Winter Gardens Vacation Rentals

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Check prices for these dates

In two weeks
Jun 12 - Jun 14
In two months
Jul 24 - Jul 26
In three months
Aug 21 - Aug 23
In four months
Sep 18 - Sep 20

Our top choices for Winter Gardens vacation rentals

Fridge, microwave, oven, stovetop

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)
"As a San Diego local of 25 years staying here during a home transition, I can say this home is a wonderful find for families and remote workers. The house is exceptionally clean, I did the 'white sock test' with my kids for several days and the floors were spotless!The kitchen is a dream for those who actually cook; it's huge, with plenty of counter space and every appliance you could need (Keurig, indoor grill, rice maker). I especially appreciated the stainless steel cookware options. For my...
United States
Sithean L.
The price is ￥28,226
￥88,139 total
includes taxes & fees
Jun 4 - Jun 5
Spacious 4-bedroom house with AC, fitness equipment in wonderful Lakeside
Iron/ironing board, internet

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
The price is ￥11,180
￥23,000 total
includes taxes & fees
Jun 2 - Jun 3
Peaceful Retreat in the Ranch with Adjustable Queen Bed and Jacuzzi
Property grounds

Hilltop cabin with panoramic lake & mountain views

Hilltop cabin with panoramic lake & mountain views
Del Dios
9.6 out of 10, Exceptional, (35 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
The price is ￥21,070
￥30,785 total
includes taxes & fees
May 28 - May 29
Hilltop cabin with panoramic lake & mountain views
Beach nearby, beach towels

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, (53 reviews)
"Everything was in great shape."
United States
emma c.
The price is ￥22,933
￥40,772 total
includes taxes & fees
May 28 - May 29
Adorable 1 bedroom house 8 min from La Jolla!
Terrace/patio

Wine Country Cabin Near San Diego - on private 9 acres

Wine Country Cabin Near San Diego - on private 9 acres
Ramona
9.4 out of 10, Exceptional, (26 reviews)
" This is a great place to stay if you're looking for a quiet retreat. The setting is beautiful and private, which makes it a great weekend getaway. The only issue was that I couldn't get the TV to work. "
United States
Wendy S.
Wine Country Cabin Near San Diego - on private 9 acres
1 bedroom, iron/ironing board, WiFi, bed sheets

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
The price is ￥12,183
￥15,368 total
includes taxes & fees
May 28 - May 29
Cozy Private Studio in El Cajon
Dining

La Mesa Family Retreat - 20 minutes to Beaches & More!

La Mesa Family Retreat - 20 minutes to Beaches & More!
La Mesa
8.8 out of 10, Excellent, (6 reviews)
"The property was well located for us. "
United States
Ann D.
The price is ￥27,871
￥85,205 total
includes taxes & fees
May 28 - May 29
La Mesa Family Retreat - 20 minutes to Beaches & More!
Apartment (1 Bedroom) | Front of property

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
The price is ￥19,270
￥47,104 total
includes taxes & fees
Jun 22 - Jun 23
9 Mi to Beach: Pet-friendly Apt in San Diego!
Lobby

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, (131 reviews)
"Nice place to stay for the price definitely would purchase again."
United States
Jarexus
The price is ￥17,127
￥19,482 total
includes taxes & fees
May 28 - May 29
Little Italy Inn - Limited Service Apart Hotel
Lobby sitting area

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, (373 reviews)
"The hotel was clean and staff was very nice. I would stay here again."
United States
Cenaida
The price is ￥16,363
￥18,450 total
includes taxes & fees
Jun 2 - Jun 3
Uptown Inn by Vantaggio - Limited Service Apart-Hotel
1 bedroom, iron/ironing board, internet, bed sheets

