Villa holiday rentals in Oceanside

5 out of 5 average rating, 66 reviews

A gated villa is set against a hillside backdrop, featuring a blend of stone and stucco exteriors. A covered terrace with seating offers views of the surrounding landscape, while grapevines and trees add greenery. A vibrant sunset illuminates the sky, enhancing the serene ambiance.

Villa in Vista

Vineyard Retreat—Free Hot tub & EV Charger—Views!

Welcome to your private, gated oasis in the hills of Vista! Soak in the jetted hot tub while the sun sets into the ocean, recharge your EV overnight—at no charge, and wake up to breathtaking panoramic views. Immerse yourself in the peace of the natural surroundings, enjoying changing views—and a sunset terrace you’ll never want to leave. Whether you need to unwind from the hustle and bustle of daily life, or to work remotely in a peaceful setting. This space is crafted for unforgettable stays.

An aerial view captures a lighted multi-sport court adjacent to a tropical pool surrounded by palm trees. The pool features a spa and shaded seating areas, inviting relaxation. The spacious home, characterized by a red tile roof, complements the lush outdoor landscape.

4.96 out of 5 average rating, 57 reviews

The Villa Serena Luxury Home

A recreational paradise, this Spanish beauty resides on a private 1 acre parcel with countless outdoor amenities including tropical pool, sunken outdoor fireplace, pizza oven, vineyard, and a pickle ball/tennis/basketball lighted court. A serene location for families, relaxation, and small gatherings, this entire home includes a gourmet kitchen with Ilve stove, wood burning pizza oven, chilled wine storage, and well-equipped kitchen. Come, unwind, and enjoy beautiful views of scenic Fallbrook.

4.93 out of 5 average rating, 223 reviews

An aerial view of the property reveals a large swimming pool surrounded by lounge chairs and umbrellas. Nearby, recreational courts for tennis and volleyball are visible, alongside a well-maintained green lawn and communal gathering areas with shaded seating.

Villa in Vista

Massive 4-Acre Private Getaway With Majestic Views

Experience Ultimate Privacy at Our Secluded 4-Acre Retreat in Vista. Escape to this hilltop sanctuary, where tranquility & stunning valley views await. Perfect for families, large groups, & retreat-style getaways, offering a rare blend of comfort & adventure. Unwind with an array of amenities with pool, hot tub, tennis court, volleyball court, basketball hoop, horseshoe pit, corn hole, pool table, darts & games. Gather around the large fire pit area for unforgettable evenings under the stars.

The outdoor area features a heated pool surrounded by lounge chairs and umbrellas. Decorative string lights enhance the ambiance. Two colorful pool floats are seen in the inviting water, while a serene sunset casts vibrant colors across the sky.

5 out of 5 average rating, 50 reviews

Priv. Resort w/Views-Spa·GmRm·FirePit-Temecula-8mi

Your OWN private Oasis! ! Perfect for a girls getaway retreat, families, bachelorettes, proposals. ★Surrounded by wineries (Monserate Winery - less than 2 miles. List of wineries below.) ★Heated pool & Hot Spa- Drink champagne and watch the sunset ★1 mile from world known wineries -Temecula is 8 miles away! ★Stunning views and finest amenities- escape with luxury and nature ★Newly remodeled gated estate sitting on 3 hilltop acres! ★Very safe neighborhood- surrounded by Olive and Oak Trees.

The exterior of the villa features a spacious private pool surrounded by lounge chairs and an outdoor dining area with an umbrella. The two-story structure is framed by lush greenery and a beautiful sunset sky, highlighting the inviting atmosphere.

4.95 out of 5 average rating, 42 reviews

Fallbrook Estate - 3600sf on 5 Acre Retreat

For Wedding Guests, Mini Getaways, Couples’ Retreats, and Family Time—perfect for anyone craving a peaceful country escape. >>>>Book now! Time for a family holiday gathering! Breathtaking views with unusual peace and a transportive atmosphere. Escape day‑to‑day stress at this country villa on 5 acres in Fallbrook, CA. Enjoy a private pool, stunning views of 280 avocado trees from French doors, and entertain in custom bar and game rooms. Convenient to wineries, golf courses, and wedding venues.

