Search Winter Gardens Villa Rentals from CA $225

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Check prices for these dates

Next weekend
Apr 25 - Apr 27
In two weeks
May 2 - May 4
In one month
May 16 - May 18
In two months
Jun 13 - Jun 15

Browse Select Winter Gardens Villas

Jamul's Jewel: 9 ACRES,Hilltop,Heated Salt Pool,Spa,City & Mtn. Views,B-Ball Court,Grill,Horseshoes
Property grounds

Jamul's Jewel: 9 ACRES,Hilltop,Heated Salt Pool,Spa,City & Mtn. Views,B-Ball Court,Grill,Horseshoes

9.8 out of 10, Exceptional, (18)
"Most importantly, just a stunning view day and night across the hills. It feels incredibly peaceful here. The flexible check-in and check-out hours are a game changer. The house is spacious, can sleep many, and owners are very communicative. The only downside is that the property has some components that are prime for upgrades, but it's reflected in the pricing. "
The price is CA $225
CA $650 total
includes taxes & fees
Apr 28 - Apr 29
Jamul's Jewel: 9 ACRES,Hilltop,Heated Salt Pool,Spa,City & Mtn. Views,B-Ball Court,Grill,Horseshoes
Modern 3 Bed Farmhouse with private Pool
4 bedrooms, WiFi, bed sheets

Modern 3 Bed Farmhouse with private Pool

5.8 out of 10, (10)
"thought the property was very spacious and worked very well for our team retreat"
The price is CA $382
CA $460 total
includes taxes & fees
Apr 20 - Apr 21
Modern 3 Bed Farmhouse with private Pool
Point Loma 3 bedroom/2bath
Fridge, microwave, oven, stovetop

Point Loma 3 bedroom/2bath

9.2 out of 10, Wonderful, (29)
"We booked this house for its close location to SeaWorld. And it was only a 5 minute drive. The house was easy to check into and was quite large with plenty of room for the 7 of us that were staying. There were plenty of linens and pillows for everyone. We got to meet the manager/owner as we checked in and she was very nice and easy to talk to. Overall it was a very enjoyable stay. "
Point Loma 3 bedroom/2bath
TuCasa | Luxury 4 Story Villa in Little Italy
Terrace/patio

TuCasa | Luxury 4 Story Villa in Little Italy

9.4 out of 10, Exceptional, (20)
"This house was the perfect choice for a weekend with friends in San Diego. The unique layout made the house fun while ensuring that we all had privacy and enough room to spread out. We also could not have asked for a better location. We were walking distance to all of the restaurants and bars that we wanted to go to (plus felt safe walking around at night) and the Saturday farmers market is literally on the same street. The rooftop deck was also really fun and allowed us to easily enjoy the...
TuCasa | Luxury 4 Story Villa in Little Italy
Hidden Villa- A Hidden Paradise with beautiful furnished garden patio
TV, DVD player, books, video library

Hidden Villa- A Hidden Paradise with beautiful furnished garden patio

10.0 out of 10, Exceptional, (128)
"This is named correctly. It is a hidden gem. We spent the week going between the beaches, zoo, old town and balboa park. We were never more than 10-15 min from all. Parking was a dream and the place is lovely. It was so nice to come home after a busy day and hang out on the patio. I would definitely rent with them again. Thanks for a beautiful trip."
Hidden Villa- A Hidden Paradise with beautiful furnished garden patio
Boutique Luxury in Upscale Area with Private Entry & Bath, Villa B
Exterior

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

9.6 out of 10, Exceptional, (68)
"This property was on a quiet cul de sac in an area with nearby hiking trails. The room had everything we needed at night while we visited nearby family during the day. Check in and out process was smooth."
Boutique Luxury in Upscale Area with Private Entry & Bath, Villa B
Pacific Blue 202: Across from the Beach with 2 parking spaces!
Onsite parking

Pacific Blue 202: Across from the Beach with 2 parking spaces!

9.6 out of 10, Exceptional, (43)
"Property met our location needs, a stocked kitchen for holiday baking and 3 bathrooms was necessary. The master bath tub was awesome for us, but the master shower had only 2 minutes of hot water. "
Pacific Blue 202: Across from the Beach with 2 parking spaces!
Fox Hill Manor, A Masterpiece Estate
16 bedrooms, desk, iron/ironing board, WiFi

Fox Hill Manor, A Masterpiece Estate

10.0 out of 10, Exceptional, (1)
Fox Hill Manor, A Masterpiece Estate
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
Villa Valencia by Avantstay Entertainers Dream w/ Outdoor Kitchen, Spa & Views
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
PANORAMIC Ocean View 5BR Villa, Pool, Firepit, Gym
Interior

PANORAMIC Ocean View 5BR Villa, Pool, Firepit, Gym

PANORAMIC Ocean View 5BR Villa, Pool, Firepit, Gym
San Diego's 4-bed Oasis with Hot Tub, Gym, Outdoor Theater & Huge Yard.
Terrace/patio

San Diego's 4-bed Oasis with Hot Tub, Gym, Outdoor Theater & Huge Yard.

