
Holiday rentals with a kayak in Sail Bay
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Top-rated rentals with kayak in Sail Bay
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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!

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, Moe’s, Molly’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/paddle boards & kayak. STR license - 03687L TOT #-518908

Jan'25 remodel apt. for young family or 3 adults
In S. Mission Beach on Ensenada Ct a cpl blocks South of Belmont Park. We live upstairs and offer a small 1 and 2 bedrm apartments (approx 500 sq. ft each) on the ground floor to vacationers. Please note that the 2nd room is very small with twin bunkbed suitable for children or small adult (3 adults max or 2 adults/2 children max (no exceptions), top bunk 110lbs. max) We enjoy having guests from all over the world come to visit and love watching you enjoy South Mission Beach as much as we do.

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.

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.

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.

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.

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!

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.

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.

Sophisticated Uptown Escape | High-End Remodel
Centrally located in San Diego's trendy University Heights Neighborhood. Only a few blocks from tons of delicious restaurants, beautiful green parks with gorgeous views, great shopping, and close to the World Famous San Diego Zoo, beaches and the Gaslamp. Enjoy all Southern California has to offer! Please inquire about our discounts for essential workers, educators and extended stays.

BayFront, 3 Private Decks, AC, Garage, Beach Toys
Iconic Mission Bay Front property 1 second from the beach, 3 exclusive decks with gas BBQ, Relax on your patio and watch the sail boats cruise around the bay, Experience epic sunrises, moon rises, sunsets and people watching, our favorite property!
Popular amenities for kayak rentals in Sail Bay
House rentals with a kayak

Mina Home

The Rockaway House at Bayside

Cheerful 2-bedroom home with a hot tub.

NEW Luxury Beach Home | 3BR | Balcony | Firepit

Surf to Skyline | 6BR Luxury Stay w/ Stunning View

Private Beachy Haven-10% weekly discount!

Bayside Mermaid Paradise+Fire Pit+SUPs+Beach Toys

Endless Summer at Windansea/steps to the sand
Cottage rentals with a kayak

Pet friendly with AC, parking & steps to beach

Island Court Cottage! Beachy & Best Location

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

House on Quiet S Mission Ct-SUP, kayaks included
Other holiday rentals with a kayak

San Diego mini retreat.

Leisure Department

Fun Get Away, Vaulted Ceiling, Pool, Hot Tub, New.

Private Beach Studio

Vintage Mid Century Modern Beach House

Big Bay Views, San Diego Bay

Casa Sur Hacienda

Private bath ~ peaceful, Beach house
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- Rosarito Beach
- LEGOLAND California
- SeaWorld San Diego
- San Diego Convention Center E Ent
- Oceanside City Beach
- University of California-San Diego
- Petco Park
- San Diego Zoo Safari Park
- Ocean Front Walk
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