4.97 out of 5 average rating, 86 reviews

The outdoor area features a heated pool and elevated spa surrounded by lush palm trees. An umbrella provides shade over cozy seating. A string of lights adds a warm glow, enhancing the inviting atmosphere of the space. Comfortable lounge chairs invite relaxation.

Villa in Oceanside

Oceanside Tropical Resort with HEATED POOL & SPA!

Enjoy your family vacation at this tropical paradise, an indoor/outdoor lover’s dream featuring a heated pool and relaxing spa - all included: • 🌊 Heated Pool & Spa • 🎯 Private Game Room • 🎱 Pool Table • 📺 3 Large Smart TVs • 🧒 Playground • 🔥 Outdoor Gas Fire Pit • ⛳ Two-Hole Putting Green • 🚣 2 Kayaks Surrounded by dozens of tropical fruit 🍏 trees, this home feels like you’re on a permanent vacation — whether you’re swimming under the sun 🌞, relaxing by the fire 🔥 at night.

5 out of 5 average rating, 19 reviews

"NEW" Luxury Hacienda Retreat in Wine Country

Welcome to your private wine country Hacienda. This spacious Fallbrook estate offers multiple indoor living areas, two gourmet kitchens, 5 bedrooms with a private casita and kitchen. 3.5 designer bathrooms, and a speakeasy-style bar lounge. Enjoy a panoramic mountain view, multiple patios, a built in BBQ, firepit, and beautifully landscaped event-ready grounds. We are one mile from the new Monserratte Winery, 15 min from us is the town of Temecula with a plethora of amazing beautiful wineries.

Villa in Rancho Penasquitos

4.97 out of 5 average rating, 29 reviews

Massive Home! Pool Jacuzzi Game Room Mt. View!

Kickback and enjoy this dreamy 6-bedroom, 4.5 bath getaway with mountain and sunset views!🤩 HUGE 50 feet long solar panel heated salt water pool!😎 No jacuzzi fees!😁 Spacious bedrooms, skylights and upstairs laundry. Perfect for family reunions, retreats, or any crew that loves traveling together. ✈️ FULL HOME ACCESS. Whether you're splashing in the oversized pool, or just chilling in the breezy living spaces, this home is built for fun, comfort, and unforgettable memories! 📸

4.96 out of 5 average rating, 110 reviews

A sparkling blue pool is surrounded by a spacious patio featuring lounge chairs and umbrellas. Two pink flamingo floaties rest in the water, complemented by palm trees and sunny skies. The area is designed for relaxation and enjoyment, with a small jacuzzi nearby.

Villa in Oceanside

Villa Descanso: your luxe retreat with pool

Are you seeking for your own private enclave only 15 minutes from Oceanside beach? “Villa Descanso” as featured on HGTV's "House Hunters" is a vacation destination in itself featuring high end luxury finishes, relaxing crystal clear pool and spa, ultra comfortable beds, large indoor and outdoor dining spaces fully equipped for the perfect getaway. Once you arrive you won't want to leave! But if you do, you are just 6.5 miles away from the beach! Book NOW! You're going to love it!

A concrete pathway leads to the entrance of the villa, bordered by lush landscaping featuring ornamental grasses and desert plants. The exterior is illuminated by soft lighting, highlighting the contemporary architecture against a vibrant twilight sky.

4.98 out of 5 average rating, 63 reviews

Casa Nera | Movie Theater · Pool · Hot Tub · Sauna

Couples, Families, & Countryside Peace Seekers only, please. Casa Nera (“Black House” ~ Italiano) is truly a one-of-one. It is where contemporary mid-century inspired architecture, unparalleled design, stunning vistas, and the finest amenities converge. Overlooking a 5-acre avocado grove, Casa Nera presents a pool & spa, private cinema, outdoor cedar barrel sauna, and over 7,000 ft² of indoor/outdoor living, gaming, & playing. Brilliantly designed by SoCalSTR® | IG: @socalstr

An aerial view of the expansive villa is presented, revealing its terracotta roof and surrounding orchards. The clear pool area is visible, bordered by palm trees, with a circular driveway leading into the property. The landscape includes various green patches and dirt pathways.

