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Winter Gardens Holiday Rentals

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Our top choices for Winter Gardens holiday rentals

1. Marriott Vacation Club®, San Diego

Marriott Vacation Club®, San Diego
3.5 star property
Downtown San Diego
9.4 out of 10, Exceptional, (1,245 reviews)
"Great for traveling families."
United States
Veronica Dangerfield
The price is NZ$384
includes taxes & fees
25 Oct - 26 Oct
Marriott Vacation Club®, San Diego

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, (1,091 reviews)
"Beautiful and cozy property!"
United States
Kristin
The price is NZ$214
includes taxes & fees
12 Oct - 13 Oct
Riviera Oaks Resort by Coolvacay

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 NZ$291
includes taxes & fees
4 Nov - 5 Nov
City24 Hotel Little Italy Mission Hills

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 NZ$185
includes taxes & fees
12 Oct - 13 Oct
San Diego Country Estates

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 NZ$188
includes taxes & fees
26 Oct - 27 Oct
Uptown Inn by Vantaggio - Limited Service Apart-Hotel

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 NZ$380
includes taxes & fees
25 Oct - 26 Oct
Coronado Beach Resort

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 NZ$202
includes taxes & fees
25 Oct - 26 Oct
Little Italy Inn - Limited Service Apart Hotel

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 NZ$595
includes taxes & fees
9 Nov - 10 Nov
Kasa Little Italy San Diego

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 NZ$1,223
includes taxes & fees
12 Oct - 13 Oct
2BR Condo Steps to the Beach & Blvd-dog-friendly

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 NZ$247
includes taxes & fees
13 Oct - 14 Oct
Kasa Gaslamp Quarter San Diego

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 NZ$1,168
includes taxes & fees
14 Oct - 15 Oct
Rooftop w/ Views: Modern Little Italy Townhome

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 NZ$1,381
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

Find out more about Winter Gardens

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Winter Gardens holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Winter Gardens. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Winter Gardens. Seeing all the best attractions is bound to make you fall in love with Winter Gardens. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Winter Gardens short-term rentals, that won’t be hard to do.

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.

What are some of the best holiday rentals that Winter Gardens has to offer?

Spacious 6 Bedroom Vacation Home with Waterslide & Heated Saltwater Pool: This holiday home rental outside of Winter Gardens is located near the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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.