Holiday rentals with a pool in Fallbrook

Sunset Crest - Home with stunning views, Pool, BBQ

Escape to a family-friendly Fallbrook retreat, ideally positioned near sunny Beaches, Wineries, San Diego Zoo Safari and Legoland. Splash in the pool, relax in hot tub, practice your putting, or enjoy barbecue on the patio. With endless activities and relaxation at your fingertips, this home is the perfect escape for groups and families. This 4-bedroom (1 downstairs bedroom), 1 loft, and 3-bath home can host 15 guests and offer ample space and amenities for an effortless getaway. Sorry, no pet.

Value · Family · Back garden

Serene Guest House on Avocado Grove and Vineyard

Beautiful 3-bedroom private guest house with gorgeous saltwater pool, jacuzzi, BBQ island and fire pit privileges: shared with main house owners and Cottage guests. Beautiful full kitchen and spacious living room. This home is on a quiet spacious 6-acre avocado grove and vineyard with paved private roads. Parking available in front of home. Conveniently located for visiting nearby beaches in Oceanside or Carlsbad, Legoland, San Diego Zoo and Safari Park, local wineries, golf courses and casinos.

Location · Value · View

Nature lovers wellness home

This welcoming vacation home is all about slowing down, enjoying the scenery, and taking a breather from busy life. A great spot to relax & recharge with loved ones, whether its for a wedding, family milestones or weekend trip! Destination highlights: Acres of landscaped grounds with fruit trees, flowers, birds, and rare plants Minutes from wineries and Oceanside beaches Hiking trails, horseback riding, and nurseries nearby Close to wedding venues, casinos and Legoland 230+ 5-star reviews!

Location · Family · Pool

Vineyard Vista | Modern • Renovated • Private

Follow us @vineyardvistavibes on i n s t a g r a m for a closer look at Vineyard Vista & Temecula Wine Country. Set atop a hillside overlooking the vineyards and mountains with a private pool, hot tub, multiple outdoor lounging spaces, and no immediate neighbors. Premium finishes and a modern Mediterranean aesthetic, you’ll enjoy a fully renovated, luxury home. 5 minutes to town in one direction and over 30 wineries in the other, with breathtaking views including our own private vineyards.

Location · Family · Parking

Modern Château - Lap Pool, Weddings, Wine & Beach

A contemporary villa blending French architecture with California dreaming. For wine getaways, intimate weddings, special celebrations, creative and professional retreats. Set on 4 private acres with mountain and vineyard views, the estate features a half-Olympic heated saltwater lap pool, oversized spa, and chef's kitchen. Up to 15 overnight / 60 daytime guests. 20 minutes to Temecula wine country, 30 minutes to Oceanside beaches, and easy day trips to Legoland, La Jolla, and San Diego.

Location · Family · Comfort

Fallbrook's Finest Hideaway House - Pool, Game Rm

This beautifully remodeled property is the perfect destination for big families, couples getting married, or anyone seeking a relaxing vacation getaway. Whether you choose to relax by the pool, explore local vineyards, hike scenic trails, soak up the sun at the beach, or venture into the city, our prime location ensures that you have a myriad of options to make the most of your stay & create unforgettable memories. Add'l 2 bed 1 bath available on same premises with shared pool/backyard.

Value · Location · Decor

The Lookout -w/KING BED Luxury Bathroom, Views

This modern farmhouse is vacation ready! PRIVATE newly remodeled 1 bed 1 bath full kitchen & living area. Just minutes away from wine tasting and downtown Fallbrook as well as conveniently located near beaches and amusement parks. You will truly love your stay! -POOL & SPA - KING BED - VIEWS - LUXURY BATHROOM - RAIN FALL SHOWER - 0.3 MILES FROM WINERY - 6 MIN. FROM DOWNTOWN - 16 MILES FROM BEACHES - 19 MINUTES FROM PAULA CASINO - 20 MINUTES FROM PACHANGA - SITUATED ON OVER 1 ACRE

Location · Value · Amenities

Serene pool home with outdoor fireplace

Come enjoy Casa Catalina, our private oasis lovingly created for the enjoyment of family and friends. Our home has been designed to optimize outdoor living and entertainment with several lounge areas surrounded by greenery and lush plants, tall palms and beautiful flowers. After a sunny day poolside, spend the evening chilling in front of a toasty fire in our cozy outdoor lanai. The house sits on a acre of land, fully fenced and secure with abundant fruit trees for your enjoyment.

Value · Family · Pets

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

Location · Value · Sleep quality

♥ Of Wine Country | Privacy+, Gazebo, BBQ, Jacuzzi

Private, 3-BR, single-level home on 5 acres in the heart of Wine Country is a resort-style paradise. Self check-in. If you're looking for a party or large gathering this home is NOT for you. • Grill + Seasonal Pool (saltwater) + Jacuzzi. Pool toys on site. • Gazebo • Smart TVs • Work stations in two bedrooms • Fully equipped + stocked kitchen • On-site washer + dryer • 5 min drive to most wineries • Ping pong table • Pets allowed, with notice and additional fee.

Location · Family · Checkout

Villa Fallbrook - Private Pool. Quiet. Relaxing.

If you are looking for a place to relax, Villa Fallbrook is the place for you. Elegant private pool house, private pool, and beautiful views. Perfect for business travelers, snowbirds, visiting family, etc. Your hosts live in the main house on the same property. We're a quiet middle-aged couple sharing our gorgeous property with those who also appreciate a peaceful environment. No smoking, parties, gatherings, extra guests, children or pets.

Location · Value · View

Lux Casita with Pickleball & Resort Amenities

Escape to this inviting Casita, where bright white walls and French doors fill each room with light and warmth. Thoughtfully furnished and full of charm, it offers a serene retreat with private resort-style amenities, including a tennis court, pool, and lush gardens. Step outside to hiking and biking trails, then return to cozy comfort. An optional second suite provides extra space for a relaxed, luxurious stay.

Family · Value · Hot tub