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Winter Gardens Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Winter Gardens vacation rentals

Private kitchen

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

Spacious 4-bedroom house with AC, fitness equipment in wonderful Lakeside
Lakeside
9.6 out of 10, Exceptional, (7 reviews)
"From the check in process to the stay it was a great experience . The house was clean and well stocked with everything needed to enjoy our stay"
United States
Timothy C.
The price is ￥30,935
￥92,257 total
includes taxes & fees
Oct 14 - Oct 15
Spacious 4-bedroom house with AC, fitness equipment in wonderful Lakeside
An outdoor patio with a sectional sofa, a coffee table, and string lights.

2. Entire Private House with 7 Beds, Pool, Hot Tub, Garage, Gated Yard, Arcade

Entire Private House with 7 Beds, Pool, Hot Tub, Garage, Gated Yard, Arcade
Lakeside
The price is ￥37,274
￥84,136 total
includes taxes & fees
Oct 14 - Oct 15
Entire Private House with 7 Beds, Pool, Hot Tub, Garage, Gated Yard, Arcade
Lobby

3. Riviera Oaks Resort by Coolvacay

Riviera Oaks Resort by Coolvacay
3.0 star property
San Diego Country Estates
9.6 out of 10, Exceptional, (1,092 reviews)
"Beautiful and cozy property!"
United States
Kristin
The price is ￥15,198
￥18,979 total
includes taxes & fees
Oct 14 - Oct 15
Riviera Oaks Resort by Coolvacay
A high-rise hotel with multiple floors, a prominent sign at the top, and a well-lit facade.

4. Marriott Vacation Club®, San Diego

Marriott Vacation Club®, San Diego
3.5 star property
Downtown San Diego
9.4 out of 10, Exceptional, (1,249 reviews)
"Great for traveling families."
United States
Veronica Dangerfield
The price is ￥29,446
￥34,141 total
includes taxes & fees
Nov 8 - Nov 9
Marriott Vacation Club®, San Diego
A narrow, enclosed walkway with wooden railings and a metal grid barrier, leading to a building entrance.

5. City24 Hotel Little Italy Mission Hills

City24 Hotel Little Italy Mission Hills
4.5 star property
Middletown
9.6 out of 10, Exceptional, (223 reviews)
"Friendly staff!"
United States
Donavin
The price is ￥18,195
￥25,898 total
includes taxes & fees
Oct 26 - Oct 27
City24 Hotel Little Italy Mission Hills
A room with a dining table, chairs, a fan, and a closed door.

6. Cozy Private Studio in El Cajon

Cozy Private Studio in El Cajon
Mount Helix
8.8 out of 10, Excellent, (29 reviews)
"The host was very helpful"
United States
Bri S.
The price is ￥19,947
￥23,113 total
includes taxes & fees
Oct 18 - Oct 19
Cozy Private Studio in El Cajon
A spacious lobby with a sofa, chairs, a bookshelf, and a large window with a view of greenery.

7. Uptown Inn by Vantaggio - Limited Service Apart-Hotel

Uptown Inn by Vantaggio - Limited Service Apart-Hotel
2.5 star property
Hillcrest
8.4 out of 10, Very good, (486 reviews)
"We had a great stay! The room had a charming Parisian feel—compact and studio-style, but completely modern and spotlessly clean."
United States
Josh
The price is ￥14,802
￥16,690 total
includes taxes & fees
Oct 27 - Oct 28
Uptown Inn by Vantaggio - Limited Service Apart-Hotel
A gravel pathway with red bricks leading to a gate.

8. La Casita Guest House, private fenced yard & with heat and AC, pet friendly

La Casita Guest House, private fenced yard & with heat and AC, pet friendly
Mount Helix
9.8 out of 10, Exceptional, (14 reviews)
"Thank you so much for the hospitality and your kindness"
United States
Lisa D.
The price is ￥17,097
￥47,393 total
includes taxes & fees
Oct 17 - Oct 18
La Casita Guest House, private fenced yard & with heat and AC, pet friendly
A well-maintained garden with various plants and a lawn, surrounded by multi-story buildings with balconies.

9. San Diego Country Estates

San Diego Country Estates
2.5 star property
San Diego Country Estates
9.4 out of 10, Exceptional, (308 reviews)
"Clean, comfy bed, kitchen a plus, helpful staff"
United States
MARQIA
The price is ￥11,299
￥16,477 total
includes taxes & fees
Oct 14 - Oct 15
San Diego Country Estates
A modern kitchen with white cabinets, stainless steel appliances, and a wooden dining table with upholstered chairs.

10. La Mesa Family Retreat - 20 minutes to Beaches & More!

La Mesa Family Retreat - 20 minutes to Beaches & More!
La Mesa
9.2 out of 10, Wonderful, (13 reviews)
"Owner was gracious to let us stay 2 extra hours"
United States
Janet
The price is ￥27,704
￥85,962 total
includes taxes & fees
Oct 20 - Oct 21
La Mesa Family Retreat - 20 minutes to Beaches & More!
A beach with a hotel in the background.

11. Coronado Beach Resort

Coronado Beach Resort
3.0 star property
Historic Downtown Coronado
9.2 out of 10, Wonderful, (831 reviews)
"Amazing location, amenities, staff"
United States
Javier
The price is ￥30,780
￥33,858 total
includes taxes & fees
Oct 25 - Oct 26
Coronado Beach Resort
A kitchen with a stove, pots, pans, and various utensils.

12. Lake Murray 3BR Retreat with AC and Skylight

Lake Murray 3BR Retreat with AC and Skylight
La Mesa
10.0 out of 10, Exceptional, (17 reviews)
"Our stay was fantastic and it had everything we need for our 1 week stay. I recommend this location. "
United States
Rosa C.
The price is ￥28,496
￥50,659 total
includes taxes & fees
Oct 20 - Oct 21
Lake Murray 3BR Retreat with AC and Skylight
A modern lobby with a green sofa, a wooden accent wall, and a large plant.

