Winter Gardens Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Winter Gardens vacation rentals

Spacious 4-bedroom house with AC, fitness equipment in wonderful Lakeside

Spacious 4-bedroom house with AC, fitness equipment in wonderful Lakeside
Lakeside
9.2 out of 10, Wonderful, (5 reviews)
"I had a wonderful stay it was quite spacious and the host was very friendly!"
United States
Alexander C.
$574 nightly
The price is $593
Jun 8 - Jun 9
Total with taxes and fees
Spacious 4-bedroom house with AC, fitness equipment in wonderful Lakeside

Elegant Hillside Estate | Heated Pool+Sunset Views

Elegant Hillside Estate | Heated Pool+Sunset Views
El Cajon
$1,142 nightly
The price is $1,142
Jun 7 - Jun 8
Total with taxes and fees
Elegant Hillside Estate | Heated Pool+Sunset Views

Hilltop cabin with panoramic lake & mountain views

Hilltop cabin with panoramic lake & mountain views
Del Dios
9.6 out of 10, Exceptional, (37 reviews)
"Loved our stay… wish we could of stayed longer. Time flew by! They also do rent out another cabin below. Hopefully maybe one day we can try that one as well ☺️"
United States
Ashley
$212 nightly
The price is $212
Jun 23 - Jun 24
Total with taxes and fees
Hilltop cabin with panoramic lake & mountain views

Peaceful Retreat in the Ranch with Adjustable Queen Bed and Jacuzzi

Peaceful Retreat in the Ranch with Adjustable Queen Bed and Jacuzzi
Ramona
10.0 out of 10, Exceptional, (1 review)
"Host communicated very well to find the room and was very nice. Room is SO MUCH NICER than it looks on the pictures. Jacuzzi was a great relaxing experience. Plus 3 TV's that all work. Has a nice big shower. Will definently be back on our next trip out here."
United States
Justin
$172 nightly
The price is $184
Jun 8 - Jun 9
Total with taxes and fees
Peaceful Retreat in the Ranch with Adjustable Queen Bed and Jacuzzi

Adorable 1 bedroom house 8 min from La Jolla!

Adorable 1 bedroom house 8 min from La Jolla!
Bay Ho
10.0 out of 10, Exceptional, (54 reviews)
"Everything was in great shape."
United States
emma c.
$264 nightly
The price is $293
Jun 7 - Jun 8
Total with taxes and fees
Adorable 1 bedroom house 8 min from La Jolla!

9 Mi to Beach: Pet-friendly Apt in San Diego!

9 Mi to Beach: Pet-friendly Apt in San Diego!
3.0 star property
Torrey Highlands
$265 nightly
The price is $296
Jun 6 - Jun 7
Total with taxes and fees
9 Mi to Beach: Pet-friendly Apt in San Diego!

Uptown Inn by Vantaggio - Limited Service Apart-Hotel

Uptown Inn by Vantaggio - Limited Service Apart-Hotel
2.5 star property
Hillcrest
8.4 out of 10, Very Good, (384 reviews)
"Great place to stay. Clean, friendly staff."
United States
Heber
$112 nightly
The price is $126
Jun 8 - Jun 9
Total with taxes and fees
Uptown Inn by Vantaggio - Limited Service Apart-Hotel

City24 Hotel Little Italy Mission Hills

City24 Hotel Little Italy Mission Hills
4.5 star property
Middletown
9.8 out of 10, Exceptional, (160 reviews)
"Nice and very friendly staff was a great stay"
United States
Alexander
$186 nightly
The price is $210
Jun 28 - Jun 29
Total with taxes and fees
City24 Hotel Little Italy Mission Hills

Cozy 2-Bedroom Cottage Near Balboa Park

Cozy 2-Bedroom Cottage Near Balboa Park
Mid-City
8.4 out of 10, Very Good, (8 reviews)
"This is such a charming cottage in San Diego! Loved our convenient stay and were close to everything that we needed. Thanks!"
United States
Ryne R.
$307 nightly
The price is $341
Jun 29 - Jun 30
Total with taxes and fees
Cozy 2-Bedroom Cottage Near Balboa Park

Sunnyside Resort Spa, Beach, Zoo, Arcade

Sunnyside Resort Spa, Beach, Zoo, Arcade
La Mesa
9.6 out of 10, Exceptional, (20 reviews)
"Nice place to stay! We stayed for 5 nights and it was a lovely spot. The hosts were very quick to respond as well which made communication super easy."
United States
Mandy M.
$396 nightly
The price is $405
Jun 7 - Jun 8
Total with taxes and fees
Sunnyside Resort Spa, Beach, Zoo, Arcade

