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Find Hotels with a Pool in Lakeside, CA

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Check availability on Lakeside Hotels with a Pool

Our top choices for Lakeside hotels with a pool

Outdoor pool
The Outside Inn at The Tipsy Goat Ranch

The Outside Inn at The Tipsy Goat Ranch

The Outside Inn at The Tipsy Goat Ranch
Lakeside
10.0 out of 10, Exceptional, (14)
"We loved the location and animals!"
United States
Jackie R.
The price is ￥27,064
￥46,384 total
includes taxes & fees
Dec 16 - Dec 17
The Outside Inn at The Tipsy Goat Ranch
Property grounds
Cute Tiny House in Lakeside

Cute Tiny House in Lakeside

Cute Tiny House in Lakeside
Lakeside
8.8 out of 10, Excellent, (20)
"Neat, clean, easy access to San Diego area…"
United States
David W.
The price is ￥17,918
￥25,709 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Cute Tiny House in Lakeside
Terrace/patio
Secluded Oasis: Pickleball, Jacuzzi, Pool, & Views

Secluded Oasis: Pickleball, Jacuzzi, Pool, & Views

Secluded Oasis: Pickleball, Jacuzzi, Pool, & Views
2.0 star property
San Diego County
10.0 out of 10, Exceptional, (1)
"Place was super cool and the owner was really chill about things and very kind. Loved the stay it was awesome!"
United States
Jacob L.
The price is ￥22,233
￥81,908 total
includes taxes & fees
Dec 18 - Dec 19
Secluded Oasis: Pickleball, Jacuzzi, Pool, & Views
Pool
Villa Paradiso

Villa Paradiso

Villa Paradiso
El Cajon
9.6 out of 10, Exceptional, (22)
"Great set-up for large groups with kids. "
United States
Christina G.
Villa Paradiso
Outdoor pool, a heated pool
Sleeps 40+ NEW Luxury Private Resort with Pool Golf Arcade Spa Playground Poker

Sleeps 40+ NEW Luxury Private Resort with Pool Golf Arcade Spa Playground Poker

Sleeps 40+ NEW Luxury Private Resort with Pool Golf Arcade Spa Playground Poker
Lakeside
10.0 out of 10, Exceptional, (14)
"If I could give this place 10 stars I would! The host, Alvin, is wonderful and responds quickly to any questions. The place is a great home and the amenities are wonderful. It’s easy to travel to the beach or to other fun outings. We enjoyed our time immensely."
United States
Sherri B.
The price is ￥168,135
￥310,513 total
includes taxes & fees
Dec 17 - Dec 18
Sleeps 40+ NEW Luxury Private Resort with Pool Golf Arcade Spa Playground Poker
Pool
Luxury Private Estate | Pool & Pickleball Court

Luxury Private Estate | Pool & Pickleball Court

Luxury Private Estate | Pool & Pickleball Court
Lakeside
9.6 out of 10, Exceptional, (31)
"Excellent property for family weekend. Plenty of activities for all ages. "
United States
Andrew R.
The price is ￥206,137
￥326,168 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Luxury Private Estate | Pool & Pickleball Court
3 outdoor pools, cabanas (surcharge), pool umbrellas
Sycuan Casino Resort

Sycuan Casino Resort

Sycuan Casino Resort
4.0 star property
El Cajon
9.2 out of 10, Wonderful, (1633)
"Nice rooms. Great food at all restaurants "
United States
Steve
Sycuan Casino Resort
Outdoor pool, open 7:00 AM to 10:00 PM, cabanas (surcharge)
San Diego Mission Bay Resort

San Diego Mission Bay Resort

San Diego Mission Bay Resort
4.0 star property
Mission Bay
8.4 out of 10, Very Good, (1311)
"great stay! Food was great and my kids loved the pool and location"
United States
ANDREA
The price is ￥18,333
￥28,097 total
includes taxes & fees
Dec 16 - Dec 17
San Diego Mission Bay Resort
Outdoor pool
Ayres Lodge Alpine

Ayres Lodge Alpine

Ayres Lodge Alpine
3.0 star property
Alpine
9.2 out of 10, Wonderful, (1007)
"Large rooms,very clean, wonderful breakfast! "
United States
Becky
The price is ￥19,632
￥21,242 total
includes taxes & fees
Dec 21 - Dec 22
Ayres Lodge Alpine
2 outdoor pools, open 8:00 AM to 9:30 PM, pool umbrellas, sun loungers
Riviera Oaks Resort

Riviera Oaks Resort

Riviera Oaks Resort
3.0 star property
San Diego Country Estates
9.6 out of 10, Exceptional, (1003)
"The room was room was spacious, clean, and the neighborhood was nice and quiet and super cute. I would stay there again in a heartbeat."
United States
Jodiane
The price is ￥10,141
￥13,477 total
includes taxes & fees
Dec 16 - Dec 17
Riviera Oaks Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Hotels with pools and hot tubs in Lakeside

Outdoor pool
The Outside Inn at The Tipsy Goat Ranch

The Outside Inn at The Tipsy Goat Ranch

The Outside Inn at The Tipsy Goat Ranch
Lakeside
10.0 out of 10, Exceptional, (14)
The price is ￥27,064
￥46,384 total
includes taxes & fees
Dec 16 - Dec 17
The Outside Inn at The Tipsy Goat Ranch
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Lakeside Hotel Reviews

Hard Rock Hotel San Diego

Hard Rock Hotel San Diego

10/10 Excellent
"the staff was very accommodating and the food options nearby were all very delicious!"
Maerene 2-night trip
Posted 12 hours ago
Hard Rock Hotel San Diego

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Frequently asked questions

What are some accommodations with pools in Lakeside?
Bay Club Hotel & Marina: Hotel, 3-minute walk from Naval Base Coronado. Features a health club, an outdoor pool, and complimentary wireless internet access. Legacy Resort Hotel & Spa: Hotel, 4-minute walk from Hotel Circle. Offers a full-service spa, an outdoor pool, and a sauna. Hard Rock Hotel San Diego: Hotel, 2-minute walk from Petco Park. Provides 2 restaurants, an outdoor pool, and complimentary wireless internet access. The DEXTRO Little Italy, BW Premier Collection: Hotel, 11-minute walk from Waterfront Park. Features complimentary wired internet access, an outdoor pool, and a 24-hour fitness center. Hampton Inn & Suites by Hilton San Diego SeaWorld: Hotel, 12-minute walk from Old Town San Diego State Park. Offers buffet, an outdoor pool, and complimentary wired internet access.
What is there to see and do in Lakeside?
While you're in the area, consider exploring places like San Diego Zoo, Petco Park, and San Diego Zoo Safari Park. Take in the natural beauty with a stop at Lake Jennings.
When is the best time to book a hotel with a pool in Lakeside?
You may want to think about an accommodation that offers an outdoor pool if you plan to visit Lakeside in the hottest months of August, September, or July when the average temp is 72°F. Lodging offering an indoor pool may be what you want if you visit during the coldest months of February, January, or December when the average temperature is 55°F.