Vacation rentals with a kayak in Sail Bay

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Top-rated kayak rentals in Sail Bay

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Top guest favorite

Cottage in San Diego

4.98 out of 5 average rating, 132 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

Superhost

An aerial view captures the beach house's proximity to both the coastline and Mission Bay. Gentle waves lap against the sandy shore, while a vibrant sunset casts warm hues across the landscape, highlighting the serene surroundings of San Diego's coastline.

Apartment in San Diego

4.92 out of 5 average rating, 307 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, coffee bar, 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!

Guest favorite

Home in San Diego

4.89 out of 5 average rating, 125 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.

Superhost

The exterior of a modern building is illuminated by the evening light, showcasing large windows and a spacious balcony. Palm trees frame the scene, while the sunset casts warm hues over the surroundings, hinting at the ocean nearby.

Home in San Diego

4.83 out of 5 average rating, 143 reviews

Modern Oceanview Penthouse

Enjoy panoramic views of the ocean, bay, & beach from nearly every area of this incredibly clean, newer home. Entire top floor is yours. Cook up a storm in the amazing kitchen w/ large breakfast bar or step out onto the oceanview deck featuring a tall table & chairs, lounger, & shady umbrella. Outdoor living is found on the downstairs patio! The garage comes stocked w/ all the beach toys! 10/10 walkability & quick access to trendy coffee shops, restaurants, bars, & beach activities!

Guest favorite

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 San Diego

4.97 out of 5 average rating, 149 reviews

Newly remodeled! Home away from home

We are located in South 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 a very small with twin bunkbed suitable for children or small adults. 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.

Superhost

A bright living area features a black sofa with colorful cushions, complemented by two yellow armchairs. A wooden coffee table with decorative items is at the center. The open layout leads to a modern kitchen and dining area, illuminated by natural light through large windows.

Townhouse in San Diego

4.84 out of 5 average rating, 116 reviews

Colorful, family friendly S. Mission Beach Condo

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 at night. Come enjoy our family owned and managed South Mission Beach property!

Superhost

An aerial view captures the vibrant Mission Beach community, showcasing sandy shores and the Pacific Ocean. The positioning of the arrow indicates the apartment's location, surrounded by local residences and beach activities. Clear skies highlight the inviting atmosphere of the area.

Apartment in San Diego

4.8 out of 5 average rating, 195 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 favorite

Guesthouse in San Diego

4.98 out of 5 average rating, 147 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.

Guest favorite

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, 252 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.

Top guest favorite

The exterior of a three-story green home is visible, featuring a welcoming front porch with a white picket gate. Lush palm trees and colorful landscaping adorn the property, while multiple outdoor decks and umbrellas provide inviting outdoor spaces.

Home in San Diego

4.97 out of 5 average rating, 100 reviews

4Bd 3Bth So. Mission Beach Family Vacation Home

Beautiful and Spacious 2,561 sqft Family Vacation Home just steps to the beach and bay. Peak Ocean and Bay Views. Private Home with No Shared Spaces. This 3 story Home Sleeps 13 (10 adults) guests comfortably. 4 bedrooms, 3.5 baths. Air Conditioning YES! . 2 Car garage with 3rd space in front of garage, Beach Gear, High Speed internet and Smart TV's. Furry Friends welcome upon approval.

Superhost

Apartment 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