Vacation rentals with a kayak in Oceanside

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Top-rated kayak rentals in Oceanside

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Guest favorite

The rustic cabin is nestled among vibrant foliage and wildflowers, featuring a front deck with seating. A pathway leads up to the cabin, emphasizing its integration with the surrounding natural landscape, which includes lush greenery and cacti.

Guesthouse in Escondido

4.91 out of 5 average rating, 793 reviews

Hilltop cabin retreat with lake & mountain views

Rustic hilltop cabin overlooking Lake Hodges. Surrounded by open canyons & mountains, you will feel like you're a million miles away from everything as you take in the views from the cabin, deck or the outside shower, swim in the saltwater pool, or relax by the fire bowl. A short walk to lake with boating, fishing & miles of hiking/mountain biking trails. Property offers swimming pool, fire bowl, and shaded arbor. SD Zoo Safari Park, wineries, breweries, & ocean beaches all within easy reach.

Guest favorite

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

4.96 out of 5 average rating, 189 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

Top guest favorite

The exterior of the property showcases a two-story house with a spacious deck adorned with greenery. The inviting pool features oversized floating cushions and well-designed seating areas, surrounded by palm trees under a clear sunset sky.

Home in Oceanside

4.98 out of 5 average rating, 54 reviews

Private Family Oasis w/ Oceanview - Near Downtown

Nestled on a private hillside with breathtaking ocean views, this family-friendly retreat is just a 5-minute drive from the beautiful sandy Oceanside City Beach. The backyard oasis features a pool, games, and a Traeger smoker for BBQ enthusiasts to enjoy while watching the kids play. Inside, you'll find a stylish design, luxurious amenities, a chef's kitchen, and an impressive record collection, ideal for music lovers. This property blends relaxation and entertainment for a memorable getaway.

Guest favorite

Home in Vista

4.98 out of 5 average rating, 284 reviews

Bamboo Lake House-Tropical paradise & LOTS OF FUN

LEGOLAND and best BEACHES nearby. Pool, spa, tennis court, pickle ball, basketball, game room, ping pong, fishing, canoeing on 1/2 acre pond with fish and ducks and birds, bbq, firepit all for your EXCLUSIVE private use. Unique TROPICAL PARADISE comfortable to RELAX and have FUN in beautiful SAN DIEGO north county. Many attractions and CRAFT breweries and cuisine. ***There are 3 private residences on the 2.5 acre property. Your residence is your own house, everything is for your private use.

Top guest favorite

Kayaks are positioned on the sandy beach with bright yellow colors. In the background, several people are seen paddling in the water, enjoying the ocean waves. The shoreline stretches into the distance under a clear blue sky with a few clouds.

Apartment in La Jolla

4.92 out of 5 average rating, 62 reviews

Windansea Beach Bungalow in La Jolla Shores

This freshly decorated condo, is the epitome of beach living. It is the perfect spot for your family or group to kick back and relax to truly enjoy the laid back La Jolla Shores vibe. Just a couple blocks from one of the most beautiful coastlines & family friendly beaches in the world, this La Jolla Shores hideaway has everything your group could need for a La Jolla beach adventure. Have two groups? This condo has two separate kitchenettes & entrances to accommodate each groups' privacy.

Guest favorite

A cozy outdoor seating area features two wicker chairs adorned with soft blue cushions displaying playful text. A small table sits between them, holding two glasses of red wine. The sun sets in the background, casting a warm glow and reflecting off a nearby window.

Home in Lakeside

4.95 out of 5 average rating, 20 reviews

Spacious Family Getaway – Pet & Kid Friendly!

This home is perfect for families with kids and pets, offering 0.6 acres of fully fenced land where they can safely run and play, chasing rabbits, squirrels, and lizards. A dog door provides easy access to the house on hot days. The layout allows for privacy, with two smaller bedrooms and a playroom/bedroom separated by a barn door. Enjoy a jacuzzi, golf practice area, and nearby golf course, just 10 minutes from lakes and 15 minutes from the ocean, SeaWorld, and top San Diego attractions!

