Holiday rentals with a pool in Imperial Beach

4.99 out of 5 average rating, 147 reviews

Two red Adirondack chairs are positioned under a covered patio, facing a serene backyard with a pool. Lush greenery surrounds the area, creating a tranquil atmosphere. A BBQ room and various seating arrangements are visible beyond the pool, enhancing the outdoor retreat experience.

Guesthouse in La Mesa

Private 1 BR Paradise retreat

Private, yet central. It is your exclusive paradise retreat to enjoy from your spacious 1 bedroom guest house located on the lower level of our home. Hang out in the expansive and private backyard with pool, different sitting areas and covered BBQ room. Or maybe a workout in the gym. Centrally located in the Village of La mesa. Just a 1/4 mile jaunt into the quaint village with its numerous assortments of dining options, stores and trolley station. Freeway close to beaches, downtown and airport

4.95 out of 5 average rating, 222 reviews

The property features a spacious backyard with a heated pool surrounded by lounge chairs. Palm trees line the perimeter, and soft lighting illuminates the outdoor area during sunset. The two-story house overlooks the pool, creating an inviting atmosphere for relaxation and gatherings.

Home in La Mesa

XTRA 10% OFF until April: Pool, outdoor fire pits,

Find your family's dream spot in San Diego! Our cozy house sits on a quiet hill, offering privacy and amazing sunset views. Dive into our pool year-round (heating at an additional cost), roast marshmallows by the fire, and cook up fun meals together. With 3 bedrooms and 2 bathrooms, it’s perfect for families, accommodating up to 9 guests. Plus, we're close to all the best attractions. Want a vacation you'll always remember? Send us a message to make it happen! 🌅🏠 We have 3 comfy beds that can

A bright and airy living room features large floor-to-ceiling windows showcasing expansive ocean views. Comfortable seating arrangements consist of a plush sofa and armchairs, accented by light decor. A coffee table sits at the center, complemented by side tables with lamps, fostering a relaxing atmosphere.

5 out of 5 average rating, 100 reviews

The Endless Summer Condo!

Let your worries drift away at this 6th floor corner condo with panoramic ocean views! With floor to ceiling windows throughout, you'll feel like you're floating above the sea! Leave your toes in the sand or walk to PB's best restaurants and attractions in minutes! When you're done exploring, put on a Beach Boys record while having dinner with the family amid a golden sunset..ah the good life! Create cherished memories that will linger long after the sun sets, here, at The Endless Summer Condo!

4.89 out of 5 average rating, 155 reviews

The outdoor pool glows in the evening light, revealing clear water with a unique shape. Surrounding the pool, lounge chairs and umbrellas create a tranquil space for relaxation. A gas fire pit adds warmth to the area, enhancing the captivating view of the cityscape beyond.

Home in Otay Mesa

Ocean View Private Pool & Spa Home w/Putting Green

Welcome to your Private, resort style, pool and spa home with spectacular views day and night! 4 bedrooms, 3 baths (1 King and bathroom with shower on main/ground level and CA King in primary suite. Tropical setting, a short drive to major attractions like our world famous Beaches, Zoo, Sea World, Balboa Park, Downtown, Coronado, Outlet Shopping, & Sesame Place! Soaring 18 foot ceilings in the Living room and Dining room. Outdoor dining, Putting Green, and lounges for resort-like relaxation!

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, 194 reviews

Luxury Oceanfront Condo with Unbelievable Views

Welcome to your oasis! Prepare to be awestruck by the breathtaking views at Sunset Pacifica. This fully renovated condo features two ensuite bedrooms with the beachy SoCal vibe you desire. Ideally located on the boardwalk, you're minutes from La Jolla, Downtown, the San Diego Zoo, Embarcadero, and top restaurants, bars, and entertainment spots. Whether you're in the mood for exploration or relaxation, you'll find it here- lounging poolside or on the sandy shores of the stunning Pacific Ocean.

4.88 out of 5 average rating, 379 reviews

A solar-heated pool glimmers in the sunlight, surrounded by inviting lounge chairs and a shaded umbrella. A cozy outdoor dining area with a table is visible in the background, framed by lush greenery and large eucalyptus trees.

