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

Total vacation rentals
Explore 20 vacation rentals in Old Town

Nightly prices starting at
Old Town vacation rentals start at $83 CAD per night before taxes and fees

Verified guest reviews
Over 600 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Wifi availability
20 of Old Town vacation 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

1 bedroom, 1 bath /Hillcrest/San Diego Zoo/Balboa
One bedroom, one bath with a pool in the Hillcrest/San Diego Zoo/Balboa Park /Marston Hill area. Full kitchen, queen bed, queen sleeper sofa & crib. Indoor/outdoor dining, WiFi, smart TV, pool, AC/heating, BBQ& free parking. Walking to restaurants/bars/shops/stores (Trader Joe's, Ralph's & Whole Foods). Walking to the Farmers Market. Minutes' drive to all San Diego beaches. No rent for children under 3, only a $95/stay flat fee. High chair, Pack & Play Crib, crib mattress & cover are provided

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.

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.

Resort Living: Hoops, Outdoor Bar, Views, Pool+Spa
Why stay at an ordinary vacation rental when you could make memories somewhere EXTRA-ordinary? When you and your crew pull up to Casa Paradiso, typical expressions might include “Whoa!”, “OMG!” and “Can you believe this place?!” Casa Paradiso by Rental With A View in San Diego is a one-of-a-kind luxury resort home located in the ♥ of the city! Enjoy unlimited bikes, surfboards, and paddleboards—your adventure begins here. If you know San Diego, you know Mission Hills is the best place to be.

Beautifully remodeled 10th floor oceanfront condo
Located on the 10th floor of the beautiful Capri by the Sea in Pacific Beach, this beautifully remodeled one bedroom condo has unbelievable views through its floor to ceiling windows. All kitchen amenities, beach toys, big screen TV, Cable, WiFi, one parking spot in gated lot with option for more. Steps to beach, short walk to lots of restaurants and bars. Resort style complex offering 360 degree view roof deck, gas BBQ, secure private pool and spa, hot water beach shower, and 24-hr security.

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.

Casa De Colores
Need some color in you life? Come stay in our one of a kind home- groovy wall mural, bright decor, rainbow speckled floors. Tucked back in the peaceful neighborhood of University Heights, this home includes a lusciously landscaped yard with a: - Pool -Hottub - BBQ -Outdoor patio furniture Our property also offers the ultimate in convenience: - Acclaimed restaurants and cafes are just minutes away - Close to the Airport, Zoo, Balboa Park, and Downtown - Close to many world-class beaches

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.

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.

Eco-Friendly Mount Soledad Pad with Views and Heated Pool
Savor the ocean tang from the front patio while taking in 180+ degree views of the downtown city lights, peek-a-boo's of Pacific Beach, Crystal Pier, Mission Beach, Ocean Beach & Ocean Beach Pier all while staring directly over Mission Bay and the Sea World Fireworks. The interior features mid-century modern touches, and has been designated as a "Demonstration Home" and won the coveted "Excellence Award" from SDG&E for its energy and water efficiency, plus indoor air quality.
Popular amenities for Old Town rentals with a pool
House rentals with a pool

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

the Belvedere

San Diego Oasis- A Retro Retreat w/ King Size Bed!

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

ModernCoastal I View I Pool ITub

Relax in Style! 4BR Pool/Spa/Firepit – SuperHost

Family Oasis w/ Heated Pool

Beach House w/ Private Pool & Spa mins to beach!
Condo rentals with a pool

Cozy home central to beaches & attractions

Bay View Condo in Pacific Beach

Windows to the Ocean

The Endless Summer Condo!

Luxury Oceanfront Condo with Unbelievable Views

Enchanted Ocean Sunsets

Ocean front condo heart of pacific beach

SEA Forever OceanFront Pacific Beach View Paradise
Other vacation rentals with a pool

Crown Point Gem with Salt Water Pool

Downtown Dream 4

Modern 3 bed/ 3.5 bath Townhome in Little Italy

Peaceful Bay Park Gem

Modern Luxury: FREE Heated Pool & Ocean Views

Luxury Living Near the Beach

Luxury Designer Hillcrest Retreat w/ Pool & Gym

Luxe Stay: SeaWorld, Airport, Downtown + Parking
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
- Balboa Park
- San Diego State University
- Tijuana Beach
- Pechanga Resort Casino
- Torrey Pines State Beach
- Mission Beach
- Ocean Front Walk
- Las Olas Resort & Spa
- Oceanside City Beach
- La Misión Beach
- Moonlight State Beach
- Sesame Place San Diego
- Belmont Park
- South Mission Beach, San Diego





