“Don’t Quit Your Day Job.” Forty Years Later, MontereyRentals.com Is Still Here.

“Don’t Quit Your Day Job.” Forty Years Later, MontereyRentals.com Is Still Here.

Forty years ago, MontereyRentals.com began with an idea, a lot of determination and one very memorable piece of advice.

At the time, owner and founder Jan Leasure was a teacher when she began exploring the possibility of building a vacation rental business on the Monterey Peninsula.

Her husband’s advice?

“Don’t quit your day job.”

Fortunately, Jan didn’t let that stop her.

What started as a new venture alongside her teaching career grew, property by property and relationship by relationship, into MontereyRentals.com — a locally rooted company that has now served homeowners and guests for 40 years.

There was no Airbnb, no online booking system and certainly no social media when Jan started. Building a business meant answering phones, developing relationships, earning the trust of homeowners and taking exceptional care of guests.

Four decades later, technology has transformed the vacation rental industry, but the foundation of MontereyRentals.com remains remarkably similar.

It is still about relationships.

It is still about trust.

It is still about knowing the Monterey Peninsula and understanding what makes a property — and a guest experience — special.

Today, MontereyRentals.com represents decades of local knowledge, countless vacations, family celebrations and memories made in homes throughout the area.

And that little piece of advice from 40 years ago?

We’re very glad Jan didn’t take it.

As MontereyRentals.com celebrates its 40th anniversary, we’re sharing the stories, people and moments that helped build the company along the way.

Watch Jan tell the story of how it all began.

#MontereyRentals  #Monterey #VacationRentals

A Five-Star Stay at Monterey Dunes 166

Location, Comfort and Tranquility

Monterey Dunes

Location, Comfort and Tranquility: A Five-Star Stay at Monterey Dunes 166

Sometimes a guest says everything that needs to be said in just a few words:

“Location, location, location! What a beautiful place. We couldn’t have asked for a nicer unit. The beds were super comfy. Tranquility at its finest.”

That recent five-star review of Monterey Dunes 166 perfectly captures what makes a Monterey Peninsula getaway so special.

There is something wonderful about arriving at a vacation rental and immediately feeling like you made the right choice. A beautiful setting. A comfortable place to settle in. Beds you look forward to climbing into after a day of exploring. And, perhaps most importantly, the opportunity to slow down and enjoy some genuine peace and quiet.

For 40 years, MontereyRentals.com has helped guests find homes where they can experience exactly that.

Over four decades, the vacation rental industry has changed dramatically. The way people search for properties has changed. The way they book has changed. Technology has changed.

But what guests want from their time away really hasn’t.

They want to open the door and love where they’re staying. They want comfort. They want a great location. They want a property that feels cared for. And they want to return home feeling like their time away was truly a vacation.

Reviews like this are why celebrating 40 years means so much to us.

Behind every five-star review is a guest who trusted MontereyRentals.com with part of their vacation. Behind every property is an owner who trusted us with their home.

Forty years later, we remain incredibly grateful for both.

And when a guest describes their stay as “tranquility at its finest,” we know we’ve helped create the kind of Monterey Peninsula experience we’ve been working to provide since the very beginning.

BOOK TODAY

Beachouse – Luxury at Asilomar

A Special Home for a Special Celebration:
Beachouse – Luxury at Asilomar

Beachouse – Luxury at Asilomar

Some guest reviews stay with us because they capture exactly what a vacation home can mean when it becomes part of an important family memory.

A recent guest chose Beachouse – Luxury at Asilomar for a particularly meaningful occasion: an intimate family celebration honoring her mother-in-law’s 90th birthday.

What makes her perspective even more meaningful is that her family has been visiting and staying in the area two to three times a year for the past 15 years. After all those visits, she described Beachouse as “the best home rental in the area that we’ve ever had.”

That is quite a compliment — and one that speaks to so many of the details that make this Pacific Grove home special.

A Kitchen Made for Gathering

As a former personal chef, the guest paid particular attention to the kitchen, calling it one of the best-equipped kitchens she had encountered in a vacation rental, from the appliances to the utensils.

For a family gathering centered around a milestone birthday, having a kitchen designed for actually cooking, serving and spending time together helped make the home part of the celebration rather than simply the place where everyone was staying.

