Holiday rentals with outdoor seating in Chula Vista

Panoramic Views • Jacuzzi • Putting Green+Fire Pit

Perched high above the city with breathtaking views of the Coronado Bridge and downtown, this 3-bedroom oasis was built for unforgettable memories. Casa La Vista is a stunning hilltop retreat with panoramic views of downtown San Diego and the Coronado Bridge. Unwind in the jacuzzi, sip cocktails or enjoy sunset vibes by the fire pit. Features a putting green, cornhole, coffee nook, and sleeps 10. Perfect for families, friend getaways, or host-approved events. Just minutes from downtown & beaches

Private Suite. San Diego / Chula Vista

Great place to stay in a beautiful neighborhood! It’s like having private two rooms for the price of one. Keyless entry and close to everything san diego has to offer. A short drive to downtown San diego, and the San Diego zoo , 10 minutes to the Tijuana border, 10 minutes to Imperial Beach, 20 minutes to Pacific Beach , every place you want to be is close by, big enough for a family getaway and cozy enough for a couple, also great if you are by yourself for work! No pets, parties or drugs

Zen Retreat with Solarium & Spa Tub

A Zen-like Airbnb, combining High Design with Leisure and Resort amenities. Self-Managed : details matter. Distant Ocean View. Close to SD landmarks; within a quiet neighborhood surrounded by canyons & parks. A blissful escape. A design that provokes a unique experience; Interior-sparkling clean. Each room unique to allow you to relax in the moment. A 2nd floor solarium offers amazing views; soak in the jacuzzi tub in an exquisite bathroom; a boutique kitchen & dining open to a sensory garden.

Enjoy the Best Ocean Views and Sunsets in a Beach Front Home

Relax in our fully equipped, beautifully furnished, 3 br, 3 ba home in the center of laid-back Imperial Beach. Savor a glass of wine while watching the sunset from the private balcony overlooking the pier and ocean. Prepare a gourmet meal in the upscale, contemporary kitchen or walk to lively craft breweries and great restaurants. Easy access to downtown, just 20 minutes from the airport! Keypad entry, free private parking in gated garage, child friendly, hi speed WiFi. Sorry, no pets.

Special Garden Retreat: Studio - Near Gaylord

Relaxing garden retreat with private entrance and patio. Separate heat/AC unit - high ceilings, electric fireplace, TV, comfortable queen bed, living room, kitchen/work table, steps up to bathroom and a beautiful private garden patio. Self check-in. Parking on street. Close to Gaylord Resort and historic Third Ave. with cafes, restaurants and shops. Beautiful walkable neighborhood. Near two main freeways -only 10 to 25 minute drive to all major sights like Balboa Park, Zoo and beaches.

Resort-Style Living, Pool, Close to All San Diego

Nestled in a quiet, discreet neighborhood, our private air-conditioned studio offers a safe & serene retreat. Attached to a stunning ranch-style executive home, it features an amazing pool for your relaxation. We are conveniently located a short distance away from the Gaylord Convention Center, the Olympic Training Center, downtown San Diego, Comic-Con, major attractions, concert venues, beaches, airport & Mexico. Enjoy a complimentary butler tray that includes coffee, tea & snacks.

Casa Bahia Beautiful San Diego Home with Pool

Welcome to Casa Bahia! Our home has been completely upgraded and is ready to host your perfect getaway. Conveniently located close to the Chula Vista Bayfront and 10 minutes to downtown San Diego or the beach. Our home features a kitchen with top of the line appliances, brand new furniture, 4 bedrooms, 2 full bathrooms, a large pool, a yard with a lounge area, BBQ, and a clean peaceful feel. In addition, our stylish and minimalist place to stay is perfect for group or family trips.

Hot Tub Getaway by the Coast

Enjoy quality time with your entire family at this well-equipped home featuring a hot tub and tons of kids amenities! We cater to families. High-speed wifi, toys, and an outdoor wood-burning fire pit. Situated within walking distance to the Marina, downtown 3rd Ave, a 5 min drive to Sesame Place, a 15 min drive to the Zoo, downtown San Diego, liberty station, sea world, beaches, and more! This property is equipped with external security cameras for added safety.

Modern Bay Retreat - 1 Mile to Gaylord & Near DT!

Renovated 2-bed, 1-bath home with modern appliances, stylish finishes, and a backyard. Just 1 mile from the new Gaylord Hotel and Chula Vista Bayfront, and 10 minutes to Downtown San Diego. Includes 2 parking spots, washer/dryer, fire pit, patio set, fully furnished, mini split A/C in living room, ceiling fans, and a stocked kitchen—perfect for your San Diego vacation! Please refer to Property Details and Neighborhood Highlights for more info.

Eastlake Otay Ranch studio in Chula Vista CA

Includes a work/eating area, a comfy queen-size bed & (recently added) memory foam topper, a full bathroom, a kitchenette, vinyl wood flooring, and ample lighting. Includes a private entrance from the side of the property with street parking. A short 8-minute walk to over 20 restaurants and tons of stores, including Baron's market. Just two blocks from the Santa Venita station, which takes you directly to Downtown San Diego.

Shadow House Mt. Helix

Shadow House is a 1-bedroom 1-bathroom sanctuary nestled on an exclusive road, yet, oh so close to the vibrant heart of San Diego. This charming retreat is your perfect base camp as it's only 15 minutes away from sun-kissed beaches or downtown. With boutique hotel amenities and lush outdoor spaces, we’ve practically invented outdoor comfort with a side of charm.

Sleeps 4 | Parking, Bay Views, Rooftop, Priv Patio

City24 is a luxury condo-style hotel, centrally located near Little Italy & the San Diego airport. Start your stay with sweeping 180° bay views from our rooftop terrace, then settle into a spacious, fully furnished suite with a king-sized bed, full kitchen, private patio, fast Wi-Fi, A/C, and secure garage parking—everything you need to feel right at home.