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Little Italy Holiday Rentals in San Diego

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    Travellers to San Diego are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    32 Matching Rentals in San DiegoView all 1,231 rentals
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    Little Italy
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    Little Italy
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    Little Italy
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Little Italy
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Find yourself in the heart of Little Italy and enjoy this chic, pedestrian- friendly neighborhood, packed with trendy cocktail bars and amazing restaurants with bustling patios. You`ll also find upscale clothing boutiques, pubs and breweries, and active piazzas where the community gathers to enjoy...
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    San Diego, California 92101
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Little Italy
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    other traveller has booked this property
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Find yourself in the heart of Little Italy and enjoy this chic, pedestrian- friendly neighborhood, packed with trendy cocktail bars and amazing restaurants with bustling patios. You`ll also find upscale clothing boutiques, pubs and breweries, and active piazzas where the community gathers to enjoy...
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    Location Information
    San Diego, California 92101
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Little Italy
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Find yourself in the heart of Little Italy and enjoy this chic, pedestrian- friendly neighborhood, packed with trendy cocktail bars and amazing restaurants with bustling patios. You`ll also find upscale clothing boutiques, pubs and breweries, and active piazzas where the community gathers to enjoy...
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    Location Information
    San Diego, California 92101
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Little Italy
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Parking
    • Wi-Fi
    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Find yourself in the heart of Little Italy and enjoy this chic, pedestrian- friendly neighborhood, packed with trendy cocktail bars and amazing restaurants with bustling patios. You`ll also find upscale clothing boutiques, pubs and breweries, and active piazzas where the community gathers to enjoy...
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    San Diego, California 92101
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Little Italy
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Take a short drive up to Ocean Beach and Mission Bay or enjoy the dining and nightlife of downtown San Diego! This WanderJaunt located in Little Italy is perfect for your stay in San Diego. You will be able to start your day off right with complimentary coffee, surf the web on the high-speed WiFi,...
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    San Diego, California 92101
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Little Italy
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Our 80+ point inspection ensures each WanderJaunt is spotless and in full working order for your stay. Enjoy high-speed Wifi, cable, complimentary coffee, irons, hairdryers, bath essentials, cooking necessities, and laundry supplies. Each WanderJaunt is equipped with smartlocks for automated...
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    San Diego, California 92101
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Little Italy
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    About this property
    Featured in The New York Times, The Wall Street Journal, and Fast Company, we’ve hosted ******* guests in 2,500+ spaces across 20 cities around the world. Each space is designed and run by us, so you’ll always know what to expect from your stay. At Sonder, we’ve combined the best parts of home and...
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    Location Information
    San Diego, California 92101
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Little Italy
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Featured in The New York Times, The Wall Street Journal, and Fast Company, we’ve hosted ******* guests in 2,500+ spaces across 20 cities around the world. Each space is designed and run by us, so you’ll always know what to expect from your stay. At Sonder, we’ve combined the best parts of home and...
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    Location Information
    San Diego, California 92101
    Condo/Apartment - 1 Bathroom, Sleeps 2
    Little Italy
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Wi-Fi
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Featured in The New York Times, The Wall Street Journal, and Fast Company, we’ve hosted ******* guests in 2,500+ spaces across 20 cities around the world. Each space is designed and run by us, so you’ll always know what to expect from your stay. At Sonder, we’ve combined the best parts of home and...
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    Location Information
    San Diego, California 92101
    Condo/Apartment - 1 Bathroom, Sleeps 2
    Little Italy
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Patio
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You'll LOVE being in the heart of Little Italy and so you can experience this chic, pedestrian- friendly neighborhood, packed with trendy cocktail bars and amazing restaurants with bustling patios. You`ll also find upscale clothing boutiques, pubs and breweries, and active piazzas! This...
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    Location Information
    San Diego, California 92101
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Sonder | State Suites | Stunning 2BR + Balcony1 / 16
    (1)Excellent
    Little Italy
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Smoking allowed
    Reviewed 13 September 2018
    This place is beautiful! I visited with my mom and we couldn't have asked for a better place. Very comfortable beds, and a brand new apartment with beautiful furniture. Very...
