Winter Gardens Vacation Rentals

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Check prices for these dates

Tonight
Dec 4 - Dec 5
Tomorrow
Dec 5 - Dec 6
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Vacation Rentals in Winter Gardens

Premium bedding, pillowtop beds, desk, laptop workspace
Sentral Gaslamp Quarter

Aparthotel in Downtown San Diego

4.0 star property
9.2 out of 10, Wonderful, (585)
"It was nice stay! "
United States
Chashawna
The price is ￥17,291
￥24,544 total
includes taxes & fees
Dec 14 - Dec 15
Sentral Gaslamp Quarter
Outdoor pool
Kasa Little Italy San Diego

Aparthotel in Downtown San Diego

4.5 star property
9.6 out of 10, Exceptional, (350)
"Beautiful rooms, super clean and very responsive and nice staff!"
United States
Ivona
The price is ￥26,109
￥43,356 total
includes taxes & fees
Dec 10 - Dec 11
Kasa Little Italy San Diego
Lobby sitting area
Uptown Inn by Vantaggio - Limited Service Apart-Hotel

Aparthotel in Hillcrest

2.5 star property
8.4 out of 10, Very Good, (264)
"Overall good place."
United States
Isaac
Uptown Inn by Vantaggio - Limited Service Apart-Hotel
Exterior
City24 Hotel Little Italy Mission Hills

Aparthotel in Middletown

4.5 star property
9.6 out of 10, Exceptional, (102)
"would definitely go back and stay there again "
United States
Kounwick
City24 Hotel Little Italy Mission Hills
Queen Bed Studio with Patio | Terrace/patio
Little Italy Inn - Limited Service Apart Hotel

Aparthotel in Downtown San Diego

2.5 star property
8.2 out of 10, Very Good, (111)
"Everything was great close to shopping and great dining"
Canada
Wendy
Little Italy Inn - Limited Service Apart Hotel
Beach nearby
Coronado Beach Resort

Condo in Historic Downtown Coronado

3.0 star property
9.0 out of 10, Wonderful, (745)
"Friendly, personable staff, clean room, easy access parking, would stay here again!"
United States
Kimberly
The price is ￥28,690
￥31,559 total
includes taxes & fees
Dec 17 - Dec 18
Coronado Beach Resort
Deluxe Studio, 1 Queen Bed (Self Check-in with Virtual Front Desk) | Individually decorated, individually furnished, laptop workspace
Kasa Gaslamp Quarter San Diego

Aparthotel in Downtown San Diego

3.5 star property
8.0 out of 10, Very Good, (151)
"Everything was perfect about the room and location. The minor flaw was the stench in the lobby from the downstairs restaurant and bar. I loved staying here. "
United States
Chris
Kasa Gaslamp Quarter San Diego
Suite, 2 Bedrooms, Non Smoking | Private kitchen | Full-size fridge, microwave, oven, stovetop
San Diego Country Estates

Condo in San Diego Country Estates

2.5 star property
9.4 out of 10, Exceptional, (242)
"This place is awesome."
United States
Daneth
The price is ￥16,652
￥22,190 total
includes taxes & fees
Jan 4 - Jan 5, 2026
San Diego Country Estates
Terrace/patio
OCEAN VIEWS! New Modern Style House-Great for Groups and Families

Vacation Home in Mission Beach

9.6 out of 10, Exceptional, (104)
"Excellent stay. Great host. Perfect location. Couldn't recommend this place more. "
United States
Hayden B.
OCEAN VIEWS! New Modern Style House-Great for Groups and Families
Outdoor dining
"Entire" Luxury Beach Home Steps from Mission Beach with Hot Tub -Not a Condo!

Vacation Home in Mission Beach

9.6 out of 10, Exceptional, (204)
"Everything was great! There is a ton of space, lots of games and amenities, if we come back in a large group again, id love to stay at this property. "
United States
Justin S.
"Entire" Luxury Beach Home Steps from Mission Beach with Hot Tub -Not a Condo!
Exterior detail
tourmaline beach studio

Apartment in Pacific Beach

9.8 out of 10, Exceptional, (521)
"Nice, convenient location, cute little guest house."
United States
Nekeshia S.
The price is ￥22,487
￥38,283 total
includes taxes & fees
Dec 6 - Dec 7
tourmaline beach studio
Property grounds
Jamul's Jewel: 10ACRES,Hilltop,Heated*Salt Pool,Spa*,City & Mtn.Views,B-Ball Court*,Grill,Horseshoes

Villa in Jamul

9.4 out of 10, Exceptional, (46)
"This was an awesome place to stay. Very affordable and the host were so nice and accomodating. "
United States
Andrew K.
The price is ￥33,027
￥82,949 total
includes taxes & fees
Dec 10 - Dec 11
Jamul's Jewel: 10ACRES,Hilltop,Heated*Salt Pool,Spa*,City & Mtn.Views,B-Ball Court*,Grill,Horseshoes
Pool
Coastal Contemporary Charm...Steps to the Sand!

