Vacation Rentals with Pool in Villa San Michele, Anacapri: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  Italy
  4.  Campania
  5.  Anacapri
  6.  Villa San Michele

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113 Best Vacation Rentals with Pool in Villa San Michele (Starting from $172)

Capri Villa Vittoria by Capri Property
Capri Villa Vittoria by Capri Property
Villa
Anacapri, Italy
0.1k from Villa San Michele center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly

4 Bedrooms8 Guests
9.5

Superb

13 reviews

$1637
Average price / night
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Villa Carolina Anacapri
Villa Carolina Anacapri
House
Via Vignola, 46, Anacapri, 80071, Italy
0.5k from Villa San Michele center

AC, Babysitting, Breakfast Included, Housekeeping, Internet, No Smoking, Outdoor Space, Pool

10.0

Exceptional

26 reviews

$180
Average price / night
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“CapriOleum” esclusive place
“CapriOleum” esclusive place
Villa
Anacapri, Italy
0.4k from Villa San Michele center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

1 Bedroom2 Guests
10.0

Exceptional

9 reviews

$696
Average price / night
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Villa Fortuna by MyVillaCollection
Villa Fortuna by MyVillaCollection
Villa
Capri, 80073, Italy
0.6k from Villa San Michele center

AC, Balcony, Heater, Hot Tub, Kitchen, Laundry, Living Area, Microwave, No Smoking

3 Bedrooms6 Guests
New to Booking
$2718
Average price / night
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Casa della Frutta
Casa della Frutta
House
Anacapri, Italy
0.7k from Villa San Michele center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

1 Bedroom4 Guests
8.3

Very Good

61 reviews

$262
Average price / night
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Mediterranean Style Villa with garden and pool
Mediterranean Style Villa with garden and pool
Villa
Anacapri, 80071, Italy
0.9k from Villa San Michele center

AC, Balcony, Barbecue, Crib, Extra Bed, Fireplace, Heater, Internet, Kitchen

4 Bedrooms8 Guests
9.2

Superb

5 reviews

$1908
Average price / night
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Casa Colomba
Casa Colomba
House
Anacapri, Italy
0.7k from Villa San Michele center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms7 Guests
8.5

Very Good

69 reviews

$416
Average price / night
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Villa Serenity by MyVillaCollection
Villa Serenity by MyVillaCollection
Villa
Anacapri, 80071, Italy
1.1k from Villa San Michele center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms7 Guests
New to Booking
$3126
Average price / night
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Casa Leo
Casa Leo
House
Anacapri, Italy
0.7k from Villa San Michele center

Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

1 Bedroom3 Guests
8.4

Very Good

72 reviews

$180
Average price / night
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Elite Villa Tragara House
Elite Villa Tragara House
Villa
Capri, 80076, Italy
1.1k from Villa San Michele center

AC, Dryer, Heater, Hot Tub, Internet, Laundry, Microwave, No Smoking, Pool

3 Bedrooms5 Guests
2.0

Review score

2 reviews

$909
Average price / night
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La Casa nel Bosco
La Casa nel Bosco
House
Villa San Michele, Anacapri, Campania, Italy
0.7k from Villa San Michele center

B&bs, Cheap, Accommodations, Pools, Guest houses, Homestays, Lodgings, Vacation rentals, Jacuzzis

8 Bedrooms18 Guests
9.1

Superb

177 reviews

$223
Average price / night
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Beautiful seaside home with pool +10% DISCOUNT ON BOOKINGS OVER 7 DAYS
Beautiful seaside home with pool +10% DISCOUNT ON BOOKINGS OVER 7 DAYS
Villa
Capri, 80076, Italy
1.1k from Villa San Michele center

AC, Breakfast Available, Crib, Internet, Kitchen, Laundry, No Smoking, Outdoor Space, Pool

4 Bedrooms10 Guests
10.0

Exceptional

35 reviews

$1370
Average price / night
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VILLA CAVA by Capri Property
VILLA CAVA by Capri Property
House
Anacapri, Italy
0.8k from Villa San Michele center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms6 Guests
8.8

Fabulous

12 reviews

$573
Average price / night
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Capri Designer House by Elite Villas
Capri Designer House by Elite Villas
Apartment
Capri, 80073, Italy
1.1k from Villa San Michele center

