
Holiday rentals with a pool in Sail Bay
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Top-rated rentals with a pool in Sail Bay
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Family Pool Retreat + Gym, Fire Pits, Views (Sleep
Find your family's dream spot in San Diego! Our cozy house sits on a quiet hill, offering privacy and amazing sunset views. Dive into our pool year-round (heating at an additional cost), roast marshmallows by the fire, and cook up fun meals together. With 3 bedrooms and 2 bathrooms, it’s perfect for families, accommodating up to 9 guests. Plus, we're close to all the best attractions. Want a vacation you'll always remember? Send us a message to make it happen! 🌅🏠 We have 3 comfy beds that can

The Endless Summer Condo!
Let your worries drift away at this 6th floor corner condo with panoramic ocean views! With floor to ceiling windows throughout, you'll feel like you're floating above the sea! Leave your toes in the sand or walk to PB's best restaurants and attractions in minutes! When you're done exploring, put on a Beach Boys record while having dinner with the family amid a golden sunset..ah the good life! Create cherished memories that will linger long after the sun sets, here, at The Endless Summer Condo!

Oceanfront Oasis + Million Dollar Views
Private parking, a relaxing pool & jacuzzi, and direct beachfront living—all in one stunning retreat. Wake up to waves and breathtaking ocean views. Enjoy coffee with a sunrise over Crystal Pier, then walk to the sand in seconds. Lounge by the pool, grill outdoors, or unwind on the rooftop terrace with a golden sunset. Newly renovated kitchen & bathrooms. No cleaning fees—just a stress-free, luxury stay. Fall asleep to the sound of waves and wake up in paradise. Your beachfront escape awaits.

Oceanfront Elegant Condo - Remarkable Amenities
Spectacular Oceanfront, 8th Floor. Hear the surf as you slide open the floor-to-ceiling glass door. The Boardwalk and beautiful safe swimming beach are at the foot of your building. Join the surfers using our wet suits and our beach cruiser bikes for an easy ride along the Ocean and Mission Bay or stroll along for vibrant people watching. Return to your elegantly appointed, romantic condo provisioned to meet your every need. Everything you need is in 10 blocks along beautiful California coast!

Law Street Retreat
RENOVATED…Studio with separate entrance in gated property 6 blocks from beach in Pacific Beach. Bikes now available! Ask host for details. Sleeps 3, amenities include a queen bed and a fold single bed couch with full bath, small fridge, microwave, smart TV, 100mbps WiFi and air conditioning. Guests are welcome to enjoy the pool, outside shower and BBQ. Pets are welcome. There is a $50 fee per pet per stay. The studio is attached to the pool house. The pool pump is behind 2 doors & runs daily.

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.

Modern Central SD Home w/ Pool & Spa Near Beach
Experience luxury at Bay Breeze Retreat, an exclusive oasis in the heart of Mission Bay, San Diego. This stunning residence features a private salt pool, outdoor jacuzzi spa, elegant fire pit, whole house water filter system and a state-of-the-art grill and kitchen. Inside, revel in contemporary upgrades which makes the place perfect for family gatherings of up to 8 guests. Walk to Luce Bar & Kitchen and Bird Rock Coffee. Minutes from downtown and top attractions, your perfect escape awaits.

Ocean front condo heart of pacific beach
Gorgeous ocean-front condo with amenities galore. In the heart of bustling Pacific Beach, this 1 BR condo has it all: a magnificent, unobstructed ocean view on the 10th floor; steps from the beach, restaurants, shops, and bars; a roomy, delightful living space with floor-to-ceiling windows; a modern, fully equipped kitchen, and parking spot! Leave your worries behind, soak up the sun, check out San Diego’s many attractions — or just kick back and relax in this peaceful, beach-front oasis.

Ocean Front at La Jolla Shores
This ocean front home is situated in the popular La Jolla Shores beach community. With its incredible seaside location, staggering views of the surf, wide sandy beach, and breathtaking sunsets this La Jolla Shores beach house is a vacation home you'll want to visit. Boasting nearly 3,000 square feet of living space with 4 bedrooms, 3 full baths, chef's kitchen with views, spacious great room with ocean views, fireplace, outdoor kitchen with built in BBQ, pool and 3 expansive outdoor decks.

The Outside Inn at The Tipsy Goat Ranch
Nestled near Iron Mountain, a popular hiking destination, and less than 16 miles from San Diego's pristine beaches and local attractions, enjoy all SD has to offer in a one-of-kind farm-to-beach experience. Immerse yourself in a rarely seen side of San Diego you won't find anywhere else. Based on adventure, wrapped in luxury, a deep love for nature and the creatures it inhabits (mini goats, alpacas, babydoll sheep, lop bunnies, and chickens), it'll be a tranquil getaway you'll never forget.

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV
Welcome to your personal resort! This is your private Guest House with a salt & heated pool + hot tub. Located in a very quiet & safe neighborhood in beautiful San Diego. Drive 15 minutes to the beach, downtown, La Jolla, Zoo, stadiums, Sea World, Convention Center + more. Hike next door at Cowell Mountain or Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo, top quality finishes & furniture. Everything you need for memorable vacation! No smoking or vaping on the property.

Crown Point Gem with Salt Water Pool
This Cottage home is a beautiful Oasis in San Diego's Crown Point neighborhood. Our home is 2 blocks from Mission Bay with access to bike paths, water sports, and playgrounds for the kids. Easily walk to great restaurants, coffee shops, night life and shopping. With our cool saltwater pool, hot tub, grill and relaxing patio space you wont even need to leave the house to get that vacation feeling. Please let us know if you would like the pool heated, we charge $75/night for this service.
Popular amenities for Sail Bay rentals with a pool
House rentals with a pool

Beach<15min,Heated Pool,New Central AC, 4Br Family

The Queen House

Your Modern Lux Pool Resort in the Heart of SD

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

Casa Del Oceano, Solana Beach

Lionhead - Private Boutique Home

Designer Luxury Rental With Pool

Stunning 2BR/2BA| Plunge Pool, AC, Private
Condo rentals with a pool

Studio Condo at Wave Crest Resort

Ocean-Bay-Sunset View Condo in Pacific Beach!

Bay View Condo in Pacific Beach

Del Mar Beach Club-AC, pool,jacuzzi,tennis, views!

One Bedroom Ocean Front Condo!

Enchanted Ocean Sunsets

Del Mar Ocean View! Walk to the Beach!

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

New! La Jolla Shores 2BD with Pool- Walk to Beach!

Bayfront Riviera Retreat with POOL!

Private Pool Oasis: Modern 3BR/2BA. Sleeps 8

Hot Tub/Pool/Fire Pit/10 Mins to Beach

NEW Ultra Lux - Pool, Hot Tub, Mini Golf, Game Rm

Pacific Beach Luxury | Heated Pool | Free Parking

Sunset house

The Helix House | Pool & Mountain Views
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