Vacation rentals in Sail Bay

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Top-rated vacation rentals in Sail Bay

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Top guest favorite
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.
Guesthouse in San Diego
5 out of 5 average rating, 254 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 favorite
Bungalow in San Diego
4.97 out of 5 average rating, 150 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

Top guest favorite
Guest suite in San Diego
4.98 out of 5 average rating, 626 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 favorite
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.

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, 157 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
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.

Guest favorite
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, 261 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 favorite
An exterior view of a bungalow features an orange front door set against a light blue wall. Two small planters with ornamental grasses are positioned on either side of the entrance, and three steps lead up to the door. Large windows flank the entrance, allowing natural light to enter.
Cottage in San Diego
4.95 out of 5 average rating, 546 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 favorite
Apartment in San Diego
4.88 out of 5 average rating, 304 reviews

Luxury 1 bedroom #7 - 167 ft to Mission Beach

167 feet from Boardwalk and Beach in San Diego’s premier beach destination, Mission Beach. Luxury just fully remodeled 1 bedroom. Second floor. Includes high speed Wifi and streaming cable. Property includes 1 queen bed and 1 queen air mattress. Please note our Top 3 House Rules and inquire before you instant book if they apply. 1) No Extra Guests or Additional Guests beyond the number in the reservation. 2) No Pets 3) This isn't a party house.

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.

Top guest favorite
An outdoor terrace features a spacious seating area with plush cushions, a central firepit, and lounge chairs overlooking a panoramic view of the landscape and ocean in the distance. The setting invites relaxation and enjoyment in a serene environment.
Guesthouse in San Diego
4.95 out of 5 average rating, 103 reviews

Beach views for 2! Jacuzzi, fire pit

This mid-century modern jewel offers one of the best views in San Diego while still being walking distance (9 blocks) to the beach. You'll get a 1 bedroom with queen bed, full kitchen, living room with a convertible couch. I live upstairs and have a deck so you get your own private deck below me with a firepit and jacuzzi. Perfect place for a couple (or possibly a family with 2 small children).

Guest favorite
Condo in San Diego
4.86 out of 5 average rating, 164 reviews

50ft to Beach | Walk Everywhere | Stylish Condo

Beachside stay just 50 ft from the sand—wake up to ocean breezes and walk everywhere in Pacific Beach. This Bali-inspired condo blends comfort and style with a cozy bed, updated kitchen, fast WiFi, and smart TV. Steps to ocean & bay, restaurants, cafés, and nightlife. Professionally cleaned and well stocked. Perfect for a relaxing getaway or enjoying the energy of the beach.

Popular amenities for Sail Bay vacation rentals

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