Long Island Holidays - Vacation Rentals in Little Italy

301 Amazing Sky Loft in Little Italy! From US $283
         

7.6 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Little Italy 3BD Home with Huge Patio & Backyard From US $420
         

Historic Gem in the Heart of Little Italy! From US $319
         

10.0 (237 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Rooftop w/Views: Modern Little Italy Townhome From US $544
         

Room U at The Dutra Inn - Little Italy From US $222
         

10.0 (11 Reviews)
Apartment
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety

Luxury Places to Stay in Little Italy

Over 254+ Luxury Places to Stay in or Near Little Italy
1900's Victorian Home Sleeps 22 8BDRM 3Bath From US $1,536
         

8.0 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
5BD Home with outdoor space in Little Italy From US $1,372
         

Top-Rated Vacation Rentals with a Pool in Little Italy

Over 34+ Top-Rated Vacation Rentals with a Pool in or Near Little Italy
Rooftop Villa - Little Italy From US $363
         

10.0 (1 Review)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Courtyard by Marriott San Diego Downtown Little Italy From US $161
         

Courtyard by Marriott San Diego Downtown Little Italy From US $198
         

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8.7 (102 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Hilton Garden Inn San Diego Downtown/Bayside From US $178
         

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8.6 (1235 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Homewood Suites by Hilton San Diego Downtown/Bayside From US $237
         

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8.4 (1050 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Residence Inn by Marriott San Diego Downtown From US $254
         

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8.4 (1003 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Residence Inn by Marriott San Diego Downtown From US $289
         

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8.3 (476 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Hampton Inn San Diego-Downtown From US $129
         

8.2 (2335 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Little Italy

Over 62+ Pet-Friendly Vacation Rentals in or Near Little Italy
Charming 3 BD Home in the Heart of Little Italy! From US $524
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Ocean View Loft in Little Italy near Downtown-Gaslamp From US $315
         

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9.8 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
2 Modern Units in Heart of Little Italy! From US $347
         

10.0 (2 Reviews)
Condo
  • Air Conditioner
  • Pet Friendly
  • TV
Modern Urban Row Home * 2 Blocks to San Diego Bay * A/C From US $361
         

9.8 (6 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Modern Urban Row Home * Dog OK * AC From US $179
         

9.6 (37 Reviews)
Condo
  • Air Conditioner
  • Pet Friendly
  • TV
Entire 2BR Loft in Little Italy all within walking From US $372
         

Urban Loft in Little Italy w/City View and parking From US $302
         

8.8 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Little Italy

Over 18+ Large Vacation Homes & Villas in or Near Little Italy
5BR (Sleeps 12!) Downtown Little Italy Home w/Outdoor Space From US $823
         

4BR (Sleeps 10!)Heart of Little Italy: Walk to Dining & Fun! From US $741
         

Modern 5 BD Rental with Spectacular Rooftop! From US $1,156
         

4BD Home in the Heart of Little Italy From US $681
         

10.0 (12 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
5BD Home with outdoor space in Little Italy! From US $737
         

9.8 (6 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace

Wheelchair Accessible Vacation Homes in Little Italy

Over 82+ Wheelchair Accessible Vacation Homes in or Near Little Italy
The Italian Retreat, Little Italy From US $197
         

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8.2 (11 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
La Pensione Hotel From US $158
         

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8.6 (1909 Reviews)
Hotel
  • Air Conditioner
  • TV
  • Wheelchair Accessible
303/C Little Italy double balcony Loft/Parking From US $261
         

7.4 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Beautiful Balcony Loft in Little Italy w/Parking From US $287
         

302/C Panoramic View Loft parking incl. From US $293
         

2.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Little Italy Varoom and Airbnb Places to Stay Under $200

Over 53+ Little Italy Varoom and Airbnb Places to Stay Under $200
RK Hostel From US $80
         

6.9 (154 Reviews)
Hostel
  • TV
  • Balcony/Terrace
  • Security/Safety
PodShare San Diego - Hostel From US $68
         

7.0 (86 Reviews)
Hostel
  • Air Conditioner
  • Parking
  • Security/Safety
Little Italy 1 BDR - Cozy & Stylishn From US $165
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • TV
Bright & Modern 2 Level Unit in heart of Little Italy From US $187
         

Beautiful Little Italy home From US $156
         

New
Apartment
  • Air Conditioner
  • Security/Safety
  • Sports/Activities

Instantly Bookable Vacation Homes in Little Italy

Over 122+ Instantly Bookable Vacation Homes in or Near Little Italy
Room A at The Dutra Inn - Little Italy From US $267
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
Little Italy Studio: Private Patio Cozy Getaway + Downtown! From US $294
         

Entire 2Bd in Most Convenient San Diego Location From US $231
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
Stylish Little Italy Loft: Modern Urban Retreat From US $223
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
Little Italy Gem: 1BR Casita - Walk to San Diego Hotspots From US $216
         

About Little Italy Vacation Rentals

With more than 263 Little Italy vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Longislandholidays and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Little Italy.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Longislandholidays Little Italy, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Little Italy. Places to stay near Little Italy are 444.47 ft² on average, with prices averaging $411 a night.

Longislandholidays makes it easy and safe to find and compare vacation rentals in Little Italy with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Little Italy

Type Count
Hotels with Suites 79
Holiday Apartments 76
Vacation Homes 61
Hostels 6
Cottages 2
Villas 2

Use these Quick Filters to Find a Vacation Rental in Little Italy

Pro Tip: Longislandholidays makes it easy to compare the best listings on Longislandholidays homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Longislandholidays homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Little Italy.

Weather in Little Italy

View the weather forecast for Little Italy before booking your Little Italy Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F