
Holiday rentals with a pool in Old Town
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Old Town

Total holiday rentals
Explore 20 holiday rentals in Old Town

Nightly prices starting at
Old Town holiday rentals start at £45 per night before taxes and fees

Verified guest reviews
Over 600 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

Wifi availability
20 of Old Town holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Old Town rentals

4.9 Average rating
Old Town stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated rentals with a pool in Old Town
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Heart of San Diego in Old Town. Private Oasis 6
This Redesigned 4000-SF private oasis located in the heart of San Diego’s historic Old Town is the best on the market. Renovated with every possible option: chef’s kitchen, in/outdoor entertaining, lounges&en-suite bathrooms. This property boasts sophisticated living with just the right amount of edge. Converted garage doors flood each living space with light and character. This location is just steps from dining & nightlife and close 2 San Diego beaches, airport, shopping, attractions plus more

Midcentury Lux 4BR home w Pool/Spa/Cabana/Firepit
VERY PRIVATE, COMPLETELY RENOVATED 4BR 3 Bath mid-century home with heated saltwater pool, hot tub and fire pit in totally private backyard retreat. Redone top-to-bottom, inside/out with everything new. The beds are top of the line with very high quality 100% cotton sheets and bath towels. Conveniently we are centrally located in a safe, friendly neighborhood with beautiful mountain views in the back. We never charge any fees - as we want to provide the experience we hope to get when traveling.

The Endless Summer Condo!
Let your worries drift away at this 6th floor corner condo with panoramic ocean views! With floor to ceiling windows throughout, you'll feel like you're floating above the sea! Leave your toes in the sand or walk to PB's best restaurants and attractions in minutes! When you're done exploring, put on a Beach Boys record while having dinner with the family amid a golden sunset..ah the good life! Create cherished memories that will linger long after the sun sets, here, at The Endless Summer Condo!

Designer Luxury Rental With Pool
Welcome to Wander Haven, a luxury central rental. With it’s on trend design, custom built stock tank pool, array of amenities and thoughtful touches throughout, you won’t ever want to leave. But when do you do decide to venture out and explore all that beautiful San Diego has to offer, you will find the central location gets you to anywhere you want to be in minutes. You’re 15 minutes or less from beaches, downtown, balboa park, sea world, the zoo and hundreds of amazing bars and restaurants.

Modern Central SD Home w/ Pool & Spa Near Beach
Experience luxury at Bay Breeze Retreat, an exclusive oasis in the heart of Mission Bay, San Diego. This stunning residence features a private salt pool, outdoor jacuzzi spa, elegant fire pit, whole house water filter system and a state-of-the-art grill and kitchen. Inside, revel in contemporary upgrades which makes the place perfect for family gatherings of up to 8 guests. Walk to Luce Bar & Kitchen and Bird Rock Coffee. Minutes from downtown and top attractions, your perfect escape awaits.

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.

Resort-Style Villa - Pool, Spa & Views
Enjoy the good life at Wonderland - your private mini-resort overlooking Mission Bay, with immaculate living spaces and 2 large decks. Cool off in the private pool, soak in the jacuzzi, snuggle by a fire pit, and whip up easy al-fresco dinners at the BBQ island. At night, enjoy dazzling sunsets and a private view of SeaWorld’s drone show.. San Diego Zoo - 14 min drive La Jolla Cove - 14 min drive Balboa Park - 12 min drive Book For Unforgettable Memories In San Diego—See Details Below!

Resort Style Living with Pool, Spa, and Bay Views!
Resort style home with pool (unheated), hot tub (with hot tub heating fee), outdoor entertaining space, bay views, multiple patios, modern amenities, comfortable beds, and more. Convenient location to freeways, Seaworld, Mission Bay, Beaches, Downtown, Balboa Park, Airport, La Jolla and other attractions. Perfect for families and groups. Two car garage parking. 2300 square feet of indoor living and much more outdoors. Your ideal home base for enjoying all that San Diego has to offer.

