Waterfront holiday rentals in San Diego County

*Newly* Renovated Luxury Oceanfront Condo

Private parking, a relaxing pool & jacuzzi, and direct beachfront living- all in one stunning retreat. HIGH LEVEL condo (Best Views!) Wake up to waves and breathtaking ocean views. Enjoy coffee with a sunrise over Crystal Pier, then walk to the sand in seconds. Lounge by the pool, grill outdoors, or unwind on the rooftop terrace with a sunset. Newly renovated kitchen & bathrooms. No cleaning fees—just a stress-free, luxury stay. Fall asleep to the sound of waves. Your beachfront escape awaits.

Lakeview Tiny House w/hillside pool

Tucked into the hillside by Lake Hodges, the tiny house is a romantic retreat or a place to unwind surrounded by nature, w/plenty of amenities so you don't have to sacrifice comfort. Lake & mountain views from inside & out-- private, large covered deck, dining patio, outdoor shower (& indoor), beautiful saltwater pool, & fire bowl. Though it feels like you're in a secluded retreat, urban amenities are just a few miles away. SD Zoo Safari Park, wineries, breweries & beaches all w/in easy reach.

Luxury Bay/Ocean view suite-San Diego/Mission Bay

Welcome to San Diego! The Bayview Roost awaits you - a newly built 465 sq. ft luxury studio with a breathtaking view overlooking Mission Bay and Sea World fireworks! Modern amenities include a full kitchen and bath with a rain shower, quartz counter tops, washer/dryer, central AC/heat, high speed Wifi, Smart TV and your own private entrance! Situated less than 10 minutes to Sea World, Little Italy, Old Town, Gaslamp, San Diego Zoo, Petco Park, La Jolla, beaches, local universities & SD trolley.

* - The Leucadia Beach Grotto - * An Encinitas Gem

Picturesque getaway in relaxed luxury. Exclusive guest suite attached to house w/ remodeled interior/exterior just a few blocks from the beach, many amazing restaurants, & markets. Private entrance, parking, swimming pool, lounge chairs & table, outdoor eating area w/ 4-burner BBQ. Comfortably sleeps 6 w/ Cal-king bed & 2 queen sofa beds. 75" 4K TV w/ DirecTV & streaming capability. Double sink, shower, fridge/freezer, Keurig coffee & microwave. Closet/drawers & work desk w/ blasing fast WiFi.

La Jolla Oceanfront Serenity Suite

Perfectly positioned 50' from waves, in one of La Jolla's most coveted coastal enclaves, this Suite offers tide pools just feet away from 500' patio & spa, with small 234 sq. ft interior with en suite king bed inside, private & joyful. Dining table & some cooking outside but absolutely NO FOOD SCRAPS down the drains nor coffee grounds. Stony beach access from next door park, sandy beach close by, egrets & pelicans fly overhead. Espresso and microwave, frig/freezer, electric fry pan, Netflix.

Oceanfront House - Best Patio in MB - Sleeps 7

Enjoy the Beach, Surf and People Watch! Oceanfront 3 Bedroom 2 bath detached house - on the boardwalk in Mission Beach. It is not possible to get any closer to the beach. Sleeps 7 in regular beds: 1 king in the master bedroom, 1 queen in the center bedroom, 1 single and 2 twin (as staked bunkbeds) in the corner bedroom. Additionally, we have air mattresses for extra sleeping. We have comfy sofas and pop-ups on the front patio so that you may spend endless hours enjoying the beach!

Oceanfront Penthouse with Private Deck & Grill

Enjoy breathtaking 360-degree views from your private rooftop deck, complete with a firepit and built-in grill, all right on the beach! This beautiful condo features two bedrooms, two bathrooms, a rooftop deck, and an additional private balcony at the front. Located within walking distance to restaurants and nightlife, it's perfectly positioned to be close to the action yet still tucked away for a peaceful retreat. Don’t forget to check water quality online before swimming.

Romantic Bay View Suite • Rooftop deck & jacuzzi

Luxury Romantic Gateway Experience. Wake up to breathtaking views of the San Diego skyline and bay from your private rooftop deck. Relax in a stylish suite with a king-size adjustable bed, spa-style indoor Jacuzzi for two, and exclusive access to a rooftop fire pit and garden corner—perfect for a romantic night under the stars. Nestled in Point Loma, one of San Diego’s most exclusive and quiet neighborhoods, just minutes from Little Italy, the airport, and the beach.

Waterfront Loft | 1BR | Little Italy | Downtown

The local neighborhood is highly walk-able and perched along the San Diego Bay in Little Italy. Little Italy is the most vibrant neighborhood in downtown San Diego with a main street that abounds with restaurants, boutiques, craft beer, and wine bars all at your doorstep. This is a very urban location which brings a lot of urban noise. The unit sits adjacent the train and trolley line in the urban core. No parking provided, Ideal for guests without a car.

Beach Bungalow on the Sand & Sea - Cottage 20

PLEASE NOTE neighboring cottage is under construction. I’ve dropped weekday prices down because of noise. Wake up to the sound of waves. Fall asleep to the sun setting over the Pacific. Steps to the sand and sea! Right in the heart of the action on The Strand while being set back from the hustle & bustle in your private oasis. Walk to the pier, harbor, downtown, restaurants, shops, etc. No service/support animals as the owner has severe allergies.

Fabulous Cottage at the Beach

Newly remodeled 1940's cottage just 50 steps to the sand with fabulous beach and ocean views. Enjoy the ocean breeze from your front porch and watch people walk by. Go sunbathing and swimming, take a bike ride or a stroll on the beach, have a glass of wine and witness the most beautiful sunsets. We are located in a quiet residential neighborhood of Ocean Beach. This bright and cozy cottage has everything you'll need to feel at home.

Designed for modern enthusiasts

Mid-century creekside guest house in peaceful Harmony Grove. A romantic, private nature retreat with Starlink Wi-Fi, king bed, fireplace, vaulted ceilings, full kitchen, streaming TV, records, washer/dryer, gated parking, and year-round Escondido Creek. Surrounded by oaks, sycamores, birds, wildlife, hiking, wineries, breweries, beaches, and stargazing.