Sail Bay oceanfront vacation rentals

5 out of 5 average rating, 187 reviews

Guesthouse in San Diego

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!

4.95 out of 5 average rating, 139 reviews

Modern Pacific Beach 1 Bedroom Apartment With AC.

"Cozy Getaway in Pacific Beach! Escape to this centrally-located, second-floor apartment in the heart of Pacific Beach's vibrant atmosphere, and beautiful beaches. 5-minute walk to Mission Bay - 15-minute walk to the beach and lively Garnet Street Important notes: - STREET PARKING ONLY (no assigned parking) - MAXIMUM 2 GUESTS (additional guests will incur a $350 fine and cancellation without refund) - NO OUTSIDE VISITORS/GUESTS We look forward to hosting you in our cozy Pacific Beach getaway!

Superhost

4.84 out of 5 average rating, 494 reviews

Private Studio Steps2Bay +AC +Bikes (Akaroa)

Walk across a neighborhood street to gorgeous walking/biking/running/exploring Mission/Sail Bay and Pacific/Mission Beach. Newly remodeled. Queen Bed. Mini-split Air Con. Fast Wifi Internet. Private Entrance. Travertine shower and bathroom. Kitchenette with refrigerator/freezer, microwave, sink, & light kitchen supplies. Steps to Mission/Sail Bay. 2 beach cruiser bikes & 2 beach chairs. Common area courtyard with great seating, BBQ, etc. A small cozy studio, but a great recharge pad.

4.94 out of 5 average rating, 498 reviews

Cottage in San Diego

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. Not suitable for children (under 12), infants, or pets. 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.

Superhost

4.84 out of 5 average rating, 126 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!

5 out of 5 average rating, 294 reviews

Condo in San Diego

Ocean Front Mission Beach Penthouse!

OCEAN FRONT BLISS IN THE HEART OF MISSION BEACH! Relax and Unwind in this 3rd Floor Penthouse End-Unit Ocean Front condo with panoramic views of the Pacific ocean overlooking the Mission Beach Boardwalk! Located equidistant between Belmont Park and Crystal Pier in the HEART of Mission Beach walk to everything including restaurants, bars, nightlife, coffee shops and so much more! Enjoy meals on your private balcony and people-watching with the Pacific Ocean as your front yard.

4.89 out of 5 average rating, 346 reviews

Sun, Sand & Free Bikes : Ideal for Family Getaways

Escape to our cozy 1-bed, 1-bath apartment in sunny San Diego! Just a 2-min walk from the beach OR the Bay! It's perfect for couples or small families. Relax in the well-appointed living area and sleep soundly in the queen-sized bed. Enjoy the kitchenette, FREE bikes, and nearby attractions like the San Diego Zoo, SeaWorld, Belmont Park. Unwind on the custom patio deck or explore the sandy shores. With comfort, convenience, and lasting memories in mind, book your stay today!

4.93 out of 5 average rating, 220 reviews

Condo in San Diego

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 with milk frother to make the perfect latte to take to the bay in the morning then come back to some breakfast snacks or walk to a local breakfast spot!

4.96 out of 5 average rating, 163 reviews

New! Bayside Bungalow - Upscale Beach Retreat!

Wake up every morning and enjoy a stroll along the water when staying at our new Bayside Retreat in Crown Point. Our recently remodeled (2022) guest house is just 1 block to the Bay and within walking distance to restaurants, bars, shopping and, nightlife. The guest house is bright and open with vaulted ceilings and brand new everything! Enjoy 600 thread count luxury cotton linens, a silky-soft down alternative duvet, and air conditioning.

4.94 out of 5 average rating, 128 reviews

Pacific Beach Pink Paradise With AC

Lovely rental for 2 total guests. Private outdoor patio Shower essentials (shampoo.) Mini fridge and microwave blankets AC and heater Great Location: 5-minute walk to the bay 12-15 minute walk to Catamaran Resort and beach Close proximity to shops, restaurants, and attractions Important Details: Maximum occupancy: 2 total guests Street parking only Check-in: 3pm Book now and enjoy a relaxing vacation in beautiful Pacific Beach!"

4.94 out of 5 average rating, 707 reviews

Guest suite in San Diego

Place to Stay with Private Entrance near Beach

The room has a private entrance. It's ideally located in a residential area of Ocean Beach. 5 blocks to the beach, OB pier, and 2 blocks to village life, shops & restaurants. It has a queen bed, a small private bathroom with a shower, a fridge, TV, Wifi, microwave, etc. Guests will love the location and privacy! Beach chairs, towels, umbrellas, etc. are available for your enjoyment. Enjoy the great ocean view from the backyard.

4.88 out of 5 average rating, 223 reviews

Bungalow in San Diego

Little Bungalow Steps from Beaches

This little bungalow, fully remodeled, is located within steps from Mission Bay and the Pacific Ocean beaches in the heart of Mission Beach. We have a cute front porch, private fenced in back area, and a driveway for parking. There is WiFi, a fully equipped kitchen and clean bathroom, a dining nook, gas range and oven and large windows. We are on the main street that passes through the Mission Beach peninsula (see google maps).

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Popular amenities for Sail Bay vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Sail Bay

5 out of 5 average rating, 11 reviews

Oceanfront Getaway 2/2 + Hot Tub

ThomasRating, 5 stars1 week ago

The only thing better than the location was the overall experience with the host! Our car battery died as we were leaving and Erin was quick to give us a jump start. Lifesaver! This place is definitely on our list to come back to!

4.97 out of 5 average rating, 35 reviews

Casita - Beachside Mission - Designated parking

AngelRating, 5 stars1 week ago

Chad & Austin’s place was perfect. We saw Austin at check in & throughout as he was assisting other rentals. Great location, very friendly and home was perfect! We enjoyed our stay & would stay again!

4.95 out of 5 average rating, 19 reviews

NEW Stunning Bayfront Home + Beach Access +Hot tub

DanielRating, 5 stars2 weeks ago

Wonderful bay front home! Tom’s of amenities. Host was super responsive and fixed a water issue we were having on the holiday weekend. Overall great experience.

4.87 out of 5 average rating, 55 reviews

Pacific Beach Beautiful Bayside Retreat with Bikes

MadiRating, 5 stars1 week ago

We absolutely loved our stay at Lisa’s place during our time in San Diego!

4.89 out of 5 average rating, 9 reviews

Casa Bonita Pacific Beach

ElisaRating, 5 stars6 days ago

My friend and I stayed at this cute one bedroom one bath home for a couple of nights. We checked in pretty late (around 2 AM) after a delayed flight but the place was very easy to access via clear instructions, even in the dark. We rented a car for our trip—and while we could not park on premises, we were able to find street parking around the block, if not next to the Airbnb at times. While our trip to San Diego wasn’t very sunny, the Airbnb is armed with AC, just in case. I crashed on the sofa bed while my friend took the bed. Both were comfy and clean. This Airbnb is in a location that makes easy travel to anywhere in San Diego. Most places were less than a 20 minute drive away.

Superhost

Bungalow in San Diego

4.69 out of 5 average rating, 13 reviews

MB Studio Steps to Beach & Bay

MikeRating, 5 stars3 weeks ago

Place was nice and clean

5 out of 5 average rating, 17 reviews

Beachside Cottage just steps to ocean Blue

DorisRating, 5 stars1 week ago

Beautiful area. The beach supplies were really helpful since we flew in to San Diego and couldn't bring our own.