Hillcrest, San Diego vacation rentals

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Top-rated vacation rentals in Hillcrest, San Diego

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Guest favorite

Home in Pacific Beach

4.9 out of 5 average rating, 124 reviews

Luxury Stay Steps to Ocean & Bay

This ultimate San Diego getaway is steps to the beach & mission bay! Fully renovated with high-end luxury design details, this home is perfect for families & couples. Experience the So-Cal indoor/outdoor lifestyle with a cantina door that opens to a built in barbecue, outdoor fire pit & covered lounge area. Located in walking distance to Mission Bay, Mission Beach, restaurants, bars, shopping, coffee shops & more. This modern beach house has everything you need for the perfect vacation getaway

Top guest favorite

The exterior of the beach house features a distinct design with a welcoming porch framed by colorful walls. Sleek wooden panels and metal siding complement the modern architecture. Lush greenery and low-maintenance landscaping surround the property, enhancing the inviting atmosphere.

Home in North Ocean Beach

4.96 out of 5 average rating, 505 reviews

Swanky Casa Ocean Beach 1 Blk to Beach w A/C

Two bedrooms & prime location! 250 steps to the beach 2 blocks the mainstreet. Split system A/C for independent control of each bedroom. Amenities include surfboards, bikes, & beach toys. Ocean Beach offers numerous bars/restaurants including the famous Hodad's & OB Noodle House, antique stores, & weekly Farmer's Market. Excellent walkability! PLEASE NOTE: Currently has potential for construction noise, a new unit is being built behind the home. Risk for noise is reflected in the rental rate.

Superhost

A sandy beach stretches toward the ocean, with gentle waves lapping at the shore. People are seated on the sand, enjoying the sun. In the distance, coastal houses and hills provide a scenic backdrop under a clear blue sky.

Apartment in Mission Beach

4.8 out of 5 average rating, 180 reviews

Beach Shag * Footsteps from the Sand + Bikes

The beach is right across the street from this awesome "Shag" inspired mid-century styled vacation apartment. Super comfy queen bed plus living room with small futon. Ideal for 2-3 people. Includes 1 car garage for a mid size vehicle. Although you'll not need your car during your stay because the beach is 100 feet away, plus so many great restaurants within walking distance. Just 3 miles from Sea World & 7 miles from the airport! Beach chairs, beach towels, and boogie boards are provided.

Guest favorite

A gated entrance leads to a charming beach cottage surrounded by vibrant greenery. Bright blue skies complement the colorful façade, which includes a welcoming sign. The outdoor area features patio umbrellas and is designed for relaxation.

Apartment in North Ocean Beach

4.93 out of 5 average rating, 152 reviews

Pippi's Paradise cottage 1 block to the beach w/AC

Quintessential beach cottage tucked away in the heart and soul of Ocean Beach. Located just one block to the beach this place is one of a four unit vacation rental complex. Step outside the gates of 5080-86 Brighton to explore all Ocean Beach has to offer then return to a lovely quiet and private complex and relax and enjoy the rest of the day. Dogs permitted upon approval and 125 pet fee applicable Please do not request booking until dog(s), sometimes I'll permit 2, have been cleared

Guest favorite

A dining area features a wooden table topped with a bowl of colorful fruit. French doors open to reveal a view of the ocean, while a chandelier provides soft illumination. Natural light fills the space, highlighting the warm timber flooring and surrounding decor.

Guesthouse in La Jolla

4.99 out of 5 average rating, 101 reviews

Stunning Oceanview Treehouse - 4 Blocks to Cove

Enjoy a tranquil weekend getaway or a picturesque family beach vacation from this exquisite 1 king bedroom, 1 bath Seaview Treehouse Sanctuary in La Jolla village! Unwind and soak up the breathtaking ocean view on the private deck and balcony. Take an evening stroll into the heart of La Jolla or take advantage of the private kitchen and enjoy a cozy night in. This unique space can accommodate up to four guests with comfortable living room sleeper sofa. Enjoy village life and walk to all!

Top guest favorite

The entrance to the cottage features a wooden gate and a door marked with the number 1062. Light-colored walls provide a welcoming appearance, while a small potted plant adds a touch of greenery beside the entrance.

Cottage in Pacific Beach

4.94 out of 5 average rating, 477 reviews

Grand Ave. Getaway - Just 3 Blocks to the Beach

GREAT FOR STAYCATIONS, REMOTE WORKING, GETAWAYS, WEEKLY & MONTHLY RENTALS, NO PARTIES. Beautiful 1 bed/1 bath resort style cottage is perfect for up to 4 guests (1 QUEEN bed & 1 QUEEN sofa bed). 3 blocks to the beach. Family friendly tons of amenities: board games, wagon, bikes, boogie boards, beach chairs/towels, cooler. Modern kitchen. A/C. Quality linens and towels. Stackable washer/dryer. Smart TVs., internet. Private yard includes outdoor shower, BBQ and firepit. Designated parking.

