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Holiday houses 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
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.
Guesthouse 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.

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.
Apartment 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
The open living area features a modern dining table with four white chairs, accompanied by a small black side table. Light wood tile flooring creates a warm atmosphere. Large windows provide natural light and a view of the outdoors, while soft curtains frame the space.
Guesthouse in San Diego
4.98 out of 5 average rating, 335 reviews

Charming Modern Apartment with private terrace

The apartment is above our home with its own private entry with a nice ocean view terrace. Plenty of street parking, tile Floors throughout. 15 mins walking to the beach or 5 mins bike ride (2 bikes free to use). Walking distance to Garnet Ave, restaurants, bar, grocery stores. 1 King size bedroom with 45" smart TV, dvd , WIFI free, Netflix free, 2 full baths with bidet and shower, full kitchen, living room with a queen bed sleeper sofa and smart TV Blackout cellular shades.

Top Guest favourite
Home in San Diego
4.97 out of 5 average rating, 203 reviews

Bayside Bungalow - Upscale Beach Retreat!

Wake up each morning and enjoy a stroll along the water at our beautifully remodeled Bayside Retreat in Crown Point. Just one block from the Bay and within walking distance to restaurants, bars, shops, and nightlife, this bright and airy guest house offers the perfect San Diego getaway. The thoughtfully updated space features vaulted ceilings, stylish coastal finishes, air conditioning, luxurious 600 thread count cotton linens, and a silky soft down alternative duvet.

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.
Condo in San Diego
4.98 out of 5 average rating, 243 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.

Top Guest favourite
A modern, two-story beach house is displayed, featuring a light-colored exterior and a welcoming front porch. Two white chairs sit on a small patio, surrounded by landscaped gardens with green shrubs and flowering plants. The blue front door adds a vibrant touch.
Home in San Diego
4.98 out of 5 average rating, 102 reviews

Bright & Modern OB Getaway

This newly built, 2 bedroom/2 bath, is the bright & airy, modern & stylish beach getaway you've been looking for! You'll be located 2 blocks from the beach, and are walking distance to a variety of different restaurants, coffee shops, yoga studios, and nightlife options. The rooftop deck provides an amazing panoramic view for catching sunsets, and even the Sea World fireworks show. Bikes and beach gear ready for use!

Popular amenities for Sail Bay holiday rentals

Destinations to explore

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  2. United States
  3. California
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  5. San Diego
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