
Holiday rentals with a kayak in San Diego Bay
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Top-rated rentals with kayak in San Diego Bay
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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!

Pet friendly with AC, parking & steps to beach
Beach cottage restored into the best vacation retreat in Mission beach w/ dedicated parking, AC, & pet friendly. Fantastic location -Walking distance to favorite local restaurants- Mission Cafe, Intaza's, Single Fin, Olive's & Miss B's. And 1 block to ocean beach & steps to bayside beach! Experience all the luxuries of home w/ 55 " 4K TV, remodeled kitchen, private patio with outdoor TV, & 4 beach cruisers/beach chairs, boogie boards & kayak. Short term rental license - 03687L TOT #-518908

Beach House one block from Mission Bay w/AC
Just one block from the bay, this quiet and cozy beach house with private parking and 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, large private patio w/ BBQ, 2 beach cruiser bikes, 2 stand-up paddleboards, and a kayak too. Walkable to restaurants, parks, the beach, and the bay. Just a click away!

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.

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.

Modern Oceanview Penthouse
Enjoy panoramic views of the ocean, bay, & beach from nearly every area of this incredibly clean, newer home. Entire top floor is yours. Cook up a storm in the amazing kitchen w/ large breakfast bar or step out onto the oceanview deck featuring a tall table & chairs, lounger, & shady umbrella. Outdoor living is found on the downstairs patio! The garage comes stocked w/ all the beach toys! 10/10 walkability & quick access to trendy coffee shops, restaurants, bars, & beach activities!

Newly remodeled! Home away from home
We are located in South Mission Beach on Ensenada Ct a couple blocks South of Belmont Park. Bob and I live upstairs and offer a small 1 bedroom and 2 bedroom apartment (approximately 500 sq. feet each) on the ground floor to vacationers. Please note that the 2nd room is a very small with twin bunkbed suitable for children or small adults. We enjoy having guests from all over the world come to visit and love watching everyone enjoy South Mission Beach as much as we do.

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.

Craftsman Charm - Historic 1930 Gem | Walkable |AC
Discover a historic 1930s California Craftsman bungalow where vintage charm meets modern luxury. Walk along the stunning original hardwood floors, adding a touch of elegance and history to a sunlit living space. Enjoy heartwarming meals in a fully equipped kitchen or unwind in the inviting backyard. Walking distance to local eateries, shops, breweries, bars, and parks. This bungalow offers the perfect getaway! Ready for a memorable stay?

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, tandem kayaks, 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!

2 BR/ 2 BA San Diego Getaway
This 2 bed/2 bath home in San Diego is located in the Bay Park neighborhood, 1/2 mile from Mission Bay. It has an open and inviting living area, kitchen and dining space, and a relaxing/private outdoor patio with a BBQ and fountain...very So Cal! Also, there is a new "white sandy beach" steps from the rental. It is not the "real" beach but very private and nice. Check out the new beach photos..super cool.

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.
Popular amenities for kayak rentals in San Diego Bay
House rentals with a kayak

Mina Home

The Rockaway House at Bayside

BayFront, 3 Private Decks, AC, Garage, Beach Toys

NEW Luxury Beach Home | 3BR | Balcony | Firepit

Cheerful 2-bedroom home with a hot tub.

Private Beachy Haven-10% weekly discount!

Hot tub, palm trees, come visit my relaxing home!

Endless Summer at Windansea/steps to the sand
Cottage rentals with a kayak

Pet friendly with AC, parking & steps to beach

Island Court Cottage! Beachy & Best Location

The Happy Little Cottage, just steps to sand...

House on Quiet S Mission Ct-SUP, kayaks included
Other holiday rentals with a kayak

Room in Bonita, San Diego CA

San Diego mini retreat.

Leisure Department

Private room Close to everything in San Diego

Pet-Friendly Vintage Coastal Retreat – Walk to Bay

Private Beach Studio

Luxury Pacific Beach 1BD king bed / parking

Modern Ocean View Home w\saltwater pool
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