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Holiday Rentals in Winter Gardens

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Our top choices for Winter Gardens holiday rentals

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

Spacious 4-bedroom house with AC, fitness equipment in wonderful Lakeside
Lakeside
9.6 out of 10, Exceptional, (7 reviews)
"From the check in process to the stay it was a great experience . The house was clean and well stocked with everything needed to enjoy our stay"
United States
Timothy C.
The price is €508
includes taxes & fees
20 Oct - 21 Oct
Spacious 4-bedroom house with AC, fitness equipment in wonderful Lakeside

2. Entire Private House with 7 Beds, Pool, Hot Tub, Garage, Gated Yard, Arcade

Entire Private House with 7 Beds, Pool, Hot Tub, Garage, Gated Yard, Arcade
Lakeside
The price is €471
includes taxes & fees
20 Oct - 21 Oct
Entire Private House with 7 Beds, Pool, Hot Tub, Garage, Gated Yard, Arcade

3. Marriott Vacation Club®, San Diego

Marriott Vacation Club®, San Diego
3.5 star property
Downtown San Diego
9.4 out of 10, Exceptional, (1,252 reviews)
"Great for traveling families."
United States
Veronica Dangerfield
The price is €149
includes taxes & fees
3 Nov - 4 Nov
Marriott Vacation Club®, San Diego

4. Riviera Oaks Resort by Coolvacay

Riviera Oaks Resort by Coolvacay
3.0 star property
San Diego Country Estates
9.6 out of 10, Exceptional, (1,099 reviews)
"Beautiful and cozy property!"
United States
Kristin
The price is €111
includes taxes & fees
20 Oct - 21 Oct
Riviera Oaks Resort by Coolvacay

5. Cozy Private Studio in El Cajon

Cozy Private Studio in El Cajon
Mount Helix
8.8 out of 10, Excellent, (29 reviews)
"The host was very helpful"
United States
Bri S.
The price is €134
includes taxes & fees
20 Oct - 21 Oct
Cozy Private Studio in El Cajon

6. L U C K A Relax Room

L U C K A Relax Room
El Cajon
The price is €99
includes taxes & fees
25 Oct - 26 Oct
L U C K A Relax Room

7. City24 Hotel Little Italy Mission Hills

City24 Hotel Little Italy Mission Hills
4.5 star property
Middletown
9.6 out of 10, Exceptional, (229 reviews)
"Friendly staff!"
United States
Donavin
The price is €146
includes taxes & fees
26 Oct - 27 Oct
City24 Hotel Little Italy Mission Hills

8. Lake Murray 3BR Retreat with AC and Skylight

Lake Murray 3BR Retreat with AC and Skylight
La Mesa
10.0 out of 10, Exceptional, (17 reviews)
"Our stay was fantastic and it had everything we need for our 1 week stay. I recommend this location. "
United States
Rosa C.
The price is €308
includes taxes & fees
25 Oct - 26 Oct
Lake Murray 3BR Retreat with AC and Skylight

9. San Diego Country Estates

San Diego Country Estates
2.5 star property
San Diego Country Estates
9.4 out of 10, Exceptional, (310 reviews)
"Clean, comfy bed, kitchen a plus, helpful staff"
United States
MARQIA
The price is €100
includes taxes & fees
20 Oct - 21 Oct
San Diego Country Estates

10. La Casita Guest House, private fenced yard & with heat and AC, pet friendly

La Casita Guest House, private fenced yard & with heat and AC, pet friendly
Mount Helix
9.8 out of 10, Exceptional, (15 reviews)
"Thank you so much for the hospitality and your kindness"
United States
Lisa D.
The price is €274
includes taxes & fees
20 Oct - 21 Oct
La Casita Guest House, private fenced yard & with heat and AC, pet friendly

11. 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, (495 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 €94
includes taxes & fees
26 Oct - 27 Oct
Uptown Inn by Vantaggio - Limited Service Apart-Hotel

12. Coronado Beach Resort

Coronado Beach Resort
3.0 star property
Historic Downtown Coronado
9.2 out of 10, Wonderful, (837 reviews)
"Amazing location, amenities, staff"
United States
Javier
The price is €178
includes taxes & fees
25 Oct - 26 Oct
Coronado Beach Resort

13. La Mesa Family Retreat - 20 minutes to Beaches & More!

La Mesa Family Retreat - 20 minutes to Beaches & More!
La Mesa
9.2 out of 10, Wonderful, (13 reviews)
"Owner was gracious to let us stay 2 extra hours"
United States
Janet
The price is €491
includes taxes & fees
27 Oct - 28 Oct
La Mesa Family Retreat - 20 minutes to Beaches & More!

14. 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, (366 reviews)
"great stay"
United States
alex
The price is €101
includes taxes & fees
25 Oct - 26 Oct
Little Italy Inn - Limited Service Apart Hotel

15. 'Ted' 2-bedroom cozy house in central location! 10 minutes to Balboa!

'Ted' 2-bedroom cozy house in central location! 10 minutes to Balboa!
Encanto
8.8 out of 10, Excellent, (41 reviews)
"Beds were very comfortable."
United States
Paula
The price is €232
includes taxes & fees
21 Oct - 22 Oct
'Ted' 2-bedroom cozy house in central location! 10 minutes to Balboa!

16. The Outside Inn at The Tipsy Goat Ranch

The Outside Inn at The Tipsy Goat Ranch
Lakeside
10.0 out of 10, Exceptional, (29 reviews)
"Wonderful stay! Beautiful property and awesome staff! We would love to come back!"
United States
Angela
The price is €271
includes taxes & fees
21 Oct - 22 Oct
The Outside Inn at The Tipsy Goat Ranch

17. Splendid 1-bedroom apartment in delightful La Mesa with AC and Laundry

Splendid 1-bedroom apartment in delightful La Mesa with AC and Laundry
Mid-City
10.0 out of 10, Exceptional, (8 reviews)
"Great place! Easy to find and access. Good communication from the host. Spacious and had everything we needed. Would visit again!"
United States
Athena M.
The price is €147
includes taxes & fees
3 Nov - 4 Nov
Splendid 1-bedroom apartment in delightful La Mesa with AC and Laundry

18. 2 Queen Beds | Non-Smoking, Micfridge

2 Queen Beds | Non-Smoking, Micfridge
La Mesa
10.0 out of 10, Exceptional, (47 reviews)
"We found the space decent for our small group and liked having parking on site."
United States
Anonymous traveller
The price is €105
includes taxes & fees
25 Oct - 26 Oct
2 Queen Beds | Non-Smoking, Micfridge

19. Luxury Studio with Lake Views and Spacious Balcony

Luxury Studio with Lake Views and Spacious Balcony
Spring Valley
7.8 out of 10, Good, (7 reviews)
"It was beautiful and very modern. We loved it and hope to come back again!! "
United States
Ronette B.
The price is €173
includes taxes & fees
27 Oct - 28 Oct
Luxury Studio with Lake Views and Spacious Balcony

20. Sunnyside Resort Spa, Beach, Zoo, Arcade

Sunnyside Resort Spa, Beach, Zoo, Arcade
La Mesa
9.6 out of 10, Exceptional, (23 reviews)
"The place is very cozy and beautiful, we stayed there for my son graduation and we had a fabulous time."
United States
Nelta P.
Sunnyside Resort Spa, Beach, Zoo, Arcade
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

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, apart-hotels, 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 €94 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?

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.