13. Little Italy Inn - Limited Service Apart Hotel

Little Italy Inn - Limited Service Apart Hotel
2.5 star property
Downtown San Diego
8.4 out of 10, Very good, (356 reviews)
"great stay"
United States
alex
The price is ￥15,477
￥17,915 total
includes taxes & fees
Oct 14 - Oct 15
Little Italy Inn - Limited Service Apart Hotel
A living room with a beige sofa, two armchairs, a coffee table, and a rug. There are two lamps, a painting on the wall, and a window with a view of greenery and a blue car outside.

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

'Ted' 2-bedroom cozy house in central location! 10 minutes to Balboa!
Encanto
8.8 out of 10, Excellent, (40 reviews)
The price is ￥12,981
￥40,647 total
includes taxes & fees
Oct 27 - Oct 28
'Ted' 2-bedroom cozy house in central location! 10 minutes to Balboa!
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a table and chairs.

15. Splendid 1-bedroom apartment in delightful La Mesa with AC and Laundry

Splendid 1-bedroom apartment in delightful La Mesa with AC and Laundry
Mid-City
10.0 out of 10, Exceptional, (7 reviews)
The price is ￥13,992
￥25,097 total
includes taxes & fees
Nov 3 - Nov 4
Splendid 1-bedroom apartment in delightful La Mesa with AC and Laundry
A pool with a waterfall feature, surrounded by lounge chairs and a patio area.

16. The Outside Inn at The Tipsy Goat Ranch

The Outside Inn at The Tipsy Goat Ranch
Lakeside
10.0 out of 10, Exceptional, (29 reviews)
"Wonderful stay! Beautiful property and awesome staff! We would love to come back!"
United States
Angela
The price is ￥27,498
￥47,128 total
includes taxes & fees
Oct 18 - Oct 19
The Outside Inn at The Tipsy Goat Ranch
A dining area with a round table, chairs, and a chandelier.

17. Canyon View Tranquil Oasis, Private Pool and Dreamy Sunsets, New Backyard

Canyon View Tranquil Oasis, Private Pool and Dreamy Sunsets, New Backyard
San Carlos
9.4 out of 10, Exceptional, (70 reviews)
"Clean beautiful property, host was prompt and communicative, all the amenities you could want. The pool was wonderful and the property was quiet and private. Would stay again!"
United States
Kim O.
The price is ￥27,071
￥100,609 total
includes taxes & fees
Oct 20 - Oct 21
Canyon View Tranquil Oasis, Private Pool and Dreamy Sunsets, New Backyard
A rooftop pool with lounge chairs and a city skyline in the background.

18. Kasa Little Italy San Diego

Kasa Little Italy San Diego
4.5 star property
Downtown San Diego
9.6 out of 10, Exceptional, (545 reviews)
"Definitely would stay again!"
United States
Victor
The price is ￥34,267
￥52,964 total
includes taxes & fees
Nov 9 - Nov 10
Kasa Little Italy San Diego
A patio with outdoor furniture, a pathway, and a fence.

19. Cozy 2-Bedroom Cottage Near Balboa Park

Cozy 2-Bedroom Cottage Near Balboa Park
Mid-City
8.8 out of 10, Excellent, (13 reviews)
"Overall it was a great place to stay."
United States
Cristal M.
The price is ￥20,422
￥48,042 total
includes taxes & fees
Oct 14 - Oct 15
Cozy 2-Bedroom Cottage Near Balboa Park
A landscaped garden with a central fountain, stone benches, and a paved walkway leading to a green lawn.

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

Jamul's Jewel: 10ACRES,Hilltop,Heated*Salt Pool,Spa*,City & Mtn.Views,B-Ball Court*,Grill,Horseshoes
Jamul
9.6 out of 10, Exceptional, (60 reviews)
"Great stay"
United States
Carson M.
The price is ￥22,881
￥70,461 total
includes taxes & fees
Oct 19 - Oct 20
Jamul's Jewel: 10ACRES,Hilltop,Heated*Salt Pool,Spa*,City & Mtn.Views,B-Ball Court*,Grill,Horseshoes
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

Hotel del Coronado, Curio Collection by Hilton

Hotel del Coronado, Curio Collection by Hilton

10/10 Excellent
"Wonderful place. The room on the ocean with the fire pit is a must!"
Court 4-night trip
Posted 1 hour ago
Hotel del Coronado, Curio Collection by Hilton

Find out more about Winter Gardens

Search for holiday rentals in Winter Gardens on Expedia! You can easily find your home rentals, villas, holiday apartments in Winter Gardens using one of the methods below:

  • View our selection of featured holiday rentals in Winter Gardens
  • Use the map to find apartments and other holiday homes in the Winter Gardens neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winter Gardens while they last

Look no further and take a look at our great range of rental properties in Winter Gardens!

Frequently asked questions

Can I find vacation rentals in Winter Gardens?

Yes, we give you a choice of vacation rentals where you'll be just 14.3 mi (22.9 km) from San Diego Zoo, giving you a more secluded option if you want a quiet place to stay.

What are some of the best vacation home rentals in Winter Gardens?

Spacious 6 Bedroom Vacation Home with Waterslide & Heated Saltwater Pool: This vacation home rental near Winter Gardens is located near the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Winter Gardens?

Choose from 5 Expedia vacation rentals in Winter Gardens for a memorable vacation.

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 vacation rentals like in Winter Gardens?

Vacation rentals are privately owned accommodations you can book for several days or more in Winter Gardens. Vacation rentals offer extras like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a small group gathering.