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Vacation Homes in Winter Gardens

Our top choices for Winter Gardens vacation homes

Downtown San Diego Access | Rooftop Pool & Dining

10.0 out of 10, Exceptional, (2)
"Excellent location for all the gaslamp fun!Great room and comfortable. Host had very good communication. Looking forward to staying here again!"
$164 nightly
The price is $187
Aug 31 - Sep 1
Total with taxes and fees
Downtown San Diego Access | Rooftop Pool & Dining

Private Cozy Clean, close to EVERYTHING

10.0 out of 10, Exceptional, (38)
"David’s place is wonderful! We’ve stayed there before and we will definitely stay again."
Private Cozy Clean, close to EVERYTHING

Spanish Style 3 Story House, Best Location in SD. Views of North Park, W/ AC.

5.0 out of 10, (2)
"This tri-level home was just right for our family of five. It was clean, the beds were very comfortable and we got to park in the garage. The neighborhood was quiet and the location was within 20 minutes of all our activities for the week. Our host was easy to work with. Definitely recommend :)"
$440 nightly
The price is $489
Sep 16 - Sep 17
Total with taxes and fees
Spanish Style 3 Story House, Best Location in SD. Views of North Park, W/ AC.

1960 Ocean Beach Bungalow w Parking-sleeps 4

9.0 out of 10, Wonderful, (69)
"Close to the beach, clean excellent stay!"
1960 Ocean Beach Bungalow w Parking-sleeps 4

PEACEFUL, NEAR SDSU, CENTRAL with LG PATIO, FULL KITCHEN, COZY BEDS, GATED HOME

10.0 out of 10, Exceptional, (8)
"We'd stay here again "
PEACEFUL, NEAR SDSU, CENTRAL with LG PATIO, FULL KITCHEN, COZY BEDS, GATED HOME

"Entire" Luxury Beach Home Steps from Mission Beach with Hot Tub -Not a Condo!

9.6 out of 10, Exceptional, (195)
"Short walk to the beach. Property was clean, well stocked with everything needed for a great stay!"
"Entire" Luxury Beach Home Steps from Mission Beach with Hot Tub -Not a Condo!

Stunning 7BR Estate-Guest House, Pool, Spa, Views!

9.4 out of 10, Exceptional, (13)
"This home was perfect for our family and friends to stay for a San Diego State University graduation. It was so close to the college and everything we needed around it. There were plenty of beds for the rooms to sleep everyone comfortably. The home is very well maintained and a great place to celebrate."
$1,598 nightly
The price is $1,776
Sep 3 - Sep 4
Total with taxes and fees
Stunning 7BR Estate-Guest House, Pool, Spa, Views!

Adorable 1 bedroom house 8 min from La Jolla!

10.0 out of 10, Exceptional, (33)
"We had a great stay! House is central to all the big hits in San Diego. Great spot for a small weekend getaway!!"
$223 nightly
The price is $248
Sep 1 - Sep 2
Total with taxes and fees
Adorable 1 bedroom house 8 min from La Jolla!

Heavily Discounted & Thoroughly Clean @ the Beach

9.0 out of 10, Wonderful, (85)
"Clean and comfortable home. Would definitely stay again!!"
Heavily Discounted & Thoroughly Clean @ the Beach

Charming 1-bedroom near it all in San Diego's Ocean Beach community.

9.6 out of 10, Exceptional, (17)
"Had a great time stayed with my now fiancé loved all the dining in the area everything is a walk away including the beach! would definitely recommend for couples lovey home to stay in"
Charming 1-bedroom near it all in San Diego's Ocean Beach community.

Beachcomber Bliss Sleeps 4 Free Parking 2BLKS to Ocean

7.2 out of 10, Good, (18)
"Clean comfy beds. Close walk to beach and stores"
$216 nightly
The price is $240
Sep 15 - Sep 16
Total with taxes and fees
Beachcomber Bliss Sleeps 4 Free Parking 2BLKS to Ocean

NEW LISTING! Grand 5BD, Tri-Level Home with Bay Views, Garage Parking, AC, & Large Patio!

10.0 out of 10, Exceptional, (13)
"Great weekend! Great location "
NEW LISTING! Grand 5BD, Tri-Level Home with Bay Views, Garage Parking, AC, & Large Patio!

Point Loma 3 bedroom/2bath. Unit B upstairs.

9.2 out of 10, Wonderful, (55)
"My family was in town for a graduation and this was a great place for us to stay. We were very happy with the property and had a wonderful stay."
Point Loma 3 bedroom/2bath. Unit B upstairs.

3 bdr, 3 bath Home Walk to bay, ocean, restaurants and shops!

9.6 out of 10, Exceptional, (265)
"We had an amazing week. Plenty of room and so easy to walk to the beach and restaurants!"
3 bdr, 3 bath Home Walk to bay, ocean, restaurants and shops!

Ocean View Serenity with Theater and Pool

9.8 out of 10, Exceptional, (11)
"This location was awesome, great views and easy access to freeways. "
Ocean View Serenity with Theater and Pool

Family Fun! Mission Bay view! 4bed/3 bath home

9.6 out of 10, Exceptional, (265)
"Very comfortable for children, parents and grandparents. Convenient location. Thoughtful and responsive owner."
Family Fun! Mission Bay view! 4bed/3 bath home

Ocean Breeze Heaven Pool House in La Jolla

10.0 out of 10, Exceptional, (23)
"Great stay! The pool was clean and relaxing, and the ocean view was absolutely stunning—perfect for morning coffee or evening sunsets. The home was well-kept and exactly as described. Would definitely book again!"
$816 nightly
The price is $907
Sep 7 - Sep 8
Total with taxes and fees
Ocean Breeze Heaven Pool House in La Jolla

Beautiful Ocean View Home Overlooking San Diego Perfect For Your Family Vacation

9.6 out of 10, Exceptional, (238)
"Great view"
Beautiful Ocean View Home Overlooking San Diego Perfect For Your Family Vacation

Breathtaking Oceanfront Pacific Beach Home

10.0 out of 10, Exceptional, (172)
"Another great stay. The place and the team check all the boxes! "
Breathtaking Oceanfront Pacific Beach Home

Perfect for 2 or 3 Families. Unobstructed Park and Ocean Views. Steps to Sand.

10.0 out of 10, Exceptional, (176)
"Perfect location and accommodations for our family beach getaway. Great time had by all. No complaints."
Perfect for 2 or 3 Families. Unobstructed Park and Ocean Views. Steps to Sand.
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

Find out more about Winter Gardens

Winter Gardens Vacation Homes information

Number of reviews
897
Accommodation
2839 Vacation Homes
Lowest Price
$187
Highest Price
$1,776