***Romantic View Home Centrally Located in Windsor Hills, La Mesa***


Newly remodeled 2B/2B-House 1,000sf +1B/1B 400sf Guest Flat.

Beautifully remodeled and newly furnished home in lovely Windsor Hills, centrally located in San Diego high above Downtown La Mesa. This romantic space consists of l,400 sq. ft. total with three bedrooms, three full baths, kitchen plus kitchenette, dining room, large living/family room, central heating/air-conditioning, garage, and Brand New LG Front Loader Washer/Dryer.



MAIN HOUSE (1-5 guests), GUEST HOUSE (1-3 guests),


Upper House - 1,000 sq. ft., 2 bedrooms, 2 bathroom, kitchen, dining room, living room with two conversation spaces, beautiful deck with view.

Guest House - 400 sq. ft., 1 bedroom, 1 bath (shower),

kitchenette, lounging space and deck access with a view!

The Main House with Wood floors and Vaulted Wood-Beamed Ceilings add vintage charm along with original doors, cabinetry, and closets. 55-inch Flat-Screen Television in the living room can be viewed in the open floor plan from kitchen and dining areas.

The Master Bedroom includes Queen Bed with brand new comfortable mattress, Master Suite Bath, 32-inch Flat-Screen T.V., Mirrored Closet and Spectacular Coastal Views, Awesome Sunsets, and Sparkling City Lights.

The second Bedroom includes a Queen Bed, Armoire with Drawers, T. V., and Closet...a bright space with windows to enjoy the warmth and beauty of wonderful sunny San Diego.

Guest House/Third Bedroom boasts a King-size Bed, Two- 32-inch TVs with view windows in a 400 sq. ft. space to include Bathroom, Kitchenette, and Lounging area. Flooring consists of beautiful Italian Porcelain Tile throughout this cozy setting...a great place to hang out and relax inside...or on the outside deck!

This Guest House may be reserved in conjunction with the two bedrooms/two bath Main House...or it may be reserved by itself. Speak with owners for personal reservation accommodations and pricing.

The Main House can be reserved by itself also.

The charming home accommodates 6 people in beds with two roll-outs available for extra sleeping arrangements.

This gem is located in a quaint upscale cul-de-sac neighborhood with spectacular views in the distance of the Pacific Ocean, San Diego Harbor, San Diego Coastline, and Sparkling City Lights from nearly all rooms and 2 outside decks. Sunsets are absolutely amazing!

This Jewel is in a great walking neighborhood...which boasts the very popular 'Secret Stairway' that begins at the top of the mountain and leads you all the way down to the La Mesa Village.


  • Long Term Letting
  • Age Limit Renters





Type Beds King Double Queen Child/Bunk Cot Single Sofabed/futon Notes
Bedroom 0 0 1 0 0 0 0
Bedroom 0 0 1 0 0 0 0
Bedroom 1 0 0 0 0 0 0


Type Bath Shower Cabinet Spa bath Tub Bidet Notes
Full Bathroom (separate) 1 1 1 0 1 0
Full Bathroom (separate) 1 1 1 0 1 0
Full Bathroom (separate) 1 1 1 0 0 0


Other room

Features / Facilities

  • Air Conditioning
  • Clothes Dryer
  • Garage
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove
  • Toaster
  • Dining Room seating for 6 people
  • Books
  • Games
  • Satellite / Cable
  • Television
  • Deck / Patio
  • Outdoor Grill


Season Period Weekly Week night Weekend night Monthly Minimum Stay Changeover Day
spring / summer 2018-03-04 - 2018-09-02 $1715 $245 NA $5989 4 nights Any day
Fall 2018-09-03 - 2018-11-20 $1400 $200 NA $4500 4 nights Any day
Holiday Season 2018-11-21 - 2019-01-07 $1715 $245 NA $5900 4 nights Any day
Basic Rate 2018-02-23 - 2019-02-28 $1400 $200 NA $4700 4 nights Any day


12 Reviews

Junanne P.

We came to San Diego to visit with our Grandson and GreatGrandchildren and had the good fortune of finding the “Jewel in the Hills”. We stayed for several nights and I give it a Ruby...Rubies are one of the most precious stones in the entire world. You can walk into the “Jewel in the Hills” and feel like you walked into your own home. Everything was so clean and very comfortable and had all the amenities of home. Upon arrival we were greeted with a warm hug from Carla and a big smile from John. There was a basket of fruit, cookies and goodies for our GGrandchildren who came over for visits. A Marie Callender’s famous pie (Apple). I loved that we had so much open space. To walk out on the balcony was a treat anytime of the day and evening. You could see all the homes below as we were up on a hill. The view at night was incredible. I am an artist and was glad to see a big clean garage where I could set up a printmaking workshop for the children. I brought one folding table and Carla delivered another. Also room enough for a hopscotch made with duck tape. If you are searching for a Jewel of a place to spend time and explore the area this is it.... when we return to San Diego to visit we will certainly want the opportunity to stay at the “Jewel in the Hills”. Carla and John will make you feel very special.