Guest suite in Bonita

Resort-Style Living, Pool, Close to All San Diego

Nestled in a quiet, discreet neighborhood, our private air-conditioned studio offers a safe & serene retreat. Attached to a stunning ranch-style executive home, it features an amazing pool for your relaxation. We are conveniently located a short distance away from the Gaylord Convention Center, the Olympic Training Center, downtown San Diego, Comic-Con, major attractions, concert venues, beaches, airport & Mexico. Enjoy a complimentary butler tray that includes coffee, tea & snacks.

4.94 out of 5 average rating, 122 reviews

A modern living room features a light wooden floor and white walls, complemented by a pink accent wall. A flat-screen TV is mounted above a stylish cabinet, with two potted plants on top. A comfortable seating area includes a rattan chair and a coffee table.

Home in Chula Vista

Casa Bahia Beautiful San Diego Home with Pool

Welcome to Casa Bahia! Our home has been completely upgraded and is ready to host your perfect getaway. Conveniently located close to the Chula Vista Bayfront and 10 minutes to downtown San Diego or the beach. Our home features a kitchen with top of the line appliances, brand new furniture, 4 bedrooms, 2 full bathrooms, a large pool, a yard with a lounge area, BBQ, and a clean peaceful feel. In addition, our stylish and minimalist place to stay is perfect for group or family trips.

Condo in San Antonio del Mar

4.91 out of 5 average rating, 184 reviews

Baja Beach House #4: Pools, Beaches & Ocean View

Spacious studio apartment in multi-level beach house in San Antonio Del Mar, 3 blocks from the beach. Living room, kitchen, & laundry inside. Dining room for 4, private deck with additional dining area, and shared rooftop deck with grill, fire pit, and gorgeous ocean views. Fine artistic touches; custom wrought iron, vibrant murals. urban coexistence. Secure and gated community, 24/7 security, shared swimming pools, tennis courts and park with playground. Hi speed WIFI. Sleeps 4.

Guesthouse in Lake Murray

The poolside area features a well-maintained saltwater pool reflecting the colors of the sunset. Comfortable seating arrangements, including lounge chairs and a cozy fire pit, are visible. Large umbrellas provide shade, and lush greenery adds to the serene ambiance.

4.96 out of 5 average rating, 140 reviews

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV

This is your perfect Guest House with a salted & heated pool & hot tub. We are located in a super quiet & very safe neighborhood in beautiful San Diego, 15 minutes drive to beaches, Downtown, La Jolla, Zoo, Stadiums, Sea World, Convention Center + more. Hike next door at Mission Trails & Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo and top quality finishes and furniture. Everything you need for memorable vacation! No smoking or vaping on the property.

4.89 out of 5 average rating, 253 reviews

A serene pool area features crystal-clear water, with striped lounge floats anchored in the center. Surrounding palm trees offer shade, while natural stone accents decorate the pool's edge. The sound of a waterfall can be faintly heard, contributing to a calming atmosphere.

Guest suite in La Mesa

Tranquil Poolside Studio

Quiet Poolside Studio Suite! Perfect for visiting family in La Mesa or enjoying everything San Diego has to offer! Please note: this is not a party house. Private side entrance to a relaxing poolside studio. Very quiet with TV, and full kitchen. Comfortable queen size bed and sofa that can sleep one more person comfortably. We are 20 min to the beach, or relax and enjoy the pool! Close to SDSU and easy freeway access to anywhere in San Diego.

Home in University Heights

A tranquil pool area is surrounded by lush landscaping, featuring palm trees and various plants. Two lounge chairs with an umbrella are positioned beside the pool, reflecting a serene evening sky with hues of pink and purple.

