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Winter Gardens Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Winter Gardens vacation rentals

1. Riviera Oaks Resort by Coolvacay

Riviera Oaks Resort by Coolvacay
3.0 star property
San Diego Country Estates
9.6 out of 10, Exceptional, (1,066 reviews)
"best place to relax, nice people"
United States
BO
The price is P6,752
P8,305 total
includes taxes & fees
Sep 7 - Sep 8
Riviera Oaks Resort by Coolvacay
A well-maintained garden with various plants and a lawn, surrounded by multi-story buildings with balconies.

2. San Diego Country Estates

San Diego Country Estates
2.5 star property
San Diego Country Estates
9.4 out of 10, Exceptional, (294 reviews)
"Great stay!"
United States
Kelly
The price is P5,355
P7,471 total
includes taxes & fees
Sep 10 - Sep 11
San Diego Country Estates
A high-rise hotel with multiple floors, a prominent sign at the top, and a well-lit facade.

3. Marriott Vacation Club®, San Diego

Marriott Vacation Club®, San Diego
3.5 star property
Downtown San Diego
9.4 out of 10, Exceptional, (1,186 reviews)
"Great for traveling families."
United States
Veronica Dangerfield
The price is P9,941
P11,526 total
includes taxes & fees
Sep 7 - Sep 8
Marriott Vacation Club®, San Diego
A spacious lobby with a sofa, chairs, a bookshelf, and a large window with a view of greenery.

4. 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, (453 reviews)
"Room was perfect for our short trip. Clean room and friendly staff."
United States
Diana
The price is P5,846
P6,591 total
includes taxes & fees
Sep 7 - Sep 8
Uptown Inn by Vantaggio - Limited Service Apart-Hotel
A modern lobby with a green sofa, a wooden accent wall, and a large plant.

5. Little Italy Inn - Limited Service Apart Hotel

Little Italy Inn - Limited Service Apart Hotel
2.5 star property
Downtown San Diego
8.2 out of 10, Very Good, (275 reviews)
"it gets a bit loud at night but hotel is very comfortable in a really great location will stay again"
United States
Jasmine Keith
The price is P6,112
P7,075 total
includes taxes & fees
Sep 7 - Sep 8
Little Italy Inn - Limited Service Apart Hotel
A neatly made bed with white and gold bedding, two bedside tables with lamps, and three wall-mounted mirrors.

6. Kasa Gaslamp Quarter San Diego

Kasa Gaslamp Quarter San Diego
3.5 star property
Downtown San Diego
7.8 out of 10, Good, (225 reviews)
"Wonderful place!"
Canada
Eric
The price is P6,752
P7,694 total
includes taxes & fees
Sep 7 - Sep 8
Kasa Gaslamp Quarter San Diego
A beach with a hotel in the background.

7. Coronado Beach Resort

Coronado Beach Resort
3.0 star property
Historic Downtown Coronado
9.0 out of 10, Wonderful, (815 reviews)
"Clean and large room, friendly staff and beach equipment was great to have."
United States
Kimberlee
The price is P13,521
P14,873 total
includes taxes & fees
Sep 28 - Sep 29
Coronado Beach Resort
A narrow, enclosed walkway with wooden railings and a metal grid barrier, leading to a building entrance.

8. City24 Hotel Little Italy Mission Hills

City24 Hotel Little Italy Mission Hills
4.5 star property
Middletown
9.6 out of 10, Exceptional, (194 reviews)
"Enjoyed my stay! Clean spacious room and friendly staff."
United States
omokayode
The price is P6,963
P9,977 total
includes taxes & fees
Sep 8 - Sep 9
City24 Hotel Little Italy Mission Hills
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 P15,505
P39,040 total
includes taxes & fees
Sep 7 - Sep 8
2BR Condo Steps to the Beach & Blvd-dog-friendly
A rooftop pool with lounge chairs and a city skyline in the background.

10. Kasa Little Italy San Diego

Kasa Little Italy San Diego
4.5 star property
Downtown San Diego
9.6 out of 10, Exceptional, (516 reviews)
"Definitely would stay again!"
United States
Victor
The price is P14,067
P21,514 total
includes taxes & fees
Sep 6 - Sep 7
Kasa Little Italy San Diego
A living room with a white sofa, two blue armchairs, a wooden coffee table, and a painting on the wall.

11. < 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 P23,195
P49,866 total
includes taxes & fees
Sep 7 - Sep 8
< 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

San Diego Mission Bay Resort

San Diego Mission Bay Resort

10/10 Excellent
"Wonderful place"
Angela 5-night trip
Posted 1 hour ago
San Diego Mission Bay Resort

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.

How many vacation rentals are there in Winter Gardens?

Choose from 4 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 Marine Corps Recruit Depot are other popular places to visit in the 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.