Vacation rentals with a kayak in San Diego

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Top-rated kayak rentals in San Diego

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Guest favorite

Guesthouse in Escondido

4.92 out of 5 average rating, 638 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.

Nov 30 – Dec 7

G$35,000 GYD per night

Guest favorite

Townhouse in Oceanside

4.97 out of 5 average rating, 160 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

Jun 23 – 30

G$76,111 GYD per night

Guest favorite

Home in Carlsbad

4.96 out of 5 average rating, 133 reviews

Casa Surfside-Walk 2 Beach, Spa, Close to Legoland

Welcome to Casa Surfside in Carlsbad! Experience stunning Pacific Ocean sunsets, a 5-minute walk to the beach, and a private backyard jacuzzi in this Spanish-style family home. With 4 bedrooms, 2.5 bathrooms, and 2,500 SF, it offers exceptional indoor/outdoor living. Located near pristine beaches, Legoland, great restaurants, shopping, and cafes, it's an ideal retreat for up to 9 guests. Unwind, recharge, and enjoy the perfect blend of Southern California beach living in this light-filled haven.

Jan 29 – Feb 5

G$145,247 GYD per night

Superhost

Home in San Diego

4.87 out of 5 average rating, 159 reviews

Family Fun Heated PoolHouse

A spacious and stylish getaway in the very heart of San Diego with a large private pool 88 degrees and backyard for sports or tots to roam. The neighborhood, shops and restaurants are newly gentrified and all San Diego has to offer are 10-15 minutes away with Lyft/Uber arrival in 3 min. This home has wonderful flow: a spacious living area with breezeway and french doors to the private backyard, staircase and open kitchen. Bedrooms upstairs sleep 12, livingroom daybed and pullout sleep 2-3 more.

Apr 5 – 12

G$127,120 GYD per night

Guest favorite

Home in Vista

4.97 out of 5 average rating, 235 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.

Nov 28 – Dec 5

G$119,494 GYD per night

Superhost

Apartment in San Diego

4.93 out of 5 average rating, 274 reviews

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, a 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!

Nov 26 – Dec 3

G$49,124 GYD per night

Guest favorite

Home in San Diego

4.96 out of 5 average rating, 206 reviews

2 Blocks to ocean, walk to 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.

Jun 21 – 28

G$84,921 GYD per night

Guest favorite

Guesthouse in San Diego

4.98 out of 5 average rating, 126 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.

Nov 25 – Dec 2

G$48,639 GYD per night

Guest favorite

Townhouse in Mission Beach

4.85 out of 5 average rating, 103 reviews

Colorful & Modern Brighton Court Duplex

A remodel of this unit was completed 03/2022! You’ll love this place because of the location adjacent to the widest and least crowded portion of South Mission Beach, its proximity to the bay (5 houses) and the ocean (11 houses), the unshared yard contiguous with main living area for seamless dining and lounging inside and out, numerous windows, cooling cross breeze and soothing sounds of breaking waves.

Jun 29 – Jul 6

G$118,567 GYD per night

Guest favorite

Cottage in San Diego

4.89 out of 5 average rating, 244 reviews

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

* Please note that prior to each new guests' arrival, the cottage is first thoroughly cleaned as usual, then entirely disinfected, using protocols and cleaners recommended by the CDC; our housekeepers wear masks while cleaning inside the house, and we have contactless check-in and check-outs. If you have any questions or concerns, please feel free to contact us...thank you!

Dec 14 – 21

G$49,554 GYD per night

Guest favorite

Vacation home in San Diego

4.93 out of 5 average rating, 111 reviews

Sunrise on the Bay, Bayfront home w/ AC, bikes!

Your relaxing beach vacation begins the moment you walk in the door of this incredible bay front home! This property sits right on Mission Bay Boardwalk, overlooking the sandy beaches and sailboats docked in the water. Walk one block to the ocean and enjoy some waves and our classic San Diego sunsets! Amenities include central A/C, bikes, fireplace, 3 parking spaces!

Apr 15 – 22

G$176,817 GYD per night

Superhost

Home in Oceanside

4.87 out of 5 average rating, 112 reviews

Betty's Beach House with Seascape Cozy Cottage

Magnificent three bedroom two story beachfront main house plus separate cozy one bedroom cottage on the beach in S. Oceanside, CA. Includes lap pool, Cabana, private sand beach area, fire ring. and direct stairway access to beach and ocean. Gas BBQ at private beach with patio tables and chairs. A beach vacation paradise!

Apr 11 – 18

G$219,151 GYD per night