Default HTG hotel image

Search Hotels with Pool in Winter Gardens

  • 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
21 Oct - 22 Oct
Tomorrow
22 Oct - 23 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Winter Gardens hotels with a pool

A swimming pool with a blue tiled border, a white chair, and a door.
A hotel room with two beds, a large landscape painting above the beds, and a nightstand with a lamp.
A modern living room with a sofa set, coffee table, and a potted plant.
A spacious lobby with a modern design, featuring a seating area with sofas and a coffee table, large windows with blinds, and a visible Coca-Cola advertisement.

1. Days Inn by Wyndham San Diego-East/El Cajon

Days Inn by Wyndham San Diego-East/El Cajon
El Cajon
  • Dive into daytime bliss and evening relaxation at this sun-kissed pool sanctuary with hot tub haven.
฿2,885
฿3,179 total
includes taxes & fees
1 Nov - 2 Nov
Days Inn by Wyndham San Diego-East/El Cajon
A swimming pool with a wooden deck, lounge chairs, and a gated entrance.
A modern bathroom with a glass shower enclosure, a white toilet, a sink with a granite countertop, and a large mirror.
A hotel room with a large bed, a sofa, a nightstand with a lamp, and a vase of flowers.
A spacious lobby with leather sofas, a round coffee table with fruit, and a ceiling adorned with colorful hanging ornaments.

2. Best Western Plus La Mesa San Diego

Best Western Plus La Mesa San Diego
La Mesa
  • Splash into a refreshing poolside escape where comfort meets convenience at this inviting hotel.
฿4,810
฿5,291 total
includes taxes & fees
8 Nov - 9 Nov
Best Western Plus La Mesa San Diego
A swimming pool with palm trees and a mountain in the background.
A modern lounge area with dark-toned seating, a central coffee table, and a stone accent wall.
A modern lounge area with leather seating, a central fire feature, and geometric patterned railings.
A modern hotel with a prominent entrance, multiple floors, and a landscaped area with palm trees and a bridge.

3. Sycuan Casino Resort

Sycuan Casino Resort
El Cajon
  • Soak in the sun at three resort pools with a lazy river, cabanas, and swim-up bar.
฿3,314
฿4,048 total
includes taxes & fees
16 Nov - 17 Nov
Sycuan Casino Resort
Pool
An elevator area with stone walls and a potted plant.
A table with two gold-framed lamps and a vase of white flowers.
A breakfast buffet area with a stone wall, a coffee station, and a fruit display.

4. Hampton Inn San Diego-Kearny Mesa

Hampton Inn San Diego-Kearny Mesa
Kearny Mesa
฿3,825
฿4,390 total
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn San Diego-Kearny Mesa
A pool area with lounge chairs and umbrellas, a barbecue grill, and a sign for 'AYRES LODGE'.
A woman running on a treadmill in a gym with exercise equipment and a wall with informational posters.
A hotel with a stone facade, a covered entrance, and a sign that reads "AYRES."
A restaurant with a wooden interior, granite countertops, and a flat-screen TV mounted on the wall.

5. Ayres Lodge Alpine

Ayres Lodge Alpine
Alpine
  • Inviting outdoor pool sanctuary in Alpine awaits with a bubbling hot tub and mountain adventure access just steps away.
฿3,630
฿3,927 total
includes taxes & fees
4 Nov - 5 Nov
Ayres Lodge Alpine
A hotel with a swimming pool, outdoor seating, and a courtyard.
An outdoor seating area with wicker chairs and a fire feature.
A hotel room with a blue sofa, a patterned pillow, a floor lamp, and a view of a balcony with outdoor furniture and a building in the background.
A modern bar area with wooden ceiling beams, bar stools, and a long counter.

6. Courtyard by Marriott San Diego Central

Courtyard by Marriott San Diego Central
Kearny Mesa
  • Mission Bay hotel with refreshing outdoor pool beckons San Diego adventurers daily.
฿4,655
฿5,351 total
includes taxes & fees
1 Nov - 2 Nov
Courtyard by Marriott San Diego Central
A spacious indoor area with a pool, wooden tables and chairs, and a view of the outdoors.
A Holiday Inn Express building with a modern design, featuring a covered entrance and multiple parking spaces.
A lobby with wooden furniture, a fire feature, and multiple screens displaying content.
A spacious indoor area with wooden tables and chairs, a high ceiling with wooden beams, and a view of the outside through large windows.

