Search Vacation Homes in Winter Gardens

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Vacation Homes in Winter Gardens

Fridge, microwave, oven, stovetop
Spacious 4-bedroom house with AC, fitness equipment in wonderful Lakeside

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

Lakeside
8.0 out of 10, Very Good, (2)
"My family stayed here when we were in town for my daughter’s SDSU graduation.The good: Pillows seem washed. Towels were hotel quality. There were more towels than we needed. Host seem new to renting out properties. Construction / renovation doesn’t seem complete (photo attached). Also, they should hire out the cleaning (hosts do the cleaning themselves) as there are areas that could use more cleaning (eg. cabinets around stove). Pots and pans were not usable / Teflon. There are no towel racks...
United States
Leilani A.
$570 nightly
The price is $593
Dec 7 - Dec 8
Total with taxes and fees
Spacious 4-bedroom house with AC, fitness equipment in wonderful Lakeside
Fridge, microwave, oven, stovetop
'Ted' 2-bedroom cozy house in central location! 10 minutes to Balboa!

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

2.0 star property
Encanto
8.8 out of 10, Excellent, (30)
"The house was very clean and the neighborhood is pretty quiet. Great for vacation stay."
United States
AJ M.
$203 nightly
The price is $226
Dec 7 - Dec 8
Total with taxes and fees
'Ted' 2-bedroom cozy house in central location! 10 minutes to Balboa!
Terrace/patio
Luxury Studio with Lake Views and Spacious Balcony

Luxury Studio with Lake Views and Spacious Balcony

2.0 star property
Spring Valley
7.2 out of 10, Good, (5)
"It was beautiful and very modern. We loved it and hope to come back again!! "
United States
Ronette B.
$184 nightly
The price is $190
Dec 8 - Dec 9
Total with taxes and fees
Luxury Studio with Lake Views and Spacious Balcony
Fridge, microwave, oven, stovetop
Bright San Diego Home with Views and Outdoor Space

Bright San Diego Home with Views and Outdoor Space

2.0 star property
Valencia Park
$387 nightly
The price is $431
Dec 7 - Dec 8
Total with taxes and fees
Bright San Diego Home with Views and Outdoor Space
Outdoor dining
George Gardens

George Gardens

Ramona
10.0 out of 10, Exceptional, (7)
"Would stay again"
United States
David D.
$155 nightly
The price is $155
Dec 31 - Jan 1, 2026
Total with taxes and fees
George Gardens
Property grounds
Cute Tiny House in Lakeside

Cute Tiny House in Lakeside

Lakeside
8.8 out of 10, Excellent, (20)
"Neat, clean, easy access to San Diego area…"
United States
David W.
$165 nightly
The price is $165
Jan 5 - Jan 6, 2026
Total with taxes and fees
Cute Tiny House in Lakeside
Pool
Cozy & romantic tiny house w/magnificent views, hillside pool, & adorable goats

Cozy & romantic tiny house w/magnificent views, hillside pool, & adorable goats

2.0 star property
Del Dios
$248 nightly
The price is $248
Dec 7 - Dec 8
Total with taxes and fees
Cozy & romantic tiny house w/magnificent views, hillside pool, & adorable goats
Beach
Private Casita on Surf Ranch is centrally located. to all San Diego attractions

Private Casita on Surf Ranch is centrally located. to all San Diego attractions

Lakeside
9.6 out of 10, Exceptional, (5)
"This place is so perfect. Stayed for my sons Wedding in Alpine. It has everything you need. The beds are grrat !"
United States
Robin S.
$269 nightly
The price is $288
Dec 7 - Dec 8
Total with taxes and fees
Private Casita on Surf Ranch is centrally located. to all San Diego attractions
Terrace/patio
Art Gallery Family Home - Southern California Style - Excellent Location

Art Gallery Family Home - Southern California Style - Excellent Location

Linda Vista
9.8 out of 10, Exceptional, (25)
"What a lovely home! We thoroughly enjoyed our stay here. It was so well stocked, everything in the kitchen you would need. Plenty of bath towels, and even extra beach towels!! And the backyard - WOW - and what a view. We will definitely stay here again!"
United States
Sally K.
$450 nightly
The price is $500
Dec 9 - Dec 10
Total with taxes and fees
Art Gallery Family Home - Southern California Style - Excellent Location
TV
Spacious 5-bedroom house in lovely San Diego, with big backyard and huge pool.

Spacious 5-bedroom house in lovely San Diego, with big backyard and huge pool.

2.0 star property
El Cajon
10.0 out of 10, Exceptional, (1)
"The host was incredibly accommodating and the Vrbo was very nice! I enjoyed my stay here!"
United States
Sandra G.
$315 nightly
The price is $315
Dec 15 - Dec 16
Total with taxes and fees
Spacious 5-bedroom house in lovely San Diego, with big backyard and huge pool.
Terrace/patio
Breathtaking retreat in the wine country close to Safari Park, shopping, dining!

