Vacation rentals with a pool in Fallbrook

A spacious outdoor area features a sparkling saltwater pool and a relaxing jacuzzi. Guests can enjoy sun loungers and shaded seating under colorful umbrellas. Lush greenery surrounds the space, alongside a small putting green and a charming fountain, creating a serene atmosphere.

4.93 out of 5 average rating, 214 reviews

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.

The backyard features a sparkling pool surrounded by lounge chairs and dining areas. The two-story home stands in the background, with large windows showcasing bright indoor spaces. Soft poolside lighting creates a relaxing ambiance under the evening sky.

4.94 out of 5 average rating, 139 reviews

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.

4.95 out of 5 average rating, 232 reviews

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!

5.0 out of 5 average rating, 101 reviews

Spacious Pool House Retreat- Game Room - Sleeps 20

Welcome to Casa Los Amigos - House of Friends! Our spacious Fallbrook pool house, perfect for large groups of up to 20 guests! Relax by the pool, enjoy the game room, or gather around the firepit. With a large living room, BBQ area, and plenty of outdoor seating, this house is designed for entertaining. Conveniently located near wineries, shopping centers, casinos, and golf courses, it's ideal for those seeking both relaxation and adventure. Plenty of parking available for all your guests!

4.88 out of 5 average rating, 146 reviews

Villa in Murrieta

Hillside Retreat • Pool + Hot Tub + Mountain Views

Welcome to Colina by AvantStay, a Mediterranean-style hilltop retreat on 10 acres made for private Wine Country lounging, poolside entertaining, and big-view sunsets. Sunlit interiors, floor-to-ceiling windows, and luxe game spaces set the tone for a stay that feels secluded, polished, and fun. 🏊 Heated pool, hot tub, firepit, putting green + alfresco dining 🔊 9-speaker Sonance Bluetooth system by the pool 🎱 Game room with pool table, bar, 150” screen, DJ lights, air hockey + ping pong

4.96 out of 5 average rating, 185 reviews

Villa in Fallbrook

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.

The outdoor area features a spacious pool surrounded by a concrete deck outfitted with multiple lounge chairs. A shaded gazebo offers additional seating. Lush terrain and rolling hills adjoin the property, creating a serene backdrop under a partly cloudy sky.

4.98 out of 5 average rating, 120 reviews

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.

4.99 out of 5 average rating, 123 reviews

Guesthouse in Fallbrook

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

A cozy outdoor lanai is illuminated by soft lighting, featuring comfortable seating arranged around a rustic fireplace. Lush greenery and flowers are visible, enhancing the tranquil setting. The nearby pool can be seen, contributing to a welcoming outdoor atmosphere.

5.0 out of 5 average rating, 128 reviews

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.

4.96 out of 5 average rating, 224 reviews

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.

Villa in Fallbrook

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

A serene outdoor area features a sparkling saltwater pool surrounded by palm trees and tropical landscaping. The pool area is complemented by a spa and patio space, with the main house visible in the background against a vibrant sky.

4.98 out of 5 average rating, 257 reviews

♥ 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.

5.0 out of 5 average rating, 112 reviews

A vibrant pool area features a spacious private pool surrounded by lush greenery and blue planters. Red umbrellas and lounge chairs provide comfort along the poolside. A spa is positioned at one corner, and a charming house with a terracotta roof sits in the background against a scenic mountainous view.

Guesthouse in Fallbrook

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.

Popular amenities for Fallbrook rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.98 out of 5 average rating, 101 reviews

Home in Vista

Elevado Hills Resort | 7BR Pool Spa & Sunset Views

4.97 out of 5 average rating, 123 reviews

Vineyard Vista | Modern • Renovated • Private

4.98 out of 5 average rating, 162 reviews

A cozy living area is designed with a contemporary touch, featuring a dark sofa and light-colored loveseat. Colorful throw pillows add interest. A large coffee table sits at the center, and framed art is displayed on the wall. A floor lamp and bookshelf complete the inviting space.

Home in Bonsall

Mariposa Guest House

4.9 out of 5 average rating, 125 reviews

Wine Country Retreat | Pool, Spa, Views

4.99 out of 5 average rating, 129 reviews

Home in Vista

Vista Oasis with Spa, Pool, Game Room & View’s

4.91 out of 5 average rating, 125 reviews

A saltwater infinity pool is illuminated by soft blue lighting, creating a serene ambience at dusk. Views of the surrounding hills and distant city lights are captured in the background, enhancing the tranquil outdoor space.

