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Vacation rentals in Sail Bay

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Top-rated vacation rentals in Sail Bay

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A bright living area is visible, featuring a mix of modern furnishings including a cozy sofa, a smart TV, and a circular dining table with wooden chairs. Large windows allow natural light to fill the space, highlighting the warm wooden flooring and inviting decor.
Guesthouse in La Mesa
4.97 out of 5 average rating, 116 reviews

East Watch- a private getaway

East Watch is a 740 sq ft, 1 bedroom private retreat that provides the comforts and amenities of home with the style of a high-end hotel. All 5 to 15 min from shopping, downtown, and the beach. It's a short walk from Mt. Helix Park which offers a 360* view, weekday yoga, and stunning sunrises and sunsets. We have EV high speed car charging, a full kitchen with all appliances, workspace with dedicated fast WIFI, a spa shower, and super comfortable beds and pillows. Stay and let us charm you!

Guest favorite
Home in San Diego
4.96 out of 5 average rating, 116 reviews

Beach Days and Rooftop Bay Views!

Welcome to your Pacific Beach Escape- just steps from the sand! You’ll feel right at home with modern amenities, cozy bedrooms, and plenty of space to unwind.This house features three stories. The first story is comprised of an outdoor patio, kitchen, dining table and two car garage along with a half bath. The Second story features a patio, three bedrooms and two full bathrooms. The third story is comprised of a spacious living area along with an outdoor deck featuring ocean and bay views.

Top guest favorite
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.
Guesthouse in San Diego
4.97 out of 5 average rating, 158 reviews

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

Welcome to your personal resort! This is your private Guest House with a salt & heated pool + hot tub. Located in a very quiet & safe neighborhood in beautiful San Diego. Drive 15 minutes to the beach, downtown, La Jolla, Zoo, stadiums, Sea World, Convention Center + more. Hike next door at Cowell Mountain or Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo, top quality finishes & furniture. Everything you need for memorable vacation! No smoking or vaping on the property.

Top guest favorite
A welcoming entrance to the cottage is shown, featuring a porch area with a wooden bench and a decorative wreath on the door. Lush greenery surrounds the property, with a concrete walkway leading to the entrance.
Home in San Diego
4.99 out of 5 average rating, 342 reviews

Roof Deck, King Bed, Bikes, 4 Blocks to Beach,

✨ Fully renovated in January 2023, this one-bedroom detached cottage sits in a quiet pocket of Pacific Beach. It features a private outdoor yard, rooftop deck, A/C, and gated parking. Guests have their own gated entrance with easy self check-in and are just 4 blocks from the beach. 🌴 For your stay, enjoy two bikes, beach chairs, beach towels, and boogie boards. Plus a new mattress (November 2024). 🔕 Please note: this is a peaceful property. Parties or excessive noise are not permitted.

Top guest favorite
Condo in San Diego
4.99 out of 5 average rating, 283 reviews

Stunning Beachfront Top Floor Condo Private Deck

Stunning oceanfront top floor condo on the Mission Beach boardwalk with panoramic Pacific views. This fully remodeled 2-bedroom, 1-bath condo with extra vanity area comfortably sleeps 5. Enjoy breathtaking sunsets or spot dolphins from your private deck, a modern chef's kitchen, and direct beach access. Perfect for families or couples seeking a luxury beach getaway, complete with reserved parking. Wake up to the sound of the waves in the heart of San Diego's most vibrant beach community.

Top guest favorite
A vibrant living area features an open door with a bright orange frame, revealing an outdoor space. A modern red chair and sleek gray sofa are arranged on light wood flooring, complemented by a wall adorned with geometric patterns in bold colors. A flat-screen TV is mounted nearby.
Cottage in San Diego
4.95 out of 5 average rating, 547 reviews

50 Steps to the Bay & 100 steps to the Ocean!

Mid-Century Modern inspired fully remodeled 1-bdrm + 1-bath beach bungalow with an additional Queen sofa pull-out bed for up to 4 people. All new interior finishes, air conditioning, heating, appliances, and furniture. Located on the nicest pedestrian-only court in Mission beach, this quiet community is occupied by long-term native SD residents. This cozy high-end contemporary home is perfect for a quiet & relaxing beach vacation. Unsafe for children (under 12), infants, or pets.

