
Holiday rentals in Old Town
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Top-rated holiday rentals in Old Town
Guests agree: these stays are highly rated for location, cleanliness and more.

Santorini-Inspired Cottage w/ Hot Tub + Views
*CHECK OUT OUR OTHER AIRBNB* Travel 16 steps up a Greek-inspired curving stairway with 2-story high walls to your tucked-away cottage built into the hillside villa of Alta Colina. With spectacular views, step onto the balcony to watch planes take off & boats sail around the harbor. End the night in front of your secluded back patio fireplace or climb the steps of your spiral staircase to the rooftop Jacuzzi. European-inspired design & details, it'll be hard to believe you’re still in San Diego!

Casita w/Private Pool, King Bed, Full Kitchen!
Perfect poolside retreat suitable for small families and couples! The pool house boasts a fully-equipped kitchen, a private pool, front patio and sunbathing deck! You'll enjoy a luxurious king-size bed and a convenient full-size fold-out couch, perfect for kids! Plus, all the amenities necessary for a memorable stay. Located in one of San Diego's most central neighborhoods of Mission Hills, you're just a stroll away from restaurants, Old Town, the light rail, and easy access to the I-5 highway!

Exclusive Mission Hills: Views, Breezes & Sunsets
Enjoy brand-new bathrooms and a spacious 3-bed, 3-bath layout in this private hillside retreat. This 1,500 sq ft single-level guest apartment features its own entrance, a private deck, and stunning sunset views overlooking San Diego Bay, Point Loma, and Old Town. Located on the lower level of our family home, guests access the space via a well-lit staircase with a sturdy railing, just 12 steps from the garage to your serene, stylish escape. This serene, spacious retreat is perfect for travelers.

Old Town experience! Stylish home + parking!
This location doesn't get any better- Old Town restaurants, bars and shops all at your doorstep! Highlights: -stylish and spacious with tall ceilings, 1550sqft -great for large families or small gatherings -free onsite parking (2 spaces) -directly in the middle of Old Town Once you've experienced Old Town, the trolley station is a six minute walk away to explore the rest of San Diego. This house is central and minutes away to beach, zoo, balboa park, downtown, sea world, airport, and more!

MIKE'S PLACE - A PRIVATE COTTAGE
The cottage features full amenities that include: Tempurpedic™ queen-size bed. Wi-Fi . Cable HDTV, air conditioning, refrigerator, microwave, wet bar, coffee maker, toaster, and iron. Window seat for sitting, reading or lounging. Private entrance and patio connecting to a courtyard and Japanese garden. Spacious bathroom with 12 foot high tiled shower. French doors open to a private sitting area. If the days are booked in the cottage we might have an opening at, Mikes House and Garden.

Central Charmer in Unbeatable Old Town Location!
Experience the best of San Diego from this elegant, hidden gem tucked away within the beating heart of Old Town! Explore cobblestone streets, quaint cafes, and boutique stores all just steps away along the happening San Diego Avenue. You'll have easy access to Downtown, the Gaslamp Quarter, and stunning beaches with the Trolley only a 6 min walk away, then return to this elegant hideaway filled with all of life’s little luxuries, modern spaces, and a sunny outdoor area for you to enjoy.

Old Town San Diego House, Very Walkable
Best Location!!! Walk to all! Take the trolley, Uber! & optional -one parking space. Please read the reviews! You'll love it too! It's Central & well furnished & a fully equipped kitchen. The Casita is a roomy, bright & comfortable duplex with a large lighted private patio/BBQ & free parking. Transit Center is a 6 minute walk, where you can pickup the city MTS trolley, or trains. "Old Town Trolley Tours" is fun. Our sister property is called: Old Town Patio & Tree Swing Casita

La Casita - Fully Updated Casita in Mission Hills
This well designed, fully updated detached studio casita is located in one of the most sought after neighborhoods in San Diego - Mission Hills. Surrounded by a serene garden courtyard with private entry and quiet patio. Close to great dining, grocery stores and shopping, and a mere 10 minutes or less to most of San Diego’s main attractions. If you are coming by car, there is plenty of free street parking - otherwise Ubers are plentiful and reasonably priced.

1 Block to Mission Bay in Pacific Beach, 1 bedroom
1 Bedroom, 1 block to the bay, 6 blocks to the waves, walking distance to local restaurants, bars, and shopping. Rental has everything you need to pack light (beach towels, beach chairs, full kitchen, professionally cleaned rental, etc.) I am an Airbnb Superhost that has hosted over 300+ vacations, I have a 5 star rating, and have never cancelled a booking. This is a must see! Please note that parking is NOT available, but there is free street parking.

Victorian attic in the trees
Located in Mission Hills,10 minute drive from Balboa park, Old Town, airport, Downtown.You’ll love it because of the ambiance, privacy, neighborhood, comfy bed, microwave, fridge.Easy walk to bars, restaurants, stores, public transit.Things to note: no stove, dormer ceilings, tub (NO SHOWER). This safe space is located upstairs above my home. There is a separate private entrance, a queen bed. Feminine, flowery, funky, victorian decor.

Peaceful and Centralized San Diego Studio Retreat
Welcome to your peaceful oasis in the heart of San Diego! This centrally located home offers the perfect blend of convenience and tranquility, making it an ideal spot for both relaxation and exploration. Situated just moments away from major freeways, you’ll have quick and easy access to all the best San Diego has to offer—whether it’s world-class beaches, vibrant downtown, or the stunning hiking trails in the surrounding areas.

Place to Stay with Private Entrance near Beach
The room has a private entrance. It's ideally located in a residential area of Ocean Beach. 5 blocks to the beach, OB pier, and 2 blocks to village life, shops & restaurants. It has a queen bed, a small private bathroom with a shower, a fridge, TV, Wifi, microwave, etc. Guests will love the location and privacy! Beach chairs, towels, umbrellas, etc. are available for your enjoyment. Enjoy the great ocean view from the backyard.
Popular amenities for Old Town holiday rentals
Other great holiday rentals in Old Town

Peaceful Jungle Retreat In The Heart of San Diego

Quiet, private bedroom/bathroom

Bay Park Boutique Get-Away

Peaceful Room with Backyard & Pool Access

Right On The Beach ! Private Room in Ocean Beach

Bamboo Room

Large Private King Room& Bath / "Purple" Brand Bed

Room with a View!
When is the best time to visit Old Town?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $146 SGD | $151 SGD | $146 SGD | $143 SGD | $163 SGD | $167 SGD | $203 SGD | $167 SGD | $142 SGD | $156 SGD | $159 SGD | $154 SGD |
| Avg. temp | 15°C | 15°C | 16°C | 17°C | 18°C | 20°C | 21°C | 22°C | 22°C | 20°C | 17°C | 14°C |
Quick stats about holiday rentals in Old Town

Total holiday rentals
Explore 110 holiday rentals in Old Town

Nightly prices starting at
Old Town holiday rentals start at $65 SGD per night before taxes and fees

Verified guest reviews
Over 5,560 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
110 of Old Town holiday rentals include wifi access

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

4.8 Average rating
Old Town stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Rentals with a washing machine and dryer Old Town
- Apartment rentals Old Town
- Rentals with a patio Old Town
- House rentals Old Town
- Pet-friendly rentals Old Town
- Rentals with a hot tub Old Town
- Rentals with outdoor seating Old Town
- Rentals with a fireplace Old Town
- Fitness-friendly rentals Old Town
- Flat rentals Old Town
- Family-friendly rentals Old Town
- Rentals with pools Old Town
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