Villa holiday rentals in Lakeside

Find and book unique villas on Airbnb

Top-rated villa rentals in Lakeside

Guests agree: These villas are highly rated for location, cleanliness and more.

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Guest favourite

Villa in Ocean View Hills

4.94 out of 5 average rating, 66 reviews

Grand 5-Bedroom San Diego Home w/ Pool & Views!

Forget your worries in this spacious and serene space. Relax along the private poolside oasis while admiring the horizon ocean & skyline views! This home will be sure to impress with upgraded amenities, plenty of seating for all, & beautiful furnishings. 5 big bedrooms, plus loft room w/ bed & foosball game. Multigenerational families & non-rowdy groups will delight in this grand home. Enjoy all the sights of San Diego and come home for restful slumbers at this beautiful south San Diego retreat.

Guest favourite

Villa in Allied Gardens

4.91 out of 5 average rating, 23 reviews

Fun Get Away, Vaulted Ceiling, Pool, Hot Tub, New.

Enjoy a stylish experience at this centrally-located place. Great place to stay for those seeking an experience close to the beach and mountains and anywhere in San Diego you'd like to visit. 5 min from trails and Cowles Mountain. 15 min to Sea World, Animal Park, beaches, parks, downtown, Balboa park, the Midway museum, Coronado, Torrey Pines, La Jolla Cove, and much more! 2 min to a kid playground. Nice Villa in a really nice and Quiet Neighborhood, but will also accommodate your best party!

Guest favourite

Villa in San Diego

4.92 out of 5 average rating, 51 reviews

1stResorts.com AMAZING WATER VIEW PENTHOUSE HOTTUB

GORGEOUS NEW BREATHTAKING WATER VIEW VILLA! Great for quiet EXECUTIVES FOR LONGER TERM STAYS, COUPLES, FAMILIES, FRIENDS & INDIVIDUALS! Beautiful sparkling water of San Diego Bay to Pacific Ocean from ENTIRE IMMACULATE EXCLUSIVE PENTHOUSE! DESIGNER DECOR/PRIVATE Hot tub/very own Oasis! No need to venture out, everything you need/want on property! All comforts of home & more w/5 star LUXURY RESORT experience! PRIVATE DECK BarBQ & FirePit! Close to everything/BEST AREA/DEEP DISCOUNTS LOWEST RATES!

Top Guest favourite

Villa in Vista

5 out of 5 average rating, 40 reviews

Vineyard Retreat—Free Hot tub & EV Charger—Views!

Welcome to your private gated oasis in the hills of Vista! —Soak in the jetted hot tub while the sun sets into the ocean, recharge your EV (at no charge) overnight, and wake up to breathtaking panoramic views. Immerse yourself in the peace of the natural surroundings, enjoying changing views—and a sunset terrace you’ll never want to leave. Whether you need to unwind from the hustle and bustle of daily life, or to work remotely with epic backdrops. This space is crafted for unforgettable stays.

Guest favourite

Villa in La Mesa

4.89 out of 5 average rating, 266 reviews

Private Villa: Pool, Slide & Hot Tub – $799 Sale

🍂 Fall/Winter Sale! ❄️ 🎉 Sale: $799/night (Reg. $899 - $999) 🗓️ Valid through Feb 28, 2026 🌴 Perfect for holiday get-togethers (up to 16 people)! ✅ Taxes paid by owners! (Cleaning and Airbnb fees apply.) 💬 Some of our reviews: 🌅 "Perfect for our group trip—amazing views and outdoor spaces." 🏊‍♂️"Kitchen, pool, and hot tub made our stay unforgettable." 🎉 "So many fun activities—swimming, jacuzzi, pool slide, and more." 🏡 "This was one of the best Airbnb properties we've ever been to."

Superhost

Villa in Lake Hodges

4.83 out of 5 average rating, 173 reviews

Villa Vista de Rancho Santa Fe w/Pool, Views!

