
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.

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.

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.

Italian Villa - Hill top estate. Views. Privacy.
- World-Class Beaches. - Sparkling Heated Pool and Spa. - Excellent Sun Exposure and Privacy. - View Hot Air Balloons at Sunset. - Game Room with Billiards and Big Screen. - Huge Villa for Family Vacation. This custom Italian beauty is a vacation dream! Enjoy your own private resort getaway in the heart of Olivenhain/Encinitas. Close to shopping, restaurants, trails. 3 miles to beach. All bedrooms have en suite bath. Professional kitchen. Designer amenities. Encinitas Permit RNTL-008166-2019

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.

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

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.

Oceanview Luxury Hilltop Villa w/ Private Pool
Conveniently located and within walking distance to the horse track & fair grounds with views of the track and beach. This spacious, luxury home is nestled in a gated hilltop neighborhood. It's the perfect getaway and staging point for a family vacation. The pool may be heated if needed (for a small extra). Plan for fun with countless nearby activities and relax by the private pool and spa, while your designated master chef operates the patio grill.

Lilac Country Villa on 20 Acre Avocado FARM Stay
Escape to your own private 20-acre sanctuary in the hills of Escondido. Reminiscent of the Tuscan countryside, this sprawling avocado estate offers absolute privacy, panoramic valley views, and resort-style amenities just 45 minutes from San Diego Airport. Designed for multi-generational families, executive retreats, and intimate lifestyle gatherings, the estate combines the rustic charm of a working ranch with the luxury of a 5,500 sq. ft. villa.

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

Entire Grand Estate 5BR/4Bth near Winery Fallbrook

Luxury Villa - Studio I

Luxury Beachfront Villa - Penthouse B

Italian Villa Getaway • Wine • Views • Tranquility

Large house with beautiful bay views

3680 Bayside Walk, A Bayside Marina

Spacious Garden Villa
Luxury villa rentals

Spacious 4BD | La Jolla • Ocean Views • Jacuzzi

San Diego villa for quiet & calm relaxation.

East County San Diego Dream Luxury Estate

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

Beautiful house in mira mesa

Priv. Resort w/Views-Spa·GmRm·FirePit-Temecula-8mi
Villa rentals with a pool

Secluded hilltop getaway with breathtaking views!

King Bedroom w/pool and views

1 PRIVATE OCEAN VIEW ROOM IN LUXURY COASTAL HOUSE

Aviara Resort Villa 2 Bdrm Sleeps 6

Private Pickleball Villa, Pool Oasis & Chic Casita

Private oasis

Apartment in hilltop villa: Torrey Pines Suite

Private Multi Suite Estate with EV Charger
When is the best time to visit Oceanside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £296 | £341 | £358 | £304 | £325 | £428 | £569 | £426 | £309 | £330 | £361 | £355 |
| 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 £29 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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- San Diego Convention Center E Ent
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