Superhost

An outdoor dining area is surrounded by lush greenery and decorative plants. A round table is set with dishes, complemented by four cushioned chairs. A large umbrella offers shade while a jetted tub is tucked in a corner, with warm lighting creating an inviting ambiance.

Condo in Pacific Beach

4.93 out of 5 average rating, 133 reviews

Stunning Pacific Beach Outdoor Oasis Tub ACParking

New Pacific Beach Dream Villa!! Style, Comfort and the Best Amenities meet to make your beach vacation an Unforgettable Experience. Stunning oasis where outdoor living is taken to the next level. Cook while sunbathing and then enjoy a glass of wine in the jetted tub. The highest care and quality in all elements, from the Egyptian cotton sheets to the top of the line appliances Located blocks from the beach, right next to La Jolla, within minutes from all San Diego’s best attractions.

Superhost

A serene bedroom features a spacious bed with light bedding, complemented by a large window offering panoramic ocean views. A flat-screen TV is mounted on the wall, and a ceiling fan adds to the airy atmosphere, with a cozy chair positioned nearby.

Condo in Pacific Beach

4.91 out of 5 average rating, 151 reviews

Enchanted Ocean Sunsets

Ocean front condo In Pacific Beach with spectacular sunsets and stunning views of Mission Beach and La Jolla. Beach front location just steps away from the sand and waves. Enjoy surfing, paddle boarding, long walks on the boardwalk, bike rentals, boat rentals, volleyball, fabulous restaurants and a vibrant night life! Delightful location close to amazing attractions including Sea World, San Diego Zoo and Balboa park. Come spoil yourself in this newly remodeled luxurious space!

Guest favorite

A spacious living area showcases a light-colored sectional sofa adorned with decorative pillows. A wicker coffee table sits in the center, complemented by a cozy armchair. Large windows provide natural light, while a fireplace adds a warm touch. Sliding doors lead to a balcony with garden views.

Apartment in Pacific Beach

4.91 out of 5 average rating, 316 reviews

Best in Pacific Beach, 2bedroom+loft!! 5*sanitized

Located within the heart of Pacific Beach. It is a short walk to popular restaurants and grocery, a bike ride to the beach, and central to all San Diego's major attractions. Enjoy comfortable beds, the fun loft, BBQing on deck and FREE laundry. NOTE: For larger groups, please check my profile to book another unit/house on same property! There is an additional 2 bedroom + loft right next door, and a 3-bedroom single family house in front. Total of 7 bedrooms booked together!

Guest favorite

The exterior of a charming Craftsman cottage is showcased, featuring a distinctive grey facade and decorative roofline. Vibrant purple flowers bloom in the front yard, surrounded by a black wrought iron fence. Large windows frame the entrance, allowing natural light to fill the space.

Home in North Park

4.83 out of 5 average rating, 690 reviews

1925 Hillcrest Cottage in with City Views!

Freshly Painted! LOCATION, LOCATION, LOCATION!! Upgraded internet. Escape to beautiful San Diego in this very unique 1925 Built Craftsman one-bedroom, one-bathroom cottage that sleeps up to 2-3. Only five minutes from downtown, Balboa Park, the San Diego Zoo and surrounded by a wide variety of fun and popular attractions. It is perfect for those that want complete privacy but close to everything! This cottage has a full kitchen and beautiful city views.

Superhost

A spacious living area features light hardwood flooring and soft grey couches. A long dining table with black metal legs is set against a backdrop of a large window. A decorative chandelier hangs from the ceiling, and artwork depicting ocean waves complements the decor.

Cottage in Pacific Beach

4.83 out of 5 average rating, 127 reviews

921 Beach Cottage-Hottest location in San Diego

Be the first to stay at this Extraordinary Property in the Hottest Neighborhood in San Diego! Newly renovated, this gorgeous Pacific Beach cottage is 200 yards away from the sand and 700 yards away from the bay. Nested in the middle of award winning restaurants, coffee shops, bars and trendy shops. Countless fun beach and bay actives are all within minutes walk from the property. The location can not get better for a perfect beachside family vacation!

Guest favorite

An open living and dining area is highlighted by large windows offering panoramic views of the surrounding landscape. The space features modern leather couches, a wooden dining table, and a sleek kitchen with stainless steel appliances. Natural light fills the room, creating a bright atmosphere.

Home in La Jolla

4.89 out of 5 average rating, 116 reviews

VIEWS of Ocean, Bay, DT w/ AC in N Pacific Beach

Mid century modern home with incredible views. As of recent, new leather couches and chairs, all queen size beds (all with memory foam mattress tops), newly remodeled master bathroom, large 6-seat outdoor dining table just added, and new AC system. Within walking distance to the beach and local restaurants, cafes, grocery stores and shops. Great vacation home or corporate housing. Please inquire about longer term, off season rates.