Luxury Vacation Rentals with a Private Pool in San Diego

Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.

We found 20 private pool vacation rentals – enter your dates for availability.

Top-rated private pool vacation rentals in San Diego

Sunset Summit by Coastline Vacation Rentals

3 bedrooms•3 baths

New

C5372 - Bird Rock Paradise

3 bedrooms•2 baths

•

~$165 less than other sites

L5936 - Bird Rock Gem

5 bedrooms•4.5 baths

•

~$255 less than other sites

Luxury

Heated Pool-Jacuzzi-King Bed-City Views-Chic Decor

4 bedrooms•4.5 baths

•

New

~$195 less than other sites

Pool & Palmz, Hot Tub, Fire Pit, Chefs Kitchen, 6 beds

4 bedrooms•2 baths

•

New

~$125 less than other sites

Luxury

San Diego Nova

6 bedrooms•7 baths

•

~$515 less than other sites

Luxury

Spend NYE W/Private Pool/Spa/Sauna/Amazing La Jolla Views

7 bedrooms•10.5 baths

•

~$670 less than other sites

Luxury

San Diego Sunset

7 bedrooms•11 baths

•

~$440 less than other sites

Welcome to private poolside luxury in San Diego

Sun and privacy define a Wander stay in San Diego. Our collection of luxury private-pool vacation rentals in San Diego pairs coastal style with hotel-grade consistency, so what you see is exactly what you get.

Choose from modern coastal villas and serene hillside retreats, each with a meticulously maintained private pool, often heated for year-round dips. Think Baja shelves, integrated spas, outdoor showers and cushioned loungers.

Inside, expect designer kitchens, plush linens, ultra fast WiFi, work-friendly setups and 24/7 concierge for hotel-level ease in a private home.

Available soon in San Diego

C5372 - Bird Rock Paradise

3 bedrooms•2 baths

•

~$165 less than other sites

Pool & Palmz, Hot Tub, Fire Pit, Chefs Kitchen, 6 beds

4 bedrooms•2 baths

•

New

~$125 less than other sites

Luxury

San Diego Nova

6 bedrooms•7 baths

•

~$515 less than other sites

Luxury

Spend NYE W/Private Pool/Spa/Sauna/Amazing La Jolla Views

7 bedrooms•10.5 baths

•

~$670 less than other sites

Ocean View Villa w/ Pool + Spa

4 bedrooms•3.5 baths

•

~$560 less than other sites

Luxury

Del Mar

5 bedrooms•4.5 baths

•

~$995 less than other sites

Featured private pool vacation rentals in San Diego

L5936 - Bird Rock Gem

5 bedrooms•4.5 baths

•

~$255 less than other sites

Luxury

San Diego Nova

6 bedrooms•7 baths

•

~$515 less than other sites

Luxury

Spend NYE W/Private Pool/Spa/Sauna/Amazing La Jolla Views

7 bedrooms•10.5 baths

•

~$670 less than other sites

Luxury

San Diego Sunset

7 bedrooms•11 baths

•

~$440 less than other sites

Luxury

Open Oct 22-25/Private Pool/Endless Views/A/C/Hot Tub/Fall Deals

10 bedrooms•6 baths

•

~$820 less than other sites

Luxury

San Diego Aura

7 bedrooms•9 baths

Luxury

San Diego Sol

4 bedrooms•8 baths

New

Luxury

The Fairway Estate, Pool+Spa, Theatre, Bar, Golf

5 bedrooms•6 baths

•

New

~$1,275 less than other sites

Highlights in San Diego

Discover sun-drenched beaches, world-class family attractions, and a vibrant cultural scene in this classic Southern California coastal city.

Balboa Park

San Diego Zoo

USS Midway Museum

La Jolla Cove

Coronado Beach

Gaslamp Quarter

Old Town San Diego State Historic Park

Cabrillo National Monument

IT'S A VACATION HOME, BUT BETTER

The Wander difference

Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.

Only the best homes

We’ll never not look like the pictures. Every Wander is beautiful and expertly operated, so you can leave any stress at the door.

Hotel-grade amenities

We’ll never leave you with nothing to do. From ultra fast WiFi to gyms and pools, our homes make it easy to blend work and play.

24/7 concierge service

We’ll never leave you hanging. Our chat-based Concierge is always available to help – from trip questions to special requests.

Inspiring and stunning views

We’ll never leave you uninspired. Every Wander has stunning views to refresh and inspire your soul. Adventure awaits.

