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Island of Capri Holiday Vacation with Pools

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    Travellers to Island of Capri are booking June dates now. Secure your vacation rental today, and have the perfect trip.
    29 Matching Rentals in Island of CapriView all 145 rentals
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Graziosa Villa con Giardino1 / 19
    (4)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • DVD Player
    • Patio
    • Ocean Views
    • Cable/satellite TV
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Walking in Villa by the enchanting lanterns roofs , that give the house an unusual oriental look, you can immediately identify the characteristic architectonic Capri style. The Villa is an elegant residence situated in Anacapri, on the island of Capri. Built at the start of the last century for...
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    80071, Capri, Island of Capri
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Capri villa with pool near the Blue Grotto - Villa Isola is a rare find, a private villa with pool in a garden setting that offers breathtaking views across the Gulf of Naples to Mount Vesuvius on the mainland. Tucked away on the edge of Anacapri, Villa Isola is within walking distance of a...
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    Capri, Island of Capri
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
    • Washer
    • Wi-Fi
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Capri has long been a favored destination for artists, intellectuals, celebrities and royalty from around the world.  It invites you gently to enjoy its great natural beauty and to spend some time in its towns and country houses. Mafalda rents only from SATURDAY TO SATURDAY. Mafalda is a...
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    80071, Anacapri, Island of Capri
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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    Spectacular sea views and big pool -  La Terrazza1 / 24
    (14)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Washer
    • Ocean Views
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 October 2016
    If you want to stay as close to being a local to the island then take one or both of these garden cottages like we did. Magical setting and made hugely warm and welcoming by...
    Reviewed 29 August 2015
    I returned to La Terraza in June for my second month long stay, the first was in September. The owners, Candace and Peppino, made this another memorable stay,always available...
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    About this property
    La Terrazza is set on an exclusive Capri property with an extensive Mediterranean garden, overlooking the sea on the western side of the island, close to a regular bus route and within easy access to all amenities, including many excellent restaurants for eating out. Peaceful and romantic, a few...
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    80071, Anacapri, Island of Capri
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Washer
    • Air Conditioning
    • Secure Parking
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Patio
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    VILLA SKYFALL Garden Villa with Pool minutes from Anacapri Centre Capri Island 4 double bedrooms, 1 twin room, 1 single room, 6 bathrooms Sleeps 12 people Villa Skyfall is a classic Italian villa and the perfect place to experience the exclusive and peaceful atmosphere of Capri Island....
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    80071, Anacapri, Island of Capri
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    CAPRI-LUXURY VILLA WITH PRIVATE SWIMMING POOL-WIFI1 / 10
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Housekeeping Included
    • Ocean Views
    • Air Conditioning
    • Patio
    • Private Outdoor Pool (Unheated)
    • Washer
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Walking in Villa by the enchanting lanterns roofs , that give the house an unusual oriental look, you can immediately identify the characteristic architectonic Capri style. The Villa is an elegant residence situated in Anacapri, on the island of Capri. Built at the start of the last century for...
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    80071, Capri, Island of Capri
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    7 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Terrace
    • Central Heating
    • Grill
    • Private Outdoor Pool (Unheated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sqm 360 Location: The Island of Capri, with its colours, fragrances and spectacular natural beauty, has attracted millions of visitors over the last hundred and fifty years to this limestone outcrop less then 10 kilometers across: tourists in love with Italy, aristocrats, discerning vagrants, film...
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    80071, Anacapri, Island of Capri
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 12
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Balcony
    • Secure Parking
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    sland of Capri is located south of Naples, 3 km from the Sorrento pensinsula. This small island is about 6 km long and one-three km wide, covering an area of about 10 square km. Between Mount Tiberio to the east and Mount Solaro to the west is the small town of Capri; Anacapri is located to the...
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    80073, Anacapri, Island of Capri
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Regina di Capri luxury villa1 / 46
    (11)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
    • Children's Pool
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    Pet friendly
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    Smoking allowed
    Reviewed 22 July 2017
    My friends and I rented out this villa during our visit in Capri. At arrival, two very kind gentlemen escorted us to the villa and showed us around, they gave us their numbers...
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    80076, Capri, Island of Capri
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    5 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Balcony
    • Washer
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Cable/satellite TV
    • Air Conditioning
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    DEAR TRAVELER, PLEASE KINDLY NOTE: The rental price includes: final cleaning; Wi-Fi Internet connection; linens, changed mid-week; towels, changed mid-week; maid service from Monday to Sunday 4 hours each day; heating; electricity. Available for a fee, if desired:chef/cook;baggage porter;transfer...
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    80076, Capri, Island of Capri
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 14
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    Quiet cottage with stunning sea views La Pergola1 / 24
    (10)Excellent
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Ocean Views
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 August 2017
    Our friends stayed in La Pergola and we stayed in La Terrazza. This was the most relaxing two weeks of our 6 1/2 week European vacation. The owners Candace and Peppino were...
    Reviewed 6 August 2016
    For months I looked all over Europe for vacation rentals, scouring the internet for the perfect place to take my family on vacation. I compared hundreds of gorgeous rentals, but...
