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.

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Guest favourite

Guest house in Escondido

4.92 out of 5 average rating, 639 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.

27 Dec – 3 Jan

€ 166 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.

7–14 Jan

€ 610 per night

Guest favourite

Cottage in San Diego

4.98 out of 5 average rating, 80 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

24–31 Aug

€ 1,087 per night

Guest favourite

Home in San Diego

4.9 out of 5 average rating, 98 reviews

Mission Beach Bayside Retreat- Sun, sand, surf

Beach house getaway. 2 BR, 2 Bath Home. Private patio deck on ground level with table and chairs for families- 50 steps to bayside. Upper balcony off Master bedroom overlooking Sail Bay- not suitable for small children. Detached garage- 1 medium sized vehicle. Measurements: 197" L, 102" W, 80" H to garage door motor unit. Suitable for 4-6 guests. Queen size pull out sofa in living room. Short-term Residential Occupancy License: STR-02564L Transient Occupant Tax Certificate #: 518986

31 Aug – 7 Sep

€ 419 per night

Guest favourite

Home in San Diego

4.94 out of 5 average rating, 17 reviews

Rooftop Bar w Bay View, Jacuzzi, Parking for Two

Enjoy dinner on your private rooftop deck or relax in your secluded 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.

6–13 Nov

€ 567 per night

Superhost

Flat 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!

20–27 Dec

€ 259 per night

Superhost

Apartment in San Diego

4.75 out of 5 average rating, 4 reviews

Spectacular Bayfront Oasis! Exceptional views #1!

Our condo is just steps away from the bay and park! You can enjoy nightly fireworks provided by Sea World. For relaxation and adventure, take a short stroll on the boardwalk to the Catamaran Hotel, where you can indulge in a spa treatment or rent bikes, kayaks, and more. To make your beach experience even better, we provide boogie boards, beach towels, beach chairs, and sand toys. When it's time to fire up the grill, we've got you covered with a BBQ. Come enjoy our Bayfront Oasis!

8–15 Feb

€ 283 per night

Superhost

Cottage in San Diego

4.83 out of 5 average rating, 84 reviews

Island Court Cottage II Best Location! Super cute!

You’ll love our cottage because of the location, the laid-back Mission Beach chill and it's vintage, cozy feel!! Walking or biking distance to EVERYTHING! It is close to Belmont Park, Mission Beach Boardwalk, Mission Bay, walking distance to many restaurants including The Draft, The Wavehouse, Luigi's At The Beach, Roberto's Taco Shop, Sandbar Sports Grill. Perfect for couples, solo adventurers, families (with kids), and furry friends (pets).

12–19 May

€ 132 per night

Guest favourite

Guest house 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.

3–10 Dec

€ 255 per night

Guest favourite

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.

4–11 Aug

€ 340 per night

Guest favourite

Townhouse in San Diego

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.

2–9 Jul

€ 613 per night

Guest favourite

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!

6–13 Dec

€ 259 per night