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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Winter Gardens holiday rentals

Rooftop terrace

Aparthotel in Downtown San Diego

Sentral Gaslamp Quarter
4.0 star property
9.4 out of 10, Exceptional, (735 reviews)
"Great place to stay "
United States
KELLY
The price is ฿4,770
฿6,439 total
includes taxes & fees
12 Mar - 13 Mar
Sentral Gaslamp Quarter
Exterior

Condo in San Diego Country Estates

San Diego Country Estates
2.5 star property
9.4 out of 10, Exceptional, (257 reviews)
"Wonderful stay!"
United States
ARNAB
The price is ฿2,412
฿3,452 total
includes taxes & fees
15 Mar - 16 Mar
San Diego Country Estates
Exterior

Condo resort in Downtown San Diego

Marriott Vacation Club®, San Diego
3.5 star property
9.4 out of 10, Exceptional, (1,024 reviews)
"Great place to stay!"
Canada
Rose Marie JOy
The price is ฿5,298
฿6,143 total
includes taxes & fees
3 Apr - 4 Apr
Marriott Vacation Club®, San Diego
House (5 Bedrooms) | Interior

Cottage in Spring Valley

Fireplace, Hot Tub, Patio & Bbq: San Diego Home
3.0 star property
The price is ฿9,154
฿19,862 total
includes taxes & fees
5 Mar - 6 Mar
Fireplace, Hot Tub, Patio & Bbq: San Diego Home
Front of property – evening/night

Condo in Historic Downtown Coronado

Coronado Beach Resort
3.0 star property
9.0 out of 10, Wonderful, (773 reviews)
"Ideal location walkable to many restaurants and the beach. Great spot and lovely staff"
United States
Justine
The price is ฿7,090
฿7,799 total
includes taxes & fees
17 Mar - 18 Mar
Coronado Beach Resort
Lobby sitting area

Aparthotel in Hillcrest

Uptown Inn by Vantaggio - Limited Service Apart-Hotel
2.5 star property
8.4 out of 10, Very good, (309 reviews)
"The room was very small but very clean. Great place to stay for the short amount of time we needed it. "
United States
Debra
The price is ฿3,150
฿3,552 total
includes taxes & fees
5 Mar - 6 Mar
Uptown Inn by Vantaggio - Limited Service Apart-Hotel
Deluxe 2 King Bedrooms, Multiple Beds, Sleeps 11ppl | Terrace/patio

Aparthotel in Middletown

City24 Hotel Little Italy Mission Hills
4.5 star property
9.6 out of 10, Exceptional, (125 reviews)
"Very clean, quiet, walking distance to great food"
United States
Amanda
City24 Hotel Little Italy Mission Hills
Apartment | 1 bedroom, desk, Internet

Apartment in Downtown San Diego

NEW Upscale Downtown San Diego Stay Queen Bed Pool Sauna
2.0 star property
NEW Upscale Downtown San Diego Stay Queen Bed Pool Sauna
Outdoor pool

Aparthotel in Downtown San Diego

Kasa Little Italy San Diego
4.5 star property
9.6 out of 10, Exceptional, (383 reviews)
"Very clean, staff very pleasant, good location, comfortable "
Canada
Warren
The price is ฿6,351
฿10,009 total
includes taxes & fees
8 Mar - 9 Mar
Kasa Little Italy San Diego
House (3 Bedrooms) | Interior

Cottage in Windsor Hills

Mt. Nebo Oasis in La Mesa w/ Wraparound Deck
3.0 star property
The price is ฿9,593
฿23,017 total
includes taxes & fees
9 Mar - 10 Mar
Mt. Nebo Oasis in La Mesa w/ Wraparound Deck
Deluxe Studio, 1 Queen Bed (Self Check-in with Virtual Front Desk) | Individually decorated, individually furnished, laptop workspace

Aparthotel in Downtown San Diego

Kasa Gaslamp Quarter San Diego
3.5 star property
8.0 out of 10, Very good, (165 reviews)
"Smelly building and elevator. Great location but super loud well into the night "
United States
alvaro
Kasa Gaslamp Quarter San Diego
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

The DEXTRO Little Italy, BW Premier Collection

The DEXTRO Little Italy, BW Premier Collection

10/10 Excellent
"Very clean room and courteous front desk staff. Short walk to great restaurants in Little Italy and not far from Waterfront Park. Wonderful neighborhood. We had a rental car and parking was convenient. Highly recommended!"
Lai Lai Lily 3-night trip
Posted 1 day ago
The DEXTRO Little Italy, BW Premier Collection

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 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 8 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 Boomers El Cajon are a couple of places you'll find in the wider 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.