Beachfront Rentals in MIddletown

Curated beachfront vacation rentals

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Age 13+

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Home spotlights in MIddletown

Pacific Spirit

Pacific Spirit

  • 12 guests

  • 6 bedrooms

Lower Hermosa, San Diego

With direct access to Windansea Beach, this home makes the perfect setting for a laid-back coastal escape. You’ll be welcomed by beautiful views across La Jolla, a heated swimming pool and plenty of space to relax both inside and out.

Mission For Fun

Mission For Fun

  • 4 guests

  • 2 bedrooms

Mission Beach, San Diego

Just a one-minute walk from Mission Beach in sunny San Diego, this beautiful beach cottage is the perfect place to enjoy a relaxing coastal break. Built in the 1930s and stunningly renovated with a boho-beach vibe, you’ll feel instantly laid-back from the moment you walk through the door.

Rockaway the Seashells

Rockaway the Seashells

  • 8 guests

  • 4 bedrooms

Mission Beach, San Diego

Location wise, you’d be hard–pushed to find anywhere better than this place. Set within close distance to tons of San Diego’s best–loved tourist attractions, better yet, this home is just steps away from the oceanfront.

Bonita Cove Condo

Bonita Cove Condo

  • 7 guests

  • 3 bedrooms

Mission Beach, San Diego

This 1960s mid-century style condominium has amazing harbour views that are utterly picturesque at sunset. Ideally placed, this apartment is close to the best beach in San Diego according to locals, as it is just a short one-minute walk to Bonita Cove following a path down to the ocean and boardwalk.


We selected the top 3% holiday homes in MIddletown Beachfront Rentals

Explore the 62 most perfect homes in our collection

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Most popular homes in MIddletown

Pearly Whites

Pearly Whites

  • 12 guests

  • 6 bedrooms

La Jolla Shores, San Diego

The Tide

The Tide

  • 4 guests

  • 2 bedrooms

Beach Barber Tract, San Diego

My Blue Breeze

My Blue Breeze

  • 6 guests

  • 2 bedrooms

Mission Beach, San Diego

Non Stop Waves

Non Stop Waves

  • 10 guests

  • 4 bedrooms

Mission Beach, San Diego

Sea Bass Cove

Sea Bass Cove

  • 4 guests

  • 1 bedrooms

Village of La Jolla, San Diego

Apricot Coastline

Apricot Coastline

  • 6 guests

  • 3 bedrooms

Beach Barber Tract, San Diego

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Check upcoming rates & availability for MIddletown Beachfront Rentals


Frequently asked questions

Planning your next summer holiday? You’ve come to the right place: Plum Guide offers a handpicked collection of the best beach houses and beachfront cottages in MIddletown. Whether you're dreaming of waking up to the sound of waves crashing on the shore or enjoying a sunset dinner on your private deck overlooking the sea, our carefully curated homes are perfect for your ideal beach getaway. From charming beachfront cottages to luxurious seaside villas, each property is fully furnished with the best-equipped kitchens and all linen included, ensuring you feel right at home. Dive into the ultimate beach experience with Plum Guide’s exceptional collection of vacation rentals in MIddletown.

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