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Vacation rentals with a pool in Lakeside

Find and book unique homes with a pool on Airbnb

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Popular amenities for Lakeside rentals with a pool

House rentals with a pool

Top guest favorite
The outdoor space features a solar-heated pool with soft lighting, alongside a hot tub glowing in green. A dining area with a table and chairs is shaded by a red umbrella. Warm string lights enhance a cozy atmosphere in the evening.
Home in Greater North Park
5 out of 5 average rating, 118 reviews

3 BR Urban Oasis with Pool and Spa in Great Area

KeeleyRating, 5 stars1 week ago
I am a San Diego local, but my family was coming to town and we needed more space. I picked this place because I knew my sister and brother-in-law would love being able to walk to all the restaurants and brewery nearby and my 6 year old nephew would get a lot of use out of the pool. The place exceeded my expectations, it was perfect for everyone. We spent a lot of time in the backyard swimming or playing board games, and my Mom got a lot of use out of the hot tub. Communication with the host was excellent and the place was comfortable and clean. The only downside is my family might visit too often now!
Guest favorite
An outdoor area features a clear saltwater pool surrounded by elegant lounge chairs. A shaded umbrella stands nearby, and the landscape includes rolling hills and a distant view of the mountains, providing a serene backdrop for relaxation.
Home in El Cajon
4.98 out of 5 average rating, 122 reviews

Fletcher Hills luxury, Sunset View, 4 BR, Pool/Spa

YvetteRating, 5 stars2 weeks ago
Our home away from home. The property was conveniently located to major stores. It is 30 minutes to the San Diego Zoo, Birch Aquarium, and Sesame Street. The house is very spacious and brings in light energy. Our family loved the beds and comfy pillows which can make or break a vacation. The bathrooms were spacious and worked conveniently with the needs of our family, especially the Bluetooth speaker😁. The backyard was our favorite! Beautiful space during the day with plenty of space for our 3 year old to run. Serene and chill views in the evening. We 100% recommend this property for your family. And would definitely stay again.
Guest favorite
A spacious outdoor area features a clear blue pool surrounded by palm trees. Lounge chairs are positioned nearby, and a shaded table with chairs offers a spot for relaxation. The backyard showcases a privacy fence and ample sunlight.
Home in La Mesa
4.85 out of 5 average rating, 201 reviews

Sunny SD l Pool l BBQ l Pool Loungers l Sleeps 10

ElizabethRating, 5 stars1 day ago
Went there for my 40th birthday and made the best memories at Riley’s place! The pool was so refreshing. The layout of the house was fantastic! Plenty of space for all 9 of us. There are 3 full bathrooms, which was also perfect. I would definitely stay there again! Thank you!
Guest favorite
Home in Valley Center
4.99 out of 5 average rating, 135 reviews

Secluded Resort View Home. Salt Water Pool & Spa.

Sook KyungRating, 5 stars1 day ago
We stayed for 4 nights and 5 days, and it was absolutely perfect for our group of six. The home was beautiful, spotless, and had everything we needed for a comfortable and relaxing stay. We especially loved the salt water swimming pool — such a great feature to cool off and unwind. The extra room with a pool table was the icing on the cake — it gave us a fun space to hang out in the evenings. Our hosts, Craig and Julie, were amazing — welcoming, responsive, and thoughtful throughout our stay. We couldn’t have asked for a better experience and would definitely share it with our friends. Highly recommend!
Guest favorite
A tranquil pool area is surrounded by lush landscaping, featuring palm trees and various plants. Two lounge chairs with an umbrella are positioned beside the pool, reflecting a serene evening sky with hues of pink and purple.
Home in University Heights
4.98 out of 5 average rating, 126 reviews

University Heights Oasis Getaway

AbbyRating, 5 stars3 weeks ago
Exactly as the other reviewers have described, it is just a beautiful oasis in a perfect quiet neighborhood. Don’t wait, book now!
Guest favorite
Home in Escondido
4.95 out of 5 average rating, 132 reviews

