Vacation rentals with a pool in Gaslamp Quarter, San Diego

Guesthouse in Coronado

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:

Nov 13 – 20

Guesthouse in San Diego

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.

Sep 5 – 12

Home in San Diego

Casa Paradiso: Pool, Hot Tub, Outdoor Lounge!

Why stay at an ordinary vacation rental when you could make memories somewhere EXTRA-ordinary? When you and your crew pull up to Casa Paradiso, typical expressions might include “Whoa!”, “OMG!”, and “Can you believe this place?!” Casa Paradiso by Rental With A View in San Diego is a one-of-a kind luxury resort home located in the ♥ of the city! If you know San Diego, you know Mission Hills is the best place to be, offering both privacy and proximity to all major attractions and beaches.

Nov 29 – Dec 6

Home in Point Loma Peninsula

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.

Dec 6 – 13

Condo in San Diego

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.

Oct 14 – 21

Guesthouse in Mission Hills

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.

Guesthouse in La Mesa

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.

Jun 1 – 8

Guesthouse in San Diego

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. Full kitchen for easy meal preparation. Located in a nice usually quiet neighborhood, close to major freeways. Enjoy the gorgeous San Diego weather in the quaint outdoor patio area.

Apr 18 – 25

Home in Serra Mesa

Midcentury Lux 4BR home with Pool, Spa & Cabana

COMPLETELY renovated 4BR 3 Bath mid-century home with heated pool, hot tub and fire pit! We renovated the house top-to-bottom, inside and out and everything is brand new. The beds are top quality with 100% cotton sheets. 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.

Nov 1 – 8