
Villa holiday rentals in Oceanside
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Top-rated villa rentals in Oceanside
Guests agree: these villas are highly rated for location, cleanliness and more.

Tuscan Vineyard Retreat • Hot Tub • 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.

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.

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-bed Paradise Villa Pool, hot-tub massage chair
*EV charging available Welcome to Casa Cerro-my incredible chic high-tech modern villa in San Diego! This stylish place to stay is perfect for families and group trips. Its open and airy layout can accommodate up to 14 people. This completely remodeled home is furnished with all the luxuries of home and more that is powered by an iPad for you to use. I love technology. But don't worry you don't have to use it to power up the house, everything has traditional switches/remotes if you choose.

@Fantastic villa, giant pool, guest house, golf !
This unique fantastic villa with a separate pool house sitting on 1 acre with a spacious living space with large windows. Main house has 4 bedrooms with 2 baths, and a guest house has 1 bedroom with 1 bath. +8 car parking, nice privacy and a fantastic view! Brand new giant size SALT pool with huge size jacuzzi, pool toys, golf zone, a huge grass event field, game field, pool table, foosball, ping pong, Nitendo,2 fire pits and more! Truly one-of-a-kind property don’t miss out! ToT:COSD-00749

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!

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

"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. We are one mile from Monserratte Winery. Now offering off-site weddings, and a Speak Easy Lounge bar/ Poker room that's open until 2am.

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

Vita Bella a poolside resort estate
A resort villa where country atmosphere meets luxury. Our 4 bedroom 3 bath home is spacious and all on one level. It is wheel chair accessible. The 4th bedroom has a private entrance and salon facilities. It is perfect for guests to get ready for a big event as we are close to multiple wedding venues and wineries, as we are in close proximity to the award winning Monserate Winery. Our villa is a beautiful getaway year-round, and a place to escape harsh winters.

Luxury Beachfront Villa - Villa G
Enjoy your view of the ocean from your 250 square feet deck, or enjoy a meal with family in one of our designated barbecue areas. This luxurious apartment of 1100 square feet has a lot to offer. There is a large and sunny living room with a flat screen TV and a homely kitchen equipped with anything you might need to cook your favorite dishes. The master bedroom features a king size bed and a separate bath. (BLRE005464)

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
Private villa rentals

Luxury Beachfront Villa - Villa H

Luxury Villa - Studio I

Luxury Beachfront Villa - Penthouse B

Italian Villa Getaway • Wine • Views • Tranquility

Luxury Beachfront Villa -Villa E

Large house with beautiful bay views

3680 Bayside Walk, A Bayside Marina

Spacious Garden Villa
Luxury villa rentals

Buena Creek Vista | 2 Units • Views • Pool • Deck

Spacious 4BD | La Jolla • Ocean Views • Jacuzzi

San Diego villa for quiet & calm relaxation.

Four Seasons Luxurious 2 Bdrm Villa

Fun Get Away, Vaulted Ceiling, Pool, Hot Tub, New.

3000 Sqft 5BR Villa, Pool, Hot Tub, Garage, Winery

Villa |Monserate Winery | Pala Mesa Golf |360 View

Mountain View! Solar Heated Pool•Spa•2 Game Rooms!
Villa rentals with a pool

King Bedroom w/pool and views

Two King Rooms + private bathroom w/ pool n view

Modern Villa (3 BD) Stunning Views

Family paradise at Welks Resort

Private Queen Bedroom/Bathroom w/Pool and Views

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

TWO OCEAN VIEW ROOMS-Quiet Luxury Coastal Retreat

Relax at Welks Resort - Deluxe 1 BR
When is the best time to visit Oceanside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $516 SGD | $594 SGD | $623 SGD | $529 SGD | $566 SGD | $745 SGD | $991 SGD | $742 SGD | $538 SGD | $575 SGD | $628 SGD | $618 SGD |
| Avg. temp | 14°C | 14°C | 15°C | 16°C | 18°C | 20°C | 23°C | 24°C | 24°C | 21°C | 17°C | 14°C |
Quick stats about villa rentals in Oceanside

Total holiday rentals
Explore 20 holiday rentals in Oceanside

Nightly prices starting at
Oceanside holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 2,360 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
20 of Oceanside holiday rentals include wifi access

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

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