7. Holiday Inn Express & Suites San Diego - Mission Valley by IHG

Holiday Inn Express & Suites San Diego - Mission Valley by IHG
Mission Valley
฿5,008
฿5,881 total
includes taxes & fees
25 Oct - 26 Oct
Holiday Inn Express & Suites San Diego - Mission Valley by IHG
A swimming pool with a tiled edge, surrounded by a fence, and a gazebo with chairs.
A hotel room with a sofa, a wooden desk, a chair, a TV, and a tray table.
A hotel with a stone facade, a covered entrance, and a sign reading "Springhill Suites Marriott".
A modern kitchen with wooden cabinets, a white countertop, and various food items displayed.

8. SpringHill Suites by Marriott San Diego Rancho Bernardo/Scripps Poway

SpringHill Suites by Marriott San Diego Rancho Bernardo/Scripps Poway
Miramar Ranch North
  • Dive into a sun-soaked paradise with refreshing pools for all ages and a bubbling hot tub.
฿4,702
฿5,405 total
includes taxes & fees
1 Nov - 2 Nov
SpringHill Suites by Marriott San Diego Rancho Bernardo/Scripps Poway
A multi-story hotel with a central courtyard pool, balconies, and outdoor seating areas.
A spacious living area with a dining table, sofas, and a kitchen in the background.
A modern living room with a sofa, armchair, coffee table, and ottoman. There is a large painting on the wall, a floor lamp, and a refrigerator with a Pepsi logo.
A hotel room with two beds, a desk, and a television.

9. Best Western San Diego/Miramar Hotel

Best Western San Diego/Miramar Hotel
Miramar
  • Float beneath pool umbrellas at this San Diego hotel's relaxing outdoor retreat.
฿3,726
฿4,283 total
includes taxes & fees
25 Oct - 26 Oct
Best Western San Diego/Miramar Hotel
A swimming pool with lounge chairs and umbrellas, surrounded by a building with a white facade and a tree with lights.
A hotel room with a bed, a desk, a chair, a TV, and a painting on the wall.
A spacious kitchen with a dining area, equipped with modern appliances and ample seating.
A spacious living room with a large arched window, a red sofa, a coffee table, and a chandelier.

10. Lamplighter Inn & Suites at SDSU

Lamplighter Inn & Suites at SDSU
Mid-City
  • Splash into poolside bliss with comfy loungers and umbrellas at this SDSU-adjacent retreat.
฿3,626
฿4,089 total
includes taxes & fees
1 Nov - 2 Nov
Lamplighter Inn & Suites at SDSU
View all properties

Choose what matters most at hotels with a pool in Winter Gardens

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Winter Gardens Hotel Reviews

California Suites Hotel

California Suites Hotel

10/10 Excellent
"It was actually really nice, room was clean and cozy. Only thing is the water pressure was a little low for the shower"
Alan 2-night trip
Posted 2 hours ago
California Suites Hotel
The Dana on Mission Bay

The Dana on Mission Bay

8/10 Good
"Na"
Carrie 3-night trip
Posted 2 hours ago
The Dana on Mission Bay
Sheraton San Diego Resort

Sheraton San Diego Resort

8/10 Good
"The property was exceptionally clean and well-maintained. However, the atmosphere leans heavily upscale, so guests should expect a somewhat pretentious crowd."
Demetria 4-night trip
Posted 2 hours ago
Sheraton San Diego Resort
Bay Club Hotel & Marina

Bay Club Hotel & Marina

8/10 Good
"Overall excellent property and staff. Staff very helpful and informative about area. Restaurant & Bar excellent. Great room w/balcony facing the Bay awesome view. Close to all attractions."
Maurice 7-night trip
Posted 5 hours ago
Bay Club Hotel & Marina
Kings Inn San Diego

Kings Inn San Diego

10/10 Excellent
"Pool was clean hot tub was hot and the surrounding area and landscape were actually phenomenal. Great place to relax and unwind will be back again."
Aaron 1-night trip
Posted 16 hours ago
Kings Inn San Diego
Crowne Plaza San Diego - Mission Valley by IHG

Crowne Plaza San Diego - Mission Valley by IHG

8/10 Good
"The rooms were clean…Staff was very nice. The plumbing for the sink and toilets need some improvement. Overall good stay"
Johnathan 4-night trip
Posted 18 hours ago
Crowne Plaza San Diego - Mission Valley by IHG
Hyatt Regency Mission Bay Spa and Marina

Hyatt Regency Mission Bay Spa and Marina

10/10 Excellent
"We had a great time and the front staff and management were very nice and helpful"
Rola****nd 5-night trip
Posted 2 days ago
Hyatt Regency Mission Bay Spa and Marina

Frequently asked questions

What are some accommodation options with pools in Winter Gardens?
Paradise Point Resort & Spa: Resort, 1-minute walk from Mission Bay. Features 3 restaurants, 5 outdoor swimming 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 such as San Diego Zoo, Petco Park and Marine Corps Recruit Depot. 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.

Explore a world of travel with Expedia