Eileen C.

Beautiful views and well-maintained.

Tarnna H.

Definitely a home away from home! Carla and John added so many nice touches that made us feel very welcome. They also went above and beyond by getting my girls a birthday cake for our arrival (we were in San Diego to celebrate their bdays!) The home itself was very comfortable and accommodating for our family of 4 adults and 3 kids. We were able to cook meals and even BBQ without being in need of anything! The views were stunning, we enjoyed sitting on the balcony and watching the sunset or sitting out there in the early morning and watching the hummingbirds fly by. We had an amazing time and are looking forward to coming back!

Elizabeth W.

Is a real gem. Beautiful sunsets, peaceful mornings, friendly neighbors, comfortable furnishings and delightful hosts. This will be my choice of a place to stay whenever I am back in San Diego. Thank you, Carla and John for this delightful home. I look forward to visiting with you again and again.

Brian D.

My husband and I spent three months at Carla's house this past winter. I usually don’t write reviews but because our experience there was so exceptional I wanted to share it. Carla and John are thoughtful and welcoming hosts. We arrived after a long flight. Of course I was apprehensive, but as soon as I saw the Christmas tree, loaded with lights and decorations, I knew we were in the right place.The neighbors are friendly, the area is quiet and private and the view is unreal. We could have been in Italy. Everything is top drawer which is what I expected because Carla pays close attention to the smallest detail and has furnished the house with only the best. Grocery stores, drug stores and even big box stores are all minutes away. There are three televisions with premium stations. Downstairs there is a lovely guest apt. that I used as an office. It’s fully equipped with kitchen, bedroom and bath and even a 4th TV!!. I can’t wait till next year !

James B.

What a wonderful home with excellent views, convenient location, very well outfitted, and wonderful hosts. Carla and John are simply wonderful! The recent renovations to the very clean and nicely decored home are very well done and the extras that Carla provides (upgraded linens, snack basket, fruit, soaps, hair dryer, bottled water, coffees, etc.) make it feel like "home". The upper floor accommodation is at street level with convenient parking and is well suited for people with disabilities. Additionally, they are excellent guides and sources of area information - - really special folks. The home is conveniently located within walking distance of the Village of LaMesa with "fun walks" at your doorstep. We highly recommend "The Jewel of the Hills" and will definitely stay again.

Bill H.

Beautiful place with everything we needed to be comfortable. Highly recommend a stay here.

Tim L.

Carla couldn't have been more accommodating (booked on short notice due to family emergency, late check-in, etc) and the house was immaculate. Little extra touches like the delicious breakfast pastry were also appreciated. And what a view -- we could see downtown San Diego off in the distance. Great place to crash during our stay.

Lakhbir B.

When I come to San Diego I would not stay any where but at Carlas Place what amazing people. They made our stay awesome by meeting us upon arrival make sure we new where everything was. House was clean and enough room for our family. The kitchen had everything we needed for our cooking needs. The view was amazing. I will be back and staying with you guys for sure. Thanks for the gift for may daughter and her husband they loved it.

Jennifer C.

My family & I wanted a little relaxation before the arrival of my son & found Carla & Johns home on VRBO. Upon arrival we were greeted by Carla & John, they were extremely welcoming and so friendly towards us. She showed us around the house & we fell in love! Not only was the house clean, they were also nice enough to leave us with a few goodies! The house is located on top of a charming hill & the sunsets are to die for, once again I can't stress enough how clean the house was which was a big plus for me. The neighborhood was quiet, never had a problem with noise or parking. I would definitely recommend this home to anyone & I look forward to coming back! Thank you again Carla & John!

Jason L.

We had splendid time staying at the jewel on the hill. Carla and John are wonderful owners and more than helpful. We would highly recommend this property for couples or families.

Sandra B.

My husband, son (age 25) and I loved staying at this beautiful home. Carla and John gave us a very warm welcome and provided us with delicious snacks, fruit, vegetables and drinks. The home was very spacious and the view from the deck was absolutely awesome especially at night when you can see all the lights of the city below. Also, you can tell that Carla spent a lot of time and poured her heart into decorating this lovely home. They gave us several tips on places to see and restaurants to go to. We really enjoyed Filippi's Italian restaurant. It was great fun to look at all the Italian goodies from the delicatessen from all kinds of pasta to take home and cook, to the wines and various types of olive oils that I'm sure some people have never heard about. We hope to stay at this wonderful home again. Thank you so very much Carla and John. Bill, Sandra and Adam

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Property Details

Property type: House
Sleeps : 8
Bedrooms: 3
Bathrooms: 3
Minimum Stay: 4 nights

Contact Owner

Carla Eastman

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