Holiday rentals in Sail Bay

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Top-rated holiday rentals in Sail Bay

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

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Top guest favourite
A curving staircase is visible, flanked by white walls and adorned with vibrant blue tiles. Handrails provide support along the ascent, leading to a bright upper space. A potted plant enhances the serene ambiance at the top of the stairs.
Guest house in San Diego
5 out of 5 average rating, 251 reviews

Santorini-Inspired Cottage w/ Hot Tub + Views

*CHECK OUT OUR OTHER AIRBNB* Travel 16 steps up a Greek-inspired curving stairway with 2-story high walls to your tucked-away cottage built into the hillside villa of Alta Colina.  With spectacular views, step onto the balcony to watch planes take off & boats sail around the harbor. End the night in front of your secluded back patio fireplace or climb the steps of your spiral staircase to the rooftop Jacuzzi. European-inspired design & details, it'll be hard to believe you’re still in San Diego!

Top guest favourite
Bungalow in San Diego
4.97 out of 5 average rating, 148 reviews

Bayside Bungalow in Pacific Beach

✨ Make lasting memories at our stylish and modern 2-bedroom, 2-bathroom home in the peaceful Crown Point neighborhood of Pacific Beach. Perfectly located, you’ll be just steps from the water, with Mission Bay and the beach both within easy reach! ✨ Enhance Your Stay (based on availability): •Private Yoga & Sound Healing – Relax, stretch, and restore with a personalized session in the comfort of the home. •In-Home Massage – Treat yourself to a rejuvenating massage without leaving the property

Guest favourite
Home in San Diego
4.92 out of 5 average rating, 407 reviews

PB Dream HOUSE Steps to Beach Bay ❤️Modern Private

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 *AC w/ independent temp control in each room *Voice Controlled Sound System, 4K TVs in every room *Beautiful bathroom w/ dual showers *Bikes, boards, beach towels and toys *Walk to coffee, yoga & gyms, dining, entertainment, shopping!

Top guest favourite
An aerial view captures the vibrant coastal area with a mix of residential homes and commercial spots. The sandy beach extends along the coastline with gentle waves lapping at the shore. Mission Bay is visible on the left, while a lively neighborhood thrives nearby.
Guest suite in San Diego
4.98 out of 5 average rating, 624 reviews

Private Beach Studio steps to the Ocean!

Location, Location Location! You will be walking distance to over 50 places to eat, drink, and shop. This private studio has everything you need to enjoy California's finest beaches and Mission Bay. Enjoy your exclusive use patio with fire pit and furniture. Kitchenette equipped with refrigerator, freezer, microwave, toaster oven, coffee maker, dishware and utensils. Private attached bathroom. TV with cable service, HBO, and Showtime. All the beach essentials you will need are provided.

Guest favourite
A panoramic view of the ocean is framed by palm trees, showcasing the tranquil water at sunset. The horizon is painted with soft hues of orange and purple, reflecting on the calm surface. Coastal vegetation is visible in the foreground, adding to the serene atmosphere.
Guest suite in San Diego
4.85 out of 5 average rating, 382 reviews

Oceanfront Merman Suite, 1400 ft with spa & bar

Our La Jolla 1400 ft oceanfront suite with floor to ceiling sliding doors opens to a private spa, dining table, bar area and kitchen facilities. A king bed, 85" TV and fireplace with a 260 sq. ft bathroom. Flaming sunsets and moonlight silvering the ocean are yours. Pristine tide pools are accessed from the park next door. Blocks away, Garnet nightlife is wild. Walk to Wayfarers bakery or Paradisea restaurant. Make pizza here. Watch the ospreys! No blinds yet, but no one can ever see you.

Guest favourite
A rooftop patio is shown, featuring a wooden dining table surrounded by chairs, an orange umbrella providing shade, and a comfortable sectional sofa. The space is open to the sky, with clear views of neighboring homes and a bright blue sky overhead.
Home in San Diego
4.96 out of 5 average rating, 112 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 favourite
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.
Guest house in San Diego
4.97 out of 5 average rating, 154 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.

Guest favourite
An open-concept living area is highlighted by high ceilings and large windows, offering natural light. A modern kitchen features wood cabinets and a white island, while a dining table with turquoise chairs accommodates several guests. A cozy seating area is visible in the background.
Home in Ramona
4.97 out of 5 average rating, 905 reviews

The Glass House - A Nature Retreat

Enjoy a unique retreat; 180 degrees of views from inside the home. Nestled at the end of a private road, our place is nearby great hiking and countryside wineries. The Glass House provides a magical space and nature retreat where individuals, couples, families and friends can gather together to re-connect with nature, each other, and themselves. The breathtaking mountain top views, the huge deck, hot tub, fireplace, and the open concept living space is unbeatable for the perfect getaway.

Top guest favourite
The open-concept living space features a dining area with wooden chairs and a round table, a comfortable couch facing expansive glass doors, and views of Mission Bay. A tray with sliced fruit and drinks rests on the kitchen counter, welcoming relaxation and enjoyment.
Flat in San Diego
4.99 out of 5 average rating, 104 reviews

Stunning Bay View Getaway

Spacious one bedroom with large deck overlooking Mission Bay. This second-floor space is all yours, with a private entrance, hot tub, and expansive view of the bay, neighboring beach communities, and even a strip of the ocean. Perfect for a romantic and luxurious getaway, even if one or both of you need to do a little remote work. Only minutes to public transportation, Sea World, beaches, and all that Mission Bay Park offers (boat rentals, biking, jet-skiing, parasailing, kayaking, etc.)

Superhost
An arched pathway, flanked by warm lighting and large cactus plants, leads towards a series of modern doorways. The sky above is painted with vibrant hues of pink and blue, creating a serene and inviting entrance to the property.
Flat in San Diego
4.85 out of 5 average rating, 254 reviews

Stunning Modern Suite, Free Beach Gear, Walkable

Why stay somewhere ORDINARY, when you could stay at The Boardwalk Hotel—Mission Beach’s brand new and ONLY boutique residence hotel, where luxury meets adventure right on the sand! Every stay includes free bikes, boards, wetsuits, rollerblades, and more. Plus exclusive savings at Mission Beach’s best restaurants and attractions, including 20% off Belmont Park admission. Don’t just take our word—feel free to look up “The Boardwalk Hotel Mission Beach” to see why guests rave about us!

Top guest favourite
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
4.94 out of 5 average rating, 543 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.

Top guest favourite
A private outdoor patio showcases a fire table surrounded by cushioned seating, offering a comfortable space for relaxation. An umbrella provides shade, and bay views are visible in the background, highlighting the tranquil beach setting.
Apartment in San Diego
4.98 out of 5 average rating, 242 reviews

Bay Front, On the Sand, with garage

BAY FRONT - BEACH LEVEL - 2 CAR GARAGE. Upscale and beautifully furnished bay front condominium with 3 bedrooms and 2 baths. Master suite with walk-in closet, dual sinks, shower and separate bathtub. Large comfortable bedrooms, well furnished, with TV in each room. Private 2 car garage with remote opener, private outside patio with fire table, dining table and BBQ. Secured wifi, washer/dryer, bicycles, beach chairs, and more.

Popular amenities for Sail Bay holiday rentals

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