San Diego Oasis- A Retro Retreat w/ King Size Bed!
Welcome to San Diego Oasis, a retro retreat--a mid-century modern oasis in sunny San Diego! This stylish home combines classic charm with all the modern upgrades you desire. Unwind by the sparkling pool, enjoy a friendly game of air hockey or corn hole, board games or enjoy s'mores around the gas fire pit . The retro retreat is the perfect blend of comfort, convenience, and timeless design. SD's most popular attractions are all within a 20-30 minute drive. Only 20 minutes to the beach!

Hillcrest canyon home casita with pool access
Stay in a private canyon home in Hillcrest with pool access -just a few miles to the airport, downtown and little Italy. Walk to your favorite bars and restaurants in Hillcrest and Mission Hills, or explore Balboa Park, the world famous San Diego Zoo, and many of the nearby beaches, which are only a 10 -20 minute drive away. You will be 3 miles away from the Convention Center. My home is centrally located within 2 miles from the airport and almost everything is a 10 minute drive away.

Lionhead - Private Boutique Home
Unwind in your private backyard resort, featuring a heated pool, complimentary Jacuzzi, cabana, and BBQ—perfect for watching planes soar over the city skyline. Amenities: High-speed Wi-Fi, Smart TVs, and a vintage record player. Location: Minutes from Downtown, the Convention Center, and easy highway access. 🏊🏼♀️🛟Optional pool heat is available for $50/day (stays under 5 days). To ensure the best experience, heating is applied to the full duration of your stay only.

Central coastal home - Ocean views and pool
Live the quintessential San Diego coastal lifestyle in this large, perfectly situated house featuring 3 spacious bedrooms with expansive ocean and bay views. Stay in and enjoy the spacious backyard and pool, or head out and experience our gorgeous weather and find out why it makes San Diego one of the world's top travel destinations! Please inquire about our discounts for essential workers, educators and extended stays.
Popular amenities for Old Town rentals with a pool
House rentals with a pool

Eco-Friendly Mount Soledad Pad with Views and Heated Pool

Heated Pool + Hot Tub | Games | 10 min to Beach

the Belvedere

1 bedroom, 1 bath /Hillcrest/San Diego Zoo/Balboa

The Queen House

3BR Urban Oasis with Hot Tub, Pool & Private Deck

Beach<15min,Heated Pool,New Central AC, 4Br Family

Beautiful Home w/Pool & Spa 1.2 Miles to the Beach
Apartment rentals with a pool

Bay View Condo in Pacific Beach

Beach Front Condo - Capri by the Sea - Remodeled

Windows to the Ocean

Luxury Oceanfront Condo with Unbelievable Views

Beautifully remodeled 10th floor oceanfront condo

Enchanted Ocean Sunsets

Ocean front condo heart of pacific beach

Ocean-Bay-Sunset View Condo in Pacific Beach!
Other holiday rentals with a pool

Downtown Dream 4

Central Lux Pool Estate •Views•Fireworks•Sleeps 14

Modern Luxury: FREE Heated Pool & Ocean Views

Luxury Living Near the Beach

Peaceful Bay Park Gem

Captivating Bayfront View Home 5BR+5BA POOL HotTub

Heated Pool+Gazebo+ Private Suite: Up to 16 people

Breathtaking Ocean, Bay, City & Petco Park Views
Destinations to explore
- SeaWorld San Diego
- Coronado Beach
- Rosarito Beach
- LEGOLAND California
- University of California-San Diego
- Petco Park
- San Diego Zoo
- San Diego Convention Center E Ent
- San Diego Zoo Safari Park
- Pacific Beach
- San Diego State University
- Balboa Park
- Tijuana Beach
- Pechanga Resort Casino
- Torrey Pines State Beach
- Mission Beach
- Las Olas Resort & Spa
- Ocean Front Walk
- Oceanside City Beach
- La Misión Beach
- Moonlight State Beach
- Belmont Park
- Sesame Place San Diego
- South Mission Beach, San Diego





