
Vacation rentals with a pool in Anacapri
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Anacapri

Total vacation rentals
Explore 70 vacation rentals in Anacapri

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Over 1,670 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
70 of Anacapri vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Anacapri rentals

4.7 Average rating
Anacapri stays receive an average rating of 4.7 out of 5 from guests
Top-rated rentals with a pool in Anacapri
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Garden Studio among the olive trees of Sorrento A
Cozy two room cottage recently renovated in Sorrento Delightful and quiet area Breathtaking view of the gulf Free street parking Located in the upper side of Sorrento, surrounded by olive trees, in an enchanting flowery garden, this is the ideal place to take refuge after a trip, an excursion or a long walk. Located just 5 minutes by car from the center but far from the noise and confusion of city life, my garden studio is equipped with all comforts, including swimming pool, barbecue and parking

CasaMIAPositano -outdoor private hot tub sea view
Charming & Authentic Positano Experience in one of Italy’s most iconic destinations. Casa MIA is located in a wonderful private complex of houses just above the hill of historic district of Positano called "Chiesa Nuova". Scenic terrace, private hot tub, where you can enjoy the view and relaxing. The beautiful and panoramic shared pool (seasonal), every day from 10am to 6 pm. Book now Casa Mia and enjoy an unforgettable Italian sea view experience filled with comfort, relaxation and beauty

Casalbivio
Casa Bellavista is a delightful apartment which has been recently renovated and is situated in a central and particularly panoramic position. The apartment is distributed over three levels and has all mod cons. with jacuzzi pool on terrace overlooking the sea. There are food stores around 200 m away, whereas the beach is around 500 m away. Thanks to a convenient bus service, with a bus-stop near the apartment, it is possible to easily reach a number of localities near Positano.

House, terrace, shared garden/pool, view, sleeps 4
Casa del Capo is an independent, small house, with sea view, located in the grounds of this magnificent villa; the unit consists of one room with double bed, sofa bed, dining table, and fully equipped kitchen; one bathroom with shower; and the private terrace with outdoor furniture; the terrace can be used for meals. All spaces have been recently renovated. The house can accommodate up to four people. It might be too small for 4 adults; it is ideal to for a couple with 1 child.

Villa Spring, swimming pool and parking Meta Sorrento
Completely renewed solution. The home automation service will allow guests to have an adequate temperature from their arrival. In addition to the bedrooms, guests have access to a spacious living room, an outdoor kitchen with a barbecue, a large garden with a swimming pool, a sun deck, a hot-water shower, and a Bluetooth stereo system. An independent solution for the exclusive use of those who stay, equipped with every comfort, ideal for a relaxing vacation.

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.

casa angelica positano
Finely restored apartment located in a guarded park with 01 parking space, swimming pool (28 x 9 meters) two sunbeds and 01 umbrella included - panoramic and sunny terrace overlooking the sea of Positano. You will find free Wi-Fi, A/C, kitchen well equipped with all accessories, laundry with washing machine and a large TV in the living room. The tourist tax must be paid in cash upon arrival, the cost is € 2.50 per person per night.

Incredible Sea View design Villa in Amalfi Coast
A historic boutique villa on the Amalfi Coast, where elegance, privacy, and contemporary comfort exist in perfect harmony The villa offers rare, access directly from the main road - a true privilege on the Amalfi Coast - Daily housekeeping and a dedicated concierge service provide seamless assistance, from private boat excursions to curated dining and bespoke experiences, all delivered with discreet Mediterranean hospitality

Villa Nature
Villa Natura is nestled in the green hills of Montechiaro, a village in the historic center with typical streets of the Sorrento and Amalfi peninsula. Among the olive trees and the sea, surrounded by the emotions that only nature can offer, the villa is located in a strategic position for traveling to the famous archaeological sites (Pompeii, Herculaneum) and the beauty of the Sorrento Peninsula, the Amalfi Coast, Capri, Ischia.

Smeraldo Holiday House, peace and blissful views
Smeraldo Holiday House is suspended between the blue sky of the Conca dei Marini’s cape and the green of the Mediterranean lush that surrounds this place. It’s the ideal solution for a family or a group of friends traveling together. It features two double bedrooms (one of these can be a twin room), two bathrooms with a shower, a spacious living room with a panoramic kitchen and a terrace with views to die for.

At Francesca's: a relaxing oasis with a pool
A casa di Francesca enjoys a privileged location in the center of Praiano, the heart of the Amalfi Coast, overlooking Positano and Capri, within walking distance of bars, restaurants and shops. The house consists of: two bedrooms, two bathrooms, kitchen, living room and large outdoor areas, two terraces and a garden. Each room is air-conditioned and free Wi-Fi is available throughout the property.

Marearte Vacation Home
Nestled amid serene Mediterranean vegetation and boasting stunning views of the Gulf of Naples, Marearte is a luminous and roomy vacation home located a mere 1.5 km from Massa Lubrense's city center and a few strides from the port. Our family has poured their love and effort into this apartment, always striving to enhance it. Our aim is for you to feel at ease and at home during your stay with us.
Popular amenities for Anacapri rentals with a pool
House rentals with a pool

Home sweet Home Vesuvius pool & free parking

Casa Roby

La Casa Sorrentina (city center & swimming pool)

Moorish Villa

In Villam temporary house

Casa Melangolo - Wisteria

Historic Villa with a spectacular view

Casa Zia Luisina
Condo rentals with a pool

Villa of the President

Cozy Sorrento Apartment

Villa Rosita Apartment

Penthouse Sorrento

Sorrento sea view and swimming pool

Virginia's Guest House

The Yellow Horse Sea View Apartment -swimming pool

deluxe apartment with jacuzzi & pool 2km sorrento
Other vacation rentals with a pool

Villa Amalú Garden,Swimming Pool

Saracen House

Oasi Celeste

Villa Elena - Capri Residence

SuiteDesign in Piazzetta | Quiet comfort & jacuzzi

Casa Mariavittoria - My Rental Homes

Salvatorosa Mare

Villa-Private Bathroom-Villa-Bay view
When is the best time to visit Anacapri?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,121 CAD | $1,317 CAD | $483 CAD | $264 CAD | $537 CAD | $621 CAD | $455 CAD | $482 CAD | $477 CAD | $404 CAD | $661 CAD | $710 CAD |
| Avg. temp | 11 °C | 11 °C | 13 °C | 16 °C | 20 °C | 24 °C | 27 °C | 28 °C | 24 °C | 20 °C | 16 °C | 12 °C |
Destinations to explore
- Apartment rentals Anacapri
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- Amalfi Coast
- Quartieri Spagnoli
- Isola Ventotene
- Piazza del Plebiscito
- Reggia di Caserta
- Napoli Centrale
- Punta Licosa
- Herculaneum
- Mostra D'oltremare
- Diego Armando Maradona Stadium
- Spiaggia dei Maronti
- Spiaggia Miliscola
- Spiaggia di Maiori
- Fornillo Beach
- Pompeii Archaeological Park
- Castello Aragonese
- Monte Faito
- Vesuvius National Park
- Villa Comunale
- Fiordo di Furore
- Path of the Gods
- Catacombe di San Gennaro
- Museo Cappella Sansevero
- Bay of Ieranto
- Things to do Anacapri
- Things to do Naples
- Art and culture Naples
- Sightseeing Naples
- Sports activities Naples
- Tours Naples
- Nature and outdoors Naples
- Food and drink Naples
- Things to do Campania
- Sightseeing Campania
- Art and culture Campania
- Nature and outdoors Campania
- Sports activities Campania
- Food and drink Campania
- Tours Campania
- Things to do Italy
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