AC, Barbecue, Dryer, Extra Bed, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
New to Booking
$654
Average price / night
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Villa gli Ulivi
Villa gli Ulivi
Villa
Anacapri, Italy
1.0k from Villa San Michele center

Balcony/Terrace, Fireplace/Heating, Transportation/Shuttle, Internet, Security/Safety, Pool, Ocean View

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$1071
Average price / night
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Villa Cara, Capri
Villa Cara, Capri
Villa
Capri, 80076, Italy
1.2k from Villa San Michele center

AC, Internet, Kitchen, No Smoking, Outdoor Space, Patio, Pool

4 Bedrooms8 Guests
New to Booking
$3488
Average price / night
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Luxury central Villa with pool and privacy
Luxury central Villa with pool and privacy
Villa
Anacapri, Italy
1.1k from Villa San Michele center

Luxury, Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly

4 Bedrooms9 Guests
9.7

Exceptional

3 reviews

$2608
Average price / night
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Villa Fernanda - Two villas with pool in Capri
Villa Fernanda - Two villas with pool in Capri
Villa
Capri, 80076, Italy
1.2k from Villa San Michele center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

12 Bedrooms24 Guests
New to Booking
$16040
Average price / night
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MyExclusiveItaly - Elegant Villa in Anacapri | Infinity Pool & Design
MyExclusiveItaly - Elegant Villa in Anacapri | Infinity Pool & Design
Villa
Anacapri, 80071, Italy
1.3k from Villa San Michele center

AC, Barbecue, Breakfast Available, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

6 Bedrooms12 Guests
New to Booking
$2185
Average price / night
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Villa La Pergola Capri
Villa La Pergola Capri
House
Capri, Italy
1.2k from Villa San Michele center

B&bs, Cheap, Accommodations, Pools, Guest houses, Homestays, Romantic, Lodgings, Vacation rentals

8 Bedrooms10 Guests
9.0

Fabulous

602 reviews

$172
Average price / night
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Villa Amina by My Villa Collection
Villa Amina by My Villa Collection
Villa
Anacapri, 80071, Italy
1.3k from Villa San Michele center

AC, Balcony, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

3 Bedrooms8 Guests
New to Booking
$1658
Average price / night
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Villa Amalu Capri Piscina e Giardino
Villa Amalu Capri Piscina e Giardino
Villa
Capri, Italy
1.3k from Villa San Michele center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

4 Bedrooms8 Guests
9.2

Superb

22 reviews

$784
Average price / night
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Gorgeous villa on the Faraglioni 3 rooms 6 places + extra suite 2 places
Gorgeous villa on the Faraglioni 3 rooms 6 places + extra suite 2 places
Villa
CAPRI, 80073, Italy
1.3k from Villa San Michele center

AC, Balcony, Barbecue, Extra Bed, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms8 Guests
10.0

Exceptional

52 reviews

$1929
Average price / night
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La Grande Bellezza
La Grande Bellezza
Villa
Capri, Italy
1.3k from Villa San Michele center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms6 Guests
9.6

Exceptional

8 reviews

$630
Average price / night
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Villa Faraglioni Capri
Villa Faraglioni Capri
Villa
Capri, 80076, Italy
1.3k from Villa San Michele center

AC, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

3 Bedrooms6 Guests
10.0

Exceptional

6 reviews

$2344
Average price / night
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Villa Aurora Pool & Fitness
Villa Aurora Pool & Fitness
Villa
Anacapri, Italy
1.3k from Villa San Michele center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

3 Bedrooms8 Guests
9.1

Superb

26 reviews

$1023
Average price / night
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Villa Maiuri by MyVillaCollection
Villa Maiuri by MyVillaCollection
Villa
Anacapri, 80071, Italy
1.4k from Villa San Michele center

AC, Barbecue, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area

6 Bedrooms12 Guests
New to Booking
$2293
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Pool in Villa San Michele.

Where to stay in Villa San Michele? Best neighborhoods & areas

Villa San Michele Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 113 verified vacation rentals with a pool in Villa San Michele. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Villa San Michele vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $172 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Villa San Michele offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Villa San Michele welcome pets. Currently, 23 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Villa San Michele often include additional outdoor features such as Pool, Balcony/Terrace, and View. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Villa San Michele offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.