4.96 out of 5 average rating, 205 reviews

Via Viento Farms

Via Viento Farms is more than a destination; it's an escape from the ordinary. Whether you seek a weekend retreat or a Family vacation. Via Viento Farms welcomes you with open arms. Immerse yourself in the beauty of the orchards, indulge in the luxurious amenities, and let the spirit of the farm rejuvenate your senses. A 5 ensuite bedroom in an expansive 4000 sq foot Villa. Featuring an expansive pool, a Swedish sauna, and an 8-person hot tub, and Private Pickle Ball court

4.99 out of 5 average rating, 95 reviews

An open-concept living space features a modern kitchen with white cabinetry, a large island, and pendant lighting. A comfortable seating area is arranged with a sectional couch, wicker tables, and decorative accents. Sliding glass doors lead to an outdoor view, enhancing the bright atmosphere.

Villa in Encinitas

Bright Ocean View Luxury Getaway

Sit back and relax in this charming, panoramic Ocean View stunner. Wake up to the sunrise view from bed. Complete with plenty of luxury amenities. Gourmet kitchen, nespresso machine, french press, two plasma tvs, fiber wifi, al fresco dining, spacious walk in shower with bench, and plush robes. 1 mile away from downtown Encinitas and Encinitas beaches. Easy 5 minute bike ride or 20 minute walk. Nearby Freeway Access

Popular amenities for villa rentals in Oceanside

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

An oceanfront deck features two stylish chairs paired with a small table, offering unobstructed views of the sandy beach and surf. The scene includes sunbathers and umbrellas dotting the shore under a clear blue sky.

Luxury Beachfront Villa - Villa H

4.82 out of 5 average rating, 55 reviews

A modern living area is highlighted by a spacious sectional sofa adorned with cushions, alongside a round black coffee table. Natural light floods the room through multiple windows, illuminating the elegant marble flooring and the dining space with a table in the background.

Villa in Mira Mesa

Beautiful house in mira mesa

A view from the property shows a pathway leading to the beach, with steps and greenery lining the sides. The ocean is visible in the distance, complemented by a clear sky at sunset. People can be seen enjoying the shoreline.

Luxury Villa - Studio I

4.73 out of 5 average rating, 15 reviews

Luxury Beachfront Villa - Penthouse B

The outdoor area features charming pathways leading to the villa, illuminated by warm lights. A stone wall borders a cozy seating area with two chairs. Lush greenery and palm trees frame the space, enhancing the inviting ambiance as twilight settles in.

4.95 out of 5 average rating, 163 reviews

Italian Villa Getaway • Wine • Views • Tranquility

A spacious bedroom is furnished with a large bed featuring crisp white linens and accent pillows. Warm wooden furniture includes a nightstand and a dresser. Natural light flows through a large window, complementing the contemporary design.

4.83 out of 5 average rating, 6 reviews

Luxury Beachfront Villa -Villa E

A light-filled living room features a spacious sectional sofa accompanied by a glass coffee table. A soft area rug lies beneath, and a wall-mounted artwork depicts a serene ocean scene. Large windows provide views of palm trees and the surrounding environment.

5 out of 5 average rating, 4 reviews

Luxury Beachfront Villa - Penthouse A

4.93 out of 5 average rating, 44 reviews

A vibrant courtyard features a blue tiled fountain surrounded by lush greenery and terracotta pots. A shaded seating area with patterned cushions offers a relaxing spot, while a large umbrella provides shade. The tiled floor showcases warm colors, enhancing the inviting outdoor space.

Villa in Vista

Spacious Garden Villa

Luxury villa rentals

New place to stay

5BR/4Bth Entire Grand Estate near Winery Fallbrook

Private Pickleball Villa, Pool Oasis & Chic Casita

The image presents an aerial view of a two-story home surrounded by lush landscaping and palm trees. A winding driveway leads toward the residence, with rolling hills and greenery visible in the background under a clear blue sky.

4 out of 5 average rating, 4 reviews

Amazing views countryside Luxe

4.91 out of 5 average rating, 79 reviews

A spacious backyard features a large private pool, inviting sun loungers with striped cushions, and a shaded gazebo. The colorful sunset reflects in the water, creating a serene atmosphere, while a playful float adorns the pool, adding a touch of whimsy.

Villa in Mira Mesa

LUX STAY•Resort Pool•GameRoom•Jaccuzi•Sleep16

An outdoor seating area is complemented by a table and six chairs under a large umbrella. The infinity pool glimmers in the sunlight, surrounded by lush greenery and panoramic views of the surrounding hills.

Villa in Valley Center

Private Multi Suite Estate with EV Charger

A bright living space showcases ocean views through large windows. A blue accent chair complements a light gray sofa, while a glass coffee table is positioned on a textured area rug. A dining table surrounded by light-colored chairs is present, adding to the open atmosphere.

4.88 out of 5 average rating, 8 reviews

Luxury Beachfront Villa - Villa D

A refreshing pool is surrounded by lush greenery and vibrant flowering plants. Comfortable lounge chairs are positioned nearby, inviting relaxation. A shaded pergola offers additional seating options, creating a serene outdoor space for guests to enjoy the tranquility of nature.

4.89 out of 5 average rating, 84 reviews

Lilac Country Villa on 20 Acre Avocado FARM Stay

Hilltop Villa, Guesthouse & Casita with Pool Oasis

Villa rentals with a pool

A welcoming entrance features a gated driveway lined with palm trees and lush landscaping. The warm hues of a sunset sky are visible above, creating a serene atmosphere. The paved pathway is framed by low planting beds, enhancing the inviting appeal of the property.

5 out of 5 average rating, 19 reviews

King Bedroom w/pool and views

A private entrance features a gated driveway lined with palm trees and landscaped gardens. The twilight sky presents a soft gradient of pink and purple hues, complementing the serene setting of the villa. The expansive pavered area offers a welcoming approach to the property.

5 out of 5 average rating, 8 reviews

Two King Rooms + private bathroom w/ pool n view

A modern villa is presented against a vibrant sunset sky, featuring white stucco walls and a distinctive archway entrance. Lush greenery and palms are visible along the driveway, creating a welcoming approach to the private residence.

4.67 out of 5 average rating, 3 reviews

Modern Villa (3 BD) Stunning Views

The exterior of a two-story condominium is shown, featuring two balconies with green railings. The building is surrounded by neatly landscaped shrubs and flowers, set against a clear blue sky. Large windows allow abundant natural light into the living areas.

Villa in Del Mar

Villa L'Auberge - 5 star hotel

The living area features a fireplace and a wall-mounted TV, surrounded by comfortable seating. A patterned area rug covers the floor, while plantation shutters allow natural light to filter in. Decorative plants and artwork enhance the inviting ambiance.

Family paradise at Welks Resort

The villa exterior is highlighted by a smooth driveway leading to an arched carport, framed by tall palm trees. Lush greenery and colorful plants are arranged along the borders, creating a tranquil feel against a vibrant sunset sky.

4.9 out of 5 average rating, 10 reviews

Private Queen Bedroom/Bathroom w/Pool and Views

The image showcases the villa's entrance, framed by lush greenery and featuring tall palm trees. A textured brick driveway leads to a gated entry, complemented by a colorful sunset sky that adds warmth to the serene rural setting.

5 out of 5 average rating, 7 reviews

King Room + Futon Room, private Patio, pool &views

The resort building is nestled among palm trees and lush greenery, with a backdrop of rocky hills. The architecture features a combination of stone and stucco, showcasing a balcony on the upper level, offering a welcoming and serene landscape.