2.0 star property
San Diego's 4-bed Oasis with Hot Tub, Gym, Outdoor Theater & Huge Yard.
Boutique Luxury in Upscale Area with Private Entry & Bath, Villa A
Exterior

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

9.8 out of 10, Exceptional, (76)
"Beautiful location and everything was clean and nice. "
Boutique Luxury in Upscale Area with Private Entry & Bath, Villa A
Sleeps 40+ NEW Luxury Private Resort with Pool Golf Arcade Spa Playground Poker
Outdoor pool, a heated pool

Sleeps 40+ NEW Luxury Private Resort with Pool Golf Arcade Spa Playground Poker

10.0 out of 10, Exceptional, (10)
"Had a great time here under one roof w the family. Place was as advertised. Host was super reponsive. House was clean"
Sleeps 40+ NEW Luxury Private Resort with Pool Golf Arcade Spa Playground Poker
Zen Resort 🏡 hilltop, heated Infinity Pool/Spa/Casita & 360° views ⛰ 🌅 🌆 🎆 !
Outdoor pool, a heated pool

Zen Resort 🏡 hilltop, heated Infinity Pool/Spa/Casita & 360° views ⛰ 🌅 🌆 🎆 !

10.0 out of 10, Exceptional, (10)
"We had the limit of guests. All adults. It still felt spacious and we all enjoyed our stay! "
Zen Resort 🏡 hilltop, heated Infinity Pool/Spa/Casita & 360° views ⛰ 🌅 🌆 🎆 !
Gorgeous Beach Villa -- Ocean Views + Sleeps 12!
Beach nearby

Gorgeous Beach Villa -- Ocean Views + Sleeps 12!

10.0 out of 10, Exceptional, (5)
"We had the most amazing time at this home. Our family does get togethers once a year and this was the perfect location for this year's get together. The home was very clean and organized. All the kids had a Blast in the big backyard with a view to a dog park :)Hunter was VERY accommodating even after we arrived early and left later due to our flights changing schedule. Will be coming back the next time we decide to stay in San Diego as we felt at home away from our home."
Gorgeous Beach Villa -- Ocean Views + Sleeps 12!
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
Luxury Villa • Sleeps 40+ Pool•Grill•Arcades•6 TV’s•Playground• .5 Acre
SPRING BREAK at Pacific Blue 211! Across from the beach-shops-restaurants, 2 parking spaces+A/C!
Exterior detail

SPRING BREAK at Pacific Blue 211! Across from the beach-shops-restaurants, 2 parking spaces+A/C!

9.6 out of 10, Exceptional, (22)
"Perfectly setup and located beach condo at Pacific Beach. Listing was as described, comfy beds, well appointed kitchen and plenty of beach toys, chairs, and umbrellas and boogie boards. Plenty of restaurants across the street and like a 2min walk to the sand. Property mgr was highly responsive and helpful. Unit had two covered reserved parking spots to use behind a locked gate. I would happily stay here again."
SPRING BREAK at Pacific Blue 211! Across from the beach-shops-restaurants, 2 parking spaces+A/C!
Blue Sea Villa, Centered in La Jolla Shores!
Terrace/patio

Blue Sea Villa, Centered in La Jolla Shores!

10.0 out of 10, Exceptional, (15)
"Perfectly located , lots of room, clean and fun for all"
Blue Sea Villa, Centered in La Jolla Shores!
☀6 beds Fully Remodeled Villa ♨Heated Pool/Jacuzzi☀
Outdoor dining

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

9.8 out of 10, Exceptional, (12)
"Property was clean and accomplished all the fun we could handle. Best location 20 minutes or less to everything! Then get to come home and relax in heated pool or amazing hot tub in a lush tropical garden AMAZING "
☀6 beds Fully Remodeled Villa ♨Heated Pool/Jacuzzi☀
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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Other property types in Winter Gardens

Uptown Inn by Vantaggio - Limited Service Apart-Hotel
Lobby sitting area

Uptown Inn by Vantaggio - Limited Service Apart-Hotel

2.5 star property
8.2 out of 10, Very good, (150)
"Very communicative and accompany "
The price is CA $138
CA $153 total
includes taxes & fees
Apr 20 - Apr 21
Uptown Inn by Vantaggio - Limited Service Apart-Hotel
Kasa Little Italy San Diego
Deluxe Apartment, 2 Bedrooms, Bay View (QueenBed) | Balcony view

Kasa Little Italy San Diego

4.5 star property
9.6 out of 10, Exceptional, (164)
"Could not ask for a better location! Very clean and had everything you need. We reserved parking which was convenient, close to the elevator and direct access to 10th floor. Nice outdoor balcony with view of the bay, great pool, hot tub and large outdoor space, there was also a very nice gym, and sauna. Easy walk to Little Italy Farmers Market, the water front, Santa Fe Depot and tons of restaurants and bars. There was some construction and the airport is very close but noise was out an...
The price is CA $238
CA $333 total
includes taxes & fees
Apr 27 - Apr 28
Kasa Little Italy San Diego
San Diego Country Estates
Property grounds

San Diego Country Estates

2.5 star property
9.4 out of 10, Exceptional, (209)
"Amazing place to stay "
The price is CA $119
CA $166 total
includes taxes & fees
Apr 20 - Apr 21
San Diego Country Estates
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.