Book Luxury Monthly Rentals in Hillcrest

We selected the 132 homes worth renting in this location

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Home spotlights in Hillcrest

Down San Diego Way

Down San Diego Way

  • 6 guests

  • 2 bedrooms

Middletown, San Diego

With breathtaking views of Coronado and San Diego harbour, this charming 1920s California-style bungalow sits atop a west-facing hillside in an affluent part of town. Climb the stairs from street level and step into the main open-plan living area and kitchen.

Stay Classy

Stay Classy

  • 5 guests

  • 2 bedrooms

Mission Beach, San Diego

Head out the door of this immaculate beach house and you’ll find yourself just seconds away from the golden sands of Mission Beach. Inside, the cool coastal palette reflects the dreamy beachfront location, with accents of driftwood and natural rattan, and there are excellent views of the ocean from the large sun deck.

Briarford

Briarford

  • 9 guests

  • 4 bedrooms

Pacific Beach, San Diego

Steps away from the water, Briarford can offer you all the delights of the San Diego seaside. There are all sorts of activities to keep you busy, from paddle-boarding in the bay to hopping on a sailing boat, or just having a cocktail under the shade of the trees in the garden.

My Blue Breeze

My Blue Breeze

  • 6 guests

  • 2 bedrooms

Mission Beach, San Diego

Shaded by towering tropical trees, the best way to start the day is with the salty sea breeze in your hair here. Sun-soaked and earthy, we love the feel of this home.


We selected the top 3% holiday homes in Hillcrest Monthly Rentals

Explore the 132 most perfect homes in our collection

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Most popular homes in Hillcrest

In the Industry

In the Industry

  • 6 guests

  • 3 bedrooms

North Park, San Diego

Serene View

Serene View

  • 4 guests

  • 2 bedrooms

Park Place Condominiums, San Diego

Secret Mission

Secret Mission

  • 8 guests

  • 4 bedrooms

Mission Beach, San Diego

Ocean Escape

Ocean Escape

  • 9 guests

  • 3 bedrooms

Ocean Beach, San Diego

Surfside

Surfside

  • 8 guests

  • 4 bedrooms

Pacific Beach, San Diego

San Tiki Hideaway

San Tiki Hideaway

  • 14 guests

  • 3 bedrooms

Mission Beach, San Diego

Afternoon Delight

Afternoon Delight

  • 6 guests

  • 3 bedrooms

Bankers Hill, San Diego

Permaculture Paradise

Permaculture Paradise

  • 6 guests

  • 3 bedrooms

Hillcrest, San Diego

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Frequently asked questions

Discover the ultimate collection of luxury Monthly Rentals in Hillcrest, and say goodbye to all your travel troubles. Here at Plum Guide, it is our promise that each and every home in our range is in the top 3% of homes in its location, so there is no doubting the consistent quality we are able to offer. Secure your extended or short stay today and enjoy the trip of a lifetime in your fully furnished home, with every property on our site including all linens, essential bathroom toiletries, and a perfectly-equipped kitchen. Our meticulous home critics test everything from Wifi speed to a home's design, so you really can trust our judgement. Rent your perfect Hillcrest Monthly Apartment today with the help of our team of experts, on standby 24/7 to assist you with absolutely anything.

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