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    About this property
    Featured in The New York Times, The Wall Street Journal, and Fast Company, we’ve hosted ******* guests in 2,500+ spaces across 20 cities around the world. Each space is designed and run by us, so you’ll always know what to expect from your stay. At Sonder, we’ve combined the best parts of home and...
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    Location Information
    San Diego, California 92101
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Sunny Studio in Little Italy by Sonder1 / 11
    (1)Excellent
    Little Italy
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Smoking allowed
    Reviewed 27 September 2018
    The bed was AMAZINGLY comfortable. The building was newly renovated and in the heart of Little Italy. Lots of great coffee shops and restaurants within walking distance. Walking...
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    About this property
    At this Sonder, you'll love the bright and inviting living space, sleek decor, and fully-equipped kitchen with ensuite laundry. Located in Little Italy, known for it's trendy shops and restaurants, you're just a short walk away to Downtown San Diego. ###Spaces built for travel and life Every...
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    San Diego, California 92101
    Condo/Apartment - 1 Bathroom, Sleeps 2
    Posh Studio in Little Italy by Sonder1 / 13
    (1)Excellent
    Little Italy
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 May 2019
    This studio was perfect! Everything was exactly how the photos portray the space. Very clean, modern, furniture was in excellent condition. It's like staying in an airbnb but...
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    About this property
    At this Sonder, you'll love open-concept living area, expansive windows, and fully-equipped kitchen with modern appliances. Located in Little Italy, known for it's trendy shops and restaurants, you're just a short walk away to Downtown San Diego. ###Spaces built for travel and life Every detail...
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    Location Information
    San Diego, California 92101
    Condo/Apartment - 1 Bathroom, Sleeps 2
    Little Italy
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In the heart of Little Italy in San Diego, this stunning townhouse will be a trendy and comfortable home base while visiting San Diego for work or pleasure. The walkable, vibrant neighborhood offers sidewalk cafes, shopping, libations and eateries within steps of the home. Enjoy up to five guests...
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    San Diego, California 92101
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Little Italy
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Featured in The New York Times, The Wall Street Journal, and Fast Company, we’ve hosted ******* guests in 2,500+ spaces across 20 cities around the world. Each space is designed and run by us, so you’ll always know what to expect from your stay. At Sonder, we’ve combined the best parts of home and...
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    Location Information
    San Diego, California 92101
    Condo/Apartment - 1 Bathroom, Sleeps 3
    Little Italy
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Featured in The New York Times, The Wall Street Journal, and Fast Company, we’ve hosted ******* guests in 2,500+ spaces across 20 cities around the world. Each space is designed and run by us, so you’ll always know what to expect from your stay. At Sonder, we’ve combined the best parts of home and...
    View all property information
    Location Information
    San Diego, California 92101
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Little Italy
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    • Cable/satellite TV
    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    At this Sonder, you'll love the spacious living area, colorful decor, and fully-equipped kitchen. Located in Little Italy, known for it's trendy shops and restaurants, you're just a short walk away to Downtown San Diego. House Rules 1. All bookings require a security deposit of $300 or more....
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    Location Information
    San Diego, California 92101
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Little Italy
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    At this Sonder, you'll love the king-sized bed, ensuite laundry, and brilliant hardwood floors. Located in Little Italy, known for it's trendy shops and restaurants, you're just a short walk away to Downtown San Diego. House Rules 1. All bookings require a security deposit of $300 or more. You...
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    Location Information
    San Diego, California 92101
    Condo/Apartment - 1 Bathroom, Sleeps 2
    Little Italy
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    • Air Conditioning
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    At this Sonder, you'll love the chic decor with unique details, fully-equipped kitchen, and king-sized bed. Located in Little Italy, known for it's trendy shops and restaurants, you're just a short walk away to Downtown San Diego. House Rules 1. All bookings require a security deposit of $300...
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    Location Information
    San Diego, California 92101
    Condo/Apartment - 1 Bathroom, Sleeps 2
    Little Italy
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Featured in The New York Times, The Wall Street Journal, and Fast Company, we’ve hosted ******* guests in 2,500+ spaces across 20 cities around the world. Each space is designed and run by us, so you’ll always know what to expect from your stay. At Sonder, we’ve combined the best parts of home and...