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    About this property
    La Pergola nestles amid luxurious vegetation just off the road which winds its way from Anacapri to the famous Blue Grotto. The shops and restaurants of Anacapri, the attractions of the Blue Grotto(bars, restaurants, sea bathing) are all within walking distance. There is also a bus stop virtually...
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    80071, Anacapri, Island of Capri
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Housekeeping Included
    • Cable/satellite TV
    • Washer
    • Patio
    • DVD Player
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    80073, Capri, Island of Capri
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Stunning sea views, peaceful holiday studio1 / 12
    (1)Excellent
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Secure Parking
    • Wi-Fi
    • Private Garden
    • Cable/satellite TV
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In a quiet part of the island, surrounded by a lush well kept garden with the most stunning views of the coastline and sea this holiday studio has all you will need for a memorable holiday. Within walking distance or a short bus ride to Anacapri or the sea. You will enjoy the big swimming pool...
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    80071, Island of Capri, Province of Naples
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Housekeeping Included
    • Air Conditioning
    • Grill
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    80071, Anacapri, Island of Capri
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Housekeeping Included
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Mountain Views
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    80071, Capri, Island of Capri
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Parking
    • Cable/satellite TV
    • Internet Access
    • DVD Player
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This property is a wonderful 3 bedroom villa that simply oozes charm and beauty, located on the idyllic island of Capri. Ideally located in Anacapri, the villa is just 15 minutes drive from the main port and a 10-15 minute walk to the famous Grotta Azzurra. The villa, projected in the early 1950s...
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    Anacapri, Island of Capri
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Private Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The island of Capri has two principal towns, Carpi and Anacapri. Anacapri is on a high plateau above Capri town, with the two towns linked by a zigzag road down the cliffs, and has maintained the atmosphere of a peaceful and residential village. Here is where Vanità stands. With its privileged hill...
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    80071, Anacapri, Island of Capri
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
    • Ocean Views
    • Terrace
    • Private Garden
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The villa has masonic pavements throughout; it has high ceilings, white walls and huge terraces surrounding the villa, followed by surrounding gardens. Villa Carolina is a traditional Caprese style. The residence dates back to the 18th century. The property has been maintained and well-manicured....
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    80073, Capri, Island of Capri
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 14
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Anacapri Luxury Villa with large garden and private swimming pool with seaview for short term rentals Wi-FI A/C PRIVATE SWIMMING POOL LARGE GARDEN GAZEBO FULLY EQUIPPED FOR SHORT TERM RENTALS Anacapri Luxury Villa with large garden and private swimming pool with seaview for short term rentals...
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    80071, Anacapri, Island of Capri
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    6 Bedrooms, Sleeps 12 Quick View
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    • Grill
    • Terrace
    • Washer
    • Internet Access
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Parking
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Diva is composed of a main house and two separate annexes. It is located in a park and has a garden full of flowers, plants and typical Mediterranean trees and shrubs. Steps lead to the beautiful swimming pool (7m x 5m), situated below the house, from which you can admire the same wonderful...
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    80071, Capri, Island of Capri
    Holiday Rental House - 6 Bedrooms, Sleeps 12
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    6 Bedrooms, 5 Bathrooms, Sleeps 13 Quick View
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    • Housekeeping Included
    • Washer
    • Balcony
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    • Private Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Matermania is an amazing villa of 250smq on two levels. The style of the Villa is the one of a typical caprese Villa from the late 19th century with completely new furnishings. The neighborhood is super peaceful, a few meters away from a very well stocked supermarket, close to the Natural...
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    80076, Capri, Island of Capri
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 13
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    Studio, 5 Bathrooms, Sleeps 9 Quick View
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    • DVD Player
    • Washer
    • Internet Access
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tucked away in the hilltops above Anacapri—not far off from Emperor Tiberius’s summer retreat—this picturesque villa overlooks terraced olive groves and the Mediterranean. Guests can enjoy views of Capri’s western coastline from the villa’s terraces or drift languidly in the circular pool. The...
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    Anacapri, Island of Capri
    Holiday Rental House - 5 Bathrooms, Sleeps 9
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    Studio, 5 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Grill
    • Cable/satellite TV
    • Central Heating
    • Sauna
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Accessible only by foot, 20 minutes from Capri’s famous Piazzetta, this peaceful villa with stunning views is an idyllic retreat offering breathtaking scenery and privacy. The villa’s history dates back to the 1800’s when it was a countryside house for farmers. Guests can enjoy a swim in the...
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    Anacapri, Island of Capri
    Holiday Rental House - 5 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Garden
    • Wi-Fi
    • Air Conditioning
    • Balcony
    • Terrace
    • Children's Pool
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    Pet friendly
    Kid friendly
    Smoking allowed
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    80073, Capri, Island of Capri
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    9 Bedrooms, 9 Bathrooms, Sleeps 18 Quick View
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    • Ocean Views
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Washer
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
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    80073, Capri, Island of Capri
    Holiday Rental House - 9 Bedrooms, 9 Bathrooms, Sleeps 18
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    3 Bedrooms, 6 Bathrooms, Sleeps 6 Quick View
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    • Children's Pool
    • Central Heating
    • Terrace
    • Shared Garden
    • Wi-Fi
    • Balcony
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    80073, Capri, Island of Capri
    Holiday Rental House - 3 Bedrooms, 6 Bathrooms, Sleeps 6
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