Vacation rentals with a pool in Borrego Springs

Borrego Surf Club (@borregosurfclub)

Less than 2 hours from San Diego, Borrego Surf Club is a completely remodeled 2 bed, 2 bath, mid-century inspired home nestled at the base of Indian Head mountain, complete with private pool and jacuzzi. Unparalleled privacy and location, the house borders the Anza Borrego Desert State Park offering unobstructed views and direct access to hiking trails. Come explore California's largest state park and appreciate the raw beauty of the untouched desert all while relaxing in your own private oasis.

Desert Oasis l Pool l Hot tub l Fire Pit l Stars

Escape to Borrego Springs, relax by the pool with views of Indian Head Mtn. Enjoy your morning coffee or sunset cocktails in the serene backyard. Short walk to De Anza Golf Club. Luxury beds, and Amenities for the perfect stay. ✔️Pool ✔️Hot Tub ✔️Portable Pickelball Net and paddles ✔️Gas Fire Pit ✔️Dark Sky Star Gazing ✔️Wood Burning Fire Pit ✔️Equipped kitchen, Coffee maker, Pebble Ice maker ✔️In-unit laundry ✔️Gas BBQ ✔️Mid-Century William Krisel Designed Home Relax and Adventure in Borrego

Wine Country Retreat - Tranquility Hottub/Views

Our famed Wine Country Retreat is back online! (LTR for the last year) Take the back roads scenic drive 50mins up the hill from San Diego and enjoy some much needed quiet and comfy tranquility. Right in the heart of San Diego Wine Country, it’s a rather well appointed place situated on 10 private acres that overlooks expansive green space. With few neighbors in any direction, you can either sleep with the windows open and wake early to roosters crowing, or close the windows and sleep til Noon!

Rams Hill Golf Retreat - Hot Tub, Stargazing

Escape to Casa Estrella, your private Borrego Springs sanctuary with the largest pool in the area—80 feet of sparkling paradise. Perched in the prestigious Rams Hill Golf community, this modern Spanish villa offers 3 bedrooms, 3 baths, hot tub, fire pit, and unforgettable stargazing under certified Dark Sky protection. Golf on your doorstep, hike Anza-Borrego State Park trails, or simply float in your massive pool watching the sun set over desert mountains. Your ultimate desert retreat awaits.

Charming and Secluded Home with pool and views

Exhale! Discover your own Desert Oasis at this 2 Bedroom, 2 Bath remodeled home in Borrego Springs. Imagine a private resort nestled in the Anza Borrego Desert State Park. Enjoy views of Indian Head Mountain from the front patio - desert views in the backyard. Relax on the lounges or hammock by the non-heated pool. Hot Tub! Move to the covered patio for shade. Marvel at the night sky and wish upon a shooting star. Close to the quaint town, hikes, and golf. A wonderful getaway awaits you!

Wine Country Cabin Near San Diego - Private

Kick back and relax in this private cabin on 9 acre ranch. It’s a true get away. Come enjoy all the amenities including: Queen bed, full kitchen/bath, spa shower, 9 acres of private trails, intentional spaces, majestic views and a huge deck with a soaking tub to cool you in the summer (June - October). New A/C and heating. Enjoy a 5 minute walk to Milagro Winery and return to Littlepage for the amazing sunset. Or venture 15 minutes to the towns of Ramona, Julian or San Ysabel. Book Now!

Cozy Spanish Casita w/ Mountain View in Ramona

Perfect getaway for wine lovers and hikers in this serene spanish ranch style casita with beautiful orchard & mountain views! Enjoy visiting Ramona's local wineries, hiking Mt. Woodson or Iron Mountain, swimming in the pool, stargazing, golfing, a day trip to Julian, or San Diego Wild Animal Park. The Casita has one private bedroom with a king bed and a cozy upstairs loft with a full bed located in a second room. Casita sits on top of a hill with the main house. Please read entire listing.

Adobe Acres Ranch House

Behind the gates of our modern adobe ranch house is your private oasis while still being steps away from the vibrant but quaint little town of Wynola. Just minutes from Main Street Julian + walking distance to Julian Station with food, Julian Hard Cider, and antique shops. Skip the pie lines in Julian-- walk out your front door to get your goodies at our across-the-street neighbor, Mom's Pie! Combine it with our private Adobe Acres Ranch Casita for the ultimate private mountain retreat!

Adorable Hawaiian themed Guest House

Enjoy the quaintness of country living just 35 miles from San Diego. Ramona is the heart of San Diego's wine country; home to many boutique winery’s and vineyards. Our guesthouse will provide the perfect space to unwind and relax after sightseeing, beaching, or visiting the world famous San Diego zoo. Guest home has one bedroom with king bed, separate great room/kitchenette w/hide-a bed and a couch. Fire pit, large grassy play area with zip-line and a pool to cool off in.

Luxurious Midcentury Home, Private Pool at DeAnza

Recently totally renovated mid-century home with pool on the 13th Fairway at De Anza Country Club. Take a close look at the photos to see the quality of the renovation. Large lot, wonderful patio areas, views of the mountains, Coyote Canyon and golf course. Total privacy! Relax in the sun, swim in the pool during the spring, summer, and fall months, Barbeque poolside, watch a movie using our Roku box, or kick back after a bike ride or hike in the Anza Borrego State Park.

Restful Retreat Under the Stars!

Surrounded by the expansive desert views and night skies, you will feel a world away at Skyfall Ranch. This newly renovated home was set up with every detail in mind to sustain ultimate comfort and ease on your getaway. Relax in the hot tub after a day of hiking or take a refreshing swim in the pool gazing at the beautiful mountain views in complete privacy. You are sure to refresh and recharge in this Dark Sky Community! **Please note the pool is NOT heated.

The Hummingbird Haven of Borrego Springs

The Hummingbird Haven is a beautifully restored Mid-Century Modern desert retreat with a private pool, always-heated spa, and breathtaking desert and mountain views. Nestled at the foot of Indian Head Mountain with direct access to Anza-Borrego Desert State Park and its magnificent hiking trails, guests come here to relax, stargaze, and enjoy peaceful desert living — all just two hours from both San Diego and Los Angeles.