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

Fletcher Hills luxury, Sunset View, 4 BR, Pool/Spa
A Perfect Getaway in El Cajon! From the moment we arrived, this stunning Airbnb exceeded all expectations. Nestled in the scenic hills of El Cajon, the property is peaceful, beautifully maintained, and feels like a true retreat. The home itself is immaculate—thoughtfully decorated with a blend of modern touches and cozy charm. Every detail, from the plush linens to the fully stocked kitchen, made us feel pampered and at home. Waking up to the golden California sun streaming through the windows and enjoying coffee on the patio with panoramic views was a daily highlight. The outdoor space is a dream—lush landscaping, a relaxing seating area, and the kind of quiet that lets you truly unwind. Our host was incredibly welcoming and responsive. Whether you’re looking to explore San Diego or just relax in a serene setting, this is the perfect place. We left feeling refreshed, grateful, and already planning our next trip!

Modern SD Oasis w/ Pool & HotTub
This was a great place for our family vacation. Linar was always responsive and was a great host.

San Diego Retreat / Cal King x 2 / Pool, Parking!
House was clean and comfortable. Check in and check out went smoothly. Communication was great with the owner. Perfectly accommodated our family and location was great. We loved that Better Buzz was within walking distance for a coffee! Grocery store and restaurants also close by. Would highly recommend this rental!

Centrally located Home w/Guest House, Pool & Spa!
We had a great stay over spring break! Our group was 5 adults & 4 children, but we never felt cramped! The neighborhood is charming and felt safe, even to this small town family. We walked into the Kensington main street area most days - for coffee (Starbucks), acai bowls & organic groceries (Stehly Farms Market), pizza, burgers (kids eat free on Tuesday!), and ice cream (you MUST try the Ube & Toffee flavor at Stella Jeans)! :) The kids loved the pool/ hot tub, although it was a shame the pool guy never checked in over our weeklong stay. With 4 children in the pool every day, the water was cloudy by the time we left. I blame myself for not letting Zeina and Mo know, as they were responsive for all my other queries. The casita was a blessing for grandma and grandpa, who needed their quiet time. The only real complaint I heard from our group was that the house smells stale (like the charming old house it is) and the laundry/pingpong area smells of mildew. Opening doors helped!

"Family Getaway: Dream House for Groups"
The place was very clean and cozy ! Just as described. The area was quiet and the place was as described, we only had a bit of trouble with the showers water was cold but we figured out the heater later on , otherwise we will definitely come back

Modern Oasis - Pool, Spa, Great Location 5BR/4BA
We had a wonderful stay! The house and backyard were incredibly spacious—plenty of room for both kids and pets to play and enjoy themselves. It was such a treat to have both a hot tub and a pool, especially since the weather was on the chillier side during our weekend. The neighbors have dogs, but they were friendly and didn’t bother us or our pup, which we appreciated. We loved that the home was walking distance to a grocery store, a pharmacy, and Hilltop Park which is dog-friendly. The neighborhood itself is very walkable and pet-friendly, something our whole family truly enjoyed. Overall, this was a memorable and comfortable place to stay for our multigenerational family vacation. We’d definitely return!

Palmeras House: Pool + outdoor BBQ
This place is very cozy and comfortable. We feel like home. Very clean and organized. I am highly recommend this place. She even prepared a crib for our infant. Very nice place to stay. Very peaceful place.

Family Home w/Pool, Hot Jacuzzi and Park Access
We came down to Chula Vista with our Grandkids to take them to SeaWorld and hang out for a few days on their spring break. This home was perfect. There were 7 of us. Plenty of room for everyone. There is a game room that we all loved. We enjoyed the beautiful backyard swimming and going in the spa and there is a wonderful park right across the street. I would definitely recommend staying here. The host always responded very quickly and always helpful.
Condo rentals with a pool

Ocean front condo heart of pacific beach
Great apartment. The view was worth every penny. So beautiful and peaceful. Would definitely return.

Centrally located n UCSD/ utc-laJolla
We loved our stay here! The place was well stocked, especially with items for the beach for the kids. We appreciated the clean rooms and clean sheets, as well as quiet neighborhood. Would definitely recommend and would stay here again next time we are in town.

Del Mar Beach Club-AC, pool,jacuzzi,tennis, views!
This was our second time staying at this condo. Very nice setup, so nice to being out dog and so close to the dog beach! Will stay again.

Karol’s apartment with 3 pools & jacuzzi Seaview
It was our second time staying at Michelle’s home, we enjoy more and more every time. The sunset by the pool at 7pm was simply breathtaking, We will def plan on coming back 👍🏼

Enchanted Ocean Sunsets
Amazing location! The apartment has floor to ceiling windows and the view of the ocean is spectacular. The beds and couches were comfortable. You can hear the waves crashing because you are so close to the beach. We enjoyed going to sleep to the sound of the waves and going for walks along the water in the mornings. The location was just 15-20 away from every sight we wanted to visit in the San Diego area. We appreciated that there were beach towels, beach chairs and a football to borrow. The laundry machines are down the hall, not in the apartment, if that matters to you. We had no trouble using them.

REJUVENATE @Ocean123 *Available Now,Just Send Msg*
Had such a peaceful time here! Quiet, clean, gorgeous view. Super fast wifi was amazing for work! And my favorite part is being able to hear the ocean all day and night. Will be back again!

Rosarito Luxurious New Condo with Private Beach
Loved Yadira’s place. The view was beautiful and even better than the photos. I would definitely stay again.

Oceanfront Elegant Condo - Remarkable Amenities
Probably the best Airbnb my wife and I have ever stayed in. Amazing location with a spectacular view. Easy check in and when you walk through the door you are met with an incredible home with peaceful music and super clean living space. Only con was the elevator situation (only one working and takes a min to get to you) but meh no big deal. We never wanted to leave the Airbnb that’s how awesome it was. Great location as well and right next to the beach. Thanks for one awesome trip and home.
Home rentals with a private pool

Eco-Friendly Mount Soledad Pad with Views and Heated Pool
Great host and great stay. Thanks!

Luxury San Diego House: Beach, Pool & Pet-Friendly
This was the perfect place, a roomy and well stocked home for our family! It was clean and comfortable and had a lot of both indoor and outdoor games. We appreciated that all bedrooms were connected to a bathroom. The backyard was another wonderful living space, I only wish we would have had time to utilize the pool! The holiday dog with lights in the entry way was adorable and a fun welcome when we walked in. The owner was proactive in contacting me prior to check in and provided the code and any home instructions to me via text. We would definitely stay in this home again if we are in the area.

Amazing Views with Heated Pool and Jacuzzi Near Beach
Nick and wis wife Michelle were incredible hosts to us. They were both incredibly responsive, kind, and even sent us some gifts which was a truly lovely gesture. They are wonderful people and their home is beautiful.

Vista Grande
This is one the most incredible property that I've ever been to. We had a wonderful stay — the view was breathtaking, and every detail showed real care and thought. Communication was excellent, and the space was both comfortable and welcoming. A definite 5/5 — highly recommended!
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- Rosarito Beach
- Oceanside City Beach
- Tijuana Beach
- Torrey Pines State Beach
- Pacific Beach
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- San Clemente State Beach
- Coronado Shores Beach
- Oceanside Harbor
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- Black's Beach
- SeaWorld San Diego
- Windansea Beach
- Trestles Beach
- Surf Beach
- University of California San Diego
- Santa Monica Beach
- San Diego Zoo Safari Park
- Playas Los Buenos
- Balboa Park
- LEGOLAND California
- Pechanga Resort Casino
- Belmont Park