Search Hotels with Pool in Winter Gardens

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 Winter Gardens Hotels with Pool

Tonight
24 Dec - 25 Dec
Tomorrow
25 Dec - 26 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Winter Gardens hotels with a pool

Outdoor pool
Crowne Plaza San Diego - Mission Valley by IHG

Crowne Plaza San Diego - Mission Valley by IHG

Crowne Plaza San Diego - Mission Valley by IHG
3.5 star property
Mission Valley
7.8 out of 10, Good, (1006)
"Breakfast was delicious "
United States
Lukenson
The price is 2.447.388 ₫
2.823.970 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Crowne Plaza San Diego - Mission Valley by IHG
Outdoor pool
Ayres Lodge Alpine

Ayres Lodge Alpine

Ayres Lodge Alpine
3.0 star property
Alpine
9.2 out of 10, Wonderful, (1005)
"Large rooms,very clean, wonderful breakfast! "
United States
Becky
The price is 2.868.444 ₫
3.103.446 ₫ total
includes taxes & fees
3 Jan - 4 Jan 2026
Ayres Lodge Alpine
3 outdoor pools, pool 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, (1638)
"Very peaceful resort "
United States
Camilla
Sycuan Casino Resort
3 outdoor pools, pool cabanas (surcharge), pool umbrellas
Hyatt Regency Mission Bay Spa and Marina

Hyatt Regency Mission Bay Spa and Marina

Hyatt Regency Mission Bay Spa and Marina
4.0 star property
Mission Bay
8.4 out of 10, Very good, (1584)
"Totally Recommend! Rooms are really clean and comfortable, the staff are great as well. "
United States
Fernando
The price is 3.339.500 ₫
5.230.968 ₫ total
includes taxes & fees
10 Jan - 11 Jan 2026
Hyatt Regency Mission Bay Spa and Marina
2 outdoor pools, open 8:00 AM to 9:30 PM, pool umbrellas, pool loungers
Riviera Oaks Resort

Riviera Oaks Resort

Riviera Oaks Resort
3.0 star property
San Diego Country Estates
9.6 out of 10, Exceptional, (1000)
"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 2.108.017 ₫
2.702.977 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Riviera Oaks Resort
Outdoor pool, open 10:00 AM to 6:00 PM, pool cabanas (surcharge)
Viejas Casino & Willows Hotel

Viejas Casino & Willows Hotel

Viejas Casino & Willows Hotel
4.0 star property
Alpine
9.2 out of 10, Wonderful, (1004)
"Clean room, friendly staff."
United States
SERGIO
The price is 3.245.289 ₫
4.045.822 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Viejas Casino & Willows Hotel
Studio Suite, 1 King Bed, Pool View | Premium bedding, Tempur-Pedic beds, desk, laptop workspace
Hampton Inn & Suites by Hilton San Diego SeaWorld

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, (437)
"Clean rooms, friendly staff."
United States
KARLA
The price is 2.661.863 ₫
3.059.679 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn & Suites by Hilton San Diego SeaWorld
Outdoor pool, open 7:00 AM to 10:00 PM, pool 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, (1312)
"Room was super clean and updated, location up against the bay was perfect. We really enjoyed our stay and want to come back soon!"
United States
Haley
The price is 3.875.294 ₫
5.641.097 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
San Diego Mission Bay Resort
Seasonal outdoor pool, a heated pool
Ocean Villa Inn

Ocean Villa Inn

Ocean Villa Inn
2.5 star property
Ocean Beach
8.0 out of 10, Very good, (1129)
"Fantastic location!"
United States
Lydia
Ocean Villa Inn
5 outdoor pools, a heated pool, pool umbrellas, pool loungers
Paradise Point Resort & Spa

Paradise Point Resort & Spa

Paradise Point Resort & Spa
4.0 star property
Mission Bay
8.6 out of 10, Excellent, (2354)
"Great stay, top tier service and excellent customer care "
Canada
Meriem
The price is 3.403.975 ₫
5.305.306 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Paradise Point Resort & Spa
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 Winter Gardens Hotel Reviews

Courtyard by Marriott San Diego Downtown Little Italy

Courtyard by Marriott San Diego Downtown Little Italy

10/10 Excellent
"Clean room and friendly staff. Great views for the city. "
Marco 2-night trip
Posted 4 days ago
Courtyard by Marriott San Diego Downtown Little Italy
The DEXTRO Little Italy, BW Premier Collection

The DEXTRO Little Italy, BW Premier Collection

10/10 Excellent
"The room was comfortable & the staff was incredibly friendly. The location is also ideal for exploration and looking around. Really solid pick."
Michael 5-night trip
Posted 6 days ago
The DEXTRO Little Italy, BW Premier Collection

Frequently asked questions

What is there to see and do in Winter Gardens?
Explore places such as San Diego Zoo and Petco Park while you're in the area. Make a point to visit attractions such as Balboa Park and San Diego Natural History Museum.
When is the best time to book a hotel with a pool in Winter Gardens?
You may want to consider a place to stay that has an outdoor pool if you'll be visiting Winter Gardens in the hottest months of August, September or July, when the average temp is 22°C. Accommodation with an indoor pool may be the way to go if you come to town during the coldest months of February, January or December, when the average temperature is 13°C.