Holiday rentals with a pool in Escondido

Guest house in Rancho Santa Fe

An inviting outdoor space features a swimming pool surrounded by decorative rocks and comfortable seating. A covered dining area is equipped with a large table and multiple chairs, complemented by lush greenery and palm trees in the background, providing a sense of relaxation.

4.94 out of 5 average rating, 177 reviews

Posh Guest House ~ Pool, Spa, Pickleball & Tennis

Stunning Guest House with Pickleball/Tennis and Pool/Spa~ Serene, upscale guest house designed for comfort and fun. Nestled in a prime Rancho Santa Fe location, this retreat offers stunning views, resort style amenities and easy access to the best of Southern CA. Ultra comfortable California King Bed Fully equipped Chefs Kitchen Smart TV with Cable & WiFi Designated work area with garden views Expansive Outdoor Space – perfect for dining, lounging, soaking in the peaceful surroundings and sun

4.91 out of 5 average rating, 799 reviews

A scenic view captures lush hillsides and a calm lake under a clear sky, with a rainbow arching gracefully over the landscape. Green vegetation sprawls across the area, adding vibrancy to the tranquil scene.

Guest house in Escondido

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 house in Kit Carson

A green, manicured lawn is highlighted with a white gazebo and ornamental garden seating. Towering palm trees flank the scene, while a staircase leads up to a spacious home nestled in the background. Shadows create a gentle pattern on the grass from surrounding elements.

5 out of 5 average rating, 169 reviews

Infinity Poolside Apt. In San Diego Wine Country

168 Perfect 5.0 Reviews-Amazing views, peaceful and beautiful space in a wine country setting. A perfect setting to celebrate a special occasion and create memories. Amazing sweeping views of wine country, lake, golf course and mountains on the 14th green of a golf course with full access to the estate pool, spa, covered parking, EV charger w/private European park. Large luxury suite with a Kitchen, Sitting Room, Bathroom, Steam shower/Sauna and bedroom with luxurious robes, linens and towels.

4.99 out of 5 average rating, 232 reviews

The kitchen view highlights a smooth white countertop with a double sink and modern faucets. In the background, large glass doors provide a view of the pool and backyard, while a comfortable seating area is visible. Decorative accents are placed on the countertop.

Home in Felicita

Luxury Four Bedroom Home with pool and game room!

Perfectly located renovated home! Features include: -Fully stocked kitchen -Grill, fire pit, & outdoor dining -Large yard with pool (NOT HEATED) -Ping pong, foosball, & air hockey -Washer & dryer -Approx. 12 mins to Safari park -Approx. 30 mins to Legoland, Seaworld, Zoo, & beaches! -5 to 10 mins to grocery stores, restaurants, parks, & hiking trails -2 mins from highway Perfect place for you and your family to enjoy! NO PARTIES ALLOWED Please read the house rules before booking. Thank you!

4.98 out of 5 average rating, 197 reviews

Guest house in Vista

Gorgeous guesthouse with tranquility spa.

That privacy. That gorgeous two-story guesthouse nestled among 1.5 acres of tranquil gardens. That luxurious soaking tub for two. That cascading rain shower. That soft mood lighting. Those flickering candles. That indoor–outdoor spa experience. That rooftop lounging deck. That secret enchantment garden. Oh- we deserve this. Whether you're seeking a romantic getaway, a peaceful solo retreat, or a quiet space to recharge, this haven offers the perfect blend of comfort, privacy, and nature.

4.96 out of 5 average rating, 375 reviews

A cozy living area showcases a modern yet rustic design, featuring a large wooden table and comfortable seating. Warm lighting from pendant fixtures complements the natural wood accents on the walls, while a decorative fireplace enhances the inviting atmosphere.

Farm stay in Lakeside

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.

4.92 out of 5 average rating, 135 reviews

An Olympic size swimming pool is set against a backdrop of lush greenery, featuring a connected hot tub with a stone border. Palm trees gently sway under a clear blue sky, creating a serene outdoor space perfect for relaxation.

Cabin in Valley Center

Welcome to Luna Bleu!

