Vacation rentals with a pool in Eastlake

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, 217 reviews

Condo in Agua Caliente

ComfortableLuxury StayNearXolosStadium&Airport

Studio with Spectacular City Views| Pool•Sky Gym• 24/7 Security. Experience elevated living in this beautiful, modern luxury studio with breathtaking city views from a premium tower location. Perfect for business or leisure stays, this space is designed for comfort, style, and convenience. Building Amenities: pool, Game room, sky terrace with panoramic views, available parking, 24-hour security & controlled access. Ideal for guests who want comfort, views, and top-tier amenities in one place.

4.93 out of 5 average rating, 110 reviews

A modern high-rise building is captured from an aerial perspective, displaying its distinctive triangular window design and bright yellow accent. Surrounding developments and a clear blue sky highlight the building's new and impressive architecture amidst an urban landscape.

Condo in Calette

The Adamant Toreo Studio, the heart of TJ!

Live the Tijuana Golden Zone experience! NEW and luxurious building in a great location, a 7-minute walk from the CAS for visa processing and also just a few minutes' walk to Tijuana's newest and trendiest shopping mall, Plaza Landmark. 15 minutes from the San Diego USA border crossing 20min to Tijuana Airport and CBX!! Also close to quality and famous restaurants and bars and to the "Caliente" football stadium and casino Very accessible to use Uber, we have covered, safe and private parking.

Home in University Heights

A colorful living area features a vibrant blue couch adorned with decorative pillows. A round white coffee table sits prominently on a multi-colored rug, while a television is mounted above a red cabinet. Artwork and framed prints decorate the pink walls, enhancing the playful ambiance.

4.94 out of 5 average rating, 101 reviews

Casa De Colores

Need some color in you life? Come stay in our one of a kind home- groovy wall mural, bright decor, rainbow speckled floors. Tucked back in the peaceful neighborhood of University Heights, this home includes a lusciously landscaped yard with a: - Pool -Hottub - BBQ -Outdoor patio furniture 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

4.95 out of 5 average rating, 120 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

Welcome to CityPoint where you'll be staying in a modern 2BR apartment that's perfect couples, medical visits, or business travelers. Located on Paseo del Rio with easy access to major roads, it's convenient for city exploration or crossing the border. We offer private parking for your convenience and a range of upscale amenities, including: rooftop pool with panoramic city views, a well-equipped gym, a common area for relaxing. Walking distance to restaurants and important landmarks.

4.88 out of 5 average rating, 381 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.

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.

4.94 out of 5 average rating, 125 reviews

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.

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, 141 reviews

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

This is your perfect Guest House with a salt & 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.

4.96 out of 5 average rating, 189 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 !

This home offers Saltwater pool and Spa. Saltwater pools and Spa produce softer-feeling water. breathtaking views from its location high in the hills overlooking Rancho San Diego. In the backyard you can enjoy the sunrise from the private pool or deck or practice your putting on our putting green. The House is a mid-century modern home perched above the City. It's great for groups seeking easy access to San Diego's highlights (15 to 20 minutes to Beaches and Downtown)

A spacious outdoor area is set beside a shimmering pool, featuring a comfortable sectional sofa with soft cushions and a glass-topped coffee table. An oversized umbrella provides shade, while the surrounding patio is designed for relaxation and enjoyment in a family-friendly environment.

4.8 out of 5 average rating, 188 reviews

Family Home w/Pool, Hot Jacuzzi and Park Access

Spacious, pet-friendly home perfect for families or groups up to 10. Located in a quiet, residential neighborhood with direct access to a large park featuring 2 playgrounds, basketball court, fitness stations, and picnic areas. Enjoy 3–4 car parking, a full kitchen, fast Wi-Fi, and plenty of room to gather. This clean, well-loved home offers comfort, value, and a central location — ideal for those who appreciate space, convenience, and a responsive host.

4.89 out of 5 average rating, 255 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.

4.79 out of 5 average rating, 151 reviews

A comfortable living area features a light-toned sofa adorned with colorful cushions and a wooden coffee table. A green chair complements the space, while a decorative wall art piece and potted plant add interest. A dining area is visible in the background.

Condo in Spring Valley

Spacious 2 BR w/ Free Parking & WiFi

This stylish place is perfect for group and family trips. We are centrally located and close to all that San Diego has. Only 10 minutes from San Diego Zoo, Gaslamp, Downtown & more. Target and other grocery stores are a 5 minute drive. Directly across the street is fast-food and local restaurants. The complex is very safe, quiet and nicely maintained. The listing includes a free parking space with plenty of parking on the street.

Popular amenities for Eastlake rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in University Heights

The outdoor space features a solar-heated pool with soft lighting, alongside a hot tub glowing in green. A dining area with a table and chairs is shaded by a red umbrella. Warm string lights enhance a cozy atmosphere in the evening.

4.99 out of 5 average rating, 142 reviews

3BR Urban Oasis with Pool and Hot Tub in San Diego

4.89 out of 5 average rating, 196 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

4.85 out of 5 average rating, 103 reviews

The private pool area is surrounded by palm trees and cacti, with lounge chairs positioned for relaxation. A shaded dining area is visible in the background, complemented by the warm glow of a sunset sky. The scene creates a serene outdoor retreat.