Meticulous cleaning

We’ll never have you check in to a dirty house. Our cleaning teams are meticulous, and there are no chores at checkout.

Safety and security

We’ll never pass you off to a stranger. Every Wander location meets our industry-leading safety standards to give you peace of mind.

All homes in San Diego

Sunset Summit by Coastline Vacation Rentals

3 bedrooms•3 baths

New

C5372 - Bird Rock Paradise

3 bedrooms•2 baths

•

~$165 less than other sites

L5936 - Bird Rock Gem

5 bedrooms•4.5 baths

•

~$255 less than other sites

Luxury

Heated Pool-Jacuzzi-King Bed-City Views-Chic Decor

4 bedrooms•4.5 baths

•

New

~$195 less than other sites

Pool & Palmz, Hot Tub, Fire Pit, Chefs Kitchen, 6 beds

4 bedrooms•2 baths

•

New

~$125 less than other sites

Luxury

San Diego Nova

6 bedrooms•7 baths

•

~$515 less than other sites

Luxury

Spend NYE W/Private Pool/Spa/Sauna/Amazing La Jolla Views

7 bedrooms•10.5 baths

•

~$670 less than other sites

Luxury

San Diego Sunset

7 bedrooms•11 baths

•

~$440 less than other sites

View all homes

Most popular amenities for private pool vacation rentals in San Diego

More popular private pool destinations near San Diego

Private pool vacation rentals in La Jolla

Private pool vacation rentals in Solana Beach

Private pool vacation rentals in Encinitas

Private pool vacation rentals in Temecula

Private pool vacation rentals in Palm Springs

Private pool vacation rentals in Palm Desert

Private pool vacation rentals in Indio

Private pool vacation rentals in Pioneertown

Other popular amenities & vacation types in San Diego

Family vacation rentals in San Diego

Large group vacation rentals in San Diego

Pet-friendly vacation rentals in San Diego

Beachfront vacation rentals in San Diego

Hot tub vacation rentals in San Diego

Discover more beyond the pool in San Diego

San Diego’s Mediterranean climate and 70 miles of coastline set the tone for effortless days. Catch sunrise at La Jolla’s coves, bask on Coronado’s soft sands, and close with sunset at Torrey Pines.

Culture thrives alongside the surf. Balboa Park, Petco Park, bay sails and seasonal whale migrations keep the calendar full, while nearby mountains and desert add easy day-trip variety. With this rare blend of nature, city energy and year-round sunshine, Wander's luxury private-pool vacation rentals in San Diego are the perfect choice, whether you're traveling for work or leisure.

FAQs: Vacation Rentals in San Diego

Why should I book a Wander in San Diego over other private pool vacation rentals?

Wander offers a level of consistency and quality you won’t find with most private pool vacation rentals.

Every home in San Diego delivers the quality of a luxury hotel, paired with the comfort and space of a private vacation home. You get hotel-grade amenities, meticulous cleaning, stunning views, and 24/7 concierge support in every stay. Why would you want to stay anywhere else?

Which are Wander’s most popular private pool vacation rentals in San Diego?

Some of our most popular private pool vacation rentals in San Diego include Sunset Summit by Coastline Vacation Rentals, C5372 - Bird Rock Paradise, and L5936 - Bird Rock Gem. Guests love the quality of a luxury hotel, the comfort of a private vacation home, and the consistently exceptional experience Wander is known for. Explore the full collection to find the perfect home for your next stay.

How many different private pool vacation rentals does Wander have available in San Diego?

Wander offers 20 private pool vacation rentals in San Diego, each carefully designed and expertly operated. Browse the full collection to see what’s available for your trip.

What time is check-in and check-out at Wander’s private pool vacation rentals in San Diego?

You can check-in to Wander private pool vacation rentals in San Diego after 4.00pm and check-out before 10.00am.

Do Wander’s private pool vacation rentals in San Diego have WiFi access?

Yes. Every Wander home in San Diego has ultra fast, reliable WiFi so you can stay connected throughout your stay.

What is Wander’s cancellation policy?

You can cancel your reservation within 24 hours of booking for a full refund.

For stays of less than 15 nights, you can cancel or reschedule up to 14 days before check-in for a full refund. For stays of 15 nights or longer, the cancellation window is 60 days.

For some homes, a 30-day deadline applies; this will be clearly shown before you book.