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Featured Guest Houses in Winter Gardens

Centrally Located, Private Bungalow with AC and parking space
10.0 out of 10, Exceptional, (139)
"The Casita is a really special place. The space was perfect for my visit and the environment the host has created is a sweet oasis. Location was great and the host was very helpful. I'd stay here again in a heartbeat!"
Centrally Located, Private Bungalow with AC and parking space
Fridge, microwave, oven, stovetop
Brand new house - cleaning and sanitizing
10.0 out of 10, Exceptional, (82)
"We had a wonderful stay at this property. The owner was very kind and helpful. The location is perfect with a beautiful view of downtown. I would definitely recommend this location."
Brand new house - cleaning and sanitizing
Outdoor pool
Relax under the trees in a hidden area of San Diego
10.0 out of 10, Exceptional, (41)
"We had a perfect place: security, privacy, cleanliness, and peaceful place to stay while visiting our son and his family. The weather was too cool to use the pool, but it was beautiful. The host (very accommodating) and her family were very nice. The room was perfect with all the amenities to keep us comfortable. The location is perfect with relatively short drives to see anything around the San Deigo area. Simply the best."
Relax under the trees in a hidden area of San Diego
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Fridge, microwave, oven, stovetop
Paradise Hills Guesthouse
10.0 out of 10, Exceptional, (3)
"The house was very cute and private. It was an easy destination to find. Very clean and comfortable and Has just about anything you might need! Owner was very nice and communicative."
Paradise Hills Guesthouse
Shower, hair dryer, towels
Mt Helix Studio Loft with Mountain Views
10.0 out of 10, Exceptional, (22)
"Josh is a really super nice guy and not a hover host, he is 100% available if you need his help . The view is beautiful and the area safe. I cannot find any negatives about this Vrbo. We will return as we have family in SD."
Mt Helix Studio Loft with Mountain Views
View from property
Tropical Oasis On The Water: Crown Point
10.0 out of 10, Exceptional, (2)
"Literally everything you could need in a beautiful, private location. Walking to Crown Point Coffee was the perfect start to every morning, and we loved coming home to a quiet neighborhood after spending the day at the beach, boardwalk, or downtown. The location is minutes from everything yet feels like a sanctuary- no airplane noise! Check in and check out were a breeze, and we feel we got a great value for the price. We thoroughly enjoyed our stay!"
The price is AU$450
includes taxes & fees
29 May - 30 May
Tropical Oasis On The Water: Crown Point
Fridge, microwave, oven, stovetop
Cottage in the Garden. New! Modern!
10.0 out of 10, Exceptional, (6)
"Comfortable property! Great location! Has all of the amenities! Wonderful hosts! Enjoyed are stay!"
Cottage in the Garden. New! Modern!
Property grounds
Tranquil country setting w/majestic views
10.0 out of 10, Exceptional, (20)
"We had a wonderful few days here catching up on family news. The only downsize was having the door open directly into the bedroom because of the babies nap times. Would recommend this to anyone wanting a place close to the Safari Park. Loved the fresh eggs!!"
Tranquil country setting w/majestic views
Property grounds
20% Off April Dates! Pet Friendly Ocean Beach Studio with Kitchenette, Yard, Parking, & AC!
10.0 out of 10, Exceptional, (1)
"Just what we needed. Had our rescue dog with us, so the fenced yard was perfect."
20% Off April Dates! Pet Friendly Ocean Beach Studio with Kitchenette, Yard, Parking, & AC!
Property grounds
Beach Vibes
10.0 out of 10, Exceptional, (10)
"Debra was an excellent host and the property was great. We had a lovely view of the city and it was spectacular at night! Would definately stay here again."
Beach Vibes
Exterior
Banker's Hill "The Carriage House" Lower Unit. Pets welcome and near Balboa Park
10.0 out of 10, Exceptional, (57)
"The carriage house has been built at the back of a residential property. The property is located in a nice neighbourhood that is densifying with add-on suites and small professional offices. It is very centrally located but you do need a vehicle. We always found on-street parking available within a block or two. It takes a little while to learn about the area but there are good coffee shops and restaurants nearby as well as a Whole Foods grocery store. The carriage house itself is very well...
Banker's Hill "The Carriage House" Lower Unit. Pets welcome and near Balboa Park
Terrace/patio
Entire 3 bedrooms guest property, near Pacific Beach, Downtown,Seaworld,LaJolla