Top guest favorite

A spacious outdoor deck features a circular table with four chairs, shaded beneath a beige canopy. A colorful striped umbrella provides additional shade over picnic-style seating. Lush greenery serves as a backdrop, creating a relaxing environment for outdoor gatherings.

Cottage in Del Dios

4.9 out of 5 average rating, 40 reviews

Lake House Awesome Views/Theme Parks Close

Our lake house in Del Dios aka "Valley of Gods" west shore Lake Hodges, SD Co. North. Perfect for relaxing, family, outdoor sports, vacation, work or school at home, Internet-150mbp * Vacation House to yourself * Paddle/Wind/ & Sail Boarding * Boat, Kayak, Canoe, Sail and Fishing * Trail Biking, Cycling * Coast to Crest Trail * Hike or Stroll the shore * Bird Watch * Horseback Riding * BBQ/Picnic areas * Boat Launch, Rentals, Concession * Pets by approval * Beach/Safari Park-close

Guest favorite

A vibrant outdoor space is shown, featuring a blue kayak resting against a sunlit wall of the house. Lush green grass surrounds the kayak, while palm trees and tropical foliage provide a natural tropical backdrop.

Villa in Oceanside

4.96 out of 5 average rating, 83 reviews

Oceanside Tropical Resort with HEATED POOL & SPA!

Enjoy your family vacation at this luxurious tropical resort, an indoor/outdoor lover’s dream with a heated pool and spa. This resort features the following amenities: -Heated Pool & SPA (Included in the price) -Private game room -3 large smart TVs -Pool table -Beautiful landscape and garden, feels like a tropical paradise -Playground -1 outdoor gas fire pit -2 hole putting green/new turf -2 Kayaks Dozens of varieties of tropical fruit trees make you feel you are forever on vacation.

Guest favorite

Bungalow in La Jolla

4.92 out of 5 average rating, 12 reviews

The Bungalow | Vintage Beach Gem | Huge Yard

Welcome to The Bungalow, your sunny, private hideaway just three blocks from Windansea Beach! Originally built in the 1940s and thoughtfully updated with modern comforts, this charming coastal bungalow offers a unique opportunity to experience authentic vintage La Jolla living blended with today’s conveniences. Relax in the lush, spacious yard, grill on the patio, or picnic in the sun, all within minutes of Bird Rock cafés, La Jolla Village boutiques, and San Diego’s top attractions.

Guest favorite

Home in Fire Mountain

4.97 out of 5 average rating, 151 reviews

Stunning Large Coastal Home. Absolutely gorgeous!

Enjoy the beautiful coastal sunset on our expansive deck. Fully equipped kitchen, barbecue, kayaks, Paddle boards, surfboards, boogie boards, and air-hockey are waiting in the garage. Note: The fourth bed is a queen size high quality blow up mattress. It sits on a platform and it fits perfectly in our upstairs office/loft space. The custom home has soaring ceilings, three gas fireplaces, designer kitchen, fire pit, four smart TV's, and barbecue makes this home truly extraordinary.

Superhost

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

4.71 out of 5 average rating, 21 reviews

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

Welcome to our cozy 3-BR/2BA family friendly home (sleeps 8) centrally located in San Diego! Nestled above a scenic canyon and just minutes away from UCSD and beaches, this charming house is perfect for families and professionals. The house features a fully equipped kitchen with brand new appliances, cozy living room with a 65 inch flat-screen TV, private backyard with 8 seat dining table, BBQ grill, fire pit and new hot tub (starting end of June). Plus great gym and game room!

Guest favorite

Home in Oceanside

4.78 out of 5 average rating, 18 reviews

Oceanside Escape | Sleeps 10 + Cozy Jacuzzi!

Escape to paradise in this spacious & stylish home, perfect for families! Enjoy a glass of wine or coffee in the spacious yard or warm jacuzzi. Centrally located, you'll have the best of Southern California at your fingertips. Less than 5 minutes from the freeway. Easy way to explore Oceanside and San Diego! Spend the day lounging on San Diego's beautiful beaches, or take a short drive to Legoland, Disneyland, the San Diego Zoo, and the Gaslamp District.