Holiday rentals with a pool in North Park, San Diego

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Top-rated rentals with a pool in North Park, San Diego

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Guest favourite

Guest house in San Diego

4.97 out of 5 average rating, 187 reviews

Lovely Guesthouse in garden setting

Centrally located guesthouse on quarter acre lot in a beautiful community 5 minutes drive from restaurants, pubs, shops, library, SDSU. 15 minute drive to beaches, downtown, military bases, zoo, Balboa Park. 800sq’ cottage with great outdoor space- patio, BBQ, salt water/solar heated pool & hot tub, gardens and free range pet bunnies. Central A/C and heat. Books and games for fun down time. Relax w/SMORS and drinks in the evening around the fire pit table : ) Street parking always available.

3–10 Oct

$304 SGD per night

Superhost

Guest house in San Diego

4.92 out of 5 average rating, 245 reviews

Green Door Cottage

Enjoy our new, fully renovated (2021) tiny Cottage which holds a timeless charm and is also filled with a modern touch. Close to all the wonderful things San Diego has to offer - beaches, downtown, the zoo, Padres games, SeaWorld, SAN airport, Old Town, SDSU, you name it! Nice sized turf yard with total privacy and an amazing back deck! Outside table and fire pit are perfect for the cool nights of San Diego. If you need more space, check out our other listing, Pink Door Craftsman (sleeps 7)!

23–30 Aug

$192 SGD per night

Guest favourite

Guest house in Coronado

4.86 out of 5 average rating, 267 reviews

Coronado Island Pool Cottage

2 blocks from the beach, the Cottage offers a private, clean & quiet stay with your exclusive use of the pool, jacuzzi, bikes, beach items, surfboards, deck chairs, Cable TV & Wifi all included. 3 rooms: QUEEN BEDROOM has AC, heater, ironing, hangers & 8 foot mirrors. LOUNGE ROOM has AC, heater, queen sofa-bed, Cable TV, microwave, fridge, toaster, coffee/tea & bottled water. BATHROOM has walk-in shower, ALL toiletries & towels. BEFORE BOOKING, please click & read the “SHOW MORE" details here:

15–22 Oct

$218 SGD per night

Guest favourite

Guest house in San Diego

4.93 out of 5 average rating, 122 reviews

Modern Guest House with pool, steps to SDSU

Casita within easy walking distance to SDSU, Viejas Arena, Cal Coast Credit Union Open Air Theatre, shops, and transit. Casita includes Tempur-Pedic Queen bed and a love seat which converts to twin bed. Enjoy the peaceful canyon side garden, firetpit and pool, or relax in the hammock. Panoramic door opens completely to let in our wonderful weather and the view. Note: Pool is heated with a solar cover, comfy for swimming APR-OCT. Max 3 guests, no children/infants due to unfenced pool.

7–14 Oct

$163 SGD per night

Guest favourite

Apartment in San Diego

4.99 out of 5 average rating, 106 reviews

Luxury Oceanfront Condo with Unbelievable Views

Welcome to your Oasis! You will be completely in awe of the breathtaking views that Sunset Pacifica has to offer. This fully renovated condo features two ensuite bedrooms decorated with the beachy SoCal vibe you are looking for. Centrally located on the boardwalk and just minutes to La Jolla, Downtown, the famous SD Zoo, Embarcadero, restaurants, bars and entertainment. There is so much to do here or just lounge around poolside or on the sandy shores of the beautiful Pacific Ocean.

11–18 Sep

$984 SGD per night

Guest favourite

Campervan/Motorhome in La Mesa

4.97 out of 5 average rating, 180 reviews

“Pineapple Express”

Aloha! If your looking for a relaxing & mellow vibe, We invite you to stay the night in our cozy 1948 16ft Travelo travel trailer, “The Pineapple Express” Enjoy your private pool and hot tub, behold a beautiful San Diego sunset from the hillside deck or pull up a stool at the Tiki Bar for your morning coffee. We now have an outdoor gas grill, hot water pitcher, microwave, mini fridge and utility sink for food prep! Hablamos español Deaf friendly 🏳️‍🌈. Alycen ASL fluent.

28 May – 4 Jun

$121 SGD per night

Guest favourite

Flat in Spring Valley

4.86 out of 5 average rating, 139 reviews

Comfy, Cozy Flat With Pool & Spa!

Our flat has a patio that enjoys great sunsets. We are freeway close to all, easy in and easy out!! You’ll love the place because of the comfy bed, space, patio and access to pool and spa. Also, the yard can be enjoyed for relaxing, eating, bonfires, horseshoes and cornhole. An adjoining space is also an AIRBNB studio suite. Great for traveling friends or as an alternative place to consider for your stay. Look for Foemer man Cave with Pool And Spa.

16–23 Jul

$160 SGD per night

Guest favourite

Guest house in San Diego

4.91 out of 5 average rating, 413 reviews

Mission Hills Charming suite, walkable to all.

Heart of Mission Hills, upscale area, this private guest suite, separate from the house, is perched above the pool (separate building from main house), own entrance; sure to provide privacy. 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 with Clorox as well as all linens washed. We also don’t rent back to back giving time for thorough cleaning.

17–24 Oct

$137 SGD per night

Guest favourite

Home in San Diego

4.94 out of 5 average rating, 203 reviews

Boutique home with view, heated pool, spa + cabana

Heated pool, spa, cabana and view. 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 audio hub plug in.

26 Oct – 2 Nov

$755 SGD per night

Guest favourite

Guest suite in La Mesa

4.9 out of 5 average rating, 172 reviews

Charming Suite in Historic Home

Stay in your own apartment on the second level of our 1907 Landmark Historic home in the Village of La Mesa. Escape to the backyard retreat with a private swimming pool and spa, barbecue grill, and outside dining. Walk to shops and restaurants, and ride the trolley to downtown San Diego or Tijuana. There is convenient free parking on the street and easy drive to mountain, desert, and ocean adventures and major tourist attractions.

8–15 Oct

$185 SGD per night

Guest favourite

Guest house in La Mesa

4.9 out of 5 average rating, 142 reviews

La Cabana

Perfect getaway for the wandering individual, couple, or young family. This rustic casita is surrounded by beautiful mountain and ocean views! Enjoy swimming in the pool, stargazing, lounging, or casual day trips around San Diego (All the amenities are shared with the main house) . The casita has one queen bed and a sofa bed, small kitchenette. Plenty of parking in driveway. Please read entire listing for details.

1–8 Jan

$215 SGD per night

Guest favourite

Guest house in San Diego

4.94 out of 5 average rating, 333 reviews

The BEST NEST Clean, peaceful, private, affordable

This lovely private & separate unit is comfortable, clean and convenient. Your completely private suite is accessible via your own entrance. Minutes from major attractions, away from the hustle and bustle. Newly remodeled living room and FULL kitchen. Located in a nice neighborhood just off major freeways. Sip your morning coffee, relax and enjoy the gorgeous San Diego weather in the quaint, outdoor garden.

20–27 Feb

$151 SGD per night