Search Winter Gardens Villa Rentals from CA $174

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Check prices for these dates

In two weeks
Sep 12 - Sep 14
In one month
Sep 26 - Sep 28
In two months
Oct 24 - Oct 26
In three months
Nov 21 - Nov 23

Browse Select Winter Gardens Villas

Point Loma 3 bedroom/2bath
Fridge, microwave, oven, stovetop

Point Loma 3 bedroom/2bath

9.2 out of 10, Wonderful, (38)
"Wonderful location and facility!!"
Point Loma 3 bedroom/2bath
Mediterranean-Style Villa in Point Loma
Marina

Mediterranean-Style Villa in Point Loma

9.6 out of 10, Exceptional, (5)
"Large, comfortable home with plenty of room for hanging out and family meals. Would highly recommend and would stay here again."
Mediterranean-Style Villa in Point Loma
Jamul's Jewel: 10ACRES,Hilltop,Heated*Salt Pool,Spa*,City & Mtn.Views,B-Ball Court*,Grill,Horseshoes
Property grounds

Jamul's Jewel: 10ACRES,Hilltop,Heated*Salt Pool,Spa*,City & Mtn.Views,B-Ball Court*,Grill,Horseshoes

9.6 out of 10, Exceptional, (33)
"My friends and I stayed there to celebrate a graduation and it was a blast. The host was very considerate and the property was immaculate. Great views with all the amenities. "
The price is CA $174
CA $589 total
includes taxes & fees
Sep 2 - Sep 3
Jamul's Jewel: 10ACRES,Hilltop,Heated*Salt Pool,Spa*,City & Mtn.Views,B-Ball Court*,Grill,Horseshoes
Gorgeous Beach Villa -- Ocean Views + Sleeps 12!
Beach nearby

Gorgeous Beach Villa -- Ocean Views + Sleeps 12!

10.0 out of 10, Exceptional, (9)
"Great location, clean, awesome spaces, comfy beds. "
Gorgeous Beach Villa -- Ocean Views + Sleeps 12!
TuCasa | Luxury 4 Story Villa in Little Italy
Terrace/patio

TuCasa | Luxury 4 Story Villa in Little Italy

9.6 out of 10, Exceptional, (26)
"Was in town for a conference with 10 total people and this was a very convenient location to be with ample space for all of us to stay comfortably! Hosts were interactive when needed and very accommodating! "
TuCasa | Luxury 4 Story Villa in Little Italy
☀6 beds Fully Remodeled Villa ♨Heated Pool/Jacuzzi☀
Outdoor dining

☀6 beds Fully Remodeled Villa ♨Heated Pool/Jacuzzi☀

9.8 out of 10, Exceptional, (14)
"House was as described. Manager was quick to answer questions. Pool was superb! Would definitely stay again!"
☀6 beds Fully Remodeled Villa ♨Heated Pool/Jacuzzi☀
Stunning Spanish Villa with Gorgeous Pool
Pool

Stunning Spanish Villa with Gorgeous Pool

9.4 out of 10, Exceptional, (14)
"The property manager was absolutely lovely! She was very attentive and made sure that we were comfortable the entire time. It was a lovely home, and the perfect space! My family and I loved it, and would definitely stay again. The location was also very easy to get around."
Stunning Spanish Villa with Gorgeous Pool
Hidden Villa- A Hidden Paradise with beautiful furnished garden patio
Property grounds

Hidden Villa- A Hidden Paradise with beautiful furnished garden patio

10.0 out of 10, Exceptional, (131)
"The place we stayed at was incredibly gorgeous!"
Hidden Villa- A Hidden Paradise with beautiful furnished garden patio
Fox Hill Manor, A Masterpiece Estate
Dining

Fox Hill Manor, A Masterpiece Estate

10.0 out of 10, Exceptional, (1)
Fox Hill Manor, A Masterpiece Estate
Boutique Luxury in Upscale Area with Private Entry & Bath, Villa A
Exterior

Boutique Luxury in Upscale Area with Private Entry & Bath, Villa A

10.0 out of 10, Exceptional, (84)
"Great place to stay in a quiet neighborhood."
Boutique Luxury in Upscale Area with Private Entry & Bath, Villa A
Boutique Luxury in Upscale Area with Private Entry & Bath, Villa B
Exterior

