Winter Gardens Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Winter Gardens holiday rentals

Luxury Escape w/ Panoramic Views + Private Retreat

Luxury Escape w/ Panoramic Views + Private Retreat
Lakeside
The price is NZ$1,335
includes taxes & fees
22 Apr - 23 Apr
Luxury Escape w/ Panoramic Views + Private Retreat

Spacious 4-bedroom house with AC, fitness equipment in wonderful Lakeside

Spacious 4-bedroom house with AC, fitness equipment in wonderful Lakeside
Lakeside
9.0 out of 10, Wonderful, (4 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 NZ$832
includes taxes & fees
13 Apr - 14 Apr
Spacious 4-bedroom house with AC, fitness equipment in wonderful Lakeside

Harley Davidson Ranch Glampling & Kids Play Area

Harley Davidson Ranch Glampling & Kids Play Area
Ramona
10.0 out of 10, Exceptional, (11 reviews)
"It was a pleasure staying here! the place clean and cozy and we hope to return soon!"
United States
Flor R.
The price is NZ$413
includes taxes & fees
13 Apr - 14 Apr
Harley Davidson Ranch Glampling & Kids Play Area

SD Lux Oasis: Theatre, Spa, 14Beds, AC, Sleeps 20+

SD Lux Oasis: Theatre, Spa, 14Beds, AC, Sleeps 20+
Spring Valley
8.6 out of 10, Excellent, (7 reviews)
"The host was very welcoming and on the ball when we called"
United States
Dora o.
SD Lux Oasis: Theatre, Spa, 14Beds, AC, Sleeps 20+

Sentral Gaslamp Quarter

Sentral Gaslamp Quarter
4.0 star property
Downtown San Diego
9.4 out of 10, Exceptional, (826 reviews)
"Great location"
United States
Ethan
The price is NZ$335
includes taxes & fees
10 May - 11 May
Sentral Gaslamp Quarter

Coronado Beach Resort

Coronado Beach Resort
3.0 star property
Historic Downtown Coronado
9.0 out of 10, Wonderful, (784 reviews)
"Excellent location, clean and cozy"
United States
Oksana
The price is NZ$426
includes taxes & fees
26 Apr - 27 Apr
Coronado Beach Resort

Marriott Vacation Club®, San Diego

Marriott Vacation Club®, San Diego
3.5 star property
Downtown San Diego
9.4 out of 10, Exceptional, (1,061 reviews)
"The hotel was very clean and had very friendly staff. Location was amazing."
United States
Brenda
The price is NZ$320
includes taxes & fees
10 May - 11 May
Marriott Vacation Club®, San Diego

PVT Pool & Spa 3BR Sleeps 8 Retreat Near San Diego

PVT Pool & Spa 3BR Sleeps 8 Retreat Near San Diego
Lakeside
10.0 out of 10, Exceptional, (11 reviews)
"Extremely efficiently run property. We were very happy with our stay."
United States
Michael B.
The price is NZ$1,121
includes taxes & fees
13 Apr - 14 Apr
PVT Pool & Spa 3BR Sleeps 8 Retreat Near San Diego

Canyon View Tranquil Oasis w/ Private Pool and Dreamy Sunsets, New Backyard

Canyon View Tranquil Oasis w/ Private Pool and Dreamy Sunsets, New Backyard
San Carlos
9.4 out of 10, Exceptional, (62 reviews)
"The house was well located for us, spotless and mostly comfortable. We enjoyed our stay"
United States
Mary Ann M.
Canyon View Tranquil Oasis w/ Private Pool and Dreamy Sunsets, New Backyard

San Diego Country Estates

San Diego Country Estates
2.5 star property
San Diego Country Estates
9.4 out of 10, Exceptional, (265 reviews)
"Wonderful stay!"
United States
ARNAB
The price is NZ$215
includes taxes & fees
3 May - 4 May
San Diego Country Estates

Beautiful Normal Heights Living

Beautiful Normal Heights Living
Mid-City
10.0 out of 10, Exceptional, (81 reviews)
"Great location, nice cozy place, had everything we needed. Would definitely stay again."
United States
Sheila S.
The price is NZ$536
includes taxes & fees
13 Apr - 14 Apr
Beautiful Normal Heights Living

Super Spacious Family Vacation Home!

