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Vacation rentals with a pool in Gaslamp Quarter, San Diego

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Gaslamp Quarter, San Diego

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guesthouse 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)!

Oct 16 – 23

G$28,488 GYD per night

Guesthouse 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.

Oct 7 – 14

G$25,075 GYD per night

Home in Mission Hills

4.95 out of 5 average rating, 174 reviews

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

G$216,464 GYD per night

Guesthouse in La Jolla

4.97 out of 5 average rating, 157 reviews

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.

Mar 15 – 22

G$83,587 GYD per night

Guesthouse in Mission Hills

4.94 out of 5 average rating, 117 reviews

Central Guesthouse w/ Private Pool & Full Kitchen

Perfect poolside retreat suitable for small families and couples! This suite 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 option, accompanied by many 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, cocktail bars, the light rail, and easy access to the I-5 highway.

Sep 27 – Oct 4

G$60,211 GYD per night

Home in Point Loma Peninsula

4.93 out of 5 average rating, 120 reviews

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.

Jun 20 – 27

G$216,665 GYD per night

Condo in Pacific Beach

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.

Sep 11 – 18

G$151,262 GYD per night

Guesthouse in Mission Hills

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.

Oct 17 – 24

G$21,136 GYD per night

Home in San Diego

4.94 out of 5 average rating, 202 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.

Oct 26 – Nov 2

G$115,997 GYD per night

Guesthouse 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.

Feb 20 – 27

G$23,188 GYD per night

Home in Serra Mesa

5.0 out of 5 average rating, 139 reviews

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

G$168,042 GYD per night

Guest suite in Bonita

4.86 out of 5 average rating, 288 reviews

Resort-Style Living, Pool, Close to All San Diego

Large, private air-conditioned studio attached to beautiful ranch-styled, executive home with amazing pool. Resort-style living. Unwind & relax by the pool and gardens. Close to downtown SD, Comic Con, major attractions, beaches, airport & Mexico. Coffee, tea and snacks are provided in the room for your enjoyment! Lots of off street parking. Safe neighborhood.

Oct 17 – 22

G$22,235 GYD per night

Vacation rentals for every style

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Popular amenities for Gaslamp Quarter, San Diego rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Bay Park

4.97 out of 5 average rating, 239 reviews

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

Oct 10 – 17

G$174,549 GYD per night

Home in La Jolla

4.93 out of 5 average rating, 127 reviews

Ocean Front at La Jolla Shores

Mar 4 – 11

G$173,880 GYD per night

Home in La Mesa

4.96 out of 5 average rating, 137 reviews

Heated pool, outdoor fire pits, chef's kitchen

Aug 18 – 25

G$151,073 GYD per night

Home in Paradise Hills

4.87 out of 5 average rating, 144 reviews

*Luxury Home* Salt Water Pool* Hot Tub* Fire Pit*

Nov 1 – 8

G$100,779 GYD per night

Home in San Diego

4.87 out of 5 average rating, 143 reviews

Bright and spacious home with views, pool & spa.

Sep 7 – 14

G$135,482 GYD per night

Home in San Diego

4.95 out of 5 average rating, 158 reviews

Coastal Chill: Heated Pool, Spa & Chef’s Kitchen!

Mar 3 – 10

G$103,962 GYD per night

Home in San Diego

4.9 out of 5 average rating, 116 reviews

San Diego Getaway W/Pool & Hot tub! Sleeps 8!

Oct 28 – Nov 4

G$69,205 GYD per night

Home in San Diego

4.97 out of 5 average rating, 299 reviews

*Peaceful & Relaxing Sanctuary* Pool & Hot Tub!!!

Feb 15 – 22

G$91,605 GYD per night

Condo rentals with a pool

Condo in San Diego

4.87 out of 5 average rating, 125 reviews

Ocean front one bedroom condominium

Sep 24 – Oct 1

G$86,918 GYD per night

Condo in San Diego

4.93 out of 5 average rating, 426 reviews

Oceanfront Elegant Condo - Remarkable Amenities

Jan 22 – 29

G$71,615 GYD per night

Condo in North Ocean Beach

4.85 out of 5 average rating, 225 reviews

Swell Times Beach Studio

Aug 10 – 17

G$42,352 GYD per night

Condo in University City

4.95 out of 5 average rating, 195 reviews

Centrally located n UCSD/ utc-laJolla

Mar 19 – 26

G$43,212 GYD per night

Condo in San Diego

4.96 out of 5 average rating, 141 reviews

Beautifully remodeled 10th floor oceanfront condo

Oct 24 – 31

G$88,120 GYD per night

Condo in San Diego

4.92 out of 5 average rating, 102 reviews

Enchanted Ocean Sunsets

Oct 2 – 9

G$123,651 GYD per night

Condo in Pacific Beach

4.86 out of 5 average rating, 183 reviews

The Seashell - OCEANFRONT home away from home!

Mar 12 – 19

G$84,569 GYD per night

Condo in Pacific Beach

4.87 out of 5 average rating, 129 reviews

“Fire and Ice” OCEANFRONT Modern and Comfy Condo

Sep 8 – 15

G$64,157 GYD per night

Quick stats about vacation rentals with a pool in Gaslamp Quarter, San Diego

Total rentals
180 properties
Rentals with dedicated workspaces
130 properties have a dedicated workspace
Pet-friendly rentals
50 properties allow pets
Family-friendly rentals
70 properties are a good fit for families
Total number of reviews
980 reviews
Nightly prices starting at
G$6,272 GYD before taxes and fees

Destinations to explore