
Holiday rentals with a pool in Little Italy
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Little Italy
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

1 bedroom, 1 bath /Hillcrest/San Diego Zoo/Balboa
One bedroom, one bath with a pool in the Hillcrest/San Diego Zoo/Balboa Park /Marston Hill area. Full kitchen, queen bed, queen sleeper sofa & crib. Indoor/outdoor dining, WiFi, smart TV, pool, AC/heating, BBQ& free parking. Walking to restaurants/bars/shops/stores (Trader Joe's, Ralph's & Whole Foods). Walking to the Farmers Market. Minutes' drive to all San Diego beaches. No rent for children under 3, only a $95/stay flat fee. High chair, Pack & Play Crib, crib mattress & cover are provided

Midcentury Lux 4BR home w Pool/Spa/Cabana/Firepit
VERY PRIVATE, COMPLETELY RENOVATED 4BR 3 Bath mid-century home with heated saltwater pool, hot tub and fire pit in totally private backyard retreat. Redone top-to-bottom, inside/out with everything new. The beds are top of the line with very high quality 100% cotton sheets and bath towels. Conveniently we are centrally located in a safe, friendly neighborhood with beautiful mountain views in the back. We never charge any fees - as we want to provide the experience we hope to get when traveling.

Designer Luxury Rental With Pool
Welcome to Wander Haven, a luxury central rental. With it’s on trend design, custom built stock tank pool, array of amenities and thoughtful touches throughout, you won’t ever want to leave. But when do you do decide to venture out and explore all that beautiful San Diego has to offer, you will find the central location gets you to anywhere you want to be in minutes. You’re 15 minutes or less from beaches, downtown, balboa park, sea world, the zoo and hundreds of amazing bars and restaurants.

Luxury Oceanfront Condo with Unbelievable Views
Welcome to your oasis! Prepare to be awestruck by the breathtaking views at Sunset Pacifica. This fully renovated condo features two ensuite bedrooms with the beachy SoCal vibe you desire. Ideally located on the boardwalk, you're minutes from La Jolla, Downtown, the San Diego Zoo, Embarcadero, and top restaurants, bars, and entertainment spots. Whether you're in the mood for exploration or relaxation, you'll find it here- lounging poolside or on the sandy shores of the stunning Pacific Ocean.

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV
Welcome to your personal resort! This is your private Guest House with a salt & heated pool + hot tub. Located in a very quiet & safe neighborhood in beautiful San Diego. Drive 15 minutes to the beach, downtown, La Jolla, Zoo, stadiums, Sea World, Convention Center + more. Hike next door at Cowell Mountain or Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo, top quality finishes & furniture. Everything you need for memorable vacation! No smoking or vaping on the property.

Casa De Colores
Need some color in you life? Come stay in our one of a kind home- groovy wall mural, bright decor, rainbow speckled floors. Tucked back in the peaceful neighborhood of University Heights, this home includes a lusciously landscaped yard with a: - Pool -Hottub - BBQ -Outdoor patio furniture Our property also offers the ultimate in convenience: - Acclaimed restaurants and cafes are just minutes away - Close to the Airport, Zoo, Balboa Park, and Downtown - Close to many world-class beaches

Hillcrest canyon home casita with pool access
Stay in a private canyon home in Hillcrest with pool access -just a few miles to the airport, downtown and little Italy. Walk to your favorite bars and restaurants in Hillcrest and Mission Hills, or explore Balboa Park, the world famous San Diego Zoo, and many of the nearby beaches, which are only a 10 -20 minute drive away. You will be 3 miles away from the Convention Center. My home is centrally located within 2 miles from the airport and almost everything is a 10 minute drive away.

Lionhead - Private Boutique Home
Unwind in your private backyard resort, featuring a heated pool, complimentary Jacuzzi, cabana, and BBQ—perfect for watching planes soar over the city skyline. Amenities: High-speed Wi-Fi, Smart TVs, and a vintage record player. Location: Minutes from Downtown, the Convention Center, and easy highway access. 🏊🏼♀️🛟Optional pool heat is available for $50/day (stays under 5 days). To ensure the best experience, heating is applied to the full duration of your stay only.

UTC Venetian 3 miles La Jolla Beach UCSD Scripps
Approx 3 miles from the most famous La Jolla beach! Only a mile away from UCSD with bus stop right outside the side gate. One of the nicest and most convenient locations in UTC/La jolla. Located right by the 5 and 805 freeway w/52 nearby! Walking distance to Wholefoods, Chase & Citi bank, CVS, Rubios, Nordstroms Rack, Starbucks, CPK, Trader Joes, Ralphs, Wells Fargo, Ross, Best Buy, AMC movie theater, and many restaurants ALSO Westfield Shopping Mall and so much more!