4.97 out of 5 average rating, 155 reviews

University Heights Oasis Getaway

Tucked back in the peaceful neighborhood of University Heights, this home includes a lusciously landscaped yard with a: - Pool -Hottub - BBQ -Outdoor patio furniture Perfect for both families and professionals, our property also offers the ultimate in convenience: - Acclaimed restaurants and cafes are just minutes away - Close to the Airport, Zoo, Balboa Park, and Downtown - Close to many world-class beaches

4.99 out of 5 average rating, 199 reviews

A serene backyard is framed by colorful sunset skies, featuring a cozy hammock in the foreground and a comfortable seating area with grey couches. String lights add warmth to the outdoor space, complemented by lush greenery throughout the neatly landscaped yard.

Home in La Jolla

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

Escape to our boho-inspired Bird Rock/La Jolla beach house, perfect for families! This serene La Jolla retreat features a private pool, large hot tub, and cozy fire pit. Enjoy a private backyard oasis with hammocks and a BBQ. Recently upgraded with modern decor and new appliances, this home comfortably accommodates your group for the ultimate relaxing getaway just minutes from La Jolla Cove and famous beaches.

Popular amenities for Imperial Beach rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.89 out of 5 average rating, 195 reviews

A view of the inviting swimming pool surrounded by a spacious patio. Natural rock elements and vibrant landscaping enhance the outdoor area. The multi-level deck is visible, offering seating options and picturesque canyon surroundings under a clear blue sky.

Home in La Mesa

The Queen House

Home in University Heights

An aerial view captures the spacious outdoor area, featuring a rectangular pool surrounded by sun loungers and umbrellas. Lush greenery is visible alongside neatly arranged pathways and stone retaining walls, complementing the mountain-modern design of the home in the background.

4.89 out of 5 average rating, 162 reviews

Your Modern Lux Pool Resort in the Heart of SD

4.86 out of 5 average rating, 101 reviews

The outdoor area features a private pool surrounded by lush greenery and palm trees. A fire pit area with woven seating provides a relaxed gathering spot. A shaded deck extends the living space, while colorful pool floats add a playful touch to the inviting scene.

Home in La Mesa

Entertainers Dream Pool Home

4.84 out of 5 average rating, 139 reviews

A modern kitchen features a large marble island with seating for four. Pendant lights hang above the island, and stainless steel appliances are positioned along the walls. Two windows allow natural light to fill the space, while light green curtains add a soft touch.

Home in San Ysidro

Beautiful 4bd San Diego home with pool

4.9 out of 5 average rating, 192 reviews

An open-concept living space features a brown leather sectional sofa, providing comfortable seating against a backdrop of light wood ceilings. A dining table with wooden chairs is visible, complemented by a sleek kitchen equipped with modern appliances and bright white cabinetry.

Home in Pacific Beach

Eco-Friendly Mount Soledad Pad with Views and Heated Pool

4.88 out of 5 average rating, 215 reviews

A serene outdoor space features a salt-water pool surrounded by a concrete patio and manicured grass. An umbrella provides shade over the poolside area, with lush greenery and mountains visible in the background under a partly cloudy sky.

Home in Lake Murray

Bright and spacious home with views, pool & spa.

4.93 out of 5 average rating, 128 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

5 out of 5 average rating, 101 reviews

A landscaped backyard features a pathway of concrete pavers lined with gravel, leading to a seating area with modern outdoor furniture. To one side, a wooden deck provides elevated space with views of the surrounding area and palm trees, complemented by open sky.

Home in Del Cerro

Modern Hilltop Home: Roomy, Views, Family-Friendly

Condo rentals with a pool

An arched window frames a serene view of palm trees and distant hills at dusk. The soft hues of a fading sunset create a calming atmosphere. Neighborhood rooftops are visible below, with twinkling lights in the distance hinting at urban life.

4.98 out of 5 average rating, 125 reviews

Bay View Condo in Pacific Beach

An aerial view captures the oceanfront condo alongside the sandy beach, with an expansive coastline stretching below. The surrounding neighborhood features a mix of residential and commercial structures, interconnected by roads and pathways, creating a vibrant coastal community.

4.85 out of 5 average rating, 182 reviews

Ocean front condo heart of pacific beach

4.96 out of 5 average rating, 254 reviews

The kitchen features modern appliances, including a stainless steel refrigerator, microwave, and range. A spacious granite countertop offers ample workspace, while cabinets provide organized storage. The area is brightly lit with recessed lighting, enhancing the clean and functional design.