Perched in the mountains above beautiful Lake Hodges is this spectacular Tuscan-Style villa. Be whisked away to the Italian countryside with endless mountain views, multiple dining, living, and outdoor areas, and generous bedroom suites. Enjoy the foosball and table tennis tables, catch a movie in the private cinema, or just sit back on the sun lounges and take it all in. Stay just 20 mins from San Diego and 10 minutes to the heart of Rancho Santa Fe & Escondido with galleries & boutiques.

Superhost

Villa in Grant Hill

4.75 out of 5 average rating, 12 reviews

Bella Casa | Pool, Spa, King Bed, AC, Min to Dtown

Escape to this charming 2BR, 1BA home in the heart of San Diego! Enjoy a king-size adjustable bed, full-size bed, futon, and sofa bed. Stay comfortable with central AC & heat, resort-style amenities—pool, jacuzzi, outdoor lounge, and grill. The driveway fits two tandem cars and an electric gate for convenience. Shared laundry, plus a pack-and-play & high chair for little ones. Minutes from top attractions, beaches, dining, and airport access. Book now for the perfect San Diego getaway!

Top Guest favourite

Villa in San Diego

4.98 out of 5 average rating, 53 reviews

Lux Villa: Heated Pool, Sauna, & Gym

Nestled in the heart of SD, the luxurious four bedroom stands as a modern marvel. Entering the grand foyer, you're greeted by fireplace that ads a touch of warmth to the ambiance that ensures every moment is accompanied by the perfect touch of beauty. Queen-sized beds, deep soaking tub and rain showers in all three bathrooms. Outside, a sprawling terrace with a sparkling heated pool, enhanced swim jet, a cascading waterfall and sauna that adds to the serene ambiance.

Guest favourite

Villa in La Mesa

4.93 out of 5 average rating, 27 reviews

Too Hot to Settle | Pool • HotTub • PhotoFun

Luxury Retreat in Mount Helix | Pool • Hot Tub • Games Welcome to your private oasis in beautiful Mount Helix! This stylish 4-bedroom home is designed for relaxation and entertainment, featuring a sparkling pool, a soothing hot tub, and a game area for endless fun. With spacious living areas, modern decor, and a fully equipped kitchen, this home is perfect for families, friends, or a weekend getaway. Book now and experience the best of San Diego in style!

Guest favourite

Villa in Pacific Beach

4.93 out of 5 average rating, 143 reviews

The Crown Jewel Villa with AC!Bikes,Kayak and SUP!

Escape to the peaceful and coveted beach community of Crown Point in San Diego! This highly sought after neighborhood boasts mostly permanent residents, creating a serene and tranquil environment for our guests. Right across the street from the home, you can find Ski Beach and Park, a favorite spot for families and kids. Explore the variety of local eateries and coffee shops, or take a short walk to popular Sail Bay and the ocean.

Guest favourite

Villa in Spring Valley

4.98 out of 5 average rating, 53 reviews

Modern 3-Bedroom Villa, Luxurious Outdoor Oasis

Welcome to Your Perfect Spring Valley Villa! Nestled in the heart of Spring Valley, our charming spacious 3-bedroom, 2-bath home offers the perfect blend of comfort, style, and modern amenities. Whatever your planning, our home provides an ideal setting for a memorable stay. Need a rental car? We have a 2019 Blue Jeep Wrangler Unlimited Sport available via Turo right outside ready for use. Link to book available inside.

Top Guest favourite

Villa in Encinitas

5 out of 5 average rating, 71 reviews

Bright Ocean View Luxury Getaway

Sit back and relax in this charming, panoramic Ocean View stunner. Wake up to the sunrise view from bed. Complete with plenty of luxury amenities. Gourmet kitchen, nespresso machine, french press, two plasma tvs, fiber wifi, al fresco dining, spacious walk in shower with bench, and plush robes. 1 mile away from downtown Encinitas and Encinitas beaches. Easy 5 minute bike ride or 20 minute walk. Nearby Freeway Access