Holiday rentals with a pool in Lemon Grove

Private 1 BR Paradise Retreat

Private, yet central. It is your exclusive paradise retreat to enjoy from your spacious 1 bedroom guest house located on the lower level of our home. Hang out in the expansive and private backyard with pool, different sitting areas and covered BBQ room. Or maybe a workout in the gym. Centrally located in the Village of La mesa. Just a 1/4 mile jaunt into the quaint village with its numerous assortments of dining options, stores and trolley station. Freeway close to beaches, downtown and airport

Value · Location · Breakfast

Family Pool Retreat + Gym, Fire Pits, Views (Sleep

Find your family's dream spot in San Diego! Our cozy house sits on a quiet hill, offering privacy and amazing sunset views. Dive into our pool year-round (heating at an additional cost), roast marshmallows by the fire, and cook up fun meals together. With 3 bedrooms and 2 bathrooms, it’s perfect for families, accommodating up to 9 guests. Plus, we're close to all the best attractions. Want a vacation you'll always remember? Send us a message to make it happen! 🌅🏠 We have 3 comfy beds that can

Value · Location · Quiet

San Diego Mountain Retreat

3 bedroom 1 bathroom loft (2 separate sides) open concept guest house. Very peaceful East San Diego getaway. Enjoy beautiful ocean and Mountain Views during the day then relax in the jacuzzi with breath taking sunsets and the city lights at night. Best views in San Diego! Only 25 minutes from the SD airport and beaches. Minutes away from 2 local wineries and casinos. House sleeps 6 but you can invite guests up for the day for a fee. Event prices will be discussed per event. We live in main home

Family · Value · View

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV

Welcome to your personal resort! This is your private Guest House with a salt & heated pool + hot tub. Located in a very quiet & safe neighborhood in beautiful San Diego. Drive 15 minutes to the beach, downtown, La Jolla, Zoo, stadiums, Sea World, Convention Center + more. Hike next door at Cowell Mountain or Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo, top quality finishes & furniture. Everything you need for memorable vacation! No smoking or vaping on the property.

Location · Value · Cleanliness

Mid-Century Style Family House with Spa

This home is the epitome of 1950’s luxury. A perfect family oasis, you won’t even want to leave the property. Beautiful Mt. Helix mid-century modern family home with incredible views, designed by architect of original Las Vegas Desert Inn situated on nearly an acre. Less than 20 minute drive to beaches/Zoo/Sea World/Downtown. With a swimming pool, jacuzzi, and AC. Surrounded by orange, lemon, pomegranate trees and herb garden. No loud parties please, this is a quiet community.

Value · Location · Indoor spaces

Jamul Hacienda | Couples Retreat | Pool & Views!

The Casita retreat is a guesthouse situated among a private 20 acre oasis surrounded by majestic mountain views and a citrus grove 30-40 minutes from San Diego. The space is designed for nature enthusiasts to retreat from the daily hustle and bustle and find peace and slowness. Come take a pause, relax poolside, pick citrus (when in season), enjoy nearby trails, and wineries. The sunsets and starry skies are breathtaking. We hope you get to experience their magic for yourself.

Location · Family · Bathroom

Family Fun Oasis Pool Spa and Game Room

Exceptional home w/heated pool and spa in a quiet neighborhood; kitchen has everything you need and more! Perfect for families with kids of various ages or multiple families. What to Expect: - Heated pool w/safety cover - Hot tub - Game Room - Trampoline - Jungle gym - Baby/toddler supplies (pack N play/High Chair) - Spacious master suite. - 20 mins to the beach, the San Diego Zoo, Balboa Park, Sea World, Little Italy and downtown San Diego and all that it has to offer!

Location · Family · Layout

San Diego Oasis: Private Pool & Sunny Escape!

¡Bienvenidos a nuestro retiro en La Mesa! 🌟 Nos apasiona compartir la magia de este lugar con nuestros huéspedes. Disfruta de la comodidad y conveniencia en esta casa de 2 recámaras y 2 baños, meticulosamente remodelada para ti. ✨ Prepara tu traje de baño, tus bolsas de compras y tu espíritu aventurero para vivir lo mejor de la zona desde nuestro acogedor hogar. 🏡 ¡Tu escapada perfecta comienza aquí! 🌴🛍️ Reservar con nosotros es vivir una experiencia inolvidable. 🥂✨

Value · Family · Comfort

Upscale Resort House /Views, Saltwater Pool/Spa !

This home offers Saltwater pool and Spa. Saltwater pools and Spa produce softer-feeling water. breathtaking views from its location high in the hills overlooking Rancho San Diego. In the backyard you can enjoy the sunrise from the private pool or deck or practice your putting on our putting green. The House is a mid-century modern home perched above the City. It's great for groups seeking easy access to San Diego's highlights (15 to 20 minutes to Beaches and Downtown)

Value · Family · Amenities

Bright Contemporary 5-Bedroom Oasis, Pool and Yard

Welcome to our 5-bedroom, 3-bathroom home, offering ample space for your entire group. With a myriad of amenities, games, and relaxation areas, you may find yourself wanting to spend your entire stay simply enjoying the comforts of this exceptional home. Whether that be opting for a pool day relaxing in San Diego's mediterranean climate, or cozying up next to the fireplace with your fav movie on. This spacious rental will ensure a memorable San Diego experience! 🌄

Family · Location · Condition

QUIET HOME -3 Bedroom & Den, + POOL, sleep 8 plus

Welcome to the La Mesa Pool House! Our cozy house in La Mesa is the perfect place to relax and recharge with the family. This house is walking distance to many great La Mesa eateries such as Terra Restaurant and Surf and Soul. We are also located just 10 minutes away from San Diego State University and we are less than 20 minutes from all major attractions in San Diego: downtown, Little Italy, Zoo, Sea World, beaches and more!

Value · Location · Kitchen

SD Group Retreat | Pool, Hot Tub, Theater, near DT

Welcome to Casa Leon — a private, resort-style group retreat in San Diego. Perfect for bachelorette & bachelor trips, birthdays, family gatherings, and group getaways, this newly remodeled home blends privacy, space, and unforgettable experiences. Enjoy hot tub movie nights under the stars, poolside hangs, and fireside evenings—all just minutes from Downtown, Gaslamp, Balboa Park, the Airport, SeaWorld, and the SD Zoo.

Location · Value · Sleep quality