Vacation rentals with a kayak in Sail Bay

4.85 out of 5 average rating, 133 reviews

Modern Oceanview Penthouse

Enjoy panoramic views of the ocean, bay, & beach from nearly every area of this incredibly clean, brand new home. 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. Additional outdoor living is found on the downstairs patio w/ 4 sun loungers! The 2-car garage comes stocked w/ all the beach toys! 10/10 walkability & quick access to trendy coffee shops, restaurants, bars, & beach activities!

4.98 out of 5 average rating, 114 reviews

Cottage in San Diego

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

4.93 out of 5 average rating, 297 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!

4.89 out of 5 average rating, 117 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.

The rooftop deck offers expansive views of the bay, featuring a large bar with ample counter space and a stainless steel grill. Market lights hang overhead, providing illumination for evening gatherings. Comfortable bar seating is arranged around the surface, enhancing the outdoor dining experience.

4.97 out of 5 average rating, 61 reviews

Rooftop Bar w Bay View, Jacuzzi, Parking, BBQ, A/C

Enjoy dinner on your private rooftop deck or relax in your back patio hot tub. We are 300 ft to Sail Bay & Fanuel Park where the kids can play in the sand. Located in a quiet neighborhood, our home is family friendly, well equipped, spacious and has gated parking for 2! Enjoy stunning Bay views & front row seating to the near-nightly Seaworld fireworks! The beach and Catamaran resort are minutes away, and you are walking distance to all of the great bars, restaurants & shopping of PB.

4.97 out of 5 average rating, 127 reviews

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

Newly remodeled! Home away from home

2025 New flooring, kitchen, appliances and bathroom! We are located in South Mission Beach on Ensenada Ct just a couple blocks South of Belmont Park. Bob and I live upstairs and offer a small 1 bedroom and 2 bedroom apartment on the ground floor to vacationers. We've lived here for 28 years and have been renting to guests for most of those. 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.

4.97 out of 5 average rating, 32 reviews

An aerial view of a two-story property situated among residential buildings in the Mission Beach area. The home features a light-colored exterior with a flat roof and a deck, while glimpses of Mission Bay and nearby structures can be seen in the background.

Townhouse in San Diego

Bayview 3BR is a family paradise:Toys + Amenities!

Perfect for families! Enjoy paradise at the bay & beach in San Diego's peaceful yet vibrant Mission Beach district. NEW CONSTRUCTION IN 2021 this 2-story property has a 2-car tandem garage, 3 BR, deck, patio w/ fire table, paddle board, kayak, surfboard, boogie boards and bikes. Walking distance to restaurants, family fun at Belmont Park and boat rentals. Watch the boats pass by on Mission Bay from the 2nd-floor deck, then walk 300 feet to the Pacific Ocean.

4.93 out of 5 average rating, 136 reviews

Villa in San Diego

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

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, 183 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!

4.98 out of 5 average rating, 141 reviews

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.

Guesthouse in San Diego

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.

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.

4.96 out of 5 average rating, 232 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.

An outdoor patio area is presented, featuring a paved stone surface. Comfortable seating arrangements include two armchairs and a sofa, complemented by a glass coffee table. Lush greenery and palm trees provide a natural backdrop, while a building with white walls sits nearby.