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Winter Gardens Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Winter Gardens holiday rentals

A high-rise hotel with multiple floors, a prominent sign at the top, and a well-lit facade.

1. Marriott Vacation Club®, San Diego

Marriott Vacation Club®, San Diego
3.5 star property
Downtown San Diego
9.4 out of 10, Exceptional, (1,247 reviews)
"Great for traveling families."
United States
Veronica Dangerfield
The price is S$276
includes taxes & fees
25 Oct - 26 Oct
Marriott Vacation Club®, San Diego
Lobby

2. Riviera Oaks Resort by Coolvacay

Riviera Oaks Resort by Coolvacay
3.0 star property
San Diego Country Estates
9.6 out of 10, Exceptional, (1,092 reviews)
"Beautiful and cozy property!"
United States
Kristin
The price is S$154
includes taxes & fees
12 Oct - 13 Oct
Riviera Oaks Resort by Coolvacay
A narrow, enclosed walkway with wooden railings and a metal grid barrier, leading to a building entrance.

3. City24 Hotel Little Italy Mission Hills

City24 Hotel Little Italy Mission Hills
4.5 star property
Middletown
9.6 out of 10, Exceptional, (222 reviews)
"Friendly staff!"
United States
Donavin
The price is S$209
includes taxes & fees
4 Nov - 5 Nov
City24 Hotel Little Italy Mission Hills
A well-maintained garden with various plants and a lawn, surrounded by multi-story buildings with balconies.

4. San Diego Country Estates

San Diego Country Estates
2.5 star property
San Diego Country Estates
9.4 out of 10, Exceptional, (308 reviews)
"Clean, comfy bed, kitchen a plus, helpful staff"
United States
MARQIA
The price is S$133
includes taxes & fees
12 Oct - 13 Oct
San Diego Country Estates
A spacious lobby with a sofa, chairs, a bookshelf, and a large window with a view of greenery.

5. 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, (486 reviews)
"We had a great stay! The room had a charming Parisian feel—compact and studio-style, but completely modern and spotlessly clean."
United States
Josh
The price is S$135
includes taxes & fees
26 Oct - 27 Oct
Uptown Inn by Vantaggio - Limited Service Apart-Hotel
A beach with a hotel in the background.

6. Coronado Beach Resort

Coronado Beach Resort
3.0 star property
Historic Downtown Coronado
9.2 out of 10, Wonderful, (831 reviews)
"Amazing location, amenities, staff"
United States
Javier
The price is S$273
includes taxes & fees
25 Oct - 26 Oct
Coronado Beach Resort
A modern lobby with a green sofa, a wooden accent wall, and a large plant.

7. 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, (345 reviews)
"Great area"
United States
Andrew
The price is S$145
includes taxes & fees
25 Oct - 26 Oct
Little Italy Inn - Limited Service Apart Hotel
A rooftop pool with lounge chairs and a city skyline in the background.

8. Kasa Little Italy San Diego

Kasa Little Italy San Diego
4.5 star property
Downtown San Diego
9.6 out of 10, Exceptional, (544 reviews)
"Definitely would stay again!"
United States
Victor
The price is S$428
includes taxes & fees
9 Nov - 10 Nov
Kasa Little Italy San Diego
A modern building with a unique architectural design, featuring a balcony and a wooden deck area.

9. 2BR Condo Steps to the Beach & Blvd-dog-friendly

2BR Condo Steps to the Beach & Blvd-dog-friendly
3.0 star property
Mission Beach
The price is S$879
includes taxes & fees
12 Oct - 13 Oct
2BR Condo Steps to the Beach & Blvd-dog-friendly
A neatly made bed with white and gold bedding, two bedside tables with lamps, and three wall-mounted mirrors.

10. Kasa Gaslamp Quarter San Diego

Kasa Gaslamp Quarter San Diego
3.5 star property
Downtown San Diego
7.8 out of 10, Good, (234 reviews)
"Wonderful place!"
Canada
Eric
The price is S$177
includes taxes & fees
14 Oct - 15 Oct
Kasa Gaslamp Quarter San Diego
A modern living room with a sofa, a TV, a floor lamp, and a large window offering a city view.

11. Rooftop w/ Views: Modern Little Italy Townhome

Rooftop w/ Views: Modern Little Italy Townhome
3.5 star property
Downtown San Diego
10.0 out of 10, Exceptional, (1 review)
The price is S$840
includes taxes & fees
14 Oct - 15 Oct
Rooftop w/ Views: Modern Little Italy Townhome
A living room with a white sofa, two blue armchairs, a wooden coffee table, and a painting on the wall.

12. < 2 Mi to Pacific Beach! Sunny San Diego Escape

< 2 Mi to Pacific Beach! Sunny San Diego Escape
3.0 star property
Pacific Beach
7.4 out of 10, Good, (3 reviews)
"Strategic location for beach, amusement parks and restaurants. Close to major freeways and airport. House has plenty of room across the three floors. Kids loved seeing the seaworld fireworks from the open air rooftop patio. This property has it all. Owner quickly addressed any of our questions and needs. "
United States
Thomas
The price is S$992
includes taxes & fees
12 Oct - 13 Oct
< 2 Mi to Pacific Beach! Sunny San Diego Escape
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

Sheraton San Diego Resort

Sheraton San Diego Resort

10/10 Excellent
"Was a great stay and 5 minute Airport Shuttle which was awesome!!!"
Peggy 1-night trip
Posted less than an hour ago
Sheraton San Diego Resort

Frequently asked questions

Can I find holiday rentals in Winter Gardens?

Yes, we give you a choice of holiday rentals where you'll be just 14.3 mi (22.9 km) from San Diego Zoo, offering you a more secluded option to escape the hustle and bustle.

How many holiday rentals are there in Winter Gardens?

Choose from 5 Expedia holiday rentals in Winter Gardens for a memorable holiday.

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 Marine Corps Recruit Depot are other popular places to visit in the area.

What are holiday rentals like in Winter Gardens?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winter Gardens. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll feel right at home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for small groups.