Winter Gardens Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

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

Our top choices for Winter Gardens vacation rentals

Luxury Escape w/ Panoramic Views + Private Retreat

Luxury Escape w/ Panoramic Views + Private Retreat
Lakeside
$747 nightly
The price is $800
Apr 22 - Apr 23
Total with taxes and fees
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.
$477 nightly
The price is $488
Apr 13 - Apr 14
Total with taxes and fees
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.
$227 nightly
The price is $242
Apr 13 - Apr 14
Total with taxes and fees
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
$169 nightly
The price is $196
May 10 - May 11
Total with taxes and fees
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
$229 nightly
The price is $252
Apr 26 - Apr 27
Total with taxes and fees
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
$161 nightly
The price is $187
May 10 - May 11
Total with taxes and fees
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.
$632 nightly
The price is $655
Apr 13 - Apr 14
Total with taxes and fees
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
$118 nightly
The price is $125
May 3 - May 4
Total with taxes and fees
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.
$281 nightly
The price is $313
Apr 13 - Apr 14
Total with taxes and fees
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.
$864 nightly
The price is $961
Apr 13 - Apr 14
Total with taxes and fees
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.
$282 nightly
The price is $282
Apr 13 - Apr 14
Total with taxes and fees
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
$117 nightly
The price is $132
Apr 13 - Apr 14
Total with taxes and fees
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
$195 nightly
The price is $219
Apr 26 - Apr 27
Total with taxes and fees
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.
$484 nightly
The price is $539
May 3 - May 4
Total with taxes and fees
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
$122 nightly
The price is $138
Apr 13 - Apr 14
Total with taxes and fees
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.
$570 nightly
The price is $634
Apr 13 - Apr 14
Total with taxes and fees
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.
$511 nightly
The price is $569
Apr 13 - Apr 14
Total with taxes and fees
✔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
$853 nightly
The price is $961
Apr 14 - Apr 15
Total with taxes and fees
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winter Gardens vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winter Gardens vacation 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 low season months. For more hustle and bustle, you may prefer to visit Winter Gardens in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $103 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winter Gardens rentals

At Expedia, we put the best Winter Gardens vacation 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 vacation.

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 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.

What are some of the best vacation home rentals in Winter Gardens?

Charming 3-bedroom Private Home with Pool & Hot-tub in sunny San Diego: This vacation home near 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 vacation rentals are there in Winter Gardens?

Choose from 7 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 The Magnolia are a couple of places you'll find in the larger 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.