    View all property information
    Location Information
    San Diego, California 92101
    Condo/Apartment - 1 Bathroom, Sleeps 3
    Little Italy
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Featured in The New York Times, The Wall Street Journal, and Fast Company, we’ve hosted ******* guests in 2,500+ spaces across 20 cities around the world. Each space is designed and run by us, so you’ll always know what to expect from your stay. At Sonder, we’ve combined the best parts of home and...
    View all property information
    Location Information
    San Diego, California 92101
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Little Italy
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    At this Sonder, you'll love the sleek hardwood floors, bohemian decor, and spacious living area with ensuite laundry. Located in Little Italy, known for it's trendy shops and restaurants, you're just a short walk away to Downtown San Diego. ###Spaces built for travel and life Every detail in a...
    View all property information
    Location Information
    San Diego, California 92101
    Condo/Apartment - 1 Bathroom, Sleeps 2
    Little Italy
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Featured in The New York Times, The Wall Street Journal, and Fast Company, we’ve hosted ******* guests in 2,500+ spaces across 20 cities around the world. Each space is designed and run by us, so you’ll always know what to expect from your stay. At Sonder, we’ve combined the best parts of home and...
    View all property information
    Location Information
    San Diego, California 92101
    Condo/Apartment - 1 Bathroom, Sleeps 2
    Little Italy
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    At this Sonder, you'll love the bright and open-concept living area, beautiful hardwood floors, and fully-equipped kitchen with modern appliances. Located in Little Italy, known for it's trendy shops and restaurants, you're just a short walk away to Downtown San Diego. House Rules 1. All...
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    Location Information
    San Diego, California 92101
    Condo/Apartment - 1 Bathroom, Sleeps 2
    4BR Luxury Home in The Heart of Little Italy1 / 49
    (1)Excellent
    Little Italy
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Reviewed 7 April 2018
    This place was awesome for a quick trip to San Diego. Perfectly located in the heart of the very charming LITTLE ITALY which we LOVED. We also loved Adam’s service when we had a...
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    About this property
    Staying in this artistic masterpiece is truly a once in a lifetime experience. Designed by famed Mexican architect Sebastian Mariscal, this home was featured in DWELL magazine. You'll enjoy Little Italy while having the Gaslamp a few steps away. We have outfitted the place modestly with...
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    San Diego, California 92101
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
    Little Italy
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Tastefully appointed loft in the heart of little Italy. Plush, bright, airy, and inviting. Very well lit, and comfortable with creature comforts like a smart TV, coffee maker, toaster, microwave, full kitchen with cooking utensils. Make yourself at home in this Posh accommodations and a panoramic...
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    Location Information
    San Diego, California 92101
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Little Italy
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • DVD Player
    • Internet Access
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    • Balcony
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PLEASE READ THIS: This CONDO is AVAILABLE ON a 6 MONTH LEASE BASIS... Again, available for 6 Month lease, or a Partial months sub-lease from current leasing tenant when they have given notice to sub-lease. Within a mile of San Diego Airport! Flat Screen 42' HDTV and Internet! Maid Service! ROOF...
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    Location Information
    San Diego, California 92101
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Little Italy
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Central Heating
    • Wi-Fi
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    • Housekeeping Included
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If your on a 'thrifty trip' and it's to costly for u , let me know, we can ALWAYS work something out! This house is nothing like the ordinary concrete and stucco houses/hotels built these days. It was built in 1923, when the streets were still dirt roads. The room was stripped of thick layers of...
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    Location Information
    San Diego, California 92101
    Private Room - 1 Bedroom, 2 Bathrooms, Sleeps 2
    Little Italy
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    Located in the heart of Little Italy, this 3BR/1.5BA historic bungalow affords ample indoor and outdoor entertaining space. Relax with a cold beverage on the balcony, enjoy family meals on the large back patio, or head inside to watch your favorite shows on the Roku TV in the main living area....
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    Location Information
    San Diego, California 92101
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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