Book Luxury Monthly Rentals in MIddletown

We selected the 136 homes worth renting in this location

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Home spotlights in MIddletown

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.

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.

Permaculture Paradise

Permaculture Paradise

  • 6 guests

  • 3 bedrooms

Hillcrest, San Diego

Our most ecologically minded guests will find paradise in this home. The garden feels like your very own slice of Eden – not only are the plants beautiful, but most of them are edible too and organically grown.

The Ocean Dream

The Ocean Dream

  • 7 guests

  • 3 bedrooms

Mission Beach, San Diego

Sitting just moments away from the Mission Beach boardwalk, this home sings in perfect harmony with the beauty of its coastal setting. From the light and airy ambience to the ocean views, this is the kind of space that welcomes you to experience the height of rejuvenation.


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

Explore the 136 most perfect homes in our collection

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Most popular homes in MIddletown

Sugar for Hummingbirds

Sugar for Hummingbirds

  • 6 guests

  • 3 bedrooms

Point Loma Heights, San Diego

Beach Republic

Beach Republic

  • 9 guests

  • 4 bedrooms

Mission Beach, San Diego

The Paintbrush

The Paintbrush

  • 13 guests

  • 6 bedrooms

Coronado, California

Mission For Fun

Mission For Fun

  • 4 guests

  • 2 bedrooms

Mission Beach, San Diego

Rockaway the Seashells

Rockaway the Seashells

  • 8 guests

  • 4 bedrooms

Mission Beach, San Diego

Saltwater Breeze

Saltwater Breeze

  • 9 guests

  • 4 bedrooms

Pacific Beach, San Diego

Afternoon Delight

Afternoon Delight

  • 6 guests

  • 3 bedrooms

Bankers Hill, San Diego

In the Industry

In the Industry

  • 6 guests

  • 3 bedrooms

North Park, San Diego

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Frequently asked questions

Discover the ultimate collection of luxury Monthly Rentals in MIddletown, 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 MIddletown 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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