Home in San Diego

Surf Cottage w/Pool & Firepit 10min from the beach

4.93 out of 5 average rating, 275 reviews

A vibrant heated pool is surrounded by minimalistic landscaping, featuring tall cacti and a clean white fence. Soft lounge chairs are positioned nearby for relaxation. The clear water reflects the blue sky, creating a refreshing setting for leisure and enjoyment.

Home in Mission Hills

Lionhead - Private Boutique Home

Superhost

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

4.88 out of 5 average rating, 215 reviews

Bright and spacious home with views, pool & spa.

4.93 out of 5 average rating, 130 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

4.93 out of 5 average rating, 124 reviews

A scenic hillside is displayed, featuring a variety of homes nestled among lush greenery. The landscape showcases a blend of residential architecture within a mountainous region, with expansive views of the surrounding area under a clear blue sky.

Home in La Mesa

Updated TownHome, Great Location, Fantastic Views

4.99 out of 5 average rating, 173 reviews

A bright living space features a warm wooden ceiling and large windows. A comfortable orange sofa is paired with a wooden coffee table on a patterned area rug. The kitchen, visible in the background, includes modern appliances and white cabinetry, enhancing the cozy atmosphere.

Home in Hillcrest

Custom Guesthouse, Balboa Park/Zoo/Hillcrest& pool

Condo rentals with a pool

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

4.84 out of 5 average rating, 206 reviews

The exterior of a modern high-rise building is displayed against a sunset sky, showcasing multiple glass balconies. Surrounding streets are lined with vehicles, and urban development is visible in the background, highlighting the vibrant atmosphere of the area.

Condo in Agua Caliente

Luxury studio on the 22nd floor

4.84 out of 5 average rating, 109 reviews

A shared pool area is visible, featuring clear blue water and several lounge chairs lined along the edge. The pool is surrounded by a well-maintained grassy area. In the background, a casual seating area and dining space are partially visible, providing a setting for relaxation.

Condo in Tijuana

CASA MB 2BR 2BR POOL, GYM, CO-WORK AREA

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, 102 reviews

The Endless Summer Condo!

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, 196 reviews

Luxury Oceanfront Condo with Unbelievable Views

A bright living area features a large window with ocean views and light blue skies. A wooden coffee table rests on a patterned rug, surrounded by comfortable seating. A flat-screen TV is located on a white media console, enhancing the room's modern look.

4.97 out of 5 average rating, 183 reviews

Beautifully remodeled 10th floor oceanfront condo

A person stands beside floor-to-ceiling windows that offer a view of the ocean during sunset. The seating area is furnished with a leather recliner, and a vibrant artwork adorns the wall. Soft lighting from two lamps enhances the warm ambiance.

4.94 out of 5 average rating, 515 reviews

Oceanfront Elegant Condo - Remarkable Amenities

A spacious living area is showcased with a comfortable leather sofa and a decorative rug. A dining table with four chairs is positioned near floor-to-ceiling windows, offering natural light. Art pieces adorn the walls, complementing the inviting atmosphere.

4.92 out of 5 average rating, 193 reviews

Windows to the Ocean

Other vacation rentals with a pool

5 out of 5 average rating, 16 reviews

Apartment in Otay Mesa

Sun-Kissed Retreat

5 out of 5 average rating, 49 reviews

A clear blue swimming pool reflects sunlight, showcasing gentle ripples on the water's surface. A sandy area is visible at the pool's edge, featuring a small starfish positioned on the light-colored surface.

Apartment in Chula Vista

Serene & Spacious Suite in SoCal/1 Queen bed/Pool

4.97 out of 5 average rating, 29 reviews

A spacious outdoor area features a swimming pool surrounded by lounge chairs and landscaped gardens. The modern building stands tall in the background, while sunlight streams down, creating a bright and serene atmosphere. Seating and shaded spots are available for relaxation.

Apartment in Madero Sur

Amazing View + Gym & Pool | ICON 16th Floor

A serene outdoor space is showcased at twilight, featuring a modern pool surrounded by green grass. Cozy seating areas, including hanging chairs, are visible. The adjacent bar area is illuminated, enhancing the inviting atmosphere of the private backyard.

4.95 out of 5 average rating, 86 reviews

Traveler's Dream:Outdoor Bar, Cabana, Arcade, Pool

Superhost

An illuminated solar heated pool is surrounded by a safety fence and features a soft blue hue at night. A covered patio area with seating offers a relaxing spot, while string lights enhance the ambiance of the spacious backyard.

4.87 out of 5 average rating, 86 reviews

Big Pool House Oasis (Solar heated pool)

4.97 out of 5 average rating, 59 reviews

Apartment in Tijuana

Luxury studio near border + view + pool + gym

4.97 out of 5 average rating, 32 reviews

The backyard area features a pool and a hot tub, surrounded by palm trees. The two-story home is visible in the background, with outdoor seating beneath a covered patio. Soft lighting adds an inviting ambiance to the evening scene.

Home in Bonita

Breathtaking City Views:Game & Movie Rm w/Pool&Spa

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.