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

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, Moe’s, Molly’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/paddle boards & kayak. STR license - 03687L TOT #-518908
LocationOutdoor spacesCondition

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.
LocationOutdoor spacesBiking

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.
LocationOutdoor spacesLong stay

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.
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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 spacesValueBarbecue

Sunrise Bay | Private Rooftop & 2 Car Parking | AC
Welcome to our Mission Bay oasis. Only a 2-minute walk to the shorelines, this private stand-alone 3 floor sanctuary is nestled in one of San Diego’s beloved neighborhoods. A steps to cozy cafés, restaurants, and the shoreline. Complete with 2-car garage parking, in-home brand new large washer / dryer, and four balconies for relaxing coastal views. On the private rooftop, enjoy al fresco dining, lounging grilling, & games overlooking both Mission Bay & the Pacific Ocean vista 🌊
LocationOutdoor spacesFamily

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.
ValueOutdoor spacesCleanliness

The Crown Jewel Villa with AC!Bikes,Kayak and SUP!
Escape to the peaceful and coveted beach community of Crown Point in San Diego! This highly sought after neighborhood boasts mostly permanent residents, creating a serene and tranquil environment for our guests. Right across the street from the home, you can find Ski Beach and Park, a favorite spot for families and kids. Explore the variety of local eateries and coffee shops, or take a short walk to popular Sail Bay and the ocean.
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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!
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Large 4br Hillcrest Home-Big Backyard
This is a newly remodeled craftsman, centrally located 4 bedroom and 2.5 bathroom unit with living room, kitchen, parking, and a large backyard. Perfect setup for large groups who want a stylish yet historic home. It is centrally located in San Diego's uptown district and within walking distance to some of the best places in town. Please inquire about our discounts for essential workers, educators and extended stays.
ValueOutdoor spacesGetting around

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!
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Bay Front| Private Decks|AC|Garage| Beach Toys
Iconic 'Quigley House' that was once featured on San Diego Readers Digest is a Mission Bay-Front property 1 second from the beach, First floor home with no stairs. 2 private decks (First floor only) with gas BBQ, Allows you to relax on your patio and watch the sail boats cruise around the bay, Experience epic sunrises, moon rises, sunsets and people watching, our favorite property!
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Popular amenities for San Diego Bay kayak rentals
Holiday House Rentals with a Kayak

Coastal San Diego Family Retreat with Huge Yard
LocationOutdoor spacesHospitality

Mina Home
ValueOutdoor spacesAccuracy

Modern Ocean View Home+Free Parking+Steps to ocean
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Canyon BreeZe * Hot Tub * Game Room * Canyon View*
LocationValueSleep quality

New Ocean Front Grand Villa! HotTub ACParkingGames
Outdoor spacesValueQuiet

Bayside Mermaid Paradise + Fire Pit + Beach Toys
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Endless Summer at Windansea/steps to the sand
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Pet-Friendly Vintage Coastal Retreat – Walk to Bay
Outdoor spacesValueBeach
Cottages with a kayak

Island Court Cottage! Beachy & Best Location
ValueLocationDecor

House on Quiet S Mission Ct-last min cancel Sept
Outdoor spacesLocationIndoor spaces

The Happy Little Cottage, just steps to sand
LocationValueCleanliness

Pet friendly with AC, parking & steps to beach
LocationOutdoor spacesFamily
Other holiday rentals with a kayak

Tony & Bea's Little Compound
ValueLocationCheck-in

Light, Bright & Comfortable Apt w/ Gated Parking
ValueLocationAir conditioning

Windansea Beach Bungalow in La Jolla Shores
LocationOutdoor spacesCheckout

Stocked Family Beach House · Steps to Bay & Ocean
ValueOutdoor spacesBiking

On the Bay with Spectacular View #3!
LocationValueHospitality

Bird Rock Surf and Beach Retreat
LocationCheck-inHiking

PB • Steps to Bay +Beach | Parking + AC
ValueLocationAmenities

Fun Get Away, Vaulted Ceiling, Pool, Hot Tub, New.
LocationOutdoor spacesHot tub
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