Stunning 3 bedroom w/Views! Game Room/Pool/Hot Tub

VanessaRating, 5 stars1 week ago
Wonderful host any questions we had she responded quickly and very helpful. The place was amazing plenty of room for the whole family. Comfortable beds and amazing kitchen well stocked and equipped with all the essentials to make meals. The pool/ hot tube was perfect and the game room was a huge hit with the kiddos and adults. we enjoyed the gas fireplace outside as well as the grill. Totally recommend, wouldn’t hesitate to stay again.
Guest favorite
A private pool is surrounded by natural stone and lush greenery. Palm trees provide shade, while a bamboo privacy fence enhances the secluded atmosphere. The clear blue water invites relaxation, showcasing gentle ripples under the sunlight.
Home in Chula Vista
4.9 out of 5 average rating, 186 reviews

Oasis with ocean views/Pool/Hot tub! Sleeps 10!

PaulinaRating, 5 stars2 weeks ago
We have stayed in many different types of homes both good and bad. But, I’ve gotta say “This one has been BY FAR, THE BEST”!! The view as well as the house is absolutely amazing. The design of the home is gorgeous. The house was extremely clean and the beds were very comfortable. I must mention the squatty potties and bidet’s in the bathrooms… SUPERB!! Before booking my reservation, I asked Van if I could have my family and friends (about 10 people) come over after a graduation ceremony and he said yes. He even accommodated us with extra tables and chairs. My friends and family all loved the place. Van always replied to my messages no matter the time of day or night. There was a hiccup with the fire alarms in the house which was completely out of Van’s control, but he handled it well. He personally appeared to resolve the issue. Meeting Van in person did not disappoint. He is as nice in person as he is in messages. We are definitely going to come back.
Top guest favorite
The kitchen view highlights a smooth white countertop with a double sink and modern faucets. In the background, large glass doors provide a view of the pool and backyard, while a comfortable seating area is visible. Decorative accents are placed on the countertop.
Home in Escondido
4.99 out of 5 average rating, 196 reviews

Luxury Four Bedroom Home with pool and game room!

WidelyneRating, 5 stars2 weeks ago
Honestly this home was absolutely breathtaking. Definitely worth staying there a million times. Beautiful backyard and interior. Would 100% recommend. Host was very kind and helpful. Whole family loved the home. Surrounding neighborhoods was peaceful and quiet. Great home, overall GREAT EXPERIENCE ❤️👏🏾👏🏾👏🏾

Condo rentals with a pool

Guest favorite
A circular pool is surrounded by lounge chairs and vibrant green umbrellas, offering shade and comfort. In the background, the Pacific Ocean is visible, with a clear blue sky above and a few birds flying. Lush landscaping enhances the outdoor space.
Condo in Del Mar
4.88 out of 5 average rating, 453 reviews

Studio Condo at Wave Crest Resort

ChristianRating, 5 stars4 days ago
Great place if you are looking for a beach setting. Clean linens and towels, clean room. Kitchen has nice plates, glasses, utensils, etc.
Guest favorite
An arched window frames a serene view of palm trees and distant hills at dusk. The soft hues of a fading sunset create a calming atmosphere. Neighborhood rooftops are visible below, with twinkling lights in the distance hinting at urban life.
Condo in Pacific Beach
4.97 out of 5 average rating, 116 reviews

Bay View Condo in Pacific Beach

JustineRating, 5 stars1 month ago
We had a wonderful stay at Kim’s place in San Diego! The condo was clean, centrally located and very spacious. The gated garage was awesome, and we loved staying on an upper floor with great views. We arrived very late in the night, and Kim was kind enough to stay awake to meet us with the keys and codes. We had a great time staying there during the long weekend!
Top guest favorite
A sparkling hot tub is positioned near a spacious pool area surrounded by lush palm trees and tropical plants. Sun loungers are arranged nearby, offering relaxation options. The background features a well-maintained clubhouse, providing a welcoming ambiance for guests.
Condo in University City
4.95 out of 5 average rating, 236 reviews

