
Holiday rentals with a pool in Little Italy
Find and book unique homes with a pool on Airbnb
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 $97 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!
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.

Private Heated Pool | Sleeps 10
A family-friendly SD home with a private heated pool and spacious backyard for relaxing and playing. The Home ⁘ 3 Bedrooms & 2 Bathrooms ⁘ Personal A/C & Heat in Every Room ⁘ Complimentary Washer & Dryer ⁘ 2 Rollaway Beds Available Upon Request Outdoor Space ⁘ Private Heated Pool (inquire about fee) ⁘ Outdoor Shower & Wood Burning Fire Pit ⁘ Fenced Backyard ⁘ Pool Toys, Loungers, & Umbrellas Family-Friendly ⁘ Pack n’ Play & Games ⁘ Pets Welcome upon Request ⁘ Quiet Residential Neighborhood

Beautifully remodeled 10th floor oceanfront condo
Located on the 10th floor of the beautiful Capri by the Sea in Pacific Beach, this beautifully remodeled one bedroom condo has unbelievable views through its floor to ceiling windows. All kitchen amenities, beach toys, big screen TV, Cable, WiFi, one parking spot in gated lot with option for more. Steps to beach, short walk to lots of restaurants and bars. Resort style complex offering 360 degree view roof deck, gas BBQ, secure private pool and spa, hot water beach shower, and 24-hr security.

Modern Central SD Home w/ Pool & Spa Near Beach
Experience luxury at Bay Breeze Retreat, an exclusive oasis in the heart of Mission Bay, San Diego. This stunning residence features a private salt pool, outdoor jacuzzi spa, elegant fire pit, whole house water filter system and a state-of-the-art grill and kitchen. Inside, revel in contemporary upgrades which makes the place perfect for family gatherings of up to 8 guests. Walk to Luce Bar & Kitchen and Bird Rock Coffee. Minutes from downtown and top attractions, your perfect escape awaits.

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

Resort Style Living with Pool, Spa, and Bay Views!
Resort style home with pool, hot tub (with heating fee), outdoor entertaining space, bay and ocean views, multiple patios, modern amenities, comfortable beds, and more. Convenient location to freeways, Seaworld, Mission Bay, Beaches, Downtown, Balboa Park, Airport, La Jolla and other attractions. Perfect for families and groups. Two car garage parking included. 2300 square feet of indoor living and much more outdoors. Your ideal home base for enjoying all that San Diego has to offer.

Luxe Point Loma Oasis w/ Pool, Spa & Fire Pit
The vacation of your dreams awaits at the luxury 3BR Point Loma oasis. Each of the posh bedrooms has an en-suite bathroom and access to the exquisite backyard oasis-which is complete with a pool, spa, outdoor kitchen, and fire pit area. Enjoy outdoor dining by the pool or the lovely succulent gardens throughout the property. Sleeps 8. Washer/dryer, complimentary Wi-Fi, Netflix and parking are included. Hotel quality sheets and fresh duvets are also included with your stay. No parties.

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.

La Jolla Beach House-Family Focused-3min to Beach
Escape to our boho-inspired Bird Rock/La Jolla beach house, perfect for families! This serene La Jolla retreat features a private pool, large hot tub, and cozy fire pit. Enjoy a private oasis with hammocks and a BBQ. Recently upgraded with modern decor and new appliances, this home comfortably accommodates your group for the ultimate relaxing getaway just minutes from La Jolla Cove and famous beaches.
Popular amenities for Little Italy rentals with a pool
House rentals with a pool

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

Beach<15min,Heated Pool,New Central AC, 4Br Family

Travelers Oasis w/ Private Pool + Hot Tub

Surf Cottage w/Pool & Firepit 10min from the beach

Eco-Friendly Mount Soledad Pad with Views and Heated Pool

5m to Zoo & pool- The San Diego Poolside Paradise

Oasis with ocean views/Pool/Hot tub! Sleeps 10!

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

Bay View Condo in Pacific Beach

Centrally located n UCSD/ utc-laJolla

One Bedroom Ocean Front Condo!

Enchanted Ocean Sunsets

The Endless Summer Condo!

Luxury Oceanfront Condo with Unbelievable Views

Spacious 2 BR w/ Free Parking & WiFi

Sweet Little La Mesa Condo(pool+hot tub) NEAR SDSU
Other holiday rentals with a pool

Treehouse Retreat in Mission Hills

Airbnb Luxe: Pool, View, Office and Fitness

Iconic Waterfall House

Bright 2BR | Views &Walkability

Parking | Steps to Bay | Roofdeck & Heated Pool

French style home w/ pool, jacuzzi & home office

Whimsical Artist’s Retreat | Heated Pool + Spa

Modern Downtown San Diego Studio
When is the best time to visit Little Italy?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $277 AUD | $258 AUD | $265 AUD | $315 AUD | $266 AUD | $251 AUD | $313 AUD | $320 AUD | $300 AUD | $301 AUD | $272 AUD | $276 AUD |
| Avg. temp | 15°C | 15°C | 16°C | 17°C | 18°C | 20°C | 21°C | 22°C | 22°C | 20°C | 17°C | 14°C |
Destinations to explore
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- House rentals Little Italy
- Family-friendly rentals Little Italy
- Pet-friendly rentals Little Italy
- Rentals with beach access Little Italy
- Fitness-friendly rentals Little Italy
- Loft rentals Little Italy
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- Hotel rooms Little Italy
- Condo rentals Little Italy
- Rentals with pools San Diego
- Rentals with pools San Diego County
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- Rentals with pools United States
- Rosarito Beach
- SeaWorld San Diego
- San Diego Convention Center E Ent
- University of California-San Diego
- Petco Park
- Oceanside City Beach
- San Diego Zoo Safari Park
- Ocean Front Walk
- Pacific Beach
- Tijuana Beach
- Torrey Pines State Beach
- Balboa Park
- Coronado Beach
- San Diego Zoo
- San Diego State University
- Liberty Station
- La Misión Beach
- Moonlight State Beach
- Belmont Park
- Oceanside Harbor
- Sesame Place San Diego
- Black's Beach
- Mission Beach
- Coronado Shores Beach





