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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

Superhost
A tranquil outdoor pool is framed by natural stone, reflecting the golden hues of a sunset. The pool features a modest rock waterfall, with a fenced perimeter ensuring safety. Lush greenery surrounds the area, creating a serene retreat.
Home in Scripps Miramar Ranch
4.96 out of 5 average rating, 200 reviews

Kids Paradise San Diego - Funhouse

BeccaRating, 5 stars4 months ago
If you're currently looking for a place to stay in the San Diego area and have kids, stop looking. This is the place to stay! We thoroughly enjoyed our stay at Carrie's property. Kids Paradise was ideal for our young ones, and thanks to Carrie’s thoughtful preparations, we had everything we needed for a comfortable experience. This made it possible for our children to have a wonderful vacation, while also allowing us parents to relax. I highly recommend this accommodation for families with children of all ages. We look forward to the possibility of staying at one of her other properties in the future.
Guest favorite
Home in Valley Center
4.99 out of 5 average rating, 134 reviews

Secluded Resort View Home. Salt Water Pool & Spa.

CarissaRating, 5 stars1 week ago
Our stay here was incredible!! Craig and Julie were wonderful hosts, very thoughtful and had great communication before and during our trip. The view was absolutely breathtaking! We felt right at home and hope to make it back here someday!
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
An outdoor space features a granite counter BBQ island adjacent to a kidney-shaped pool. Comfortable seating is arranged on the patio, surrounded by lush greenery and palm trees, with scenic hillside views visible in the background.
Home in La Mesa
4.92 out of 5 average rating, 118 reviews

Updated TownHome, Great Location, Fantastic Views

TimRating, 5 stars8 months ago
Jeff’s place was in a great location in the middle of San Diego. The place was immaculate. He obviously is serious about the upkeep of his property and the happiness of his guests. I contacted him that we would be arriving pretty late on our first night so he made sure to leave the light on for us. Entry was always easy with the electronic locking system. Water pressure in the showers was awesome and we wanted for nothing. Thanks Jeff!
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 stars6 days 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.
Guest favorite
A serene pool area is surrounded by lush greenery and palm trees, reflecting the evening sky. Comfortable lounge chairs are positioned nearby, alongside a bar area, creating an inviting atmosphere for relaxation and entertainment.
Home in Vista
4.97 out of 5 average rating, 118 reviews

Surreal Lux Escape w/ Views: Game Room/Pool & SPA

AdrienneRating, 5 stars2 weeks ago
Beautiful home! Exactly as described! Had everything we needed! Spacious! My family enjoyed our time here! Host was very communicative, respectful and helpful, responsive to messages! I would definitely stay here again! Thank you for hosting for my birthday get away 🥰
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, 452 reviews

Studio Condo and Wave Crest Resort

OrionRating, 5 stars1 week ago
Great location and very nice room. Perfect for our stay.
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 stars4 weeks 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!
Superhost
A spacious living area features large windows allowing natural light to illuminate the room. A comfortable couch is positioned next to a dining table, and a wall-mounted TV provides entertainment. Light-colored walls and natural wood flooring contribute to a bright interior ambiance.
Condo in Carlsbad
4.77 out of 5 average rating, 265 reviews

Relaxing Condo on La Costa

LizethRating, 5 stars4 weeks ago
Very pleased with our staying there. Place was really clean and comfortable I like how secure it was I would definitely stay there again 💜
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, 207 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 stars1 day 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
The entrance to North Coast Village is depicted, featuring a welcoming sign with a pelican and the address. Lush tropical landscaping surrounds the area, including palm trees and colorful flower beds, indicating a vibrant and well-maintained environment.
Condo in Oceanside
4.85 out of 5 average rating, 119 reviews

A condo steps to the beach with all the amenities.

MichelleRating, 5 stars2 weeks ago
I cannot say enough about Leslie and Kaylie. Absolutely everything was perfect. Every I was dotted and t was crossed. Communication with them was amazing. The home was beautiful. The location perfect. The food in the area was fabulous. If they will have me back I am totally in! Thank you Leslie and Kaylie for an amazing stay your kindness and your hospitality! Semper Fi! Michelle Simon

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, 179 reviews

Eco-Friendly Mount Soledad Pad with Views and Heated Pool

AlexaRating, 5 stars1 month ago
Gorgeous home with great views! Jesse was a great host!
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 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, 43 reviews

Vista Grande

GerryRating, 5 stars4 weeks ago
Our family has grown to a family of 10 recently. Over the many years, we have stayed at numerous Airbnb‘s throughout this country. It is unanimous that this was the most incredibly, beautiful home we’ve ever stayed at! The house was pristine, spacious, decorated beautifully, wonderful accommodations, fully stocked, and the views were spectacular! The hosts supplied our family with all the basics and then some for cooking meals and enjoying the weather poolside with lots of towels and toys for the grandchildren. We ended every evening with enjoying the views from the spacious hot tub. The host even provide a pack and play and a highchair for the infants. We highly recommend booking your stay at this majestic home in the hills of Ramona; you will not be disappointed at all! Thank you for the memories!
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$10,460 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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