
Vacation rentals with a pool in Lakeside
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Top-rated rentals with a pool in Lakeside
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for Lakeside rentals with a pool
House rentals with a pool

3 BR Urban Oasis with Pool and Spa in Great Area
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!

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

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

Secluded Resort View Home. Salt Water Pool & Spa.
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!

University Heights Oasis Getaway
Exactly as the other reviewers have described, it is just a beautiful oasis in a perfect quiet neighborhood. Don’t wait, book now!

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

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

Luxury Four Bedroom Home with pool and game room!
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

Studio Condo at Wave Crest Resort
Great place if you are looking for a beach setting. Clean linens and towels, clean room. Kitchen has nice plates, glasses, utensils, etc.

Bay View Condo in Pacific Beach
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!

Centrally located n UCSD/ utc-laJolla
Perfect spot for first trip to San Diego and close to family! Would stay again in a heart beat!!!:):)

Comfortable & convenient accommodation @ San Diego
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!

"Hotel California" La Costa Resort Life
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!

Luxury Oceanfront Condo with Unbelievable Views
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!

Beautifully remodeled 10th floor oceanfront condo
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

Oceanfront Elegant Condo - Remarkable Amenities
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
Beach Apartment near Oceanside Pier
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!

Historic Home with Pool/ Views of San Diego Bay
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

Eco-Friendly Mount Soledad Pad with Views and Heated Pool
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!

Luxury San Diego House: Beach, Pool & Pet-Friendly
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!!
Amazing Views with Heated Pool and Jacuzzi Near Beach
This place felt like a home away from home.

Vista Grande
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.

Tamarack Resort
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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- Rosarito Beach
- Oceanside City Beach
- Belmont Park
- Tijuana Beach
- Torrey Pines State Beach
- Pacific Beach
- Coronado Beach
- SeaWorld San Diego
- Coronado Shores Beach
- Oceanside Harbor
- University of California San Diego
- LEGOLAND California
- Black's Beach
- San Diego Zoo Safari Park
- Balboa Park
- Pechanga Resort Casino
- Liberty Station
- Sesame Place San Diego
- Moonlight Beach
- Playas Los Buenos
- USS Midway Museum
- Law Street Beach
- Hillcrest
- Torrey Pines Golf Course