Centrally located n UCSD/ utc-laJolla

LesleyRating, 5 stars1 week ago
Perfect spot for first trip to San Diego and close to family! Would stay again in a heart beat!!!:):)
Superhost
A clear blue swimming pool is surrounded by a spacious deck. Several lounge chairs are arranged around the pool, with picturesque landscaping visible in the background. The area is secured with fencing, ensuring a safe environment for guests.
Condo in San Diego
4.79 out of 5 average rating, 208 reviews

Comfortable & convenient accommodation @ San Diego

ShreyanRating, 5 stars1 week ago
I had a great time staying at Thelma De La Paz’s place! The space was cozy, very clean, and exactly what I needed for a comfortable stay. Thelma was a wonderful host - polite, welcoming, and super responsive to any questions I had. Highly recommend!
Superhost
A tranquil pool area is surrounded by lush greenery and sunny skies. Lounge chairs are positioned beside the crystal-clear water, with a portion of the building visible in the background featuring multiple large windows. The space reflects a relaxed and inviting atmosphere.
Condo in Carlsbad
4.76 out of 5 average rating, 161 reviews

"Hotel California" La Costa Resort Life

LisaRating, 5 stars3 weeks ago
We loved our time here! It was perfect and we were able to just walk to the golf course everyday. Hoping to stay here again next year for the NCAA championship. Thanks, Robyn!
Guest favorite
A bright living room features large glass doors opening to breathtaking ocean views. A comfortable white sectional sofa is surrounded by two plush armchairs. Wall art and a round coffee table enhance the inviting atmosphere, while a potted plant adds a touch of greenery.
Condo in Pacific Beach
4.98 out of 5 average rating, 167 reviews

Luxury Oceanfront Condo with Unbelievable Views

LauraRating, 5 stars2 days ago
We loved this apartment- it was beautiful and had everything we needed! It was even bigger than the photos make it seem. Gorgeous decor and beautifully maintained/cleaned. Lots of extras/amenities like kitchen items, toiletries, beach stuff, and linens. The host’s communication was very hospitable and helpful! Location and view is incredible - right on the beach and walkable to so many cute cafes, grocery stores and bars. Comes with a parking spot too, and pool and hot tub access! Would definitely book again!
Guest favorite
A clear blue pool is surrounded by lush palm trees, with lounge chairs positioned along the poolside. The area is paved with bricks, and a spacious pool house is visible in the background, emphasizing a relaxed outdoor environment.
Condo in Pacific Beach
4.96 out of 5 average rating, 170 reviews

Beautifully remodeled 10th floor oceanfront condo

MaanRating, 5 stars2 weeks ago
Amazing stay and very well decorated unit with beautiful view. The place feels very cozy and homey and it has everything that you need. Will definitely stay there again
Guest favorite
A person stands beside floor-to-ceiling windows that offer a view of the ocean during sunset. The seating area is furnished with a leather recliner, and a vibrant artwork adorns the wall. Soft lighting from two lamps enhances the warm ambiance.
Condo in Pacific Beach
4.93 out of 5 average rating, 480 reviews

Oceanfront Elegant Condo - Remarkable Amenities

TiffanyRating, 5 stars1 week ago
We enjoyed our stay at Andy’s place. It was plenty of space for 3 of us to stay. Great views. It gets a little warm at night in the bedroom without air conditioning but they do provide an extra fan which helps. Overall, the space was great and we would recommend to others.

Home rentals with a private pool

Guest favorite
A large pool is centrally located within a tropical landscape, surrounded by palm trees and vibrant foliage. Lounge chairs are arranged along the pool's edges, inviting relaxation. The pool's clear water reflects sunlight, contributing to the serene atmosphere of the surrounding community.
Apartment in Oceanside
4.96 out of 5 average rating, 263 reviews

Beach Apartment near Oceanside Pier

JulieRating, 5 stars2 weeks ago
The location was great, close to many restaurants and shops, great ocean breeze, great ocean view from the room, beautiful grounds, and 5 minutes from my sons house on Camp Pendleton!
Guest favorite
A heated saltwater pool is surrounded by well-maintained foliage and features lounge chairs for relaxation. The inviting water reflects clear blue skies, while nearby greenery adds to the serene atmosphere of the outdoor space.
Home in Point Loma Peninsula
4.92 out of 5 average rating, 86 reviews

Historic Home with Pool/ Views of San Diego Bay

DebraRating, 5 stars3 months ago
I booked this place last minute literally after checking into a nearby hotel that was subpar at best and not as advertised. First time in Point Loma. Reason for visit was seeing my kids who live in Cali and Hawaii. So we met halfway as I am from the east coast. The ease of the entire experience is unmatched. The communication with the host was great and the house was amazing. Perfectly appointed. They thought of literally everything. And it was spotless and pristine. This is a unique home and experience. The most comfortable and beautiful and up to date everything is this house. I can’t think of a single thing that wasn’t perfect. There are stairs to the lower bedrooms and laundry and pool area. But I’m in shape and they didn’t scare me. The neighbors are super friendly. And the parking lot as adequate. The view is knockout insanely beautiful. The beds are comfy the pillows and linens are just like at home. It’s a quiet neighborhood close to everything. And I can’t think of a negative
Guest favorite
An open-concept living space features a brown leather sectional sofa, providing comfortable seating against a backdrop of light wood ceilings. A dining table with wooden chairs is visible, complemented by a sleek kitchen equipped with modern appliances and bright white cabinetry.
Home in Pacific Beach
4.9 out of 5 average rating, 180 reviews

Eco-Friendly Mount Soledad Pad with Views and Heated Pool

JamesRating, 5 stars1 day ago
We had a great stay! The place was beautiful, clean, and exactly as pictured. Our host was incredibly informative and always quick to respond to any questions. He also gave us some great insight into the area, which really helped us make the most of our trip. Would definitely recommend staying here!
The outdoor area features a salt-water pool surrounded by lounge chairs and lush greenery, creating a calming environment. A stylish outdoor dining setup is visible, accompanied by an umbrella for shade. Various plants and trees offer a sense of privacy and tranquility.
Home in Torrey Hills
4.82 out of 5 average rating, 11 reviews

Luxury San Diego House: Beach, Pool & Pet-Friendly

RalphRating, 5 stars3 weeks ago
Great house in a great area. Pool and hot tub were a bonus. Nice shopping, restaurants and bars very close by. Shirley (host) was so helpful and responsive. Highly recommend!!
Guest favorite
A spacious pool area features two large bean bag chairs positioned near the edge of the sparkling heated pool. A colorful patterned rug is placed on the concrete deck, framed by lush greenery and scenic views.
Home in Solana Beach
4.92 out of 5 average rating, 125 reviews

Amazing Views with Heated Pool and Jacuzzi Near Beach

SvenRating, 5 stars1 month ago
This place felt like a home away from home.
Guest favorite
A modern kitchen area is highlighted by a spacious granite countertop with a dual sink. Large windows provide a view of the landscape, allowing natural light to flood the space and connect the indoors with the serene outdoor scenery.
Home in Ramona
4.93 out of 5 average rating, 44 reviews

Vista Grande

BrentRating, 5 stars3 weeks ago
We stayed at the property to attend a wedding at Mt Woodson castle. it was the perfect place to stay to get ready and be close to the wedding venue. The property was incredible and the view was amazing. Staying at this property was one of the best things about the entire trip. We told many people about our experience and they asked us for the link to the listing so they can book on future trips. Even people local to the area for staycations.
A resort-style pool is surrounded by palm trees, featuring a natural stone deck with loungers arranged for relaxation. Sun umbrellas provide shade, while the calm water reflects the clear sky, creating a serene outdoor atmosphere ideal for unwinding.
Home in Carlsbad

Tamarack Resort

Martha LuciaRating, 5 stars13 months ago
Great space, room for everyone to share and to have alone time. Swimming pool and hot tub could be cleaner, some green spots and mold. Dryer wasn’t working properly, we did a load of laundry and weren’t able to dry it. For such an amazing house and the cost important to have everything working. Loved the game room and how neat the house is. Would definitely come back.

Quick stats about vacation rentals with a pool in Lakeside

  • Total rentals

    30 properties

  • Nightly prices starting at

    G$10,454 GYD before taxes and fees

  • Total number of reviews

    1K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

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