Holiday rentals with a kayak in San Diego Bay

New Ocean Front Grand Villa! HotTub ACParkingGames

Ocean Front and water views for days!! Walk in the sand and take a dip in the bay every morning!! The stunning Ocean Grand Villa is located the crown of San Diego, Crown Point. Beautiful, safe and peaceful neighborhood, yet close to amazing restaurants, bars, attractions and all that SD has to offer. Amazing Amenities: HotTub, Outdoor shower, Central AC, gated Parking fooseball, pingpong & more. Everything from our sheets to appliances is top of the line. Your Vacation is going to be Magic!

Location · Outdoor spaces · Pets

Jan'25 remodel apt. for young family or 3 adults

In S. Mission Beach on Ensenada Ct a cpl blocks South of Belmont Park. We live upstairs and offer a small 1 and 2 bedrm apartments (approx 500 sq. ft each) on the ground floor to vacationers. Please note that the 2nd room is very small with twin bunkbed suitable for children or small adult (3 adults max or 2 adults/2 children max (no exceptions), top bunk 110lbs. max) We enjoy having guests from all over the world come to visit and love watching you enjoy South Mission Beach as much as we do.

Outdoor spaces · Value · Breakfast

Panoramic Ocean Views at a Mid-Century Modern 2BR

Welcome to The OB Overlook, a stunning modern retreat perched above the heart of Ocean Beach. This coastal escape blends sophisticated architecture, relaxed luxury, and sweeping 180° ocean views. On the second floor, you’ll find two beautifully appointed bedrooms, dedicated workspaces and a spa-like bathroom. Upstairs, the third-floor open-concept living, kitchen, and dining area open to a spectacular balcony — your front-row seat to breathtaking sunsets, surf, and a sparkling coastline.

Value · Outdoor spaces · Beach

Casa Rosada - Spanish Charm on Mission Bay

Pink Paradise on the Bay. 1930s Spanish home, family-owned and managed since the 1990s. 2 BR, 2 Bath beach house, with pull-out couch in downstairs living room. Private patio deck on ground level with table and chairs for families- just steps to either bay or beach side. Upper balcony off Master bedroom overlooking Sail Bay. Suitable for 4-6 guests and families welcome-- highchair, safety gates and crib provided. PLEASE NOTE: One car parking included for SMALL SUV/CROSSOVER maximum.

Value · Outdoor spaces · Getting around

Beach House one block from Mission Bay w/AC

Just one block from the bay, this quiet and cozy beach house with a fully fenced private patio is ideal for anyone who wants a coastal getaway, while still being close enough to the attractions, restaurants, shopping, and nightlife of San Diego. We have all the amenities you need, a new AC unit, a comfy King-size bed, coffee bar, BBQ, 2 beach cruiser bikes, 2 stand-up paddleboards, beach chairs and floats. Walkable to restaurants, parks, the beach, and the bay. 1 private parking spot.

Outdoor spaces · Location · Pets

3 Story Private Rooftop Gem | AC | 2 Car Garage

Welcome to our cozy Home. Only a 2-minute walk to the shorelines, this private stand-alone 3 story sanctuary is nestled in one of San Diego’s beloved neighborhoods. A short walk to cozy cafés, restaurants, and boutiques await. Complete with 2-car garage parking, in-home brand new large washer / dryer, and four balconies for relaxing coastal views. On the Rooftop, one can enjoy al fresco dining, lounging grilling, & games overlooking both Mission Bay & the Pacific Ocean vista 🌊

Value · Location · Checkout

Surf to Skyline | 6BR Luxury Stay w/ Stunning View

Welcome to Surf to Skyline – Where luxury, nature, and city views unite. This newly remodeled 6-bedroom retreat sleeps 16+ and offers stunning views of San Diego and Lake Murray. With 3 full and 2 half baths, it’s perfect for families, couples, or large groups. Enjoy high-end finishes, spacious living, and unforgettable sunsets in a serene setting just minutes from everything. Whether you're relaxing on the deck or exploring the city – comfort and connection await.

Value · Outdoor spaces · Kitchen

Garden Retreat in North Park.

Nestled behind a vine-covered gate in the North Park area, this serene 1BR/1BA home is the perfect retreat. Enjoy hardwood floors, a spacious eat-in kitchen, and a cozy front porch overlooking a rose-filled garden. Located on a quiet street just minutes from dining, shopping, and Balboa Park. Includes secure off-street parking and EV charging. Ideal for solo travelers or couples seeking charm, privacy, and convenience in the heart of San Diego.

Value · Outdoor spaces · Bathroom

Coastal San Diego Family Retreat with Huge Yard

Welcome to The Gathering Place – your home base for connection in San Diego. This spacious, single-level Point Loma home is designed for people who travel together: families, couples, friends, work teams, and everyone in between. Whether you’re here for theme parks and beaches, sunset walks and wine, or simply a quiet place to land between adventures, The Gathering Place makes it easy to slow down, spread out, and enjoy each other’s company.

Outdoor spaces · Location · Bathroom

Ben's Beach Bungalow 3, Ocean View Mission Beach 1

Just steps to the sand, this property is beachside of Mission Blvd and has recently been completely updated to provide you with the feel of luxury. It has a separate dining area and a full kitchen, so you always have the option of dining in or experiencing the vast array of PB restaurants and bars. But the highlight of this unit is the full ocean view from the bedroom...not many units in Mission Beach can boast this view!

Value · Outdoor spaces · Wi-Fi

Atomic Beach Pad - Incredible Beach Access!

Are you looking for an amazing beach stay with non-stop action sports adventures? We’ve got you covered! We can outfit you with beach bikes for cruising down the boardwalk, stand up paddle boards, boogie boards, wet suits, beach chairs, umbrellas, coolers… you name it! The ocean is directly across the street from this apartment with a private entry having both a bay and an ocean view. Your dream vacation!

Value · Outdoor spaces · Nearby

3 Blocks to ocean/beach and Sunset Cliffs 2Bd 1 Ba

2 bedroom house located in the exclusive Southern Ocean Beach neighborhood of Sunset Cliffs. Hear the waves crashing just two blocks away. Enjoy a private lounging deck with fire pit and an outdoor dining patio. Ocean Kayaks, Boogie Boards, Beach chairs, and all the gear for your enjoyment. Close to many beaches and San Diego attractions. 3.5 miles to Sea World, 7 miles to The San Diego Zoo/Balboa Park.

Value · Location · Solo travel