains
- Rentals with beach access Apennine Mountains
- Tower rentals Apennine Mountains
- Apartment rentals Apennine Mountains
- Campsite rentals Apennine Mountains
- Condo rentals Apennine Mountains
- Hotel rooms Apennine Mountains
- Yurt rentals Apennine Mountains
- Guesthouse rentals Apennine Mountains
- Rentals with an accessible height bed Apennine Mountains
- House rentals Apennine Mountains
- Rentals with a kayak Apennine Mountains
- Houseboat rentals Apennine Mountains
- Chalet rentals Apennine Mountains
- Beachfront rentals Apennine Mountains
- Luxury rentals Apennine Mountains
- Rentals with breakfast Apennine Mountains
- Cottage rentals Apennine Mountains
- Earth house rentals Apennine Mountains
- Boat rentals Apennine Mountains
- Hut rentals Apennine Mountains
- Shepherds hut rentals Apennine Mountains
- Family-friendly rentals Apennine Mountains
- Island rentals Apennine Mountains
- Rentals with a sauna Apennine Mountains
- Ski-in/ski-out rentals Apennine Mountains
- Bungalow rentals Apennine Mountains
- Boutique hotels Apennine Mountains
- Tent rentals Apennine Mountains
- Loft rentals Apennine Mountains
- Hostel rentals Apennine Mountains
- Vacation home rentals Apennine Mountains
- Townhouse rentals Apennine Mountains
- Rentals with an accessible height toilet Apennine Mountains
- Cabin rentals Apennine Mountains
- Farmstay rentals Apennine Mountains
- Tiny house rentals Apennine Mountains
- Barn rentals Apennine Mountains
- Aparthotel rentals Apennine Mountains
- Castle rentals Apennine Mountains
- Rentals with a hot tub Apennine Mountains
- Rentals with lake access Apennine Mountains
- Rentals with a soaking tub Apennine Mountains
- RV rentals Apennine Mountains
- Waterfront rentals Apennine Mountains
- Cave rentals Apennine Mountains
- Treehouse rentals Apennine Mountains
- Bed and breakfasts Apennine Mountains
- Private suite rentals Apennine Mountains
- Resort rentals Apennine Mountains
- Villa rentals Apennine Mountains
- Pet-friendly rentals Apennine Mountains
- Serviced apartment rentals Apennine Mountains
- Dome rentals Apennine Mountains
- Rentals with pools Italy
- Things to do Apennine Mountains
- Entertainment Apennine Mountains
- Workouts Apennine Mountains
- Galleries Apennine Mountains
- Sports activities Apennine Mountains
- Cultural tours Apennine Mountains
- Wildlife Apennine Mountains
- Outdoors Apennine Mountains
- Sightseeing Apennine Mountains
- Water sports Apennine Mountains
- Art and culture Apennine Mountains
- Tours Apennine Mountains
- Landmarks Apennine Mountains
- Architecture Apennine Mountains
- Art workshops Apennine Mountains
- Flying Apennine Mountains
- Shopping and fashion Apennine Mountains
- Tastings Apennine Mountains
- Cooking Apennine Mountains
- Dining Apennine Mountains
- Food and drink Apennine Mountains
- Performances Apennine Mountains
- Food tours Apennine Mountains
- Museums Apennine Mountains
- Nature and outdoors Apennine Mountains
- Things to do Italy
- Workouts Italy
- Shopping and fashion Italy
- Food and drink Italy
- Food tours Italy
- Cooking Italy
- Flying Italy
- Cultural tours Italy
- Wellness Italy
- Art and culture Italy
- Nature and outdoors Italy
- Tastings Italy
- Wildlife Italy
- Landmarks Italy
- Sports activities Italy
- Museums Italy
- Performances Italy
- Art workshops Italy
- Dining Italy
- Sightseeing Italy
- Galleries Italy
- Tours Italy
- Outdoors Italy
- Architecture Italy
- Water sports Italy
- Entertainment Italy
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes





