The 28 Best Holiday Rentals in San Diego Metropolitan Area

Ranked 1 out of 700 in the region, as well as being 1 of 221 for holiday rentals in San Diego.

• “Comfortable, clean and quiet studio in the South Park area of San Diego.”
• “Lovely property, very nicely done, with great facilities and...”
• “”
• See more reviews of The Heron On Ivy

Ranked 2 out of 700 in the region, as well as being 2 of 221 for holiday rentals in San Diego.

• “Great stay for our extended family”
• “Very clean and nicely furnished”
• “2nd time I've rented this place with a group - everyone absolutely loves it! Will return every year.”
• See more reviews of Modern comfort, prime location, 360 views, 4 BR entire house

Ranked 3 out of 700 in the region, as well as being 3 of 221 for holiday rentals in San Diego.

• “”
• “What a gem. Amazing presentation”
• “Entry was easy and the decor was cute”
• See more reviews of Spanish Style Cozy Studio

Ranked 4 out of 700 in the region, as well as being 4 of 221 for holiday rentals in San Diego.

• “Comfortable and great location.”
• “”
• “A spacious, clean apartment with all the necessary amenities.”
• See more reviews of 4048 Stylish condo in Hillcrest Mission Hills

Ranked 5 out of 700 in the region, as well as being 5 of 221 for holiday rentals in San Diego.

• “It was good except parking sucks I came from Oregon and my family from San Gabriel and had no parkin”
• “Nice house in San Diego”
• “Except for the roaches we enjoyed everything the location provides.”
• See more reviews of Cozy Craftsman Bungalow, Hillcrest/Mission Hills

Ranked 6 out of 700 in the region, as well as being 6 of 221 for holiday rentals in San Diego.

• “Cameras every where and cleaning lady's leaving doors...”
• “From Melbourne Australia.”
• “Flight path ruins a perfect stay”
• See more reviews of Modern Newly Renovated 2BR Apt in Heart of Ocean Beach

Ranked 7 out of 700 in the region, as well as being 7 of 221 for holiday rentals in San Diego.

• “”
• “Fantastic location and very friendly staff”
• “”
• See more reviews of Wave Crest Resort

Ranked 8 out of 700 in the region, as well as being 8 of 221 for holiday rentals in San Diego.

• “”
• “Felt like a home, everything is there.”
• “”
• See more reviews of Pineapple Haven

Ranked 9 out of 700 in the region, as well as being 9 of 221 for holiday rentals in San Diego.

• “Will definitely book again if we are ever back in SD!”
• “Property was clean, organize, and very close to the beach...”
• “Convenient newly renovated condo close to the beach”
• See more reviews of Newly Renovated 3BR Modern Apt in Heart of Ocean Beach

Ranked 10 out of 700 in the region, as well as being 10 of 221 for holiday rentals in San Diego.

• “It was a wonderful space for a group to comfortably mix and find their own space to relax in.”
• “We felt so at home at the Stone house. It felt like a visit to grandma’s house.”
• “Wonderful Property. PERFECT Location to the highligts of San Diego”
• See more reviews of 1907 Stone House - King Bed, Office, Crib, Toys

Ranked 11 out of 700 in the region, as well as being 11 of 221 for holiday rentals in San Diego.

• “Definitely worth it!”
• “”
• “”
• See more reviews of Architectural Gem La Jolla Oceanview surf and golf

Ranked 12 out of 700 in the region, as well as being 12 of 221 for holiday rentals in San Diego.

• “Will differently book this property again 🤩🤩”
• “Fabulous stay. Really lovely location, comfortable accommodation and well equipped.”
• “Beautiful weather, great location, authentic San Diego experience”
• See more reviews of Luna Azul, cozy condo only steps to Mission Beach! Free Internet

Ranked 13 out of 700 in the region, as well as being 13 of 221 for holiday rentals in San Diego.

• “Location is great and apartment is modern”
• “The host was so accommodating and we had a great stay!”
• “”
• See more reviews of Nimitz Crossing Luxury Residences

Ranked 14 out of 700 in the region, as well as being 4 of 34 for holiday rentals in Chula Vista.