Luxury San Diego 1BR with Premium Conveniences

Luxury San Diego 1BR with Premium Conveniences
Mid-City
$312 nightly
The price is $347
Jun 15 - Jun 16
Total with taxes and fees
Luxury San Diego 1BR with Premium Conveniences

Family Friendly Modern Guest House

Family Friendly Modern Guest House
Mira Mesa
10.0 out of 10, Exceptional, (15 reviews)
"Very nice and comfortable home. June was very attentive and quick to respond to any questions. "
United States
Nancy M.
$543 nightly
The price is $604
Jun 15 - Jun 16
Total with taxes and fees
Family Friendly Modern Guest House

Private Resort "La Casita" Spa and Mini Golf Course

Private Resort "La Casita" Spa and Mini Golf Course
ALPINE
10.0 out of 10, Exceptional, (28 reviews)
"Awesome Ola Vibe of Magnificent Lush Property Oasis!!!"
United States
Marcy
$288 nightly
The price is $309
Jun 7 - Jun 8
Total with taxes and fees
Private Resort "La Casita" Spa and Mini Golf Course

Jamul's Jewel: 10ACRES,Hilltop,Heated*Salt Pool,Spa*,City & Mtn.Views,B-Ball Court*,Grill,Horseshoes

Jamul's Jewel: 10ACRES,Hilltop,Heated*Salt Pool,Spa*,City & Mtn.Views,B-Ball Court*,Grill,Horseshoes
Jamul
9.4 out of 10, Exceptional, (58 reviews)
"Great stay"
United States
Carson M.
$505 nightly
The price is $555
Jun 8 - Jun 9
Total with taxes and fees
Jamul's Jewel: 10ACRES,Hilltop,Heated*Salt Pool,Spa*,City & Mtn.Views,B-Ball Court*,Grill,Horseshoes

Luxury 3-Bedroom House in Marvelous San Diego

Luxury 3-Bedroom House in Marvelous San Diego
Mid-City
9.6 out of 10, Exceptional, (16 reviews)
"Lovely cozy place! "
United States
Madison N.
$419 nightly
The price is $466
Jun 16 - Jun 17
Total with taxes and fees
Luxury 3-Bedroom House in Marvelous San Diego

La Casita Guest House, private fenced yard & with heat and AC, pet friendly

La Casita Guest House, private fenced yard & with heat and AC, pet friendly
Mount Helix
9.6 out of 10, Exceptional, (10 reviews)
"Host and amenities were both very nice. "
United States
Juergen S.
$304 nightly
The price is $313
Jun 9 - Jun 10
Total with taxes and fees
La Casita Guest House, private fenced yard & with heat and AC, pet friendly

Little Italy Inn - Limited Service Apart Hotel

Little Italy Inn - Limited Service Apart Hotel
2.5 star property
Downtown San Diego
8.4 out of 10, Very Good, (137 reviews)
"This little place was great and super convenient"
United States
Valerie
$108 nightly
The price is $122
Jun 8 - Jun 9
Total with taxes and fees
Little Italy Inn - Limited Service Apart Hotel

Bright Cozy 3b/2b with nice backyard & BBQ

Bright Cozy 3b/2b with nice backyard & BBQ
Mira Mesa
10.0 out of 10, Exceptional, (21 reviews)
"This house is beautiful clean beautiful kitchen and make you feel home I will comeback thank you!!"
United States
Brianna
$492 nightly
The price is $547
Jun 9 - Jun 10
Total with taxes and fees
Bright Cozy 3b/2b with nice backyard & BBQ

Cozy Private Studio in El Cajon

Cozy Private Studio in El Cajon
Mount Helix
8.6 out of 10, Excellent, (22 reviews)
"Very clean and comfortable. "
United States
Erik
$105 nightly
The price is $105
Jun 7 - Jun 8
Total with taxes and fees
Cozy Private Studio in El Cajon

Beautiful Normal Heights Living

Beautiful Normal Heights Living
Mid-City
10.0 out of 10, Exceptional, (94 reviews)
"Excellent stay, nice property and neighborhood, and host is very nice and accommodating, would definitely book again."
United States
Brandon
$285 nightly
The price is $317
Jun 14 - Jun 15
Total with taxes and fees
Beautiful Normal Heights Living
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Winter Gardens Hotel Reviews

Find out more about Winter Gardens

Everything you need to know about Winter Gardens vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winter Gardens vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winter Gardens vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winter Gardens vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winter Gardens. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Winter Gardens in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $122 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winter Gardens rentals

At Expedia, we put the best Winter Gardens vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Winter Gardens rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winter Gardens vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winter Gardens. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

3 Story Spanish Style House, Best Location in SD. Views of North Park, With AC: This vacation home rental near Winter Gardens has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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 The Magnolia 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.