
Holiday rentals with a pool in Sail Bay
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Top-rated rentals with a pool in Sail Bay
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

Luxury Oceanfront Condo with Unbelievable Views
Welcome to your oasis! Prepare to be awestruck by the breathtaking views at Sunset Pacifica. This fully renovated condo features two ensuite bedrooms with the beachy SoCal vibe you desire. Ideally located on the boardwalk, you're minutes from La Jolla, Downtown, the San Diego Zoo, Embarcadero, and top restaurants, bars, and entertainment spots. Whether you're in the mood for exploration or relaxation, you'll find it here- lounging poolside or on the sandy shores of the stunning Pacific Ocean.

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.

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.

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.

Enchanted Ocean Sunsets
Ocean front condo In Pacific Beach with spectacular sunsets and stunning views of Mission Beach and La Jolla. Beach front location just steps away from the sand and waves. Enjoy surfing, paddle boarding, long walks on the boardwalk, bike rentals, boat rentals, volleyball, fabulous restaurants and a vibrant night life! Delightful location close to amazing attractions including Sea World, San Diego Zoo and Balboa park. Come spoil yourself in this newly remodeled luxurious space!

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.

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.

La Jolla Beach House-Family Focused-3min to Beach
Welcome to the Bird Rock Beach House! This delightful boho beach-inspired house is the perfect home for your San Diego/ La Jolla family getaway. You're minutes from La Jolla Cove, Windansea Beach, Mission Bay, and Mission Beach. You can explore downtown La Jolla & Garnet Avenue, which both offer a variety of restaurants, nightlife, and shops. Or you can head 5 minutes north to the world-renowned La Jolla Cove to see the playful seals who also call this place home. No parties/events

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV
This is the perfect Guest House with a salted & heated pool & hot tub. We are located in a super quiet & very safe neighborhood in beautiful San Diego, 15 minutes drive to Downtown, La Jolla, Beaches, Zoo, Sea World & Convention Center. Hike next door at Mission Trails & Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo and top quality finishes await you inside. Everything you need for memorable vacation! No smoking or vaping on the property.

Paradise Lagoon Resort Style Pool Getaway
A unique one-of-a-kind poolside oasis with a tiki bar and spacious 4-bedroom house Welcome to Paradise Lagoon! This stunning home is the perfect place to relax and unwind with your family and friends. With its private pool (*best in San Diego), tiki bar, game room, and roomy 4-bedroom layout fit for multiple families, you'll never want to leave. Come make some magical memories with family and friends in your own resort style vacation home.
Popular amenities for Sail Bay rentals with a pool
House rentals with a pool

The Queen House

Your Modern Lux Pool Resort in the Heart of SD

University Heights Oasis Getaway

Oasis with ocean views/Pool/Hot tub! Sleeps 10!

Upscale Resort House /Views, Saltwater Pool/Spa !

LJ Village Home with private pool & spa

Pacific Beach-Amazing Panoramic View-Heated Pool

Midcentury Lux 4BR home w Pool/Spa/Cabana/Firepit
Condo rentals with a pool

Skyline Views | Luxury Studio with Swimming Pool

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

Centrally located n UCSD/ utc-laJolla

One Bedroom Ocean Front Condo!

✨newCONDO @ LuxuryTOWER❤ close2⚽ XOLOS✈ airport & BORDER

Del Mar Ocean View! Walk to the Beach!

REJUVENATE @Ocean123 *Available Now,Just Send Msg*

Capri by the Sea, Pacific Beach, San Diego
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Private Balcony! Sunset & SunriseVIEWS!

Luxury Pacific Beach Pool Retreat w/ Views

Breathtaking Ocean, Bay, City & Petco Park Views

Modern 2BD/2BA w/Pool in Heart of Pacific Beach

The Endless Summer Condo!
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