Condo in University City

Centrally located n UCSD/ utc-laJolla

A wooden deck provides a vantage point overlooking the sandy beach and ocean. The distant condo buildings line the shore, with pedestrians enjoying the beach and pier visible in the background. The scene is illuminated by warm sunset light, enhancing the coastal atmosphere.

4.85 out of 5 average rating, 198 reviews

One Bedroom Ocean Front Condo!

4.95 out of 5 average rating, 216 reviews

A cozy living area is visible, featuring a spacious gray sofa adorned with patterned pillows. A wooden dining table is placed in the foreground. Large glass windows frame stunning city views, allowing natural light to illuminate the space.

Condo in Agua Caliente

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Condo in Sección Jardines del Sol

Two bright red chairs are positioned in front of a calm swimming pool, offering views of the ocean. A vibrant sunset paints the sky in shades of pink and orange, while palm trees frame the scene, enhancing the tranquil coastal atmosphere.

4.95 out of 5 average rating, 156 reviews

REJUVENATE @Ocean123 *Available Now,Just Send Msg*

4.95 out of 5 average rating, 118 reviews

A balcony view reveals a modern apartment complex with multiple balconies and large windows. An open courtyard with landscaped greenery is visible below, featuring stone pathways and seating areas. The clear sky highlights the sleek architecture and contemporary design of the surrounding buildings.

Condo in Tijuana

Modern 2BR Apt w/ Rooftop Pool

4.83 out of 5 average rating, 206 reviews

A spacious living area is presented with a large blue sofa facing a mounted flat-screen TV. The kitchen features white cabinetry with modern appliances and a decorative backsplash. A dining area with two high-backed stools is positioned at the counter, alongside a coffee table adorned with a decorative arrangement.

Condo in San Diego

Cozy clean 1 bedroom centrally located by beaches

Other holiday rentals with a pool

Apartment in Downtown San Diego

4.95 out of 5 average rating, 21 reviews

Fun and relaxation in the same location.

5 out of 5 average rating, 60 reviews

A spacious living area is highlighted by large glass windows allowing natural light to fill the room. Modern furniture, including a curved white sofa and a dark coffee table, is complemented by various indoor plants. Artworks and decorative items add a touch of character to the space.

Apartment in Balboa Park

Literal neighbor to Balboa Park!

The living area features a spacious layout with two sofas, one in a deep blue hue and the other in a neutral tone. A large television is mounted on the wall, and a wooden coffee table sits central, while expansive glass windows provide unobstructed ocean views.

4.9 out of 5 average rating, 31 reviews

Oceanfront Sky View - Pacific Beach Condo

4.97 out of 5 average rating, 73 reviews

A serene pool area is framed by vibrant green foliage and terracotta walls, with lounge chairs positioned nearby. Majestic mountains rise in the background under a clear blue sky. A shaded picnic table is visible, inviting relaxation in a tranquil outdoor setting.

Home in Jamul

Jamul Hacienda | Couples Retreat | Pool & Views!

Apartment in Downtown San Diego

A modern living room is highlighted by a large sectional sofa in contrasting black and white, situated near expansive floor-to-ceiling windows. The stunning views of the bay and city skyline are captured in natural light, with a sleek coffee table positioned in front of the sofa.

4.98 out of 5 average rating, 66 reviews

Breathtaking Ocean, Bay, City & Petco Park Views

5 out of 5 average rating, 17 reviews

Home in Bonita

3792 Vista Pointe

4.94 out of 5 average rating, 31 reviews

A vibrant outdoor playground features a wooden play structure with a slide, swings, and colorful accessories. Adjacent, a spacious living area showcases a sectional sofa and decorative wall art, illuminated by natural light. The backyard pool area includes yellow umbrellas and lounge chairs, providing a relaxing spot. A mini-golf setup is visible, complete with flags and a maintenance shed.

Home in Chula Vista

Pool house w/Playground, Mini Golf, King Bed