Vacation rentals with a kayak in San Diego

4.93 out of 5 average rating, 104 reviews

NEW Luxury Beach Home | 3BR | Balcony | Firepit

A perfect coastal getaway awaits with this beautiful Mission Beach gem! NEW, centrally located, modern 3-level home is your dream destination. Ocean & Bay views, 60 steps (2 houses) to sand & surf, gas fire pit, balcony, private roof top deck with sunset views & gas BBQ. All bedrooms come w/own private bathroom. Both garage & carport (rare in this area). Short walk to Mission Bay, Crystal Pier, Belmont Park etc. This home is the best in comfort, convenience & relaxation. Add to Wishlist today!

ValueOutdoor spacesLayout

4.85 out of 5 average rating, 227 reviews

A tiny house is nestled in a hillside, surrounded by lush greenery and cacti. The wooden structure features a spacious deck with seating, and large windows that invite natural light. Scenic mountain views are present in the background, enhancing the tranquil setting.

Tiny homes in Escondido

Lakeview Tiny House w/hillside pool

Tucked into the hillside by Lake Hodges, the tiny house is a romantic retreat or a place to unwind surrounded by nature, w/plenty of amenities so you don't have to sacrifice comfort. Lake & mountain views from inside & out-- private, large covered deck, dining patio, outdoor shower (& indoor), beautiful saltwater pool, & fire bowl. Though it feels like you're in a secluded retreat, urban amenities are just a few miles away. SD Zoo Safari Park, wineries, breweries & beaches all w/in easy reach.

LocationValueHospitality

4.97 out of 5 average rating, 115 reviews

The outdoor area features a heated pool and elevated spa surrounded by lush palm trees. An umbrella provides shade over cozy seating. A string of lights adds a warm glow, enhancing the inviting atmosphere of the space. Comfortable lounge chairs invite relaxation.

Villa in Oceanside

Oceanside Tropical Resort with HEATED POOL & SPA!

Enjoy your family vacation at this tropical paradise, an indoor/outdoor lover’s dream featuring a heated pool and relaxing spa - all included: • 🌊 Heated Pool & Spa • 🎯 Private Game Room • 🎱 Pool Table • 📺 3 Large Smart TVs • 🧒 Playground • 🔥 Outdoor Gas Fire Pit • ⛳ Two-Hole Putting Green • 🚣 2 Kayaks Surrounded by dozens of tropical fruit 🍏 trees, this home feels like you’re on a permanent vacation — whether you’re swimming under the sun 🌞, relaxing by the fire 🔥 at night.

Outdoor spacesValueFamily

Apartment in Mission Beach

A bright living area featuring a snug couch with striped cushions and a wooden coffee table. The adjacent kitchen is seen through a wide entry, with blue cabinetry and a dining set. Natural light enters through a set of glass doors, enhancing the openness.

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.

LocationValueBathroom

4.97 out of 5 average rating, 189 reviews

The living area features a cozy seating arrangement with two light grey sofas and two navy blue armchairs. A white coffee table is centered on a textured blue area rug. A large flat-screen TV is mounted above a fireplace, with open shelves displaying decor and books. Natural light filters in through a window showing views of the bay.

5.0 out of 5 average rating, 36 reviews

Sunrise on the Bay, Bayfront, A/C, Bikes & Firepit

This property sits right on Mission Bay Boardwalk, overlooking the sandy beaches . Amenities: Central A/C, central heat, fireplace, 2 parking spaces, bikes, firepit, boogie boards, beach chairs, and even beach toys! Guests have access to the entire home. The living and dining areas look over the water. Step off the patio and you are steps from the sand. The kitchen is stocked for meal preparation, dining and entertaining. You can also head out to the patio and grill on the outdoor gas BBQ!

Outdoor spacesValueBiking

4.83 out of 5 average rating, 65 reviews

A rooftop deck offers comfortable seating with light blue cushions and a wooden table. A large umbrella provides shade, and palm trees frame the view of the ocean in the distance. The serene setting invites relaxation and enjoyment of the coastal scenery.

Home in La Jolla

Endless Summer at Windansea/steps to the sand

Welcome to our "Endless Summer" beach house, the ultimate retreat located just steps from the pristine shores of the world-famous Windansea beach. The crown jewel of our beach house is undoubtedly the fully furnished roof deck. Equipped with heat lamps, a cozy sofa, and a large rooftop dining table, this outdoor haven invites you to soak in the beauty of the ocean while enjoying the comforts of home. There are also multiple decks and balconies to take in the views as well as a jacuzzi.

ValueLocationHot tub

The charming pink exterior of a 1930s Spanish home is highlighted, featuring an inviting patio area with a table and chairs beneath a large umbrella. Lush greenery adds to the relaxed atmosphere, while the upper balcony provides additional outdoor space.

4.89 out of 5 average rating, 147 reviews

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.

ValueLocationGrill

5.0 out of 5 average rating, 99 reviews

Home in City Heights

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.

ValueLocationLaundry

4.94 out of 5 average rating, 167 reviews

The property displays a charming two-story building with arched balconies and a red-tiled roof. A spacious patio features vibrant outdoor furniture, including a large umbrella, providing shaded seating. The modern garage blends seamlessly with the structure, further enhancing the property's appeal.

Home in Pacific Beach

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.

ValueOutdoor spacesFamily

Apartment in Mission Beach

A view from a window showcases the sandy beach and ocean in the distance, framed by neighboring buildings. The sky is clear, allowing natural light to brighten the space. The gray rooftops offer a quaint contrast to the beach landscape below.

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!

