Vacation rentals with a pool in Little Italy, San Diego
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Little Italy, San Diego
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Little Italy, San Diego rentals with a pool
House rentals with a pool
Home in San Diego
4.97 out of 5 average rating, 118 reviewsLuxe Home - Heated Pool - Steps to Best Dining
Nov 30 – Dec 7
Home in San Diego
4.93 out of 5 average rating, 127 reviewsOcean Front at La Jolla Shores
Mar 6 – 13
Home in La Mesa
4.96 out of 5 average rating, 138 reviewsHeated pool, outdoor fire pits, chef's kitchen
Oct 22 – 29
Home in Pacific Beach
4.94 out of 5 average rating, 325 reviewsPB Dream HOUSE Steps to Beach Bay ❤️Modern Private
Jun 21 – 28
Home in Chula Vista
4.9 out of 5 average rating, 142 reviewsOasis with ocean views/Pool/Hot tub! Sleeps 10!
Jan 23 – 30
Home in San Carlos
4.87 out of 5 average rating, 143 reviewsBright and spacious home with views, pool & spa.
Aug 18 – 25
Home in San Diego
4.95 out of 5 average rating, 158 reviewsCoastal Chill: Heated Pool, Spa & Chef’s Kitchen!
Oct 18 – 25
Home in Paradise Hills
4.87 out of 5 average rating, 144 reviews*Luxury Home* Salt Water Pool* Hot Tub* Fire Pit*
Dec 21 – 28
Condo rentals with a pool
Condo in San Diego
4.87 out of 5 average rating, 125 reviewsOcean front one bedroom condominium
Oct 14 – 21
Condo in San Diego
4.78 out of 5 average rating, 193 reviewsCentral to Everything San Diego!
Dec 9 – 16
Condo in San Diego
4.93 out of 5 average rating, 427 reviewsOceanfront Elegant Condo - Remarkable Amenities
Feb 18 – 25
Condo in Pacific Beach
4.92 out of 5 average rating, 103 reviewsEnchanted Ocean Sunsets
Oct 16 – 23
Condo in San Diego
4.95 out of 5 average rating, 196 reviewsCentrally located n UCSD/ utc-laJolla
Apr 4 – 11
Condo in Del Mar
4.89 out of 5 average rating, 321 reviewsStudio Condo and Wave Crest Resort
Jun 26 – Jul 3
Condo in San Diego
4.96 out of 5 average rating, 141 reviewsBeautifully remodeled 10th floor oceanfront condo
Apr 3 – 10
Condo in San Diego
4.84 out of 5 average rating, 228 reviewsSwell Times Beach Studio
Jun 27 – Jul 4
Quick stats about vacation rentals with a pool in Little Italy, San Diego
Total rentals
70 properties
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
590 reviews
Nightly prices starting at
$70 before taxes and fees
Destinations to explore
- Rentals with pools United States
- Rentals with pools San Diego
- Rentals with pools San Diego
- Rentals with pools California
- Rentals with pools Palm Springs
- Rentals with pools Anaheim
- Rentals with a hot tub Little Italy
- Rentals with beach access Little Italy
- Rentals with outdoor seating Little Italy
- Apartment rentals Little Italy
- Rentals with a patio Little Italy
- Condo rentals Little Italy
- Monthly Rentals Little Italy
- Rentals with a fire pit Little Italy
- Pet-friendly rentals Little Italy
- Kid-friendly rentals Little Italy
- Loft rentals Little Italy
- Rentals with a fireplace Little Italy
- Waterfront rentals Little Italy
- Hotel rentals Little Italy
- Rentals with a beach view Little Italy
- House rentals Little Italy
- Family-friendly rentals Little Italy
- Fitness-friendly rentals Little Italy
- Rentals with a washer and dryer Little Italy
- Rentals with pools San Diego County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes