
Holiday rentals with a pool in Gaslamp Quarter
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Top-rated rentals with a pool in Gaslamp Quarter
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

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

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.

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.

Family Oasis w/ Heated Pool
A family-friendly SD home with a private heated pool and spacious backyard for relaxing and playing. The Home ⁘ 3 Bedrooms & 2 Bathrooms ⁘ Personal A/C & Heat in Every Room ⁘ Complimentary Washer & Dryer ⁘ 2 Rollaway Beds Available Upon Request Outdoor Space ⁘ Private Heated Pool (inquire about fee) ⁘ Outdoor Shower & Wood Burning Fire Pit ⁘ Fenced Backyard ⁘ Pool Toys, Loungers, & Umbrellas Family-Friendly ⁘ Pack n’ Play & Games ⁘ Pets Welcome upon Request ⁘ Quiet Residential Neighborhood

Bright and spacious home with views, pool & spa.
This beautiful and recently remodeled, open-floor plan home is conveniently located directly across from Cowles Mountain, one of San Diego's most visited hiking trails. Each bedroom has its own full bathroom. Perfectly located for the outdoorsy family. Tons of hiking and mountain bike trails are just across the street. Only 15 min. away from beaches, zoo, & Sea World. Gaslamp/Downtown is only 20 min. by car. After a day of exploring, come home to a newly-built, salt-water pool and spa.

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.

SD Group Retreat | Pool, Hot Tub, Theater, near DT
Welcome to Casa Leon — a private, resort-style group retreat in San Diego. Perfect for bachelorette & bachelor trips, birthdays, family gatherings, and group getaways, this newly remodeled home blends privacy, space, and unforgettable experiences. Enjoy hot tub movie nights under the stars, poolside hangs, and fireside evenings—all just minutes from Downtown, Gaslamp, Balboa Park, the Airport, SeaWorld, and the SD Zoo.

University Heights Oasis Getaway
Tucked back in the peaceful neighborhood of University Heights, this home includes a lusciously landscaped yard with a: - Pool -Hottub - BBQ -Outdoor patio furniture Perfect for both families and professionals, 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

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.

Lionhead - Private Boutique Home
Experience boutique hotel vibes where Palm Springs meets South Beach. This "plug-and-play" retreat features a private backyard resort with a heated pool ($50/day for stays 5 days or less), Jacuzzi, cabana, and BBQ—perfect for watching planes take off over the city. Enjoy high-speed Wi-Fi, Smart TVs, and a vintage record player, all minutes from Downtown, conventions, and easy highway access.

The Queen House
Welcome to Endless Summer, your ideal family retreat! This beautiful 4-bedroom, 2.5-bath home is just 15 minutes from Downtown San Diego, near attractions like Petco Park, the San Diego Zoo, and local beaches. Located in Mount Helix, La Mesa, enjoy stunning canyon views and a refreshing swimming pool with a waterfall. Experience a unique stay at a home that has it all!
Popular amenities for Gaslamp Quarter rentals with a pool
House rentals with a pool

San Diego Modern Home with Pool/Hot tub

Gorgeous Eccentric Home with Cowboy Pool!

Luxury San Diego Oasis | Pool, Sauna +Lush Gardens

Iconic Waterfall House

Surf Cottage w/Pool & Firepit 10min from the beach

KING bed oasis | GAME ROOM | Pool | family Hangout

Stunning San Diego Home w/Pool,Spa,Outdoor Oasis

San Diego Oasis- A Retro Retreat w/ King Size Bed!
Condo rentals with a pool

Bay View Condo in Pacific Beach

Centrally located n UCSD/ utc-laJolla

One Bedroom Ocean Front Condo!

The Endless Summer Condo!

Luxury Oceanfront Condo with Unbelievable Views

Beautifully remodeled 10th floor oceanfront condo

Spacious 2 BR w/ Free Parking & WiFi

Sweet Little La Mesa Condo(pool+hot tub) NEAR SDSU
Other holiday rentals with a pool

Heated Pool,Firepit,Tropical Backyard,SD Zoo,SD1

Downtown San Diego King Suite · Sauna & Pool Acces

Pool, Sauna, Hot Tub · Lyon's Den

French style home w/ pool, jacuzzi & home office

Amazing Apartment, Free downtown parking!

Stunning 2BR/2BA| Plunge Pool, AC, Private

Downtown Escape I Free Garage Parking

Sunset house
When is the best time to visit Gaslamp Quarter?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $206 AUD | $198 AUD | $198 AUD | $198 AUD | $213 AUD | $225 AUD | $243 AUD | $226 AUD | $225 AUD | $226 AUD | $285 AUD | $294 AUD |
| Avg. temp | 15°C | 15°C | 16°C | 17°C | 18°C | 20°C | 21°C | 22°C | 22°C | 20°C | 17°C | 14°C |
Quick stats about holiday rentals with a pool in Gaslamp Quarter

Total holiday rentals
Explore 180 holiday rentals in Gaslamp Quarter

Verified guest reviews
Over 1,150 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 90 rentals that welcome pets

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wi-Fi availability
180 of Gaslamp Quarter holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Gaslamp Quarter rentals

4.8 Average rating
Gaslamp Quarter stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
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- Rosarito Beach
- LEGOLAND California
- SeaWorld San Diego
- Oceanside City Beach
- San Diego Convention Center E Ent
- University of California-San Diego
- San Diego Zoo Safari Park
- Petco Park
- Ocean Front Walk
- Torrey Pines State Beach
- Tijuana Beach
- Coronado Beach
- Pacific Beach
- Balboa Park
- San Diego Zoo
- Liberty Station
- Moonlight State Beach
- La Misión Beach
- Belmont Park
- Sesame Place San Diego
- Oceanside Harbor
- San Diego State University
- Coronado Shores Beach
- Black's Beach




