Holiday rentals with a kayak in San Diego County

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Top-rated Accommodation with a Kayak in San Diego County

Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

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Superhost

The exterior of a modern three-story condo complex is showcased, featuring a warm yellow exterior complemented by palm trees. Stairs lead to upper levels, and a gated entrance is visible alongside a two-car garage located at the ground level.

Townhouse in Oceanside

4.95 out of 5 average rating, 210 reviews

Oceanside beach Condo 1 block from the water!

Modern condo with ocean views just one block from the beach! Light and bright design in a newer small (5) condo gated complex. Two car garage loaded w/all the beach stuff you'll need (boards, chairs, toys, kayaks, bikes) w/2 passes to park on the street also. Condo is a full 2 bed 2 bath that can sleep 8 if needed. Queen bed in master and twin bunk beds in guest with two pull out couches. AC,Flat screen TVs, wifi & cable. Walking distance to all the Oceanside hot spots and rail. Pets fee is $250

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Guest favourite

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 home in Escondido

4.84 out of 5 average rating, 219 reviews

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.

LocationValuePool

Top Guest favourite

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

4.97 out of 5 average rating, 113 reviews

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.

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Superhost

Home in Oceanside

4.82 out of 5 average rating, 126 reviews

SALE! Oceanfront Beach Cottage Walk to Restaurants

Bright, immaculate, and full of carefree coastal charm, this beachfront cottage in Oceanside, California is the perfect barefoot beach escape. This beautiful, fresh 3-bedroom oceanfront home sits directly on the sand with no street or sidewalk between you and the ocean. Enjoy one of the largest private sandy backyards in town, stunning ocean views, a fire pit, game area, and an easy stroll to Oceanside’s best restaurants, coffee shops, boutiques, and pier. Pet friendly, fun, and unforgettable.

ValueLocationDecor

Top Guest favourite

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.

Apartment in Mission Beach

4.97 out of 5 average rating, 187 reviews

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 spacesWalkability

Top Guest favourite

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.

Home in Mission Beach

4.89 out of 5 average rating, 145 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.

LocationValueLaundry

Guest favourite

Home in Mission Beach

4.95 out of 5 average rating, 158 reviews

Updated Quigley Glass House |RooftopJacuzzi+Garage

Soar above Mission Beach in this spacious coastal retreat featuring Mission Bay views, retractable glass walls, five outdoor decks, and a rooftop hot tub. With 4 bedrooms, 3 bathrooms, 6 beds, and space for up to 10 guests, it’s perfect for families and groups looking to enjoy the beach and bay. • Mission Bay views & retractable glass walls • 5 outdoor decks + rooftop hot tub • Sleeps up to 10 guests • 5 parking spots • Beach-ready with kayaks, SUP boards, bikes & beach gear

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Top Guest favourite

A child sits quietly on a wooden dock overlooking a calm lake. A sign indicating 'Catch & Release' is visible beside the child, and the surrounding hills are adorned with autumn foliage reflecting in the water, creating a serene and peaceful environment.

Guesthouse in Descanso

4.95 out of 5 average rating, 257 reviews

Private Lake with fishing/Tennis court near Julian

This 2 bedroom home is in a private setting that requires gate access. The lake has fish for those looking to fish in a serene setting . In the brilliant summer sunshine the lake has a perfect mirror for the mountains that surround it. You will have usage of our community kayaks and paddle boat that can take you to the lake island. The home has a full kitchen ,Wifi, forced air ,fireplace heater and air conditioner. Come and enjoy this unique paradise. Sorry no pets

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Superhost

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.

Apartment in Mission Beach

4.81 out of 5 average rating, 109 reviews

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!

ValueOutdoor spacesBathroom

Superhost

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

4.8 out of 5 average rating, 222 reviews

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!

LocationOutdoor spacesComfort

Top Guest favourite

Guesthouse in Bay Park

4.98 out of 5 average rating, 161 reviews

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.

ValueOutdoor spacesCleanliness

Guest favourite

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.

Condo in Greater North Park

4.87 out of 5 average rating, 212 reviews

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.

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