Holiday rentals with a kayak in Sail Bay

Find and book unique kayak rentals on Airbnb

Top-rated rentals with kayak in Sail Bay

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

%{current} / %{total}1 / 1
Guest favourite
An outdoor dining area is featured with a wooden table and chairs beneath a striped umbrella. Lush green grass surrounds the space, while water views are visible in the background, complemented by palm trees and various plants. A hot tub is located nearby.
Home in San Diego
4.95 out of 5 average rating, 44 reviews

New Ocean Front Grand Villa! HotTub ACParkingGames

Ocean Front and water views for days!! Walk in the sand and take a dip in the bay every morning!! The stunning Ocean Grand Villa is located the crown of San Diego, Crown Point. Beautiful, safe and peaceful neighborhood, yet close to amazing restaurants, bars, attractions and all that SD has to offer. Amazing Amenities: HotTub, Outdoor shower, Central AC, gated Parking fooseball, pingpong & more. Everything from our sheets to appliances is top of the line. Your Vacation is going to be Magic!

Top guest favourite
The exterior of a beach cottage features a charming façade with gray shingles, adorned by vibrant potted plants along the fence. A teal umbrella stands open beside the entrance, inviting guests to enjoy outdoor space. Decorative touches enhance the cottage's welcoming presence.
Cottage in San Diego
4.99 out of 5 average rating, 142 reviews

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, Intaza'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 boards & kayak. Short term rental license - 03687L TOT #-518908

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.
Flat in San Diego
4.97 out of 5 average rating, 159 reviews

Newly remodeled! Home away from home

We are located in S. Mission Beach on Ensenada Ct a couple blocks South of Belmont Park. Bob and I live upstairs and offer a small 1 bedroom and 2 bedroom apartment (approximately 500 sq. feet each) on the ground floor to vacationers. Please note that the 2nd room is very small with twin bunkbed suitable for children or small adults, top bunk is 110lb. limit. We enjoy having guests from all over the world come to visit and love watching everyone enjoy South Mission Beach as much as we do.

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 San Diego
4.89 out of 5 average rating, 128 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.

Guest favourite
Home in San Diego
4.94 out of 5 average rating, 18 reviews

One block to Bay | Firepit, AC & Putting Green

Welcome to your coastal escape—just one block from the calm shores of Mission Bay and a short stroll to the waves of Mission Beach! This fully renovated, thoughtfully designed 4-bedroom, 3-bathroom home features a private putting green, firepit, BBQ, A/C, and free parking—perfect for families, friend groups, and travelers seeking a luxurious yet laid-back San Diego getaway. Whether you're here to unwind, explore, or entertain, this sunny retreat places you right in the heart of it all.

Top guest favourite
Apartment in San Diego
4.92 out of 5 average rating, 319 reviews

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.

Guest favourite
Home in San Diego
4.85 out of 5 average rating, 40 reviews

Modern Ocean View Home+Free Parking+Steps to ocean

Beautiful ocean views, a private balcony, and easy access to the sand. Enjoy a morning cup of coffee while listening to the sounds of the waves, or spend your evenings strolling along the shoreline. Take a dip in the waters, or simply soak up the sun on the white sandy beach. Charming decor & all the amenities you need for a comfortable stay, this home is the ideal destination for an unforgettable vacation. The perfect spot for a romantic retreat or a fun-filled family vacation.

Guest favourite
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.
Villa in San Diego
4.93 out of 5 average rating, 150 reviews

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.

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.
Flat in San Diego
4.8 out of 5 average rating, 200 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, tandem kayaks, 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!

Top guest favourite
An open living area displays a mix of warm wood cabinetry and vibrant decor. A retro red refrigerator contrasts with the neutral tones of the walls and furnishings. Plants and artwork add color, while a comfortable seating area features a patterned chair and a cozy sofa.
Guest house in San Diego
4.98 out of 5 average rating, 150 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.

Top guest favourite
A contemporary living space is visible, featuring a light wood dining table set for four. The kitchen area showcases wood cabinetry and modern appliances, including a stove and microwave. Natural light enters through large windows, illuminating the open layout that connects to a cozy seating area.
Home in San Diego
4.96 out of 5 average rating, 256 reviews

3 Blocks to ocean/beach and 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.

Superhost
A spacious living area features two dark sofas and a wooden coffee table. A ceiling fan hangs above, and colorful cushions add a touch of brightness. The open layout connects to a kitchen area, illuminated by natural light, with a neutral color palette throughout.
Flat in San Diego
4.74 out of 5 average rating, 196 reviews

1 bdr sleeps 6 AC parking patio bikes SUPs laundry

This rental is 200 ft to the ocean or the bay. It has its own private patio with gas grill, dining area and room for your bikes, beach chairs, towels, boogie boards and sand toys. Free laundry, onsite parking. bikes, kayaks, standup paddle boards. Monthly discount rate does not apply from Memorial Day to Labor Day

Popular amenities for kayak rentals in Sail Bay

Destinations to explore