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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 R 971 ZAR 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.

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Guest favorite
Home in Old Town

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

4.98 out of 5 average rating, 124 reviews
Top guest favorite
A bright living space features a warm wooden ceiling and large windows. A comfortable orange sofa is paired with a wooden coffee table on a patterned area rug. The kitchen, visible in the background, includes modern appliances and white cabinetry, enhancing the cozy atmosphere.
Home in Hillcrest

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

4.99 out of 5 average rating, 192 reviews
Top guest favorite
A private outdoor area features a heated pool surrounded by lush green grass and modern loungers. An inviting fire pit is centrally located, with two stylish chairs positioned nearby. The backdrop includes well-maintained shrubbery and tall trees, enhancing the tranquil ambiance.
Home in Serra Mesa

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.

5.0 out of 5 average rating, 303 reviews
Top guest favorite
A bright and airy living room features large floor-to-ceiling windows showcasing expansive ocean views. Comfortable seating arrangements consist of a plush sofa and armchairs, accented by light decor. A coffee table sits at the center, complemented by side tables with lamps, fostering a relaxing atmosphere.
Condo in Pacific Beach

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!

5.0 out of 5 average rating, 143 reviews
Guest favorite
A spacious outdoor patio showcases a private pool and hot tub, surrounded by comfortable seating and a fire pit. An activity area features games such as foosball and cornhole, with lounge chairs positioned for relaxation. Lush green landscaping complements the inviting space.
Home in Bay Park

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.

4.92 out of 5 average rating, 131 reviews
Guest favorite
The poolside area features a well-maintained saltwater pool reflecting the colors of the sunset. Comfortable seating arrangements, including lounge chairs and a cozy fire pit, are visible. Large umbrellas provide shade, and lush greenery adds to the serene ambiance.
Guesthouse in La Mesa

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.

4.96 out of 5 average rating, 180 reviews
Top guest favorite
A colorful living area features a vibrant blue couch adorned with decorative pillows. A round white coffee table sits prominently on a multi-colored rug, while a television is mounted above a red cabinet. Artwork and framed prints decorate the pink walls, enhancing the playful ambiance.
Home in University Heights

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

4.96 out of 5 average rating, 136 reviews
Top guest favorite
Home in Bay Park

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!

5.0 out of 5 average rating, 124 reviews
Top guest favorite
An aerial view highlights a spacious backyard featuring a solar heated pool, hot tub, and tropical landscaping. Lounge chairs are arranged around the pool, and a palapa style cabana with seating is visible, offering an inviting outdoor space for relaxation and entertainment.
Home in Bay Park

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.

4.97 out of 5 average rating, 317 reviews
Guest favorite
A private patio area is visible, adorned with a wooden structure and comfortable seating arrangements. The sparkling pool is set at a distance, surrounded by greenery. Sunlight casts gentle shadows, highlighting the textured concrete and wooden elements in the outdoor space.
Guest suite in Hillcrest

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.

4.89 out of 5 average rating, 143 reviews
Guest favorite
A vibrant heated pool is surrounded by minimalistic landscaping, featuring tall cacti and a clean white fence. Soft lounge chairs are positioned nearby for relaxation. The clear water reflects the blue sky, creating a refreshing setting for leisure and enjoyment.
Home in Mission Hills

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.

4.93 out of 5 average rating, 293 reviews
Guest favorite
An aerial view captures the spacious outdoor area, featuring a rectangular pool surrounded by sun loungers and umbrellas. Lush greenery is visible alongside neatly arranged pathways and stone retaining walls, complementing the mountain-modern design of the home in the background.
Home in University Heights

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.

4.9 out of 5 average rating, 189 reviews

Popular amenities for Old Town rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Top guest favorite
The outdoor space features a private heated pool surrounded by five lounge chairs, each positioned for sun exposure. Colorful floaties are seen in the water. A shaded patio area is visible in the background, providing an inviting space for relaxation.
Home in San Diego

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

4.98 out of 5 average rating, 118 reviews
Top guest favorite
Home in Greater North Park

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

4.99 out of 5 average rating, 174 reviews
Guest favorite
A spacious living area features a comfortable sectional sofa and a stylish armchair beside a round coffee table. Natural light filters through shuttered windows, illuminating the stone fireplace and decorative plant. A neutral area rug adds warmth to the wood flooring.
Home in Bay Park

Central coastal home - Ocean views and pool

4.87 out of 5 average rating, 151 reviews
Guest favorite
An open-concept living space features a brown leather sectional sofa, providing comfortable seating against a backdrop of light wood ceilings. A dining table with wooden chairs is visible, complemented by a sleek kitchen equipped with modern appliances and bright white cabinetry.
Home in Pacific Beach

Eco-Friendly Mount Soledad Pad with Views and Heated Pool

4.9 out of 5 average rating, 207 reviews
Top guest favorite
Home in Normal Heights

Private Heated Pool | Sleeps 10

4.98 out of 5 average rating, 125 reviews
Guest favorite
Home in San Diego

Family Oasis: Private Pool, Game Room, Garden View

4.86 out of 5 average rating, 122 reviews
Superhost
A serene outdoor space features a sparkling pool bordered by smooth stone and surrounded by lush greenery. A rustic stone fireplace is visible in the background, adding a cozy element to the setting. Soft lighting creates a tranquil atmosphere as night falls.
Home in San Diego

the Belvedere

4.86 out of 5 average rating, 111 reviews
Guest favorite
A living room features a luxury hanging chair suspended from the ceiling. Natural light filters through sheer curtains, illuminating a cozy seating area with a plush sofa and wooden coffee table. A 50” television is mounted above an elegant fireplace, enhancing the room's comfort.
Home in City Heights