Super Spacious Family Vacation Home!
Mira Mesa
9.6 out of 10, Exceptional, (28 reviews)
"Plenty of room. Convenient location."
United States
Brian R.
The price is NZ$1,619
includes taxes & fees
13 Apr - 14 Apr
Super Spacious Family Vacation Home!

Grand Studio with exclusive resort amenities.

Grand Studio with exclusive resort amenities.
Alpine
10.0 out of 10, Exceptional, (3 reviews)
"This was such a beautiful and peaceful spot — quiet, super adorable, and truly a must-stay when coming into town! The host was incredibly helpful and responsive, which made everything feel effortless. The room itself was quaint, very clean, and had such a cozy charm that made it easy to relax and unwind.I would absolutely stay here again and highly recommend it to anyone looking for a comfortable and delightful place to stay!"
United States
Heather S.
The price is NZ$476
includes taxes & fees
13 Apr - 14 Apr
Grand Studio with exclusive resort amenities.

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, (333 reviews)
"It is a clean place to stay and budget friendly. Unfortunately the noise from the road can make it hard to sleep."
United States
Afia
The price is NZ$226
includes taxes & fees
13 Apr - 14 Apr
Uptown Inn by Vantaggio - Limited Service Apart-Hotel

City24 Hotel Little Italy Mission Hills

City24 Hotel Little Italy Mission Hills
4.5 star property
Middletown
9.6 out of 10, Exceptional, (138 reviews)
"Clean nice place to stay at"
United States
Luis
The price is NZ$332
includes taxes & fees
26 Apr - 27 Apr
City24 Hotel Little Italy Mission Hills

Family Friendly Modern Guest House

Family Friendly Modern Guest House
Mira Mesa
10.0 out of 10, Exceptional, (14 reviews)
"Wonderful modern, clean and well-appointed property! Will definitely consider staying here in the future!"
United States
Derek W.
The price is NZ$956
includes taxes & fees
13 Apr - 14 Apr
Family Friendly Modern Guest House

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, (117 reviews)
"Perfect stay!"
United States
Kaylee
The price is NZ$213
includes taxes & fees
13 Apr - 14 Apr
Little Italy Inn - Limited Service Apart Hotel

NEW Lux North Park Gem~King Beds~Workspaces~Parking~Central Location!

NEW Lux North Park Gem~King Beds~Workspaces~Parking~Central Location!
North Park
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful place!! Enjoyed the location, furnishings and the kitchen. Lovely condo!"
United States
Erika H.
The price is NZ$1,087
includes taxes & fees
13 Apr - 14 Apr
NEW Lux North Park Gem~King Beds~Workspaces~Parking~Central Location!

✔Remote Work✔A/C✔200Mbps✔Kitchen✔Streaming

✔Remote Work✔A/C✔200Mbps✔Kitchen✔Streaming
University City
10.0 out of 10, Exceptional, (33 reviews)
"Great property, very well maintained & the hosts were wonderful. "
United States
Ryan B.
The price is NZ$973
includes taxes & fees
13 Apr - 14 Apr
✔Remote Work✔A/C✔200Mbps✔Kitchen✔Streaming

Large Group Wellness Retreat w Spa & Gym

Large Group Wellness Retreat w Spa & Gym
3.0 star property
University City
The price is NZ$1,647
includes taxes & fees
14 Apr - 15 Apr
Large Group Wellness Retreat w Spa & Gym
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Winter Gardens Hotel Reviews

Find out more about Winter Gardens

Everything you need to know about Winter Gardens holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winter Gardens holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winter Gardens holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Winter Gardens holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winter Gardens. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winter Gardens holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winter Gardens holiday rentals we have selected for you start as low as NZ$184 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winter Gardens rentals

At Expedia, we put the best Winter Gardens holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winter Gardens rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winter Gardens holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winter Gardens. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Charming 3-bedroom Private Home with Pool & Hot-tub in sunny San Diego: This holiday home rental outside of Winter Gardens offers a patio, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms and a kitchen with an oven.

How many holiday rentals are there in Winter Gardens?

Choose from 7 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 The Magnolia 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.