10.0 out of 10, Exceptional, (1)
"Great location for Gaslamp district as well as Mission bay and PB. Easy to find and quiet neighborhood."
The price is AU$762
includes taxes & fees
14 May - 15 May
Entire 3 bedrooms guest property, near Pacific Beach, Downtown,Seaworld,LaJolla
Pool
Private Bohemian Poolside Apartment
10.0 out of 10, Exceptional, (3)
"Absolutely Beautiful place. Great getaway, in our case we were looing for a place for a month in the summer. We have family that live nearby, we wanted our own private place and we hit the jackpot. Perfect location, close to stores,and highways. Heather and Robert were both very accommadating, very friendly and quick to respond to any questions or concerns. We would love to return someday as we are able. i would definately recommend this place for a peaceful retreat."
Private Bohemian Poolside Apartment
Property grounds
Beautiful historic home and gardens near downtown!
10.0 out of 10, Exceptional, (43)
"This place is charming with much so much character. It is in a quiet neighborhood, centrally located in San Diego, and has great amenities. The hosts are communicative and provide information on the house and amenities. I appreciate how they sent videos on how the hot tub was to be used, how to turn on the firepit, etc. I would definitely stay here again!"
Beautiful historic home and gardens near downtown!
Exterior
Adorable San Diego Guesthouse
9.8 out of 10, Exceptional, (73)
"Great friendly host. The apartment was clean and well stocked. We needed nothing more. Wonderful neighborhood too!"
Adorable San Diego Guesthouse
Beach nearby, sun-loungers, beach towels
Ocean Beach Casita with hot tub, Ocean views & Garage!
9.8 out of 10, Exceptional, (125)
"We enjoyed the location of the casita and views. The off-street parking in a secure garage was a big perk."
Ocean Beach Casita with hot tub, Ocean views & Garage!
Interior
Newly Renovated Stylish Guest Suite with Exterior Entrance
9.8 out of 10, Exceptional, (25)
"The host has thought of everything. There were spices and oil available for home cooking. The bed was super comfortable. Plenty of towels and pillows. Location was great. Loved that the host allowed us to use the driveway. The interior was beautifully done and the outdoor space was nice. Overall a great experience."
Newly Renovated Stylish Guest Suite with Exterior Entrance
Property grounds
Private Home With Sweeping Views! Extra-Comfy Bed, Fully Stocked,fast Wifi!
9.8 out of 10, Exceptional, (69)
"We had a relaxing, amazing time with a kind, careful hosts!"
Private Home With Sweeping Views! Extra-Comfy Bed, Fully Stocked,fast Wifi!
Property grounds
Peaceful Kensington Guest House
9.8 out of 10, Exceptional, (27)
"Beautiful and quiet property. Owner went above and beyond to see to my comfort (including drinks and snacks). I will be staying here again!"
Peaceful Kensington Guest House
Property grounds
Rockaway North - Family Friendly, Garage Parking & Laundry
9.8 out of 10, Exceptional, (23)
"We absolutely love the location of this VRBO. 1 minute to the ocean and 2 minutes to the bay side. Many great restaurants a short walk from the condo. The condo itself is as described. The communication between Keeley and I was really quick. It was so nice having the beach chairs and umbrella available to us at all times. The bed was super comfy and so many pillow types to choice from which was amazing. We will definitely stay here again!"
The price is AU$697
includes taxes & fees
27 May - 28 May
Rockaway North - Family Friendly, Garage Parking & Laundry
Don't see what you're looking for?
See all available properties in Winter Gardens
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.

Other property types in Winter Gardens

Property grounds
San Diego Country Estates
2.5 star property
9.4 out of 10, Exceptional, (151)
"It was literally home away from home. Just great experience and everyone is so nice and friendly. "
The price is AU$196
includes taxes & fees
12 May - 13 May
San Diego Country Estates
Beach towels
Ocean Beach #2 ‘Garden’ Cozy Cottage - Walk to the beach!
9.4 out of 10, Exceptional, (106)
"Thank you for such a relaxing place with easy access to public transit and walkability around OB. A wonderful memorable stay!"
The price is AU$380
includes taxes & fees
13 May - 14 May
Ocean Beach #2 ‘Garden’ Cozy Cottage - Walk to the beach!
Beach nearby
Coronado Beach Resort
3.0 star property
9.0 out of 10, Wonderful, (598)
"We really enjoyed our stay, very accommodating with for our family. Our toddler loved it!"
The price is AU$457
includes taxes & fees
14 May - 15 May
Coronado Beach Resort
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.