Modern Style Private Room with Adorable Backyard

Modern Style Private Room with Adorable Backyard
Chula Vista
2.0 out of 10, (1 review)
"We were disappointed in the rental of the room. The pictures look like the room had a on suite bathroom in the room. When we arrived the host was not there and we had a teenager tell us that we couldn't use the kitchen only lightly so we couldn't even cook there. The ad should clarify what's on the room upfront and not when the host contacts you. We ended up getting a hotel for our stay on San Diego."
United States
Christine
The price is ￥10,177
￥14,380 total
includes taxes & fees
Jun 1 - Jun 2
Modern Style Private Room with Adorable Backyard
Deluxe 2 King Bedrooms, Multiple Beds, Sleeps 11ppl | Terrace/patio

City24 Hotel Little Italy Mission Hills

City24 Hotel Little Italy Mission Hills
4.5 star property
Middletown
9.8 out of 10, Exceptional, (156 reviews)
"Beautiful fully appointed rooms and excellent location."
United States
Michelle
The price is ￥22,575
￥30,868 total
includes taxes & fees
Jun 17 - Jun 18
City24 Hotel Little Italy Mission Hills
Living area

Luxe Loft Retreat – Patio, High Ceilings & Parking

Luxe Loft Retreat – Patio, High Ceilings & Parking
Tierrasanta
The price is ￥24,367
￥30,978 total
includes taxes & fees
Jun 11 - Jun 12
Luxe Loft Retreat – Patio, High Ceilings & Parking
Terrace/patio

Breathtaking retreat in the wine country on the ranch with goats you can pet!

Breathtaking retreat in the wine country on the ranch with goats you can pet!
Escondido
10.0 out of 10, Exceptional, (16 reviews)
"The property was very clean and comfortable. The view was outstandinig."
United States
Earl
The price is ￥42,841
￥66,730 total
includes taxes & fees
May 30 - May 31
Breathtaking retreat in the wine country on the ranch with goats you can pet!
Outdoor pool

Cozy & romantic tiny house w/magnificent views, hillside pool, & adorable goats

Cozy & romantic tiny house w/magnificent views, hillside pool, & adorable goats
Del Dios
10.0 out of 10, Exceptional, (2 reviews)
"Stayed here for a quick getaway for my birthday and LOVED the property. Favorite VRBO I’ve stayed in so far. Even though it is on the owners property it is tucked away where you still feel like there is privacy. "
United States
Courtney N.
Cozy & romantic tiny house w/magnificent views, hillside pool, & adorable goats
Exterior

San Diego Country Estates

San Diego Country Estates
2.5 star property
San Diego Country Estates
9.4 out of 10, Exceptional, (267 reviews)
"Wonderful stay!"
United States
ARNAB
The price is ￥12,932
￥18,266 total
includes taxes & fees
May 31 - Jun 1
San Diego Country Estates
Exterior detail

Terrific studio in Chula Vista with cozy vibes

Terrific studio in Chula Vista with cozy vibes
Chula Vista
9.0 out of 10, Wonderful, (12 reviews)
"This was absolutely perfect for our stay! Clean, quiet, and close to everything we wanted to do! "
United States
Phaedra C.
The price is ￥11,467
￥31,884 total
includes taxes & fees
Jun 1 - Jun 2
Terrific studio in Chula Vista with cozy vibes
Property grounds

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.
The price is ￥19,866
￥50,808 total
includes taxes & fees
May 30 - May 31
La Casita Guest House, private fenced yard & with heat and AC, pet friendly
Outdoor spa tub

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
The price is ￥27,034
￥49,032 total
includes taxes & fees
May 29 - May 30
Private Resort "La Casita" Spa and Mini Golf Course
Terrace/patio

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.
The price is ￥23,889
￥52,580 total
includes taxes & fees
Jun 16 - Jun 17
Cozy 2-Bedroom Cottage Near Balboa Park
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

Hard Rock Hotel San Diego

Hard Rock Hotel San Diego

10/10 Excellent
"Rooms were super clean! Area is amazing with lots of places to eat!"
Jennifer 1-night trip
Posted less than an hour ago
Hard Rock Hotel 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:

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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?

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 8 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.