• “The neighborhood”
• “Convenient and comfortable”
• “Everything”
• See more reviews of 1 Bedroom Mini Apartment in Otay Ranch

Ranked 15 out of 700 in the region, as well as being 14 of 221 for holiday rentals in San Diego.

• “”
• “Definitely better than a hotel”
• “The space was inviting and as nice as advertised.”
• See more reviews of Upscale Modern Townhouse At Balboa Park

Ranked 16 out of 700 in the region, as well as being 15 of 221 for holiday rentals in San Diego.

• “”
• “Worth Every Penny! Great communication, Stunning Views”
• “Fantastic Stay at this Beachfront Condo”
• See more reviews of Ocean View Luxury Condo Oceanfront and Pool

Ranked 17 out of 700 in the region, as well as being 16 of 221 for holiday rentals in San Diego.

• “We had a great time in your lovely home.”
• “Really cute place in Ocean Beach!”
• “This is a wonderful home.”
• See more reviews of Luxe Ob Retreat Sauna Bikes Beach Nearby

Ranked 18 out of 700 in the region, as well as being 17 of 221 for holiday rentals in San Diego.

• “Great location, great price, comfortable and cozy! A Winner!”
• “”
• “We had a really lovely stay which the cottage really contributed to.”
• See more reviews of Cozy Beach Cottage with Bicycles

Ranked 19 out of 700 in the region, as well as being 18 of 221 for holiday rentals in San Diego.

• “We loved San Diego, and can’t wait to return”
• “John’s apartment was immaculate, beautifully furnished, with a stunning ocean view and perfect location, plus John and h”
• “Everything!”
• See more reviews of Contemporary Ocean Sunset Views with Firepit Pt Loma close to PLNU

Ranked 20 out of 700 in the region, as well as being 7 of 34 for holiday rentals in Chula Vista.

• “The unit has street parking only.”
• “Most Excellent”
• “100% the best”
• See more reviews of Luxury 1 Bed 1 Bath Fully Private

Ranked 23 out of 700 in the region, as well as being 21 of 221 for holiday rentals in San Diego.

• “I loved the place, location and cleanliness. Thank you!!”
• “Perfect little getaway place”
• “Stay like at home”
• See more reviews of The Little Pumpkin Guest House

Ranked 24 out of 700 in the region, as well as being 22 of 221 for holiday rentals in San Diego.

• “Proximity to the bay and beach”
• “the property was advertised with a spa bath and BBQ, it had...”
• “Perfect spot for multi-generational family event.”
• See more reviews of Beach Front Bungalow At Pacific Beach

Ranked 25 out of 700 in the region, as well as being 23 of 221 for holiday rentals in San Diego.

• “Great place for vacation”
• “Great location and property for families!”
• “This place is awesome!”
• See more reviews of Modern Ocean Beach Apartment

Ranked 26 out of 700 in the region, as well as being 24 of 221 for holiday rentals in San Diego.

• “Nice quiet and very clean”
• “The space was excellent.”
• “Below standard and safety issues unresolved”
• See more reviews of Entire Private 3-Bedroom Home, Ranch, Baby Crib, Gated Yard, Available Now

Ranked 27 out of 700 in the region, as well as being 25 of 221 for holiday rentals in San Diego.

• “”
• “The house is in a very safe neighborhood.”
• “Great location & amenities”
• See more reviews of Bright and Trendy 2-story Bankers Hill Condo

Ranked 28 out of 700 in the region, as well as being 26 of 221 for holiday rentals in San Diego.

• “we will be back”
• “the location is super.”
• “Top tier!”
• See more reviews of Pacific Paradise - Large Patio, Hot Tub, Short Walk to Beach, & Parking

Ranked 29 out of 700 in the region, as well as being 27 of 221 for holiday rentals in San Diego.

• “Absolutely wonderful!”
• “Laurel Loft is clean, comfortable, and has many useful amenities for kitchen and bath.”
• “Would love to stay again!”
• See more reviews of The Laurel Loft

Ranked 30 out of 700 in the region, as well as being 28 of 221 for holiday rentals in San Diego.

• “Great spot for a couple in hip San Diego neighborhood”
• “i loved the location, and i loved that it was keyless.”
• “Really great location.”
• See more reviews of Casa Nova - Central San Diego FREE parking