Holiday houses in San Diego County

Coastal Paradise - Luxury Spacious Resort Living!

Coastal life meets tropical paradise at this gem of a home in Cardiff by the Sea (Encinitas)-a quaint beach town central to everywhere you want to be. If you have kids (or are a kid!) then Legoland, SeaWorld, Birch Aquarium, SD Zoo, Wildlife Safari Park, Balboa Park, Del Mar Fairgrounds are all a short drive away. If you want a hipster, romantic get-away, just walk down the hill to the beach, trendy restaurants, coffee shops, shopping, surfing, sunbathing, people-watching, and just unplugging.

Location · Value · Walkability

Lakeview Tiny House w/hillside pool

Tucked into the hillside by Lake Hodges, the tiny house is a romantic retreat or a place to unwind surrounded by nature, w/plenty of amenities so you don't have to sacrifice comfort. Lake & mountain views from inside & out-- private, large covered deck, dining patio, outdoor shower (& indoor), beautiful saltwater pool, & fire bowl. Though it feels like you're in a secluded retreat, urban amenities are just a few miles away. SD Zoo Safari Park, wineries, breweries & beaches all w/in easy reach.

Location · Family · Getting around

Enjoy the Best Ocean Views and Sunsets in a Beach Front Home

Relax in our fully equipped, beautifully furnished, 3 br, 3 ba home in the center of laid-back Imperial Beach. Savor a glass of wine while watching the sunset from the private balcony overlooking the pier and ocean. Prepare a gourmet meal in the upscale, contemporary kitchen or walk to lively craft breweries and great restaurants. Easy access to downtown, just 20 minutes from the airport! Keypad entry, free private parking in gated garage, child friendly, hi speed WiFi. Sorry, no pets.

Family · Location · Condition

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV

Welcome to your personal resort! This is your private Guest House with a salt & heated pool + hot tub. Located in a very quiet & safe neighborhood in beautiful San Diego. Drive 15 minutes to the beach, downtown, La Jolla, Zoo, stadiums, Sea World, Convention Center + more. Hike next door at Cowell Mountain or Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo, top quality finishes & furniture. Everything you need for memorable vacation! No smoking or vaping on the property.

Location · Family · Hot tub

Jamul Hacienda | Couples Retreat | Pool & Views!

The Casita retreat is a guesthouse situated among a private 20 acre oasis surrounded by majestic mountain views and a citrus grove 30-40 minutes from San Diego. The space is designed for nature enthusiasts to retreat from the daily hustle and bustle and find peace and slowness. Come take a pause, relax poolside, pick citrus (when in season), enjoy nearby trails, and wineries. The sunsets and starry skies are breathtaking. We hope you get to experience their magic for yourself.

Location · Value · Checkout

Red Tail Ranch

A custom Log Cabin, perched on top of 15 acres located just outside of Ramona.You have an open-air experience while still having all necessary amenities to feel at home.Step outside and be surrounded by green, rolling hills and tall trees.Interact with animals, and enjoy the outdoors.Evenings you can retreat inside, sit by the cozy fireplace, play a game of pool, or go sit under the stars . Come fall in love with animals like mini highlands, alpaca, emu, mini donkeys, and more .

Family · Location · Amenities

Cozy Kid Friendly Mid Century Modern

Cozy Kid Friendly Mid-Century Modern | Central, Family-Friendly & Inviting Inside you’ll find a bright, open-concept layout with natural light and cozy. Whether you’re relaxing in the living room, cooking in the fully equipped kitchen, or enjoying meals together in the dining area, the home is designed to make every moment comfortable and effortless. My goal is simple: you arrive as guests and leave feeling like family. I’m here to make your stay easy, relaxing, and memorable.

Value · Location · Parking

Bella Vita,Majestic Resort w/ Bungalow Pool House

North San Diego, Eco-friendly, Perfect for family getaways or intimate gatherings. 3 spacious en-suites bedrms plus separate pool house bungalow w 1 queen bed and full bath plus Queen Day/Trundle Bed. All open to stunning private pool area and hardscape surrounding the Villa. Relax by the Solar heated in-ground pool & propane heated in-ground spa. Create an inspired meal in the large open kitchen featuring Viking appliances or on our gourmet propane BBQ.

Value · Location · Beach

Bright & Modern OB Getaway

This newly built, 2 bedroom/2 bath, is the bright & airy, modern & stylish beach getaway you've been looking for! You'll be located 2 blocks from the beach, and are walking distance to a variety of different restaurants, coffee shops, yoga studios, and nightlife options. The rooftop deck provides an amazing panoramic view for catching sunsets, and even the Sea World fireworks show. Bikes and beach gear ready for use!

Location · Family · Bathroom

Lux Casita with Pickleball & Resort Amenities

Escape to this inviting Casita, where bright white walls and French doors fill each room with light and warmth. Thoughtfully furnished and full of charm, it offers a serene retreat with private resort-style amenities, including a tennis court, pool, and lush gardens. Step outside to hiking and biking trails, then return to cozy comfort. An optional second suite provides extra space for a relaxed, luxurious stay.

Value · Family · Hiking

The Home with The View

In town for vacation, a Tour of San Diego State University, need a home during relocation or need a replacement home from Insurance due to flooding or repair? This home is spacious and the view is breathtaking. The home is conveniently located on Interstate -8 close to Alvarado Hospital( now called UCSD) f and near SDSU . Open concept floor plan, with a full outdoor dinning and living area. Kid Friendly.

Value · Family · Condition

At Mine | Spacious Suite in the Gaslamp Quarter

This meticulously renovated historical hotel suite, designed by Pininfarina, is located in Downtown San Diego’s vibrant Gaslamp Quarter, surrounded by restaurants and nightlife. It offers private, spacious accommodations for both business and leisure travelers, featuring a king bed, smart TV, central AC, and mini-fridge. Please note: an adjoining bar operates until midnight, and some noise is expected.

Value · Family · Getting around