
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 €53 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 & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Wi-Fi availability
20 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!
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
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

Stunning 2BR/2BA| Plunge Pool, AC, Private
Modern 2 bed|2 full bath in the heart of San Diego. Featuring trendy interiors, stock tank pool, and thoughtful amenities, this space is designed for relaxation & comfort. Enjoy seamless indoor-outdoor living with cozy touches that make you feel at home. Casa Luna is perfectly located minutes from North Park, Downtown, Balboa Park, the zoo, close to beaches & a vibrant dining scene. Whether you’re here to unwind or explore, Casa Luna is your ideal home for an unforgettable San Diego experience.

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

ModernCoastal I View I Pool ITub
Spectacular canyon views are the backdrop to this stunning, modern newly renovated San Diego home! The jetted hot tub with water falling in the sparkling pool, the natural light streaming through the french doors, huge screened folding door, and skylights, the beautiful Great Room with the inviting living room, gourmet kitchen, indoor/outdoor dining, comfy beds, spectacular rooms & bath, sunset vista point, outdoor BBQ & backyard loungers and daybed are all designed to get you in vacation mode!

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.

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!

Luxe Point Loma Oasis w/ Pool, Spa & Fire Pit
The vacation of your dreams awaits at the luxury 3BR Point Loma oasis. Each of the posh bedrooms has an en-suite bathroom and access to the exquisite backyard oasis-which is complete with a pool, spa, outdoor kitchen, and fire pit area. Enjoy outdoor dining by the pool or the lovely succulent gardens throughout the property. Sleeps 8. Washer/dryer, complimentary Wi-Fi, Netflix and parking are included. Hotel quality sheets and fresh duvets are also included with your stay. No parties.

Cozy clean 1 bedroom centrally located by beaches
Enjoy your getaway to San Diego in a clean & spacious one bedroom, one bath condo within minutes of all attractions this beautiful city has to offer! First floor condo conveniently located near major malls, beaches, restaurant hubs, airport, freeways and more! Peaceful, comfortable and quiet, with all the amenities you need. Head down to the community pool or visit one of the many beaches or hiking trails nearby to soak up some sun. We trust you’ll create wonderful memories here!

Beach<15min,Heated Pool,New Central AC, 4Br Family
Escape to a tranquil haven in the vibrant neighborhood of Serra Mesa. This spacious 4-bedroom, 2-bathroom home offers whole home AC, recently remodeled finishes and a custom built heated pool with deck. Ideal for families, the home has a welcoming ambiance and a backyard for outdoor gatherings, with comfortable furniture and 20ft outdoor Mural by a local artist. Location is convenient, with the Airport, Downtown SD, SD Zoo, and an array of attractions just a short 15-minute drive.

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.
Popular amenities for Old Town rentals with a pool
House rentals with a pool

Surf Cottage w/Pool & Firepit 10min from the beach

Bird Rock Beach Retreat with Pool

Bright and spacious home with views, pool & spa.

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

Designer Luxury Rental With Pool

Modern Hilltop Home: Roomy, Views, Family-Friendly

Pacific Beach-Amazing Panoramic View-Heated Pool

Tranquil Canyon Oasis + Private Pool + Sunset View
Condo rentals with a pool

Ocean-Bay-Sunset View Condo in Pacific Beach!

Bay View Condo in Pacific Beach

Ocean front condo heart of pacific beach

The Endless Summer Condo!

Beautifully remodeled 10th floor oceanfront condo

Oceanfront Elegant Condo - Remarkable Amenities

SEA Forever OceanFront Pacific Beach View Paradise

Beach Front Condo - Capri by the Sea - Remodeled
Other vacation rentals with a pool

Private Pool Oasis: Modern 3BR/2BA. Sleeps 8

Hot Tub/Pool/Fire Pit/10 Mins to Beach

Fun and relaxation in the same location.

Luxury Condo Resort Amenities - Pool, Pickleball

San Diego Oasis Middle of DT

Luxury Living Near the Beach

Downtown Dream 3

Whimsical Artist’s Retreat | Heated Pool + Spa
Destinations to explore
- House rentals Old Town
- Rentals with outdoor seating Old Town
- Pet-friendly rentals Old Town
- Rentals with a hot tub Old Town
- Rentals with a patio Old Town
- Apartment rentals Old Town
- Fitness-friendly rentals Old Town
- Family-friendly rentals Old Town
- Rentals with a fireplace Old Town
- Rentals with a washer and dryer Old Town
- Rentals with pools San Diego
- Rentals with pools San Diego County
- Rentals with pools California
- Rentals with pools United States
- SeaWorld San Diego
- Rosarito Beach
- Coronado Beach
- University of California-San Diego
- LEGOLAND California
- San Diego Zoo Safari Park
- San Diego Zoo
- Petco Park
- San Diego Convention Center E Ent
- Pacific Beach
- Balboa Park
- Tijuana Beach
- Pechanga Resort Casino
- San Diego State University
- Torrey Pines State Beach
- Oceanside City Beach
- Mission Beach
- Ocean Front Walk
- La Misión Beach
- Moonlight State Beach
- Las Olas Resort & Spa
- Belmont Park
- Sesame Place San Diego
- San Onofre Beach





