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

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

The Gathering Place | Family Spot | Best Location
Welcome to The Gathering Place! A spaciously designed ranch-style home designed for family, connection and convenience to all that SD has to offer! Tucked away on a quiet residential street in Point Loma, The Gathering Place is a thoughtfully curated space where friends and family can slow down, reconnect, and savor everything this iconic coastal city has to offer. From spacious, light-filled interiors to a backyard made for memory-making, this home was designed with togetherness in mind.

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!

Panoramic Ocean Views at a Mid-Century Modern 2BR
Welcome to The OB Overlook, a stunning modern retreat perched above the heart of Ocean Beach. This coastal escape blends sophisticated architecture, relaxed luxury, and sweeping 180° ocean views. On the second floor, you’ll find two beautifully appointed bedrooms, dedicated workspaces and a spa-like bathroom. Upstairs, the third-floor open-concept living, kitchen, and dining area open to a spectacular balcony — your front-row seat to breathtaking sunsets, surf, and a sparkling coastline.

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.

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.

Craftsman Charm - Historic 1930 Gem | Walkable |AC
Discover a historic 1930s California Craftsman bungalow where vintage charm meets modern luxury. Walk along the stunning original hardwood floors, adding a touch of elegance and history to a sunlit living space. Enjoy heartwarming meals in a fully equipped kitchen or unwind in the inviting backyard. Walking distance to local eateries, shops, breweries, bars, and parks. This bungalow offers the perfect getaway! Ready for a memorable stay?

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.

Rad Beach Pad
Life doesn't get any better than this! Just 3 blocks from the ocean and 2 short blocks from downtown OB restaurants, bars and shopping. This very spacious 2 bedroom 2 full bathroom home is a place you won't ever want to leave!
Popular amenities for kayak rentals in Point Loma
House rentals with a kayak

Mina Home

The Rockaway House at Bayside

BayFront, 3 Private Decks, AC, Garage, Beach Toys

NEW Luxury Beach Home | 3BR | Balcony | Firepit

Cohasset Getaway Unit #3 Fantastic 3BR Bayview

Private Beachy Haven-10% weekly discount!

Modern Ocean View Home + Free Parking

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

Lake House Awesome Views/Theme Parks Close

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

Room in Bonita, San Diego CA

San Diego mini retreat.

luxury pacific Beach king bed + Free Parking

Private room Close to everything in San Diego

1-Bedroom Hotel Suite - 2 beds

Private Beach Studio

Big Bay Views, San Diego Bay

The Bungalow | Vintage Beach Gem | Huge Yard
Quick stats about holiday rentals with a kayak in Point Loma

Total holiday rentals
Explore 20 holiday rentals in Point Loma

Nightly prices starting at
Point Loma holiday rentals start at £53 per night before taxes and fees

Verified guest reviews
Over 1,420 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Point Loma holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Point Loma rentals

4.9 Average rating
Point Loma stays are highly rated by guests – averaging 4.9 out of 5!

Nearby attractions
Point Loma’s top spots include Liberty Station, Point Loma Nazarene University and Ocean Beach Farmers Market
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- Rosarito Beach
- Oceanside City Beach
- Torrey Pines State Beach
- Tijuana Beach
- Pacific Beach
- SeaWorld San Diego
- LEGOLAND California
- University of California San Diego
- Coronado Beach
- San Diego Zoo Safari Park
- Balboa Park
- La Misión Beach
- Oceanside Harbor
- Coronado Shores Beach
- Liberty Station
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- Sesame Place San Diego
- Belmont Park
- Black's Beach
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- Torrey Pines Golf Course
- Santa Monica Beach
- USS Midway Museum