
Vacation rentals with a pool in Old Town
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Old Town
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

1 bedroom, 1 bath /Hillcrest/San Diego Zoo/Balboa
2021 CUSTOM guesthouse with pool in Hillcrest/San Diego Zoo/Balboa Park /Marston Hill area.Full kitchen , a queen bed, a queen sleeper sofa & crib. Full bath, 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). Under a mile to Farmers Market. Minutes' drive to all San Diego beaches. No rent for children under 3, only $95/stay. High chair, Pack & Play Crib, crib mattress & cover are provided

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.

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.

Pacific Beach-Amazing Panoramic View-Heated Pool
LAJOLLA / PACIFIC BEACH - Mt. Soledad Spectacular Luxury View Home - 180 Degree Amazing Panoramic Views. Upgraded home located on Mt. Soledad - unobstructed views of Mission Bay, Downtown, Ocean & Mountains from every room. Over 1000 ft of outdoor entertaining decks. - Heated Pool - Jacuzzi - Sauna - Viking BBQ - Outdoor Fire Pit - Luxury bedding - 2 outdoor LED Tv's - 6 total large screen LED Tv's - iPad Remotes - Indoor / Outdoor Music -Direct TV, Apple Tv, Netflix, High Speed WiFi

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.

UTC Venetian 3 miles La Jolla Beach UCSD Scripps
Approx 3 miles from the most famous La Jolla beach! Only a mile away from UCSD with bus stop right outside the side gate. One of the nicest and most convenient locations in UTC/La jolla. Located right by the 5 and 805 freeway w/52 nearby! Walking distance to Wholefoods, Chase & Citi bank, CVS, Rubios, Nordstroms Rack, Starbucks, CPK, Trader Joes, Ralphs, Wells Fargo, Ross, Best Buy, AMC movie theater, and many restaurants ALSO Westfield Shopping Mall and so much more!

Your Modern Lux Pool Resort in the Heart of SD
Welcome to our canyon front, mountain-modern home in Hillcrest & University Heights. Just 3 blocks from the adored Vermont St. Bridge, you'll be right in the heart of Hillcrest and able to escape the city when it's time to relax. Enjoy spa-like accommodations, modern amenities, premium linens & toiletries, and sprawling outdoor spaces. Whoever you are, we are committed that you LOVE your stay.

Lionhead - Private Boutique Home
Experience boutique hotel vibes where Palm Springs meets South Beach. This "plug-and-play" retreat features a private backyard resort with a heated pool ($50/day for stays 5 days or less), Jacuzzi, cabana, and BBQ—perfect for watching planes take off over the city. Enjoy high-speed Wi-Fi, Smart TVs, and a vintage record player, all minutes from Downtown, conventions, and easy highway access.

Surf Cottage w/Pool & Firepit 10min from the beach
Welcome to the Wavvy Surf Shack, a charming surf cottage, with a private pool oasis and modern amenities. This surf-inspired home is located in a quiet and central neighborhood, only a short 10 minute drive to La Jolla Shores Beach, Pacific Beach, UCSD, and downtown. Lounge by the pool or enjoy the surf at a nearby beach - you won’t want to leave this beautiful coastal getaway.

Bay View Condo in Pacific Beach
Close to the beach and even closer to the shops! Set on the top floor in a beautiful condo complex with legitimate charm. Enjoy a cup of coffee on the balcony while enjoying the gorgeous views of palm trees, mountains, & Mission Bay. All guests, young or experienced, are welcome here. Bright and airy one-bedroom with a queen-size bed and brand-new kitchen and furnishings.
Popular amenities for Old Town rentals with a pool
House rentals with a pool

3 bedroom home with pool 15 minutes from beaches

Travelers Oasis w/ Private Pool + Hot Tub

Iconic Waterfall House

French style home w/ pool, jacuzzi & home office

North Park Craftsman Oasis with Pool

Luxury Family Home Near Dining, Shops + Zoo

Whimsical Artist’s Retreat | Heated Pool + Spa

Vacation Getaway w/ Gas Grill, Hot Jacuzzi, Pool
Condo rentals with a pool

Luxury Condo Resort Amenities - Pool, Pickleball

Ocean front condo heart of pacific beach

Centrally located n UCSD/ utc-laJolla

One Bedroom Ocean Front Condo!

Enchanted Ocean Sunsets

Cozy clean 1 bedroom centrally located by beaches

Spacious 2 BR w/ Free Parking & WiFi

Sweet Little La Mesa Condo(pool+hot tub) NEAR SDSU
Other vacation rentals with a pool

Where We Roam Villa With Pool

Luxury Living Near the Beach

Breathtaking Ocean, Bay, City & Petco Park Views

Top Floor Views of Ocean, Bay, City & Petco Park

Sunset house

Modern 3 bed/ 3.5 bath Townhome in Little Italy

SD Bay Park Getaway | Pool & Bay Adventures, Games

Peaceful Bay Park Gem
Quick stats about vacation rentals with a pool in Old Town

Total vacation rentals
Explore 10 vacation rentals in Old Town

Nightly prices starting at
Old Town vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

Verified guest reviews
Over 450 verified reviews to help you choose

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

Wi-Fi availability
10 of Old Town vacation rentals include wi-fi 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!
Destinations to explore
- Apartment rentals Old Town
- Rentals with a fireplace Old Town
- Rentals with a patio Old Town
- House rentals Old Town
- Family-friendly rentals Old Town
- Pet-friendly rentals Old Town
- Rentals with a washer and dryer Old Town
- Condo rentals Old Town
- Rentals with outdoor seating Old Town
- Fitness-friendly rentals Old Town
- Rentals with a hot tub Old Town
- Rentals with pools San Diego
- Rentals with pools San Diego County
- Rentals with pools California
- Rentals with pools United States
- Rosarito Beach
- LEGOLAND California
- SeaWorld San Diego
- San Diego Convention Center E Ent
- Oceanside City Beach
- University of California-San Diego
- San Diego Zoo Safari Park
- Petco Park
- Ocean Front Walk
- Tijuana Beach
- Torrey Pines State Beach
- Pacific Beach
- Balboa Park
- Coronado Beach
- San Diego Zoo
- Pechanga Resort Casino
- Liberty Station
- Moonlight State Beach
- La Misión Beach
- San Onofre Beach
- Belmont Park
- San Diego State University
- Sesame Place San Diego
- Oceanside Harbor