LocationValueLaundry

4.81 out of 5 average rating, 111 reviews

A bright and inviting living area features a blue sofa paired with a yellow accent chair. Colorful artwork adorns the walls, complementing the warm tones of the space. Large windows allow natural light to fill the room, with a view of the outdoor area visible through the open door.

Apartment in Mission Beach

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!

ValueLocationDecor

4.79 out of 5 average rating, 226 reviews

Condo in Greater North Park

A cozy living area is highlighted by a plush sofa and armchair, complemented by a wooden coffee table. A decorative area rug adds warmth to the space. Stylish wall art features circular designs, and a lamp illuminates the room, creating a welcoming ambiance.

Sophisticated Uptown Escape | High-End Remodel

Centrally located in San Diego's trendy University Heights Neighborhood. Only a few blocks from tons of delicious restaurants, beautiful green parks with gorgeous views, great shopping, and close to the World Famous San Diego Zoo, beaches and the Gaslamp. Enjoy all Southern California has to offer! Please inquire about our discounts for essential workers, educators and extended stays.

LocationValueSleep quality

4.87 out of 5 average rating, 218 reviews

Popular amenities for San Diego kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

4.88 out of 5 average rating, 26 reviews

Home in City Heights

Mina Home

Outdoor spacesValueIndoor spaces

4.98 out of 5 average rating, 47 reviews

Home in Ocean Beach

Panoramic Ocean Views at a Mid-Century Modern 2BR

LocationOutdoor spacesBathroom

4.89 out of 5 average rating, 62 reviews

Modern Ocean View Home+Free Parking+Steps to ocean

ValueLocationBiking

4.89 out of 5 average rating, 88 reviews

An oceanfront patio features a cozy fire pit surrounded by comfortable lounge furniture and umbrellas, with clear views of the Pacific Ocean and beach just steps away. The area is designed for relaxation, inviting guests to enjoy sunsets and ocean breezes.

Home in Oceanside

Large Beachfront Rental, Stroll to restaurants

ValueOutdoor spacesCheckout

4.91 out of 5 average rating, 65 reviews

Home in Pacific Beach

Amazing 5-Bedroom Bay View Home w/ Large Jacuzzi

Outdoor spacesLocationSleep quality

4.87 out of 5 average rating, 61 reviews

An inviting outdoor living space showcases a covered patio with comfortable seating and a central fire pit. Adjacent to the patio is a well-maintained lawn, surrounded by potted plants and a tranquil atmosphere, perfect for relaxation and gatherings.

Home in San Diego

Coastal San Diego Family Retreat with Huge Yard

Outdoor spacesLocationQuiet

4.86 out of 5 average rating, 64 reviews

A cozy living room showcases a spacious sectional sofa and a comfortable brown loveseat. A large flat-screen TV is mounted on the wall, while a round area rug is centered on the warm wooden floor. Natural light filters in through expansive windows, enhancing the inviting atmosphere.

Home in University City

Canyon BreeZe * Hot Tub * Game Room * Canyon View*

LocationOutdoor spacesIndoor spaces

4.79 out of 5 average rating, 48 reviews

Bayside Mermaid Paradise + Fire Pit + Beach Toys

LocationValueAir conditioning

Other vacation rentals with a kayak

Guesthouse in National City

The exterior features a well-maintained garden area with lush greenery and colorful flowers, situated beside a pathway. A large window allows for natural light, complemented by a white window frame. The patio extends invitingly, providing a sense of openness.

Tony & Bea's Little Compound

ValueLocationWifi

4.96 out of 5 average rating, 45 reviews

4.91 out of 5 average rating, 34 reviews

Apartment in Golden Hill

Light, Bright & Comfortable Apt w/ Gated Parking

ValueLocationDecor

4.9 out of 5 average rating, 83 reviews

A modern living area features a comfortable gray sofa and two light-colored chairs, arranged around a coffee table. A large window offers a view of the outdoor space, while a wall-mounted TV and neutral-toned art add to the decor. Light curtains frame the window.

Apartment in La Jolla

Windansea Beach Bungalow in La Jolla Shores

LocationOutdoor spacesBeach

5.0 out of 5 average rating, 53 reviews

A charming casita is situated above a wooden deck with steps leading down to a vibrant green lawn. The surrounding garden features lush greenery and well-placed seating, creating a peaceful outdoor space. String lights add a soft glow, enhancing the inviting atmosphere.

Guesthouse in La Jolla

Bird Rock Surf and Beach Retreat

LocationCheck-inWifi

4.86 out of 5 average rating, 28 reviews

A spacious living area features large windows showcasing views of the bay. Comfortable seating arrangements include a gray sofa and a pair of green-patterned armchairs. A stone fireplace is positioned along one wall, complementing the modern design and open layout.

Condo in Pacific Beach

On the Bay with Spectacular View #3!

ValueLocationView

4.85 out of 5 average rating, 95 reviews

A charming patio area is illuminated with string lights, featuring a round table surrounded by several blue chairs. An umbrella provides shade at the table, while the entrance is highlighted by subtle landscaping and a warm glow from the window.

Cottage in Mission Beach

Island Court Cottage! Beachy & Best Location

Outdoor spacesLocationHospitality

4.97 out of 5 average rating, 37 reviews

The exterior features a charming house with blue shutters, surrounded by palm trees. A large umbrella provides shade over a seating area, which includes a dining table and chairs. Vibrant flowers border the entrance, offering a welcoming touch.

Cottage in Mission Beach

House on Quiet S Mission Ct w/AC-walk to beach/bay

Outdoor spacesLocationIndoor spaces