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

2.0 star property
Escondido
10.0 out of 10, Exceptional, (9)
"Gorgeous view, very responsive host. We enjoyed our stay and would recommend "
United States
Carol
$352 nightly
The price is $352
Dec 9 - Dec 10
Total with taxes and fees
Breathtaking retreat in the wine country close to Safari Park, shopping, dining!
Terrace/patio
CLOSE TO EVERYTHING FUN - Charming 2-BR /2 BA house in San Diego WiFi AC parking

CLOSE TO EVERYTHING FUN - Charming 2-BR /2 BA house in San Diego WiFi AC parking

Mid-City
10.0 out of 10, Exceptional, (4)
"It was easy to book and check in."
United States
James D.
$328 nightly
The price is $364
Dec 15 - Dec 16
Total with taxes and fees
CLOSE TO EVERYTHING FUN - Charming 2-BR /2 BA house in San Diego WiFi AC parking
Fridge, microwave, oven, stovetop
3-bedroom house in lovely San Diego with garage. Enjoy your stay

3-bedroom house in lovely San Diego with garage. Enjoy your stay

El Cajon
10.0 out of 10, Exceptional, (3)
"Clean rooms, everything was accurate as it was described in the description. "
United States
Virgilio Alan A.
$332 nightly
The price is $361
Dec 8 - Dec 9
Total with taxes and fees
3-bedroom house in lovely San Diego with garage. Enjoy your stay
Terrace/patio
Secluded Oasis: Pickleball, Jacuzzi, Pool, & Views

Secluded Oasis: Pickleball, Jacuzzi, Pool, & Views

2.0 star property
San Diego County
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!"
United States
Jacob L.
$518 nightly
The price is $518
Dec 7 - Dec 8
Total with taxes and fees
Secluded Oasis: Pickleball, Jacuzzi, Pool, & Views
Exterior
Private 2 bedroom apt in new craftsman ranch!

Private 2 bedroom apt in new craftsman ranch!

Escondido
10.0 out of 10, Exceptional, (11)
"We had a wonderful stay. It was a last minute reservation and it worked out perfectly. We attended a wedding at Rancho Guejito and it was only a 10 minute drive from the venue. Would love to come back again with my grandkids and visit the Wild Safari animal park."
United States
Rafael C.
$278 nightly
The price is $297
Dec 8 - Dec 9
Total with taxes and fees
Private 2 bedroom apt in new craftsman ranch!
Fridge, microwave, oven, stovetop
Near trolley. NEW charming 1-bedroom home in Fletcher hills, La Mesa.

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

Fletcher Hills
10.0 out of 10, Exceptional, (18)
"It was a great fit for us. Kat the host was awesome. We will definitely stay there again when we are in town. "
United States
Scott B.
$216 nightly
The price is $234
Dec 8 - Dec 9
Total with taxes and fees
Near trolley. NEW charming 1-bedroom home in Fletcher hills, La Mesa.
Fridge, microwave, oven, stovetop
La Casita Guest House, private fenced yard & with air conditioning, pet friendly

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

Mount Helix
9.6 out of 10, Exceptional, (7)
"The hospitality of the host was great. Very clean and lovely stay."
United States
Roger W.
$308 nightly
The price is $317
Dec 8 - Dec 9
Total with taxes and fees
La Casita Guest House, private fenced yard & with air conditioning, pet friendly
Dining
Beautiful BOHO Home by Beach, Downtown + Shops

Beautiful BOHO Home by Beach, Downtown + Shops

Logan Heights
9.2 out of 10, Wonderful, (23)
"The house is very cute and clean inside. It was comfortable and well appointed. Brittany was wonderful to work with and was quick to reply to any questions. "
United States
Alison S.
$269 nightly
The price is $299
Dec 8 - Dec 9
Total with taxes and fees
Beautiful BOHO Home by Beach, Downtown + Shops
Interior
Adorable 1 bedroom house 8 min from La Jolla!

Adorable 1 bedroom house 8 min from La Jolla!

Bay Ho
10.0 out of 10, Exceptional, (44)
"Easy check in, great space, very clean!"
United States
Anonymous traveler
$211 nightly
The price is $235
Dec 7 - Dec 8
Total with taxes and fees
Adorable 1 bedroom house 8 min from La Jolla!
Interior
Hideaway in the heart of San Diego!

Hideaway in the heart of San Diego!

Mid-City
10.0 out of 10, Exceptional, (3)
"Was clean and quite "
United States
Stephanie G.
$245 nightly
The price is $274
Dec 7 - Dec 8
Total with taxes and fees
Hideaway in the heart of 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

Sheraton San Diego Resort

Sheraton San Diego Resort

10/10 Excellent
"Great view."
David 2-night trip
Posted 23 hours ago
Sheraton San Diego Resort

Find out more about Winter Gardens

Winter Gardens Vacation Homes information

Number of reviews
204
Accommodation
2742 Vacation Homes
Lowest Price
$155
Highest Price
$546

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