Family reunion vacation rentals in San Diego

Bring every generation together at two private estates side by side, with room for up to 50.

15 bedrooms2 kitchens2 pools and spasHorses, game room, playground
Call Bob: 760-802-6312Text Bob for datesFrom $5,000 a night for both estates

Room for every generation

Family reunion vacation rentals have to work for grandparents, toddlers and everyone in between.

Two separately gated estates mean two kitchens, two pools and two quiet wings for sleeping, a short walk apart. Grandparents can take the calmer house while the cousins take over the game room next door.

  • A ground-floor primary suite in each estate, with no stairs
  • Dining tables for 16 and more, plus patios that seat 30
  • Playroom, playground, tree swings and lawn games
  • Two pools and two spas, with heating available
Long family dining table under a wood-beamed ceiling

What the kids remember

The ranch has more to do than any beach condo.

Ranch horses

Five companion horses live on the property. Kids can feed them carrots, and horseback rides are available at $150 an hour per horse, and guests can take turns.

Game rooms

Billiards, foosball, Star Trek pinball machines and a classic arcade cabinet with hundreds of games.

Six acres outside

A tennis and pickleball court, grass volleyball, badminton, soccer, cornhole and fruit trees to pick from.

Meals for 50 without anyone stuck in the kitchen

Each estate has a full chef’s kitchen with dishes for 25 or more, so families can cook together. If nobody wants to, Chef Alfonso can cook dinner for the whole group and leave the kitchen spotless.

Chef, daily housekeeping and grocery stocking are available as add-ons. You choose which nights.

See your real total with the trip estimator

Gourmet kitchen with large island in the Grand Estate

One big rental works until someone needs to sleep.

Teenagers in the game room, toddlers at 6 a.m., and one shared bathroom down the hall. Here, each side of the family has its own house, its own kitchen and its own pool — on the same driveway.

  • A ground-floor primary suite in each estate, with a walk-in shower and no stairs
  • Separate houses, so quiet hours actually stay quiet
  • One long dinner table in whichever house you choose that night
  • Parking for 20 or more cars
Site plan: two estates side by side with one shared dinner table shared driveway The Grand Estate8 bed, 6 bathpool + spa The Family Estate7 bed, 5 bathpool + spa
Tonight's dinner is at

We set one long table on the Grand Estate patio. Chef cooks there, we clean up, and everyone walks home to their own house.

Inside the compound

Pool and spa, heating available at dusk with palms and patio umbrellas
The pool at dusk
Covered patio with sectional sofas, fire table and red umbrella at sunset
Fire-table patio for after dinner
Long dining table under a wood-beamed ceiling with views through tall windows
Dining for the whole family
Gourmet kitchen with large island and professional range
Gourmet kitchen, ready for the chef
Bright bedroom with king bed and garden view
Bedrooms with garden views
Game room with billiards table and tall windows
Game room for the grandkids
Pool and spa surrounded by gardens and palms in daylight
Afternoons by the pool
Playground and lawn under shade trees
Playground and lawns

Large family vacation rentals built for three generations

Grandparents, parents, cousins and kids under one gated roof, with enough room that nobody needs a vacation from the vacation.

Family reunion houses for rent, side by side

Book one estate for a smaller family or both for a full reunion. Each house has its own kitchen and pool, so families can keep their own rhythm and still meet on the lawn for dinner.

Bob can help you assign rooms so grandparents, young families and teens each get what they need.

Things the kids will remember

Feeding the horses, collecting eggs from the hens, picking fruit from the orchard and swimming until dark. Horseback rides can be booked at $150 an hour per horse, and guests can take turns.

LEGOLAND, the beaches and the San Diego Zoo Safari Park are an easy drive for day trips.

Large family vacation rentals with less cooking

A family reunion should not mean one person stuck in the kitchen. Add a private chef for some or all dinners, have groceries stocked before you arrive, and book daily housekeeping.

Bob quotes everything together, so you can split the cost by family before anyone commits.

Planning a reunion, step by step

Pick dates early, especially for summer and holidays. Text Bob your headcount and ages, choose one estate or both, then layer on the extras you want.

Many families plan one big dinner, one beach day and one free day at the ranch.

Plan your stay

How to plan a family reunion at the ranch

A reunion is easier when the big decisions are made early. Here is the order most families follow.

Pick the dates first

Summer, spring break and the holidays fill first, often months ahead. Pick two or three possible date ranges, then text Bob to see which are open before you poll the family.

A three-night minimum applies, and four or five nights gives everyone time to actually relax.

Decide on one estate or both

Each house sleeps up to 25 guests. Smaller families fit in one estate, while most reunions book both, so one house can be the gathering place and the other stays quieter.

The 50-guest maximum covers everyone staying or visiting, so count local relatives who will drop by for dinner.

Assign rooms with care

Put grandparents in a ground-floor primary suite, keep families with toddlers near each other, and give teens the rooms farthest from the nursery.

Bob can share the bedroom layout so you can plan before anyone arrives.

Split the cost fairly

Most families split the nightly rate by household, then share the chef and housekeeping. Bob sends one quote, which makes the math simple.

Bookings are non-refundable, so confirm headcount before you book.

Plan one big moment

A chef dinner at one long table, a family photo with the horses, or a talent show by the fire table. One planned moment is enough; the rest of the trip can stay loose.

Chef dinners run about $95 per guest.

Keep the kids busy

Horses, hens, orchards, a playground, tree swings, game rooms and two pools keep kids moving without a single car ride. Horseback rides are $150 an hour per horse, and the kids can take turns.

Add a LEGOLAND day if you want a big outing.

Make it easy for grandparents

Ground-floor suites, shaded patios, a stocked kitchen and dinners cooked in the house mean grandparents can enjoy the trip instead of running it.

The ranch is about 90 miles from Beverly Hills, so many Los Angeles families drive down.

After the reunion

Families who have a good reunion here often rebook the same week for the next year. Ask Bob about holding dates when you check out.

Text Bob to get started.

What guests say

From verified stays on Airbnb and Vrbo.

“We loved having both homes and so much hang out area. My kids came to welcome everyone and wanted to move in.”

Ali, San Diego. Airbnb, group trip

“Had 16 people staying under one roof and there was plenty of space.”

Laurel, Los Angeles. Airbnb, June 2022

“Everyone felt like we were staying in a palace!”

Thomas W. Vrbo, 10/10, January 2024

Questions families ask

Anything else, call or text Bob at 760-802-6312.

How many family members can stay?

Up to 25 per estate, or up to 50 with both estates booked together.

Are the two estates close together?

Yes. They sit side by side on the same driveway, each separately fenced and gated.

Is it safe for small children?

There is a playroom, playground and fenced lawns. Ask Bob about pool fencing, cribs and high chairs when you book.

Can we cook for the whole group?

Yes. Each estate has a large kitchen with dishes for 25 or more, and a private chef is available.

What is there for kids to do?

Horses, a playroom, arcade and pinball games, tree swings, lawn games and two pools.

Reunion dates go fast. Check yours with Bob.

Call or text Bob with your dates and group size, and he'll send an exact quote.

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