Holiday rentals with a pool in Eastlake, Chula Vista

4.99 out of 5 average rating, 118 reviews

Guesthouse in La Mesa

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

4.88 out of 5 average rating, 143 reviews

Home in Otay Mesa

Ocean View Private Pool & Spa Home w/Putting Green

Welcome to your Private, resort style, pool and spa home with spectacular views day and night! 4 bedrooms, 3 baths (1 bedroom and bathroom with shower on main/ground level). Tropical setting, and just a short drive to major attractions like our world famous Beaches, Zoo, Sea World, Balboa Park, Downtown, Coronado, Outlet Shopping, Sesame Place and even Mexico! Soaring 18 foot ceilings in the Living room and Dining room. Outdoor dining, Putting Green, and lounges for resort-like relaxation.

Condo in Hipodromo Agua Caliente

4.96 out of 5 average rating, 207 reviews

✨newCONDO @ LuxuryTOWER❤ close2⚽ XOLOS✈ airport & BORDER

✨ 😊✨ Enjoy luxury living in this beautiful studio with spectacular city views. A/C Amenities: pool, sun deck & grills, cabanas, game room, sky lounge, sky terrace, sky gym, free laundry service, available parking and 24 hr security!! ✨😊✨ Disfrute de un lujoso estudio con vistas espectaculares de la ciudad. A/C, piscina, parrillas, cabañas, sala de juegos, sky lounge, sky terrace, sky gym, servicio de lavandería, estacionamiento y seguridad 24 horas!! Unfortunately pool is under repair

Superhost

4.87 out of 5 average rating, 100 reviews

Dream Vacation! Sunny 3 Bedroom Home!

Beautiful family vacation retreat! Amazing backyard includes your own private heated pool, a spacious deck for relaxing with lounge chairs, dining spaces, and fire table. Fenced for privacy. Inside enjoy the game room and arcade, smart TVs located throughout the house, and air conditioning. Strong Wi-Fi signal, including the outdoor deck area. Amazing location close to all SD has to offer: within 20 minutes of the zoo, beaches, Sea World, downtown, and the airport! Private parking.

4.94 out of 5 average rating, 104 reviews

Casa Bahia Beautiful San Diego Home with Pool

Welcome to Casa Bahia! Our home has been completely upgraded and is ready to host your perfect getaway. Conveniently located close to the Chula Vista Bayfront and 10 minutes to downtown San Diego or the beach. Our home features a kitchen with top of the line appliances, brand new furniture, 4 bedrooms, 2 full bathrooms, a large pool, a yard with a lounge area, BBQ, and a clean peaceful feel. In addition, our stylish and minimalist place to stay is perfect for group or family trips.

4.9 out of 5 average rating, 126 reviews

An Oasis,Heated Pool, JQZ,Grill,Ocean&MTN View

Welcome home to this gorgeous remodeled and upgraded single story 3-bedroom, 2 bath panoramic view property in the heart of Chula Vista. This home is absolutely perfect to soak up the sun, relax or stay pool side and work remotely. As you walk up to the home you will notice a stunning manicured palm tree and a beautiful landscaping. Warmth and light welcome you into the spacious Living Room which offers a wall-to-wall sliding door that overlooks the back yard and the pool.

Superhost

Apartment in Zona Centro

4.81 out of 5 average rating, 289 reviews

Gym+Pool+B/Lounge | Brand New & Modern Apt!

This stylish apartment sits right on Avenida Revolución, the city’s most iconic street, surrounded by top restaurants, cafés, bars, and vibrant nightlife. Inside, you’ll find modern décor, premium amenities, and ultra-comfy furniture, perfect for unwinding after a day of exploring. But the real highlight? The incredible shared spaces! A fully equipped gym to keep up your routine. An indoor pool for a refreshing dip. A sleek business lounge for work or meetings.

4.96 out of 5 average rating, 112 reviews

Guesthouse in San Diego

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

This is the perfect Guest House with a salted & heated pool & hot tub. We are located in a super quiet & very safe neighborhood in beautiful San Diego, 15 minutes drive to Downtown, La Jolla, Beaches, Zoo, Sea World & Convention Center. Hike next door at Mission Trails & Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo and top quality finishes await you inside. Everything you need for memorable vacation! No smoking or vaping on the property.

Superhost

4.79 out of 5 average rating, 151 reviews

Family Home w/Pool, Hot Jacuzzi and Park Access

Spacious, pet-friendly home perfect for families or groups up to 10. Located in a quiet, residential neighborhood with direct access to a large park featuring 2 playgrounds, basketball court, fitness stations, and picnic areas. Enjoy 3–4 car parking, a full kitchen, fast Wi-Fi, and plenty of room to gather. This clean, well-loved home offers comfort, value, and a central location — ideal for those who appreciate space, convenience, and a responsive host.

4.97 out of 5 average rating, 212 reviews

Condo in Tijuana

Amazing Views | Luxury Studio with Swimming Pool

Enjoy this Brand New Building. You will find Deluxe amenities like: Gym, Security 24/7 and designated parking space. Location is excellent, it's near Zona Río, Centro, Airport and San Ysidro border crossing. You will find the best Services, Hospitals, Restaurants and Bars just a few minutes away. The apartment is beautifully decorated, you will enjoy Amazing views of the Skyline. Perfect for Solo Travelers, Romantic Getaways and Business.

4.88 out of 5 average rating, 351 reviews

Guest suite in Bonita

Resort-Style Living, Pool, Close to All San Diego

Nestled in a quiet, discreet neighborhood, our private air-conditioned studio offers a safe and serene retreat. Attached to a stunning ranch-style executive home, it features an amazing pool for your relaxation. Conveniently located near the Olympic Training Center, downtown San Diego, Comic-Con, major attractions, concert venues, beaches, the airport, and Mexico. Enjoy a complimentary butler tray that includes coffee, tea, and snacks.