Boutique Luxury in Upscale Area with Private Entry & Bath, Villa B

9.8 out of 10, Exceptional, (71)
"The neighborhood is quiet and the room is very nice and relaxing. Host always checks in to ensure a good experience "
Boutique Luxury in Upscale Area with Private Entry & Bath, Villa B
The Crown Jewel Villa with AC! Bikes, Kayak and SUP!
Fridge, microwave, oven, stovetop

The Crown Jewel Villa with AC! Bikes, Kayak and SUP!

9.8 out of 10, Exceptional, (22)
"our grandson and his fiancée were married in the back yard. Early afternoon, about 20 guests and a perfect place for snacks in the kitchen."
The Crown Jewel Villa with AC! Bikes, Kayak and SUP!
Sunnyside Resort Spa, Beach, Zoo, Arcade
Living area

Sunnyside Resort Spa, Beach, Zoo, Arcade

2.0 star property
9.4 out of 10, Exceptional, (12)
"Beautiful location right in the middle of tons of fun places to get to in San Diego. Perfect home for a large group stay with backyard fun, great cooking area, and fun plentiful sleeping arrangements "
Sunnyside Resort Spa, Beach, Zoo, Arcade
Villa Valencia by Avantstay Entertainers Dream w/ Outdoor Kitchen, Spa & Views
House (4 Bedrooms) | Interior

Villa Valencia by Avantstay Entertainers Dream w/ Outdoor Kitchen, Spa & Views

3.5 star property
Villa Valencia by Avantstay Entertainers Dream w/ Outdoor Kitchen, Spa & Views
Fairbanks Ranch Resort Casita
Pool

Fairbanks Ranch Resort Casita

Fairbanks Ranch Resort Casita
Luxury Villa • Sleeps 40+ Pool•Grill•Arcades•6 TV’s•Playground• .5 Acre
Outdoor spa tub

Luxury Villa • Sleeps 40+ Pool•Grill•Arcades•6 TV’s•Playground• .5 Acre

2.0 star property
The price is CA $1,127
CA $2,260 total
includes taxes & fees
Sep 23 - Sep 24
Luxury Villa • Sleeps 40+ Pool•Grill•Arcades•6 TV’s•Playground• .5 Acre
Vista by Avantstay Stunning Estate w/ Views of the Pacific Ocean Pool & Spa
House (Multiple Bedrooms) | Interior

Vista by Avantstay Stunning Estate w/ Views of the Pacific Ocean Pool & Spa

4.0 star property
Vista by Avantstay Stunning Estate w/ Views of the Pacific Ocean Pool & Spa
Villa Vista de Rancho Santa Fe w/Pool, Views!
A heated pool

Villa Vista de Rancho Santa Fe w/Pool, Views!

9.6 out of 10, Exceptional, (15)
"We have stayed at a few different houses in the last few years and this has been the best, so far. Great pool and jacuzzi. Interesting house, that has a lot of character, we would stay here again."
Villa Vista de Rancho Santa Fe w/Pool, Views!
Luxury Private Resort | Pirate Ship Pool & Theater
Pool

Luxury Private Resort | Pirate Ship Pool & Theater

10.0 out of 10, Exceptional, (21)
"Amazing house that is even better than the picture. Bryan and Randy are excellent. Family had a great time!"
Luxury Private Resort | Pirate Ship Pool & Theater
Blue Sea Villa, Centered in La Jolla Shores!
Terrace/patio

Blue Sea Villa, Centered in La Jolla Shores!

10.0 out of 10, Exceptional, (19)
"We have stayed here twice and it was amazing both times! "
Blue Sea Villa, Centered in La Jolla Shores!
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

Embassy Suites by Hilton San Diego Bay Downtown

Embassy Suites by Hilton San Diego Bay Downtown

10/10 Excellent
"Great breakfast daily. Professional staff and clean property."
Dana 4-night trip
Posted 12 hours ago
Embassy Suites by Hilton San Diego Bay Downtown