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Top Holiday Rentals in Winter Gardens

Serene Lakeside Getaway-Sleeps 8

9.0 out of 10, Wonderful, (4)
"The property was exactly as described. Very comfortable and well appointed. My family was comfortable and very pleased with the accommodations. Would stay there again."
Serene Lakeside Getaway-Sleeps 8

Escape to a peaceful lakeside retreat with fishing, kayaking, and camping!

The price is £128
includes taxes & fees
19 Jul - 20 Jul
Escape to a peaceful lakeside retreat with fishing, kayaking, and camping!

Elegant House - Hot Tub Retreat On The Bridge

9.8 out of 10, Exceptional, (10)
"Property was as advertised and well cleaned. Outdoor area is great and can accommodate a large group. Had a great stay. Would recommend to friends and family."
The price is £709
includes taxes & fees
26 Jul - 27 Jul
Elegant House - Hot Tub Retreat On The Bridge

Action-Packed Sports, Heated Pool & Chill-Out Hideaway!

10.0 out of 10, Exceptional, (8)
"My family and I loved everything about this home and stay! It is a very family friendly home with many things to do for all ages. The views were stunning and more importantly, the hosts were absolutely wonderful and helpful. Throughout our stay they were very responsive and never failed to checked in on us. "
The price is £886
includes taxes & fees
7 Jul - 8 Jul
Action-Packed Sports, Heated Pool & Chill-Out Hideaway!

Private 2 bedroom apt in new craftsman ranch!

10.0 out of 10, Exceptional, (5)
"The place was nice and cozy! Great place to have a chill weekend with friends and family. Pretty isolated place with a great view in the backyard."
The price is £213
includes taxes & fees
16 Jul - 17 Jul
Private 2 bedroom apt in new craftsman ranch!

Secluded Oasis: Pickleball, Jacuzzi, Pool, & Views

2.0 star property
10.0 out of 10, Exceptional, (1)
"Place was super cool and the owner was really chill about things and very kind. Loved the stay it was awesome!"
The price is £567
includes taxes & fees
10 Jul - 11 Jul
Secluded Oasis: Pickleball, Jacuzzi, Pool, & Views

Breathtaking retreat in the wine country close to Safari Park, shopping, dining!

2.0 star property
10.0 out of 10, Exceptional, (4)
"Lilya and her husband were very nice and made us feel at home. The property was clean and Lilya was very attentive. The view was gorgeous and it was close to many wineries as well as nearby cities and restaurants. We enjoyed our stay."
The price is £354
includes taxes & fees
7 Jul - 8 Jul
Breathtaking retreat in the wine country close to Safari Park, shopping, dining!

Tranquil Private North San Diego Cottage/Guest 1 House

9.0 out of 10, Wonderful, (33)
"The rules when you arrive are 3 pages long. The pool and hot tub are advertised as heated. They are not. You have to ask the owner and if it is convenient he will turn the heat on but it takes hours to warm up. The roof leaked when it rained and you cannot put anything on the kitchen counters for fear of staining. Would not stay again. Also no guests allowed. "
The price is £323
includes taxes & fees
8 Jul - 9 Jul
Tranquil Private North San Diego Cottage/Guest 1 House

Adorable 4 Bedroom Guest House wPool + Jacuzzi

10.0 out of 10, Exceptional, (11)
"Great place for hiking and running the trails of Poway"
The price is £483
includes taxes & fees
13 Jul - 14 Jul
Adorable 4 Bedroom Guest House wPool + Jacuzzi

La Casita Guest House, private fenced yard & with air conditioning, pet friendly

10.0 out of 10, Exceptional, (5)
"Property was clean and spacious for our extended visit to San Diego. "
The price is £257
includes taxes & fees
8 Jul - 9 Jul
La Casita Guest House, private fenced yard & with air conditioning, pet friendly

Charming 3-bedroom house with AC, WiFi Pet friendly in lovely Escondido

6.0 out of 10, (1)
The price is £450
includes taxes & fees
7 Jul - 8 Jul
Charming 3-bedroom house with AC, WiFi Pet friendly in lovely Escondido

Near trolley. NEW charming 1-bedroom home in Fletcher hills, La Mesa.

10.0 out of 10, Exceptional, (9)
"Kat was a great host we had every needed in the house. Plus she was within reach if we ever needed help. The space was beautiful and spacious perfect for single and/or couples"
The price is £197
includes taxes & fees
12 Jul - 13 Jul
Near trolley. NEW charming 1-bedroom home in Fletcher hills, La Mesa.

Stunning Home & Spectacular View

9.2 out of 10, Wonderful, (5)
"It was a beautiful spot and stay and everything was perfect and so much fun ."
The price is £795
includes taxes & fees
14 Jul - 15 Jul
Stunning Home & Spectacular View

Newly Renovated Serene San Diego Retreat: Hot Tub

9.6 out of 10, Exceptional, (4)
"Enjoyed my weekend with the family lots of space, super clean, quiet neighborhood felt safe. I highly recommend you book your nights."
The price is £543
includes taxes & fees
15 Jul - 16 Jul
Newly Renovated Serene San Diego Retreat: Hot Tub

Healing Retreat Getaway! Salt water pool, jacuzzi, lawn bowls, goat yoga

10.0 out of 10, Exceptional, (168)
"As soon as you walk into the property it gave the PERFECT vacation home feel!! My kids loved it and there usually not expressive. Went for my 16 yr olds bday weekend and everything was locally available!"
Healing Retreat Getaway! Salt water pool, jacuzzi, lawn bowls, goat yoga

Pristine Poway Retreat

2.0 star property
8.6 out of 10, Excellent, (7)
"Very nice and clean place. Great for family with kids. Would stay here again. "
The price is £422
includes taxes & fees
22 Jul - 23 Jul
Pristine Poway Retreat

Exotic home Rogers by sdstay

10.0 out of 10, Exceptional, (1)
"I’m a local of San Diego. My home was tented for termites and my 3 cats plus 4 working adults with 4 cars needed a place to stay for 3 days. Cats loved this place better than my own home LOL! Plenty of parking and the home was cute and comfortable. Price per day was excellent. Check in and check out was super easy. This home exceeded my expectations. My family loved the comforters on the beds and the rooms. Thanks for listing this place!!!"
The price is £377
includes taxes & fees
29 Jul - 30 Jul
Exotic home Rogers by sdstay

Luxury Studio with Lake Views and Spacious Balcony

2.0 star property
2.0 out of 10, (1)
"we had a very rough and sleepless night. part of the house was rented to some inconsiderate people that made loud noises until up aabout 3AM"
The price is £115
includes taxes & fees
9 Jul - 10 Jul
Luxury Studio with Lake Views and Spacious Balcony

Ranch 3-Bedroom House w Gated Yard, Garage, Crib

10.0 out of 10, Exceptional, (1)
"Check in was a very easy process, the parking was convenient having 2 cars on the driveway and 1 car in the garage. The neighborhood was also very peaceful and quiet. It was a relaxing and great stay."
The price is £323
includes taxes & fees
13 Jul - 14 Jul
Ranch 3-Bedroom House w Gated Yard, Garage, Crib

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

10.0 out of 10, Exceptional, (1)
"Was the perfect space for our family gathering with seamless check in and check out."
The price is £770
includes taxes & fees
21 Jul - 22 Jul
SD Lux Oasis: Theatre, Spa, 14Beds, AC, Sleeps 20+
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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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 Smart 2-bedroom house with Hottub, WiFi & EV Charger in sunny San Diego: This holiday home rental outside of Winter Gardens offers a fireplace, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

How many holiday rentals are there in Winter Gardens?

Choose from 9 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.