Designer Luxury Rental With Pool

4.94 out of 5 average rating, 150 reviews

Condo rentals with a pool

Top guest favorite
An arched window frames a serene view of palm trees and distant hills at dusk. The soft hues of a fading sunset create a calming atmosphere. Neighborhood rooftops are visible below, with twinkling lights in the distance hinting at urban life.
Condo in Pacific Beach

Bay View Condo in Pacific Beach

4.97 out of 5 average rating, 143 reviews
Guest favorite
A spacious living area is showcased with a comfortable leather sofa and a decorative rug. A dining table with four chairs is positioned near floor-to-ceiling windows, offering natural light. Art pieces adorn the walls, complementing the inviting atmosphere.
Condo in Pacific Beach

Windows to the Ocean

4.92 out of 5 average rating, 217 reviews
Guest favorite
A bright living room features large glass doors opening to breathtaking ocean views. A comfortable white sectional sofa is surrounded by two plush armchairs. Wall art and a round coffee table enhance the inviting atmosphere, while a potted plant adds a touch of greenery.
Condo in Pacific Beach

Luxury Oceanfront Condo with Unbelievable Views

4.98 out of 5 average rating, 225 reviews
Guest favorite
Condo in Pacific Beach

Oceanfront/Oceanview Modern and Comfy Condo

4.86 out of 5 average rating, 232 reviews
Top guest favorite
A bright living area features a large window with ocean views and light blue skies. A wooden coffee table rests on a patterned rug, surrounded by comfortable seating. A flat-screen TV is located on a white media console, enhancing the room's modern look.
Condo in Pacific Beach

Beautifully remodeled 10th floor oceanfront condo

4.97 out of 5 average rating, 208 reviews
Top guest favorite
A dining area features a round table with high wooden stools, set against a large arched window showcasing views of the neighborhood. A chalkboard on the wall offers a welcoming message, complemented by light-colored walls and wooden flooring.
Condo in Pacific Beach

Ocean-Bay-Sunset View Condo in Pacific Beach!

4.98 out of 5 average rating, 112 reviews
Guest favorite
A spacious living area features large windows offering panoramic ocean views and allowing natural light to fill the room. A comfortable blue couch is positioned near a glass coffee table, with a television mounted above a dark wooden entertainment unit.
Condo in Pacific Beach

Enchanted Ocean Sunsets

4.91 out of 5 average rating, 203 reviews
Top guest favorite
An aerial view captures the oceanfront condo alongside the sandy beach, with an expansive coastline stretching below. The surrounding neighborhood features a mix of residential and commercial structures, interconnected by roads and pathways, creating a vibrant coastal community.
Condo in Pacific Beach

Ocean front condo heart of pacific beach

4.87 out of 5 average rating, 219 reviews

Other vacation rentals with a pool

Top guest favorite
Guesthouse in San Diego

OB studio, ocean views, hot tub & garage parking!

4.93 out of 5 average rating, 710 reviews
Guest favorite
A private entryway is framed by lush greenery and colorful plants. A rustic wooden gate provides access, set against a clean, beige wall. Blue pots filled with vibrant foliage are positioned at either side of the path leading to the entrance.
Cottage in Pacific Beach

Crown Point Gem with Salt Water Pool

4.92 out of 5 average rating, 259 reviews
Top guest favorite
The living room displays a blend of modern decor and comfort, featuring a gray sofa, an orange accent chair, and a circular coffee table on a vibrant area rug. A large flat-screen television is mounted on the wall, while natural light filters in through sheer drapes.
Condo in San Diego

Luxury Living Near the Beach

4.96 out of 5 average rating, 69 reviews
Guest favorite
A modern coastal retreat is illuminated by the evening sky, showcasing an inviting pool surrounded by a spacious patio. Large windows reflect warm interior lighting, revealing a comfortable dining area beyond.
Home in San Diego

Central Lux Pool Estate •Views•Fireworks•Sleeps 14

4.95 out of 5 average rating, 66 reviews
Guest favorite
A spacious living area features a large sectional sofa, a cozy bean bag, and a coffee table on a soft area rug. A mounted television and a modern fireplace add a focal point to the room, which is illuminated by natural light from large windows.
Townhouse in Bankers Hill - Park West

Modern 3 bed/ 3.5 bath Townhome in Little Italy

4.96 out of 5 average rating, 72 reviews
Guest favorite
Apartment in Hillcrest

Luxury Designer Hillcrest Retreat w/ Pool & Gym

4.92 out of 5 average rating, 39 reviews
Superhost
A private dipping pool is surrounded by sleek wooden beams and potted greenery. Red outdoor seating offers a comfortable space for lounging, while the fire pit provides warmth. White drapery creates shade over the area, enhancing the tranquil ambiance.
Bungalow in Bankers Hill - Park West

San Diego Oasis Middle of DT

4.92 out of 5 average rating, 65 reviews
Top guest favorite
An inviting outdoor space is framed by a wooden pergola, showcasing a clear blue sky above. The heated saltwater pool reflects sunlight, while comfortable lounge chairs are positioned nearby. A covered area with an umbrella offers shade, enhancing relaxation in this tranquil retreat.
Home in Greater North Park

North Park Craftsman Oasis with Pool

4.97 out of 5 average rating, 37 reviews

Destinations to explore