Ocean Views, Quiet Spaces and Asilomar Just Steps Away

The guest also highlighted the home’s glorious ocean views from multiple rooms, comfortable and quiet bedrooms, beautiful grand room and peaceful patio with plenty of space to enjoy the outdoors.

Despite being so close to the coast, Beachouse offers a wonderful sense of privacy.

And then there is the location.

A walk of approximately two minutes brings guests to the ocean path, where the family’s experience included one of the Monterey Peninsula’s favorite sights: sea otters.

It’s the Details Guests Remember

One of the most interesting observations in the review was something longtime visitors to the coast will immediately understand. The guest specifically noted how fresh the home felt, without the mustiness that can sometimes accompany properties located near the ocean.

It may sound like a small detail, but exceptional hospitality is often about exactly those things.

A thoughtfully maintained home. Comfortable beds. A kitchen with what you actually need. Beautiful spaces where a family can gather. Privacy when you want it. And the Pacific Ocean just a short stroll away.

For MontereyRentals.com, reviews like this are particularly meaningful. After 40 years in the vacation rental business, the goal remains much the same: to connect guests with exceptional homes where vacations, celebrations and family milestones can become lasting memories.

Happy 90th birthday to this family’s very special guest of honor — and thank you to Kris and her family for allowing Beachouse to be part of the celebration.

#MontereyRentals #PacificGrove #Asilomar #MontereyPeninsula #40Years #VacationRental

 

 

 

Ocean Pines #28 – Pebble Beach Vacation Rental

Experience Coastal Luxury at Ocean Pines in Pebble Beach

If you’re looking for a peaceful coastal retreat with breathtaking ocean views, this beautifully appointed two-bedroom, two-bath condominium at Ocean Pines offers the perfect blend of comfort, privacy, and convenience.

Nestled within the enchanting Del Monte Forest just off the world-famous 17-Mile Drive, this spacious 1,200-square-foot vacation home provides sweeping views of the Pacific Ocean through the Monterey pines. Whether you’re visiting for a golf getaway, a relaxing coastal vacation, or an extended stay, you’ll find everything you need to feel at home.

Ocean Pines #28 - Pebble Beach Vacation Rental

Comfortable Coastal Living

Designed for relaxation, the open living area features walls of glass that frame the stunning coastline while filling the home with natural light. Sink into the comfortable sofas, enjoy a cozy evening by the fireplace, or step onto the covered deck to take in the fresh ocean air and spectacular sunsets.

The well-appointed kitchen includes:

Custom cabinetry
Granite countertops
Breakfast bar
Premium Gaggenau grill with pop-up vent hood

Whether preparing a quick breakfast before exploring the Peninsula or enjoying dinner with family and friends, the kitchen offers both style and functionality.

Relax After a Day of Exploring

The condominium comfortably accommodates up to four guests with two spacious bedrooms and two full bathrooms. Additional features include:

Jacuzzi-style soaking tub
Washer and dryer in the unit
Multiple televisions with DVD players
Elevator access
Covered carport parking

Everything is designed to provide a relaxing and convenient stay.

Minutes from Pebble Beach’s Best Attractions

Ocean Pines places you in one of the most desirable locations on the Monterey Peninsula. World-renowned golf courses, scenic drives, and beautiful coastal trails are all just minutes away.

Nearby attractions include:

Pebble Beach Golf Links
17-Mile Drive
The Spa at Pebble Beach
Carmel-by-the-Sea
Monterey Bay Aquarium
Cannery Row
Big Sur
Highway 1 coastal adventures

Whether you’re planning championship golf, fine dining, boutique shopping, or unforgettable sightseeing, you’ll be perfectly situated to experience everything the Monterey Peninsula has to offer.

Your Pebble Beach Coastal Escape

Combining panoramic ocean views, luxurious amenities, and an unbeatable Pebble Beach location, this Ocean Pines condominium offers an exceptional vacation experience. From relaxing mornings overlooking the Pacific to evenings by the fireplace after a day of exploring California’s Central Coast, it’s the perfect place to create lasting memories.

If you’re planning your next Monterey Peninsula getaway, this beautiful Ocean Pines condominium delivers the ideal balance of luxury, comfort, and location.

“By Far the Best Vacation Rental We’ve Used”: What 40 Years of Local Care Looks Like

A recent week at Hilltop Haven in Seaside reminded us why the little things matter most.

