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

Private 1 BR Paradise retreat
Private, yet central. It is your exclusive paradise retreat to enjoy from your spacious 1 bedroom guest house located on the lower level of our home. Hang out in the expansive and private backyard with pool, different sitting areas and covered BBQ room. Or maybe a workout in the gym. Centrally located in the Village of La mesa. Just a 1/4 mile jaunt into the quaint village with its numerous assortments of dining options, stores and trolley station. Freeway close to beaches, downtown and airport

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!

Custom Guesthouse, Balboa Park/Zoo/Hillcrest& pool
2021 CUSTOM guest home with pool in Hillcrest/San Diego Zoo/Balboa Park area. Full kitchen, a queen bed, a queen sleeper sofa, and a 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 Sprouts. Minutes' drive to San Diego beaches. No rent for children under 3, only $95/stay. High chair, Pack & Play/Crib, crib mattress, and cover are provided.

Mission Hills Charming suite, walkable to all.
Heart of Mission Hills, upscale area, this private suite, separate from the house, is perched above the pool (separate from main house), own entrance, room has walkin closet, small fridge, swivel TV, electric fireplace to warm you up. We are minutes from airport, walking distance to coffee & restaurants and central to all of SD. Please note this property is wiped down after each visit and steamed, as well as all linens washed. We also don’t rent back to back giving time for thorough cleaning.

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.

Luxury Oceanfront Condo with Unbelievable Views
Welcome to your oasis! Prepare to be awestruck by the breathtaking views at Sunset Pacifica. This fully renovated condo features two ensuite bedrooms with the beachy SoCal vibe you desire. Ideally located on the boardwalk, you're minutes from La Jolla, Downtown, the San Diego Zoo, Embarcadero, and top restaurants, bars, and entertainment spots. Whether you're in the mood for exploration or relaxation, you'll find it here- lounging poolside or on the sandy shores of the stunning Pacific Ocean.

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.

Lionhead - Private Boutique Home
Heated pool, spa, cabana and views. Boutique hotel vibes in San Diego. Palm Springs meets South Beach with a splash of groovy. Location is perfect for Downtown, conventions, shows in town. Highway friendly. Private backyard for bbq, food, drinks and relaxing. Pool is heated with cozy spa to relax and watch the planes take off. Hi speed Wifi, smart TV's, HBO, NFL Package, record player with albums. 19 speakers in the ceilings with connected to your phone for optimal happiness. Plug and play!

Luxury Tropical Private Guesthouse in La Jolla
Beautiful private guesthouse on $5 million property with stunning views and luxury amenities. Take a dip in the tropical pool with waterslide, tiki bar, and hot tub grotto. Enjoy indoor or outdoor dining. Gated property, vaulted ceilings, marble bathroom, private balcony, parking, and trail for guests. Guesthouse has 1 bedroom with a queen bed and can accommodate an extra twin bed on the loft. House has closet, bathroom with beautiful stone shower, modern kitchen, two patios, WiFi, TV.

La Jolla Beach House-Family Focused-3min to Beach
Welcome to the Bird Rock Beach House! This delightful boho beach-inspired house is the perfect home for your San Diego/ La Jolla family getaway. You're minutes from La Jolla Cove, Windansea Beach, Mission Bay, and Mission Beach. You can explore downtown La Jolla & Garnet Avenue, which both offer a variety of restaurants, nightlife, and shops. Or you can head 5 minutes north to the world-renowned La Jolla Cove to see the playful seals who also call this place home. No parties/events

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV
This is the perfect Guest House with a salted & heated pool & hot tub. We are located in a super quiet & very safe neighborhood in beautiful San Diego, 15 minutes drive to Downtown, La Jolla, Beaches, Zoo, Sea World & Convention Center. Hike next door at Mission Trails & Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo and top quality finishes await you inside. Everything you need for memorable vacation! No smoking or vaping on the property.

Midcentury Lux 4BR home w Pool/Spa/Cabana/Firepit
COMPLETELY renovated 4BR 3 Bath mid-century home with heated pool, hot tub and fire pit in totally private backyard retreat. We renovated the house top-to-bottom, inside and out and everything is brand new. The beds are top quality with very high quality 100% cotton sheets and bath towels. The house is centrally located in a safe, friendly neighborhood and has beautiful mountain views in the back. Additionally, we do not charge any fees for anything!
Popular amenities for Old Town rentals with a pool
House rentals with a pool

Modern Central SD Home w/ Pool & Spa Near Beach

Luxury Pool Haven with Views and Fireworks

The Queen House

Resort Style Living with Pool, Spa, and Bay Views!

Spacious North Park Home - Walk to Dining & Shops

Mid-Century Modern and Contemporary House

Dream Vacation! Sunny 3 Bedroom Home!

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

Best Beach in seconds! Luxury 3Bd/2Ba KING Beds!

Ocean-Bay-Sunset View Condo in Pacific Beach!

Bay View Condo in Pacific Beach

Ocean front condo heart of pacific beach

Centrally located n UCSD/ utc-laJolla

One Bedroom Ocean Front Condo!

Comfortable & convenient accommodation @ San Diego

Cozy clean 1 bedroom centrally located by beaches
Other vacation rentals with a pool

Literal neighbor to Balboa Park!

Treehouse Retreat in Mission Hills

North Park Craftsman Oasis with Pool

Mid-century Modern with Water Views & new Jacuzzi

Casita Arroyo - 1 BR guesthouse with pool/hot tub

*KING BED* Adorable 2bd 2ba condo, very Central

Rooftop Vista | Ocean View | Heated Pool | Jacuzzi

Coronado Island Pool Cottage
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 € 43 per night before taxes and fees
Verified guest reviews
Over 510 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
- Rentals with a fireplace Old Town
- Rentals with a patio Old Town
- Fitness-friendly rentals Old Town
- Rentals with a hot tub Old Town
- Apartment rentals Old Town
- House rentals Old Town
- Rentals with a washer and dryer Old Town
- Pet-friendly rentals Old Town
- Family-friendly rentals Old Town
- Rentals with outdoor seating Old Town
- Condo rentals Old Town
- Rentals with pools San Diego
- Rentals with pools San Diego County
- Rentals with pools California
- Rentals with pools United States
- Rosarito Beach
- Oceanside City Beach
- Torrey Pines State Beach
- Tijuana Beach
- Pacific Beach
- SeaWorld San Diego
- LEGOLAND California
- University of California San Diego
- Coronado Beach
- San Diego Zoo Safari Park
- Balboa Park
- San Onofre Beach
- Pechanga Resort Casino
- La MisiĂłn Beach
- Oceanside Harbor
- Coronado Shores Beach
- Liberty Station
- Sesame Place San Diego
- Moonlight Beach
- Belmont Park
- Black's Beach
- Trestles Beach
- Law Street Beach
- Torrey Pines Golf Course