Find Hotels with a Pool in Winter Gardens, CA

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Check prices for these dates

Tonight
14 Nov - 15 Nov
Tomorrow
15 Nov - 16 Nov
Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov

Our top choices for Winter Gardens hotels with a pool

A two-story house with a swimming pool, lounge chairs, and a hot tub.

1. Entire Private House with 7 Beds, Pool, Hot Tub, Garage, Gated Yard, Arcade

Entire Private House with 7 Beds, Pool, Hot Tub, Garage, Gated Yard, Arcade
Lakeside
The price is AED 818
AED 1,829 total
includes taxes & fees
15 Nov - 16 Nov
Entire Private House with 7 Beds, Pool, Hot Tub, Garage, Gated Yard, Arcade
A swimming pool with a wooden deck, lounge chairs, and a gated entrance.

2. Best Western Plus La Mesa San Diego

Best Western Plus La Mesa San Diego
3.0 star property
La Mesa
8.4 out of 10, Very good, (1,015 reviews)
  • cleanliness
    Splash into a refreshing poolside escape where comfort meets convenience at this inviting hotel.
The price is AED 460
AED 505 total
includes taxes & fees
6 Dec - 7 Dec
Best Western Plus La Mesa San Diego
A swimming pool with palm trees and a mountain in the background.

3. Sycuan Casino Resort

Sycuan Casino Resort
4.0 star property
El Cajon
9.4 out of 10, Exceptional, (2,230 reviews)
  • cleanliness
    Soak in the sun at three resort pools with a lazy river, cabanas, and swim-up bar.
The price is AED 331
AED 408 total
includes taxes & fees
14 Dec - 15 Dec
Sycuan Casino Resort
A pool area with lounge chairs and umbrellas, a barbecue grill, and a sign for 'AYRES LODGE'.

4. Ayres Lodge Alpine

Ayres Lodge Alpine
3.0 star property
Alpine
9.2 out of 10, Wonderful, (1,182 reviews)
  • cleanliness
    Inviting outdoor pool sanctuary in Alpine awaits with a bubbling hot tub and mountain adventure access just steps away.
The price is AED 407
AED 440 total
includes taxes & fees
16 Nov - 17 Nov
Ayres Lodge Alpine
Pool

5. Hampton Inn San Diego-Kearny Mesa

Hampton Inn San Diego-Kearny Mesa
2.5 star property
Kearny Mesa
9.2 out of 10, Wonderful, (1,002 reviews)
The price is AED 400
AED 459 total
includes taxes & fees
11 Dec - 12 Dec
Hampton Inn San Diego-Kearny Mesa
A swimming pool with lounge chairs and umbrellas, surrounded by a building with a white facade and a tree with lights.

6. Lamplighter Inn & Suites at SDSU

Lamplighter Inn & Suites at SDSU
2.5 star property
Mid-City
9.0 out of 10, Wonderful, (1,462 reviews)
  • cleanliness
    Splash into poolside bliss with comfy loungers and umbrellas at this SDSU-adjacent retreat.
The price is AED 396
AED 447 total
includes taxes & fees
15 Nov - 16 Nov
Lamplighter Inn & Suites at SDSU
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.

7. Holiday Inn Express Mira Mesa-San Diego by IHG

Holiday Inn Express Mira Mesa-San Diego by IHG
2.5 star property
Scripps Ranch
8.4 out of 10, Very good, (1,001 reviews)
  • cleanliness
    Dive into sparkling blue waters surrounded by loungers and umbrellas at this serene outdoor pool perfect for relaxation.
The price is AED 393
AED 452 total
includes taxes & fees
13 Dec - 14 Dec
Holiday Inn Express Mira Mesa-San Diego by IHG
A hotel with a swimming pool, outdoor seating, and a courtyard.

8. Courtyard by Marriott San Diego Central

Courtyard by Marriott San Diego Central
3.0 star property
Kearny Mesa
8.8 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Mission Bay hotel with refreshing outdoor pool beckons San Diego adventurers daily.
The price is AED 495
AED 569 total
includes taxes & fees
6 Dec - 7 Dec
Courtyard by Marriott San Diego Central
A multi-story hotel with a central courtyard pool, balconies, and outdoor seating areas.

9. Best Western San Diego/Miramar Hotel

Best Western San Diego/Miramar Hotel
2.5 star property
Miramar
8.2 out of 10, Very good, (1,676 reviews)
  • cleanliness
    Float beneath pool umbrellas at this San Diego hotel's relaxing outdoor retreat.
The price is AED 398
AED 458 total
includes taxes & fees
15 Nov - 16 Nov
Best Western San Diego/Miramar Hotel
A poolside area with lounge chairs and palm trees, overlooking a body of water.

10. SpringHill Suites by Marriott Chula Vista Eastlake

SpringHill Suites by Marriott Chula Vista Eastlake
3.5 star property
Chula Vista
9.6 out of 10, Exceptional, (825 reviews)
  • cleanliness
    Splash into relaxation at this Chula Vista oasis with outdoor pool and soothing hot tub.
The price is AED 597
AED 658 total
includes taxes & fees
6 Dec - 7 Dec
SpringHill Suites by Marriott Chula Vista Eastlake
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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Choose what matters most at hotels with a pool in Winter Gardens

Breakfast included
4 stars

Top Winter Gardens Hotel Reviews

A pool area with lounge chairs and umbrellas, a barbecue grill, and a sign for 'AYRES LODGE'.
Ayres Lodge Alpine

Ayres Lodge Alpine

Ayres Lodge Alpine
Alpine

10/10 Excellent

We stayed one night because i needed to attend a meeting. I booked last minute and Checkin was very easy. Shower pressure was nice and bed was comfortable and i love that the TV had regular cable.
United States
Alyssa
Reviewed June 12, 2025
Ayres Lodge Alpine

Frequently Asked Questions

What are some accommodations with pools in Winter Gardens?

Paradise Point Resort & Spa: Resort, 1-minute walk from Mission Bay. Features 3 restaurants, 5 outdoor pools, and a full-service spa. Best Western Seven Seas: Hotel, 1-minute walk from Hotel Circle. Offers 2 hot tubs, an outdoor pool, and free self parking. Wyndham San Diego Bayside: Hotel steps from Port of San Diego. Provides 3 restaurants, an outdoor pool, and complimentary wireless internet access. Handlery Hotel: Hotel, 1-minute walk from Hotel Circle. Features 2 restaurants, an outdoor pool, and 2 bars. California Suites Hotel: Offers free self parking, an outdoor pool, and complimentary wireless internet access.

What is there to see and do in Winter Gardens?

While you're in the area, consider exploring places like San Diego Zoo, Petco Park, and Marine Corps Recruit Depot. Make a point to visit attractions like 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 offers an outdoor pool if you will be visiting Winter Gardens in the hottest months of August, September, or July when the average temp is 72°F. Lodging with an indoor pool may be the way to go if you visit during the coldest months of February, January, or December when the average temperature is 55°F.