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Vacation rentals with a pool in East County, San Diego

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in East County, San Diego

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guesthouse in Escondido

4.92 out of 5 average rating, 702 reviews

Hilltop cabin retreat with lake & mountain views

Rustic hilltop cabin overlooking Lake Hodges. Surrounded by open canyons & mountains, you will feel like you're a million miles away from everything as you take in the views from the cabin, deck or the outside shower, swim in the saltwater pool, or relax by the fire bowl. A short walk to lake with boating, fishing & miles of hiking/mountain biking trails. Property offers swimming pool, fire bowl, and shaded arbor. SD Zoo Safari Park, wineries, breweries, & ocean beaches all within easy reach.

Guest suite in San Diego

4.97 out of 5 average rating, 354 reviews

Groovy canyon studio pool & spa blocks from SDSU

It’s a groovy studio splashed with color :) Enjoy this slice of paradise hosted by Airbnb super hosts. You can splendor in their thrifty take on the San Diego stay. Bask in the blissful views, and spoil yourself in the spa! If it gets too hot, hop in the pool! No worries allowed at this groovy getaway. We have unique booking methods! Short term stays less than 28 days are available for booking 1 month in advance. If it's over a month before your visit, our calendar only allows longterm booking

Guesthouse in Ramona

4.93 out of 5 average rating, 333 reviews

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.

Farm stay in Lakeside

4.96 out of 5 average rating, 327 reviews

The Outside Inn at The Tipsy Goat Ranch

Nestled near Iron Mountain, a popular hiking destination, and less than 16 miles from San Diego's pristine beaches and local attractions, enjoy all SD has to offer in a one-of-kind farm-to-beach experience. Immerse yourself in a rarely seen side of San Diego you won't find anywhere else. Based on adventure, wrapped in luxury, a deep love for nature and the creatures it inhabits (mini goats, alpacas, babydoll sheep, lop bunnies, and chickens), it'll be a tranquil getaway you'll never forget.

Farm stay in Santa Ysabel

5 out of 5 average rating, 115 reviews

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!

Yurt in El Cajon

4.97 out of 5 average rating, 315 reviews

Glamping @ Eden East

Looking for the perfect place to chill with your favorite person or just some alone time? Yome with private patio and spacious pool area. Not just a place to stay but an artsy retreat full of color, butterflies, birds and life. Hot shower and flush toilet in plant filled outdoor bathroom. We've been told the shower alone is worth the stay. Come glamping and get cozy with heated blanket, heater and flannel sheets. By reserving, we assume you've read the entire ad and agree to all rules.

Guesthouse in San Diego

4.98 out of 5 average rating, 169 reviews

Luxury Tropical Private Guesthouse in La Jolla

Beautiful private guesthouse on $5 million property with stunning views and luxury amenities. Take a dip in the tropical pool with waterslide, tiki bar, and hot tub grotto. Enjoy indoor or outdoor dining. Gated property, vaulted ceilings, marble bathroom, private balcony, parking, and trail for guests. Guesthouse has 1 bedroom with a queen bed and can accommodate an extra twin bed on the loft. House has closet, bathroom with beautiful stone shower, modern kitchen, two patios, WiFi, TV.

Home in San Diego

4.99 out of 5 average rating, 118 reviews

La Jolla Beach House-Family Focused-3min to Beach

Welcome to the Bird Rock Beach House! This delightful boho beach-inspired house is the perfect home for your San Diego/ La Jolla family getaway. You're minutes from La Jolla Cove, Windansea Beach, Mission Bay, and Mission Beach. You can explore downtown La Jolla & Garnet Avenue, which both offer a variety of restaurants, nightlife, and shops. Or you can head 5 minutes north to the world-renowned La Jolla Cove to see the playful seals who also call this place home. No parties/events

Home in La Mesa

4.88 out of 5 average rating, 157 reviews

The Queen House

Bring your whole family to our beautiful Endless Summer home with 4 bedroom, 2.5 bath. Our home is located 15 mins from Downtown San Diego, Petco Park, San Diego Zoo, Convention Center, Beautiful Local Beaches, shopping and more. We live in the area of La Mesa called Mount Helix. Our home has been newly remodeled and offers each guest a unique experience. With our gorgeous canyon and international views, a swimming pool and waterfall, you won't find another home like it.

Farm stay in Ramona

4.95 out of 5 average rating, 368 reviews

Fall on the farm. Rustic & quiet, w/fresh eggs.

This space, formally a working barn, was remodeled into an amazing, one-bedroom home, meant to be enjoyed by couples and small families looking to make incredible memories. Every detail was thoughtfully crafted to create an experience that caters to those deserving of a destination escape in a country-like setting, yet close enough to all of San Diego's local attractions. We have goats, sheep,, chickens, and ducks. We are a legit hobby farm.

Guest suite in La Mesa

4.89 out of 5 average rating, 158 reviews

Mountain Retreat Ocean View-Great for Staycation

Located on the historic Mount Helix. High above the valley below, with an exquisite view of the ocean evening sunsets through the beautiful valley. Beautiful Mountain Retreat with ocean view. Private entrance. Full kitchen (toaster oven only). Access to shared pool. Beautiful sunsets. Newly remodeled. (NO SMOKING) Your Co-host lives upstairs and is available for you if needed! The backyard is a shared area.

Guesthouse in La Mesa

4.9 out of 5 average rating, 167 reviews

La Cabana

Perfect getaway for the wandering individual, couple, or young family. This rustic casita is surrounded by beautiful mountain and ocean views! Enjoy swimming in the pool, stargazing, lounging, or casual day trips around San Diego (All the amenities are shared with the main house) . The casita has one queen bed and a sofa bed, small kitchenette. Plenty of parking in driveway. Please read entire listing for details.

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Popular amenities for East County, San Diego rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Escondido

4.99 out of 5 average rating, 134 reviews

Lake Views, Entire House, Pool & Hot Tub

Home in La Mesa

4.83 out of 5 average rating, 172 reviews

Sunny SD l Pool l BBQ l Pool Loungers l Sleeps 10

Home in Escondido

4.97 out of 5 average rating, 127 reviews

Luxury Retreat W/ Views: Golf, GameRoom, Pool, Spa

Home in Borrego Springs

4.94 out of 5 average rating, 193 reviews

Borrego Surf Club (@borregosurfclub)

Home in Lakeside

4.95 out of 5 average rating, 111 reviews

Vibey😎Pool House🏡 ModernFarmhouse 1700sqft + View🌄

Home in Valley Center

4.98 out of 5 average rating, 119 reviews

Private View Home w/Salt Water Pool, Spa, 9 acres!

Home in Ramona

5 out of 5 average rating, 104 reviews

The Dell, a relaxing country estate in Ramona.

Home in La Mesa

4.92 out of 5 average rating, 117 reviews

Updated TownHome, Great Location, Fantastic Views

Condo rentals with a pool

Condo in Del Mar

4.87 out of 5 average rating, 386 reviews

Studio Condo and Wave Crest Resort

Condo in San Diego

4.85 out of 5 average rating, 144 reviews

Ocean front one bedroom condominium

Condo in Oceanside

4.97 out of 5 average rating, 169 reviews

Breathtaking Views-Steps to Sand, Beach Resort

Condo in San Diego

4.79 out of 5 average rating, 194 reviews

Comfortable & convenient accommodation @ San Diego

Condo in Oceanside

4.91 out of 5 average rating, 163 reviews

Couples Retreat Beachside Studio, King Bed

Condo in San Diego

4.91 out of 5 average rating, 135 reviews

Enchanted Ocean Sunsets

Condo in Tijuana

4.95 out of 5 average rating, 114 reviews

REJUVENATE @Ocean123 *Available Now,Just Send Msg*

Condo in San Diego

4.94 out of 5 average rating, 455 reviews

Oceanfront Elegant Condo - Remarkable Amenities

Home rentals with a private pool

Rental unit in Oceanside

4.96 out of 5 average rating, 243 reviews

Beach Apartment near Oceanside Pier

Home in San Diego

4.92 out of 5 average rating, 83 reviews

Historic Home with Amazing Views of San Diego Bay

Home in San Diego

4.9 out of 5 average rating, 172 reviews

Eco-Friendly Mount Soledad Pad with Views and Heated Pool

Home in San Diego

4.75 out of 5 average rating, 8 reviews

Luxury San Diego House: Beach, Pool & Pet-Friendly

Home in Solana Beach

4.92 out of 5 average rating, 118 reviews

Amazing Views with Heated Pool and Jacuzzi Near Beach

Home in Ramona

4.9 out of 5 average rating, 30 reviews

Vista Grande

Home in San Diego

4.89 out of 5 average rating, 201 reviews

Resort-Like Family House in La Jolla With an Ocean View

Destinations to explore