Home in Escondido

Beautiful private oasis in San Diego serene views

4.98 out of 5 average rating, 520 reviews

Home in Encinitas

Lux Casita with Pickleball & Resort Amenities

Superhost

An outdoor lounge area features a wooden daybed adorned with colorful cushions, positioned near a custom rock pool. The pool's serene blue water reflects the expansive landscape, revealing distant mountains under a clear blue sky. Lush greenery surrounds the space, enhancing the natural setting.

4.92 out of 5 average rating, 133 reviews

Hilltop Wine Estate- Pickleball - Pool - 360 views

Condo rentals with a pool

4.96 out of 5 average rating, 189 reviews

Ocean Front Resort Designer Remodel C205

The inviting pool area features a bright blue swimming pool surrounded by lush greenery and vibrant flower beds. Umbrellas provide shade for the seating area, with patio furniture arranged for relaxation. Decorative tiles adorn the edge of the pool, enhancing the tranquil atmosphere.

4.95 out of 5 average rating, 276 reviews

✻Beautiful & Spacious Oside Oasis Family Retreat✻

An ocean view from the balcony reveals sandy beaches and gentle waves lapping at the shore. Coastal vegetation frames the scene, with the iconic Oceanside Pier visible in the distance against a clear blue sky.

4.94 out of 5 average rating, 247 reviews

*Beach Break* Oceanfront/Balcony/Walk Everywhere

The entrance to North Coast Village is depicted, featuring a welcoming sign with a pelican and the address. Lush tropical landscaping surrounds the area, including palm trees and colorful flower beds, indicating a vibrant and well-maintained environment.

4.85 out of 5 average rating, 165 reviews

A condo steps to the beach with all the amenities.

A serene view of the ocean stretches out under a clear blue sky, framed by tall palm trees. The beach and waves are visible, along with colorful beach houses dotting the shoreline, creating a lively coastal scene.

4.96 out of 5 average rating, 195 reviews

Oceanside Beach & Oceanview condo newly remodeled

4.93 out of 5 average rating, 126 reviews

Ocean view, recent upgrades, 2 story condo!

The pool area is framed by palm trees and surrounded by lounge chairs. The water reflects the vibrant colors of the sunset, creating a serene atmosphere. A low fence encloses the pool, with buildings visible in the background under a colorful sky.

4.94 out of 5 average rating, 156 reviews

EV Charger, Jacuzzi, Pool, 5 min. walk to beach

A balcony with a round table and two chairs offers views of palm trees and the ocean in the distance. The clear blue sky complements the lush greenery below, creating a serene outdoor space for relaxation.

4.88 out of 5 average rating, 155 reviews

Ocean Views from Patio on the Pacific!

Other vacation rentals with a pool

4.99 out of 5 average rating, 258 reviews

Guest suite in Fallbrook

Fallbrook-Mountain Rim Retreat-Endless Views

Superhost

A serene outdoor space is highlighted by a stone patio featuring two woven chairs beside a small lantern. An expansive backyard showcases a swimming pool with rock formations and lush greenery, set against a backdrop of a two-story house with balconies under a clear blue sky.

4.94 out of 5 average rating, 160 reviews

Olive Manor - Luxury in the Heart of Wine Country

4.97 out of 5 average rating, 114 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!

4.84 out of 5 average rating, 221 reviews

A tiny house is nestled in a hillside, surrounded by lush greenery and cacti. The wooden structure features a spacious deck with seating, and large windows that invite natural light. Scenic mountain views are present in the background, enhancing the tranquil setting.

Tiny home in Escondido

Lakeview Tiny House w/hillside pool

Superhost

The estate is set amidst expansive vineyards, featuring a spacious layout with a combination of tile and stone pathways leading to a grand entrance. Surrounding gardens with colorful blooms and tall cypress trees add to the property's charm while showcasing its connection to the lush landscape.

4.83 out of 5 average rating, 231 reviews

De Portola Vineyard and Retreat House-39950S

A serene outdoor space features a relaxing pool surrounded by well-maintained greenery and palm trees. Several loungers are arranged by the pool, providing comfortable seating options. The landscape offers views of rolling hills and distant mountains under a clear sky.

4.81 out of 5 average rating, 176 reviews

Villa with beautiful view/ pool /spa-Via Cerro

A serene pool setting features a shimmering surface reflecting the vibrant colors of a sunset. Plush seating areas surround the pool, and a striped umbrella provides shade. Lush palm trees are positioned around the space, enhancing the picturesque views of the surrounding landscape.

4.95 out of 5 average rating, 102 reviews

Peacock Ridge 11 Queen bed 3 baths Villa Pool, Spa