Photo by Jmalvarez

Hotels with Pool & Resorts in Lakeside from AU$131

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Lakeside Hotels with 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

Lakeside
10.0 out of 10, Exceptional, (14)
"We loved the location and animals!"
United States
Jackie R.
The price is AU$452
includes taxes & fees
14 Dec - 15 Dec
The Outside Inn at The Tipsy Goat Ranch
Property grounds
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.
Cute Tiny House in Lakeside
Pool
Villa Paradiso

Villa Paradiso

El Cajon
9.6 out of 10, Exceptional, (21)
"Great set-up for large groups with kids. "
United States
Christina G.
Villa Paradiso
Pool
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.
Luxury Private Estate | Pool & Pickleball Court
3 outdoor pools, pool cabanas (surcharge), pool umbrellas
Sycuan Casino Resort

Sycuan Casino Resort

4.0 star property
El Cajon
9.2 out of 10, Wonderful, (1633)
"Nice hotel and friendly staff. Will definitely stay again ."
United States
Lorna
Sycuan Casino Resort
Outdoor pool, pool umbrellas, pool loungers
The DEXTRO Little Italy, BW Premier Collection

The DEXTRO Little Italy, BW Premier Collection

3.0 star property
Downtown San Diego
8.8 out of 10, Excellent, (724)
"Great little boutique hotel ! Friendly staff as well"
Canada
Caroll
The price is AU$181
includes taxes & fees
15 Dec - 16 Dec
The DEXTRO Little Italy, BW Premier Collection
Studio Suite, 1 King Bed, Pool View
Hampton Inn & Suites by Hilton San Diego SeaWorld

Hampton Inn & Suites by Hilton San Diego SeaWorld

3.0 star property
Point Loma
9.2 out of 10, Wonderful, (393)
"The room was clean and the staff was very friendly."
United States
Li Li
The price is AU$206
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn & Suites by Hilton San Diego SeaWorld
Seasonal outdoor pool, a heated pool
Ocean Villa Inn

Ocean Villa Inn

2.5 star property
Ocean Beach
8.0 out of 10, Very good, (1130)
"Fantastic location!"
United States
Lydia
Ocean Villa Inn
2 outdoor pools, open 8:00 AM to 9:30 PM, pool umbrellas, pool loungers
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 AU$131
includes taxes & fees
14 Dec - 15 Dec
Riviera Oaks Resort
Outdoor pool
Ayres Lodge Alpine

Ayres Lodge Alpine

3.0 star property
Alpine
9.2 out of 10, Wonderful, (1003)
"Great hotel."
United States
TOMLINSON,
The price is AU$178
includes taxes & fees
21 Dec - 22 Dec
Ayres Lodge Alpine
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

San Diego Marriott La Jolla

San Diego Marriott La Jolla

10/10 Excellent
"Quiet and clean room! Comfortable bed! Friendly staff at check-in! It was wonderful!"
Therese 1-night trip
Posted 7 hours ago
San Diego Marriott La Jolla

Frequently asked questions

What are some accommodation options 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 high-speed (wired) Internet access, an outdoor pool and a 24-hour fitness centre. 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 high-speed (wired) Internet access.
What is there to see and do in Lakeside?
While you're in the area, consider exploring places such as 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 accommodation with an outdoor swimming pool if you plan to visit Lakeside in the hottest months of August, September or July, when the average temp is 22°C. Accommodation offering an indoor pool may be what you want if you are visiting during the coldest months of February, January or December, when the average temperature is 13°C.