Guest favorite
A scenic view of a bustling beachfront boardwalk lined with palm trees. Beachgoers can be seen walking along the path, with the sandy shoreline and ocean in the background. Colorful beach umbrellas dot the sand, hinting at a vibrant atmosphere.
Condo in San Diego
4.88 out of 5 average rating, 118 reviews

Steps from Sand with Breathtaking Views @PB

Nestled along the pristine pacific beach shoreline, this exquisite beach condo offers breathtaking panoramic views of the ocean. Wake up to the soothing sounds of waves and enjoy your morning coffee on the spacious balcony overlooking the sparkling waters. With modern amenities, stylish interiors, and direct beach access, this condo is your perfect getaway for relaxation and rejuvenation. ××Condo is right on the Beach and Crystal Pier which is a very popular local and tourist spot.

Guest favorite
A bright living area features vaulted ceilings and large windows allowing natural light. A spacious sectional sofa is positioned beside a wooden coffee table, with a flat-screen TV mounted on the wall. A fireplace adds a cozy element, complementing the overall open layout.
Townhouse in San Diego
4.9 out of 5 average rating, 191 reviews

Verona Ct/Mission Beach-Steps to ocean-Parking-AC.

North Mission Beach, just 6 houses from the beach and a block from the bay. Feel like a local being surrounded mainly by full-time residents. Vaulted ceilings with lots of windows make a bright and open space. Close to the Catamaran resort and San Diego's best burrito at La Playa Taco shop. Easily walk to Pacific Beach to experience all the shops, restaurants, and bars and approximately a mile away from Belmont Park. Private parking, outdoor shower, washer and dryer in unit.

Top guest favorite
The exterior view of the modern home showcases a three-story structure with large glass windows and doors. Balcony areas are visible on the upper floors, promoting outdoor relaxation. The sleek design is complemented by a light-colored facade, enhancing the contemporary aesthetic of the property.
Home in San Diego
4.84 out of 5 average rating, 214 reviews

Modern, AC, Steps to Sand, Ocean Views!

Welcome to your dream beach getaway! This stunning, contemporary home in North Mission/South Pacific Beach on Yarmouth Ct. offers luxury, comfort, and unbeatable location—just steps from the sand! Ocean Views & Open-Air Living – Floor-to-ceiling glass window walls that fully open to let in the fresh ocean breeze Entertainer’s Dream – Patio with built-in gas BBQ, bar, & 3-ft glass fire pit Spacious & Sleeps 8-11 – Perfect for families & groups with a flexible layout

Guest favorite
Condo in San Diego
4.92 out of 5 average rating, 253 reviews

Boho Bay Getaway!

This is the perfect Boho Bay Getaway! 2 blocks from the bay, 7 blocks from the beach, less than a mile from shops and dining, close to downtown San Diego - here you'll enjoy location and luxury all in one place. Take advantage of the sunny weather with beach towels provided, complimentary coffee to take to the bay in the morning then come back to some breakfast snacks or walk to a local breakfast spot! In a complex with multiple other units - quiet hours are 10pm - 7am.

Guest favorite
An outdoor living area features a wooden pergola above a comfortable seating arrangement, including soft grey cushions. A modern fire pit sits at the center, while a dining table for eight and a built-in BBQ are positioned against a backdrop of wooden privacy panels.
Home in San Diego
4.95 out of 5 average rating, 139 reviews

Dream HOUSE Steps to Beach & Bay

Located in the heart of Pacific Beach, this modern beach house has been completely remodeled and re-imagined to make your stay unforgettable. Designed with the eye toward comfort and entertainment. *Private Outdoor Retreat w/ Kitchen, 6 Person Hot Tub, Fire Pit *Central AV *Voice Controlled Sound System, 4K TVs in every room *Beautiful bathrooms *Bikes, boards, beach towels and toys *Walk to coffee, yoga & gyms, dining, entertainment, shopping!

Top guest favorite
The living room features a comfortable sofa and inviting chairs arranged around a low coffee table. A large TV is positioned against a white wall, complementing the artistic decor. Natural light enters through the windows, creating a welcoming ambiance in the cozy space.
Cottage in San Diego
4.94 out of 5 average rating, 441 reviews

Fabulous Cottage at the Beach

Newly remodeled 1940's cottage just 50 steps to the sand with fabulous beach and ocean views. Enjoy the ocean breeze from your front porch and watch people walk by. Go sunbathing and swimming, take a bike ride or a stroll on the beach, have a glass of wine and witness the most beautiful sunsets. We are located in a quiet residential neighborhood of Ocean Beach. This bright and cozy cottage has everything you'll need to feel at home.

Popular amenities for Sail Bay vacation rentals

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