Hilltop Haven - Seaside

Every so often a guest puts into words exactly what we’ve spent four decades trying to do. This July, a family stayed a full week at Hilltop Haven — our Seaside home known for its views, views, views — for a mix of work and vacation on the Monterey Bay. Here’s what they told us afterward:

“This was by far the best vacation rental property we have used. The check-in process and instructions were so easy to follow… stocked with everything you could possibly need. The furniture and beds were very comfy. In the garage there were beach chairs, towels and toys… multiple tool boxes and other items such as light bulbs in case you needed something. We were given several contact numbers in the event we needed anything. We would definitely stay here again and would highly recommend it to anyone considering staying in this area.”

Read that again and you’ll notice something: almost nothing they praised was about luxury. It was about care. The beach chairs already waiting in the garage. The spare light bulb right where you’d look for it. A real phone number — several, in fact — answered by real people the moment a question comes up.

None of that happens by accident, and it doesn’t happen overnight. It’s the product of 40 years on this coast. Since 1986, under the same local ownership, our team has cared for homes and welcomed families across Monterey, Pacific Grove, Pebble Beach, Carmel, and Seaside. Many of us have been here for decades. That’s a long time to learn exactly what turns a good stay into an effortless one — and it’s why our guests so often say the same thing this family did.

It’s also the difference between us and a booking app. When you rent with a faceless platform, no one is thinking about your light bulbs, and no one picks up when you call. When you rent with MontereyRentals.com, you get a local team that has thought of everything — and still answers the phone.

To the family who stayed at Hilltop Haven: thank you. You’re welcome back anytime.

Ready to plan your own Monterey Bay getaway? Browse our homes and book direct at MontereyRentals.com — you’ll save versus the big platforms, and you’ll have a local friend on the coast for your whole stay. Call us anytime at (831) 655-7840.

#MontereyBay #Seaside #VacationRental #MontereyRentals #40YearsOnTheBay #VisitMonterey #PacificGrove #Carmel #BookDirect #CenterOfItAll

Carmelo del Sol – Carmel Vacation Rental

Carmelo del Sol - Carmel Vacation Rental

Welcome to Carmelo del Sol – Your Carmel Coastal Escape

Just two blocks from the sand, Carmelo del Sol is a charming vintage Carmel cottage designed for relaxed coastal living. This inviting single-story home offers the perfect setting for an extended stay near the beach while keeping you close to everything that makes Carmel-by-the-Sea so special.

Spend your days strolling through downtown Carmel’s galleries, boutiques, cafés, and restaurants, or take a scenic drive along Highway One to explore nearby destinations including Pebble Beach, Big Sur, the Monterey Bay Aquarium, Fisherman’s Wharf, and Cannery Row.

Inside, the home features comfortable and thoughtfully designed living spaces ideal for monthly or longer stays. The primary bedroom includes a King bed and ensuite powder room, while the second bedroom offers a Queen bed and easy access to the full hall bath complete with a separate tub and shower.

Additional amenities include a single-car garage, driveway and street parking, and dog-friendly accommodations for up to two dogs.

Whether you’re seeking a peaceful coastal retreat or a convenient home base for exploring the Monterey Peninsula, Carmelo del Sol offers the warmth, charm, and location that make Carmel unforgettable.

 

BOOK TODAY
www.MontereyRentals.com/carmel/carmel-by-the-sea/carmelo-del-sol

#carmel #monterey #vacationrental

Ain’t Life Grand – Pacific Grove Vacation Rental

SeaBlink Carmel

 ⭐Ain’t Life Grand – Pacific Grove Vacation Rental

 2 Beds – 1.5 Baths | 1,184 sf | Sleeps 4

BOOK TODAY!

This urban oasis is a few blocks from the beach, and around the corner from one of the most charming Main Streets in America. Located in the commercial district of Pacific Grove, it’s just steps from shops, galleries, restaurants, cafes, a wine bar and a movie theater. The entry area—with a bistro table and a sofa—is set up like a storefront.

The real living areas are behind the door, where you can relax on leather sofas adjoining a lovely kitchen with mocha-colored quartz countertops, stainless appliances, and a breakfast bar that seats four. The master bedroom has a private bath with a walk-in shower; the upstairs bedroom has a peek of the ocean and an en suite powder room. The laundry is in the basement at the bottom of the stairs, and all the delights of Pacific Grove are right outside your front door.