Luna Bleu welcomes you to a serene mountain getaway! Located on our 4 acre home property. Off the beaten path yet not too far from surrounding areas, including San Diego. Shared access to our swimming pool, tennis&basketball court, gym/yoga studio, equipped with treadmills/peloton, meditation gardens, walking paths and a sound healing dome. Please note that we are in natural setting. We love nature,respect the plant life and critters. Please share the same sentiment, should you book a stay.

4.9 out of 5 average rating, 105 reviews

A comfortable living area features a dark sofa and a large ottoman atop patterned tile flooring. Framed artwork adorns the walls, and a modern kitchenette is visible in the background. Natural light enters through sliding glass doors, providing a view of the outdoor space.

Guest house in Escondido

Secluded Casita in Wine Region

The Casita is a separate building next to our home. It's unique design with saltillo tile and natural stone kitchen gives it lots of character. You will enjoy a private bedroom and separate living space in this 1 bedroom unit! Less than half a mile from Orfila winery, and less than 8 miles to San Diego's incredible wine region. You will have a private patio with access from french doors in your unit. There is a bbq, firepit and pool in our shared back yard space, available upon request.

An aerial view showcases the two-story estate nestled on a hill, featuring a large pool surrounded by lush greenery. The sunset casts a warm glow over the expansive landscape, highlighting the tranquility of the residential neighborhood and its scenic surroundings.

4.91 out of 5 average rating, 122 reviews

Stunning Views w/ Game Room, Pool and Hot Tub!

This home is located on top of a hill with stunning views. At night the whole city lights up. 4BR/4.5BA (en suite bathrooms) two-story estate! Features a grand living spacec and kid friendly game room. Step outside to the peaceful outdoor entertainment area to lounge, dine, and swim in the glorious pool. Whip up delicious home-cooked meals, play games with your loved ones, and relax in your private oasis after a sun-kissed day. The possibilities are endless at this extraordinary retreat!

A saltwater infinity pool is illuminated by soft blue lighting, creating a serene ambience at dusk. Views of the surrounding hills and distant city lights are captured in the background, enhancing the tranquil outdoor space.

4.94 out of 5 average rating, 103 reviews

Beautiful private oasis in San Diego serene views

Fully gated, private home has 3 bedrooms and 2.5 baths, and offers amazing views.Take a swim in a saltwater infinity pool, or soak in the saltwater hot tub. Help yourself to 8 different fruit trees onsite, or lounge by the outdoor fire pit. Plenty of parking space. Shuffle board table for game entertainment. Walking distance from The Welk Resort, which offers 8 pools, 2 golf courses, a spa and restaurants. Attractions close by San Diego Zoo Safari Park and Temecula wineries.

A large, inviting pool is surrounded by lounge chairs, ideal for sunbathing. The well-maintained patio area features shaded seating and a covered outdoor space for relaxation. The two-story house is visible in the background, enhancing the outdoor living experience.

4.83 out of 5 average rating, 120 reviews

So Cal Charmer | Oversized Heated Pool & Hot Tub!

SPACE, LOCATION, POOL, HOT TUB, VIEWS: Welcome to the SoCal Charmer! -Spacious 2-story home with open-concept living, large bedrooms & sleeps 10 guests. -Wrap-around deck for sunbathing and scenic views. -Shaded patio perfect for outdoor dining and gatherings. -Fast Wi-Fi -Oversized heated pool (heated for a fee) and large hot tub for ultimate relaxation. -Half-acre property. -Minutes from Escondido Downtown, top dining, breweries, hiking, beaches, Safari Park, & Legoland!

Home in San Pasqual Valley

An outdoor seating area is equipped with comfortable chairs surrounding a modern fire pit, where flames flicker gently. The pool glistens nearby, framed by lush landscaping and a serene hillside, with a light hue of sunset in the background.

4.96 out of 5 average rating, 146 reviews

Stunning 3 bedroom w/Views! Game Room/Pool/Hot Tub

Enjoy the peaceful mountain view in our 3BR/2.5BA Single Level Home! Brand New Construction. Comfortably sleeps 9-10 guests. Outside you'll find a beautiful pool with hot tub. Indulge in the best home cooked meals, play games together, and rest easy after a sun-drenched afternoon in the pool & Hot Tub! 2.1 miles to San Diego Safari Park 3 miles to Orfila Winery 3 miles to grocery shopping 30 min to Sea World Close to beaches, mountains, zoo, shopping, Legoland etc!

Popular amenities for Escondido rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.88 out of 5 average rating, 119 reviews

A private jacuzzi is positioned alongside a heated pool, both surrounded by landscaped hills. String lights are gently illuminated overhead, casting a soft glow. The scene captures a tranquil sunset, enhancing the peaceful ambiance of the outdoor space.

Home in Oceanside

Oceanside Outdoor Dream with pool , spa, and BBQ

4.84 out of 5 average rating, 221 reviews

A spacious outdoor area features a clear blue pool surrounded by palm trees. Lounge chairs are positioned nearby, and a shaded table with chairs offers a spot for relaxation. The backyard showcases a privacy fence and ample sunlight.

Home in La Mesa

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

4.93 out of 5 average rating, 123 reviews

A living room features a luxury hanging chair suspended from the ceiling. Natural light filters through sheer curtains, illuminating a cozy seating area with a plush sofa and wooden coffee table. A 50” television is mounted above an elegant fireplace, enhancing the room's comfort.

Home in City Heights

Designer Luxury Rental With Pool

4.98 out of 5 average rating, 287 reviews

A serene pool area is surrounded by lush tropical foliage and stone accents. Sunlight reflects off the water, creating a tranquil atmosphere. A floating pool toy adds a playful touch. Nearby wooden seating offers a space for relaxation amid the greenery.

Home in Vista

Bamboo Lake House-Tropical paradise & LOTS OF FUN

4.95 out of 5 average rating, 146 reviews

A saltwater pool features a rocky edge with a waterfall, surrounded by lounge chairs and tall greenery. A hot jacuzzi sits adjacent, contributing to a relaxing outdoor space, all set against a backdrop of blue skies with scattered clouds.

Home in Fire Mountain

Resort Style Home with Hot Jacuzzi & Relaxing Pool

4.96 out of 5 average rating, 176 reviews

A dining space features a round table with four white chairs, complemented by a potted plant. Large glass doors slide open to reveal expansive views of the backyard, pool, and surrounding hills, with soft evening light illuminating the scene.

Home in Spring Valley

Upscale Resort House /Views, Saltwater Pool/Spa !

4.96 out of 5 average rating, 171 reviews

A refreshing saltwater pool is surrounded by a clean, white fence. Two lounge chairs are positioned nearby, along with an umbrella providing shade. The pool features gentle curves, with a smooth edge and inviting blue water reflecting the sunlight.

Home in Mira Mesa

Resort Vacation +Sparkling Pool + Hot Tub

4.98 out of 5 average rating, 441 reviews

A serene landscape showcases a casita nestled among vibrant avocado trees, with rolling hills adorned by boulders. Sunlight filters through an overcast sky, casting a warm glow over the greenery, highlighting the peaceful setting surrounded by nature.

Home in Fallbrook

Tranquil, Private, Spa Casita, Outside of Town

Apartment rentals with a pool

4.94 out of 5 average rating, 121 reviews

The image captures a panoramic view of the beach, featuring a vibrant blue sky and sunlit ocean. Palm trees line the shore, while the Oceanside Pier extends into the water. The rooftops of nearby buildings are visible in the foreground.

Apartment in Oceanside

Upscale condo with Rooftop Deck & Ocean View!

4.77 out of 5 average rating, 280 reviews

A spacious living area features large windows allowing natural light to illuminate the room. A comfortable couch is positioned next to a dining table, and a wall-mounted TV provides entertainment. Light-colored walls and natural wood flooring contribute to a bright interior ambiance.

Apartment in Carlsbad

Relaxing Condo on La Costa

4.97 out of 5 average rating, 202 reviews

A scenic view of the ocean stretches towards the horizon, with gentle waves lapping at the sandy shore. Tall palm trees line the beach area, and the iconic Oceanside Pier is visible in the distance. A bar-height table with wooden stools is positioned for enjoying the view.

Apartment in Oceanside

Breathtaking Views-Steps to Sand, Beach Resort

4.87 out of 5 average rating, 135 reviews

A balcony with a round table and two chairs offers views of palm trees and the ocean in the distance. The clear blue sky complements the lush greenery below, creating a serene outdoor space for relaxation.

Apartment in Oceanside

Ocean Views from Patio on the Pacific!

Apartment in Solana Beach

A spacious living area showcases a large coffee table centered among plush couches. A fireplace and a mounted television are present, while a colorful painting adds a vibrant touch. Natural light fills the room through expansive windows, offering views of the surrounding landscape.

4.96 out of 5 average rating, 119 reviews

Del Mar Ocean View! Walk to the Beach!

Apartment in Pacific Beach

A bright living room features large glass doors opening to breathtaking ocean views. A comfortable white sectional sofa is surrounded by two plush armchairs. Wall art and a round coffee table enhance the inviting atmosphere, while a potted plant adds a touch of greenery.

4.98 out of 5 average rating, 182 reviews

Luxury Oceanfront Condo with Unbelievable Views

Apartment in Pacific Beach

A spacious living area features large glass sliding doors that reveal an expansive ocean view with a sunset. Comfortable seating includes a modern gray sectional and two accent chairs, inviting relaxation. The room is illuminated with warm, natural light, enhancing the serene coastal atmosphere.

4.94 out of 5 average rating, 308 reviews

Beach Front Condo - Capri by the Sea - Remodeled

4.92 out of 5 average rating, 109 reviews

A modern kitchen features silver appliances and white cabinetry. A sleek countertop is complemented by high-backed white stools. Natural light filters in through glass doors, leading to a balcony area. A decorative chandelier hangs above the kitchen island, adding a touch of elegance.

Apartment in Carlsbad

The Coast Getaway

Other holiday rentals with a pool

4.88 out of 5 average rating, 187 reviews

The sunset illuminates the sky with vibrant hues, casting a warm glow over the swimming pool and surrounding backyard. Outdoor seating is arranged near the pool, complemented by lush greenery and a large rock. The scene evokes a sense of tranquility.

Guest suite in La Mesa

Mountain Retreat Ocean View-Great for Staycation

4.96 out of 5 average rating, 275 reviews

A modern living area features a comfortable sofa adorned with decorative pillows. A flat-screen TV is mounted on the wall above a brick fireplace. Sliding glass doors provide access to a balcony with outdoor seating and views of the surroundings.

Flat in Oceanside

Beach Apartment near Oceanside Pier

5 out of 5 average rating, 7 reviews

An inviting outdoor area features a sparkling in-ground pool alongside a spa, both surrounded by landscaped greenery. A fenced patio area with lounge chairs and an umbrella provides a space for relaxation, while the home's exterior is visible in the background.

Home in Vista

Gated Home W/ Pool & Hot Tub

The outdoor area features a circular hot tub adjacent to a spacious patio. A rustic tiled roof covers part of the structure, while vibrant blooms outline the entrance. Nearby, a blue Adirondack chair is positioned for relaxation, surrounded by greenery and open views.

4.87 out of 5 average rating, 76 reviews

Custom Casita in Escondido

A spacious deck overlooks the San Pascual Valley, featuring comfortable seating arrangements and a gas grill. The hot tub is positioned nearby, with panoramic views of the surrounding landscape, including lush greenery and distant mountains, inviting relaxation and enjoyment of the outdoors.

4.97 out of 5 average rating, 63 reviews

2 BR Oasis w/ View Near: Safari | Wineries | Lakes

4.91 out of 5 average rating, 136 reviews

A spacious infinity pool is visible, complemented by a jacuzzi, both surrounded by lush greenery and expansive mountain views in the background. Poolside seating is arranged on a patio area, enhancing the outdoor ambiance.

Guest suite in Felicita

New & Lovely Guest House with Pool/Spa & Views!

4.84 out of 5 average rating, 80 reviews

A welcoming living space is shown, featuring a large gray sectional sofa adorned with patterned throw pillows. A round coffee table sits in front, complemented by a decorative rug. The open kitchen is equipped with wooden cabinets and a countertop that blends seamlessly into the living area.

Guest suite in Vista

Beautiful Views! Private 1 Bedroom w/Washer/Dryer