Condo in Mission Beach

9.4 out of 10, Exceptional, (111)
"Nice family vacation. Location was great for the kids to spend time on the beach. "
United States
Todd T.
Coastal Contemporary Charm...Steps to the Sand!
Pool
Luxury Gated Mission Bay Estate with Resort Style Pool!

Vacation Home in Bay Park

9.4 out of 10, Exceptional, (249)
"Agree with previous reviews. Great location, great view, accommodating for a large group. "
United States
David P.
Luxury Gated Mission Bay Estate with Resort Style Pool!
Outdoor dining
On the Sand! | Single-Family Oceanfront Home | AC + Sunset Views

Vacation Home in Mission Beach

10.0 out of 10, Exceptional, (24)
"Wonderful home and host. I will be staying here again in the future! "
United States
Jose R.
On the Sand! | Single-Family Oceanfront Home | AC + Sunset Views
A heated pool
Heated pool, hot tub & waterslides near the beach!

Vacation Home in Pacific Beach

9.8 out of 10, Exceptional, (208)
"Perfect for our extended family’s trip to San Fran. Convenient location and walkable town. The home was clean and well furnished. Communication was good and property was clean."
United States
Mike W.
Heated pool, hot tub & waterslides near the beach!
Outdoor pool, a heated pool
Ocean Breeze Heaven Pool House in La Jolla

Vacation Home in Muirlands West

10.0 out of 10, Exceptional, (30)
"Fantastic location, very clean, perfect for family vacation in San Diego. The pool is great and neighborhood is very quiet to relax after long day of sightseeing. "
United States
Nick Y.
The price is ￥55,689
￥137,925 total
includes taxes & fees
Dec 7 - Dec 8
Ocean Breeze Heaven Pool House in La Jolla
Property grounds
San Diego Beachfront/Oceanfront: 180 degree oceanfront view!

Condo in Pacific Beach

9.8 out of 10, Exceptional, (336)
"We enjoyed the location and the amazing food within walking distance. The condo was cozy and everything you would need. Would definitely stay again"
United States
Samantha T.
San Diego Beachfront/Oceanfront: 180 degree oceanfront view!
Terrace/patio
Casa Del Cerro

Vacation Home in Del Cerro

9.4 out of 10, Exceptional, (20)
"Great place to stay…amazing backyard and it worked well for our company trip to conference. "
United States
Taylor T.
The price is ￥61,272
￥168,944 total
includes taxes & fees
Dec 7 - Dec 8
Casa Del Cerro
Beach towels
Ocean Beach #2 ‘Garden’ Cozy Cottage - Walk to the beach!

Apartment in Ocean Beach

9.4 out of 10, Exceptional, (169)
"Great location."
United States
Mike L.
Ocean Beach #2 ‘Garden’ Cozy Cottage - Walk to the beach!
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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Top Winter Gardens Hotel Reviews

Kings Inn San Diego

Kings Inn San Diego

10/10 Excellent
"The check-in staff was amazing, my room is spacious and clean! The restaurant was absolutely delicious and as a traveler, I love and appreciate the wide selection on the television!"
Errin 1-night trip
Posted 10 hours ago
Kings Inn San Diego

Find out more about Winter Gardens

Search for holiday rentals in Winter Gardens on Expedia! You can easily find your home rentals, villas, holiday apartments in Winter Gardens using one of the methods below:

  • View our selection of featured holiday rentals in Winter Gardens
  • Use the map to find apartments and other holiday homes in the Winter Gardens neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winter Gardens while they last

Look no further and take a look at our great range of rental properties in Winter Gardens!

Frequently asked questions

Can I find vacation rentals in Winter Gardens?

Yes, we give you a choice of vacation rentals where you'll be just 14.3 mi (22.9 km) from San Diego Zoo, giving you a more secluded option if you want a quiet place to stay.

What are some of the best vacation home rentals in Winter Gardens?

Ocean Breeze Heaven Pool House in La Jolla: This vacation home rental near Winter Gardens is located next to a golf course and has an outdoor pool, a balcony, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a hot tub.

How many vacation rentals are there in Winter Gardens?

Choose from 6 Expedia vacation rentals in Winter Gardens for a memorable vacation.

What can I see and do in Winter Gardens?

Explore the area and family-friendly sights such as San Diego Zoo, or get out into nature at a spot like Balboa Park. Petco Park and Shadow Mountain Community Church are a couple of places you'll find in the larger area.

What are vacation rentals like in Winter Gardens?

Vacation rentals are privately owned accommodations you can book for several days or more in Winter Gardens. Vacation rentals offer extras like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a small group gathering.