You can swim, dive or kayak at Lover’s Point right down the street (with a white sand beach for sunning, a kiddie pool, beach volleyball court, and a snack bar, café and restaurant).

With grassy areas for picnics and surrey, bike, kayak and paddle board rentals—this park is a favorite of visitors and locals alike.

Stroll down the coastal recreation trail to commune with seals and sea otters, or play golf at the ocean side Pacific Grove Golf Course, affectionately known as a budget-minded alternative to Pebble Beach. A short drive will take you to Cannery Row, Fisherman’s Wharf, downtown Monterey or Carmel.

Within minutes you can be touring scenic 17-Mile Drive, hiking to secluded Big Sur beaches, horseback riding, deep-sea fishing or whale watching. Street parking and one designated space in the lot across the street.

Pacific Grove Transient Use License #419

Monterey Bay Property Management
DRE #01263576 #01936813

On the Beach

Where Everyone Wants to Be!

With direct access to Del Monte Beach, this upscale condo will be your new “happy place.” Totally renovated, it sleeps four with a Queen bed and an American Leather convertible sofa. There’s a full bath with a shower, a galley kitchen with stainless appliances, two TVs, a patio with a dining table, a community pool and hot tub close by, miles of beach out front… and special Spring rates to entice you!

Ocean Harbor House offers a weight room, two swimming pools, hot tubs, his and hers dry saunas, and two recreation rooms with pool and ping-pong tables. World-famous Monterey Bay Aquarium, Cannery Row, Fisherman’s Wharf, and the shops and restaurants of downtown Monterey are just minutes away. Tee off at one of the many fine golf courses nearby, explore Carmel, tour 17-Mile Drive, go wine tasting, or hike to secluded Big Sur beaches. You can also walk or bike on the coastal recreation trail, or take long walks on Del Monte Beach, one of the safest on the Peninsula.

 

BOOK TODAY
www.MontereyRentals.com/monterey/del-monte-beach/ocean-harbor-house/ocean-harbor-130 

Spring Special in “Simple Pleasures”

Available
April 14 – May 19
$4200/month

Fall asleep to the sound of the ocean and wake up to the calm, coastal rhythm of America’s “last hometown.” Just under a mile from the beach, this inviting 3/2 furnished monthly rental offers the simple luxury of space, comfort, and an easy connection to the Monterey Peninsula’s most beloved spots.

From here, you can stroll downtown, explore the trails and playground of George Washington Park, or head to the coast: Lover’s Point is 0.8 miles away, and Asilomar Beach is just one mile.

Just bring your suitcase and groceries… and then settle in to enjoy the natural beauty, walkable charm and coastal splendor—the “simple pleasures”—that make Pacific Grove so special. 

 

BOOK TODAY – www.MontereyRentals.com/pacific-grove/central-pg/simple-pleasures

Vacation Rental Trends

Beachouse

One of the key vacation rental trends that vacation rental owners should be aware of in 2025 is the increased demand for unique stays. Unique stays often command higher nightly rates and attract more bookings.

Travelers are seeking one-of-a-kind experiences, such as remote cabins, tiny homes, treehouses, and luxury glamping.  These types of homes are unique just by their very nature.  But what if you have a vacation rental home that can best be described as “average?”  There are things you can do to turn an average house into a unique vacation rental. This can significantly increase bookings and nightly rates.

Here are some ways to make a property stand out:

  • Give your rental a distinct personality by creating a theme or concept
  • Coastal Retreat (nautical decor, surfboards, beach gear)
  • Mid-Century Modern (vintage furniture, retro appliances)
  • Boho Escape (earthy tones, hanging plants, rattan furniture)
  • Hollywood Glam (bold colors, velvet furniture, gold accents)
  • Name the property accordingly (e.g., “The Boho Hideaway”“The Seaside Retreat”) for branding.
  • Have a custom logo or signage (e.g., a wooden entrance sign)

For lots more revenue-generating ideas, reach out to Jan@MontereyRentals.com!

 

Jan Leasure, Managing Broker
www.MontereyRentals.com 
816 Wave Street
Monterey, CA 93940
831-402-1765