Mountain View• Solar-heated Pool •HotTub •GameRoom
☀️Welcome to our fun, newly updated home in a quiet, secure neighborhood in La Mesa ☀️ 🌊Swim in our beautiful blue, solar-heated pool while enjoying an elevated mountain view, perfect for relaxation and fun. Unwind in our fantastic game room, equipped with a pool table, arcade machines and pop-a-hoop, offering endless entertainment for guest at all age. End the day in our in-home movie theater, where you can enjoy your favorite films in ultimate comfort. ☀️

Luxury Family Home Near Dining, Shops + Zoo
Welcome to Casa Clandestino🎋 Located in North Park, this fully remodeled 1914 Craftsman offers the perfect blend of location, privacy, and style. Enjoy a stunning outdoor area with a new 30 ft. Trex deck, heated pool/hot tub, resort furniture, 65-inch outdoor TV, market lights, and a 6-burner gas grill. Inside, find 4 beds, 2.5 baths, a chef’s kitchen, Carrera marble bathrooms, original hardwood floors, and coffered ceilings.

SD Group Retreat | Pool, Hot Tub, Theater, near DT
Welcome to Casa Leon — a private, resort-style group retreat in San Diego. Perfect for bachelorette & bachelor trips, birthdays, family gatherings, and group getaways, this newly remodeled home blends privacy, space, and unforgettable experiences. Enjoy hot tub movie nights under the stars, poolside hangs, and fireside evenings—all just minutes from Downtown, Gaslamp, Balboa Park, the Airport, SeaWorld, and the SD Zoo.
Popular amenities for Little Italy rentals with a pool
House rentals with a pool

3BR Urban Oasis with Hot Tub, Pool & Private Deck

Modern Central SD Home w/ Pool & Spa Near Beach

Bright Contemporary 5-Bedroom Oasis, Pool and Yard

Resort Style Living with Pool, Spa, and Bay Views!

San Diego Oasis: Private Pool & Sunny Escape!

Bright and spacious home with views, pool & spa.

ModernCoastal I View I Pool ITub

Pacific Beach-Amazing Panoramic View-Heated Pool
Condo rentals with a pool

Ocean-Bay-Sunset View Condo in Pacific Beach!

Bay View Condo in Pacific Beach

Ocean front condo heart of pacific beach

Enchanted Ocean Sunsets

The Endless Summer Condo!

Cozy clean 1 bedroom centrally located by beaches

Spacious 2 BR w/ Free Parking & WiFi

Oceanfront Elegant Condo - Remarkable Amenities
Other holiday rentals with a pool

San Diego Modern Home with Pool/Hot tub

Treehouse Retreat in Mission Hills

Iconic Waterfall House

San Diego Pool Home Oasis | Large Backyard Retreat

Luxury High-Rise in Downtown SD w/ Panoramic Views

KING bed oasis | GAME ROOM | Pool | family Hangout

Stunning 2BR/2BA| Plunge Pool, AC, Private

Downtown Escape I Free Garage Parking
Quick stats about holiday rentals with a pool in Little Italy

Total holiday rentals
Explore 130 holiday rentals in Little Italy

Nightly prices starting at
Little Italy holiday rentals start at $98 AUD per night before taxes and fees

Verified guest reviews
Over 1,200 verified reviews to help you choose

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

Pet-friendly accommodation
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
130 of Little Italy holiday rentals include Wi-Fi access

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

4.9 Average rating
Little Italy stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Rentals with outdoor seating Little Italy
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- Rentals with a fireplace Little Italy
- House rentals Little Italy
- Waterfront rentals Little Italy
- Rentals with a hot tub Little Italy
- Apartment rentals Little Italy
- Pet-friendly rentals Little Italy
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- Rentals with a patio Little Italy
- Fitness-friendly rentals Little Italy
- Rentals with a fire pit Little Italy
- Rentals with beach access Little Italy
- Hotel rooms Little Italy
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- Rentals with an EV charger Little Italy
- Rentals with pools San Diego
- Rentals with pools San Diego County
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- Rentals with pools United States
- Rosarito Beach
- San Diego Convention Center E Ent
- SeaWorld San Diego
- Petco Park
- University of California-San Diego
- Oceanside City Beach
- San Diego Zoo Safari Park
- Ocean Front Walk
- Pacific Beach
- Coronado Beach
- Torrey Pines State Beach
- San Diego Zoo
- Tijuana Beach
- Balboa Park
- San Diego State University
- Mission Beach
- LEGOLAND California
- La Misión Beach
- Moonlight State Beach
- Liberty Station
- Oceanside Harbor
- Sesame Place San Diego
- Belmont Park
- Black's Beach





