
Vacation rentals with a pool in St. Augustine Beach
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in St. Augustine Beach

Total vacation rentals
Explore 690 vacation rentals in St. Augustine Beach

Nightly prices starting at
St. Augustine Beach vacation rentals start at $139 CAD per night before taxes and fees

Verified guest reviews
Over 20,050 verified reviews to help you choose

Family-friendly vacation rentals
630 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 210 rentals that welcome pets

Rentals with dedicated workspaces
450 properties have a dedicated workspace

Wifi availability
690 of St. Augustine Beach vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across St. Augustine Beach rentals

4.7 Average rating
St. Augustine Beach stays receive an average rating of 4.7 out of 5 from guests
Top-rated rentals with a pool in St. Augustine Beach
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Driftmark Cabin - RV friendly, Pool + Beach!
Experience the ultimate beachside getaway at our fully renovated Airbnb, just steps away from the sun-kissed sands. This luxurious retreat offers modern comfort with a private pool and inviting hot tub, allowing you to unwind in style. The recently upgraded interior boasts premium amenities, ensuring a relaxing stay. Outside, lush turf landscaping surrounds the pool, creating an oasis of comfort. Whether you're lounging by the pool, or enjoying the beach a stone's throw away, Driftmark delivers.

St.Augustine Beach,Seaside at Anastasia,Condo
Seaside at Anastasia is directly across the street from the ocean, St. Johns pier, weekly farmers market, walk to great restaurants. Just minutes away from historical downtown Saint Augustine. Enjoy our heated pool and exercise room. This condo is a 3 bedroom, 2 bath, laundry room, full upgraded kitchen and patio with access to pool. No stairs to worry about. 1st floor Condo with parking directly in front of the unit. Handicapped parking and access to the unit is also in front of this condo.

Beachside, Pool, Super Clean, steps 2 beach, 5star
"Our stay was perfect! The home was spotless and well appointed with everything we needed. Dominick was a great host" * Less than 500 steps to St Augustine Beach! ⛱️ * Super comfortable and meticulously clean. ✨️ * 75 steps to beautiful community pool 🏊♂️ * towels + beach chairs + beach cart ⛱️ * 100% cotton sheets and towels ☁️ * comfy beds and pillows, extra pillows + blankets, living room + den * Upper and lower decks. * Fully stocked kitchen * On the Golden Mile

100 Feet to the Beach|Bikes|Waffles|Pools
100 feet to the beach! Imagine: sunrise coffee on your private patio, next build yourself a waffle, then build a sandcastle, surf the waves, and finally cool off in the pool. This modern beachfront condo is your launchpad for Summer fun! Whip up meals in the expansive kitchen, relax in stylish comfort, and unwind in luxurious bathrooms. Drive to charming Old Town (10 min) for music, shops, and history. 2 bikes! Beach gear, bites, and adventure await nearby. Unforgettable memories start here!

Sunset Cove 2 - Pool - Sea Views - Walkable
Stunning new luxury 2br/2.5ba pool home with peeks of Salt Run and Anastasia State Park: * Pool Heat Available for $30 per day - Contact us after booking for details * Private pool + backyard * Parking for 3 cars * 2 king bedrooms w/ en-suite bathrooms & smart TVs w/ Netflix * 2 min drive (or 20 minute walk) to historic downtown St. Augustine * 2 min drive to the beach (Anastasia State Park) * 5 min walk to lighthouse, Alligator farm, restaurants & bars * Fully stocked and equipped kitchen

New Lux Home 4bd/3.5ba+HotTub+SaltPool+Walk2Beach
🌴 Featured in Good Housekeeping & Designed by HGTV-featured Builders ✨ 🏡 New 2023 Luxury Coastal Home 🛏️ 2 King Suites + 2 Queen Bedrooms 🛁 3.5 Bathrooms 💦 Private Saltwater Pool + Heated Spa/Hot Tub 🍹 Poolside Cabana & Outdoor Kitchen 🚲 Bikes, Beach chairs, Cooler & Toys included 🌿 Tropical Backyard Oasis w/ Mature Palms, Lounge Chairs, Outdoor Shower & Turf 👣 Walk 0.2 miles to the beach 🌅 Stroll 0.2 miles to Cap’s for Waterfront Sunset Dinner 🏰 10 min to Historic St. Augustine

Downtown • Parking for 2 + Wraparound Porch
Historic Whitney House • Newly renovated 1,700 sq ft designer home Private driveway parking for 2 • Steps to trolley & St. George Street Gourmet kitchen, 2 en-suite bedrooms, 3 luxury baths, Starlink WiFi, wrap-around porch + sunny deck. Fitness club & pool passes included. Modern luxury in the heart of historic downtown St. Augustine. Perfect for couples or small groups seeking modern luxury, easy parking, and a walkable base right in the heart of historic downtown St. Augustine.

Peerless on the Pier
Newly renovated ocean front condo 2 bed/2.5 bath townhouse (2 story) Enjoy the views from the balcony offering a great place to enjoy your coffee in the morning, and watch the sunrise and the sound of the waves. The condo is walking distance to local restaurants and the St.Augustine beach pier. This is the closest condo on St. Augustine Beach to the downtown historic district. NO SMOKING 🚭 NO PETS. The unit is located on the second floor of the building. There is no elevator.

Newly renovated! Steps to BEACH & POOL!
Our little slice of paradise is situated in the heart of St. Augustine Beach right on A1A Beach Blvd. Our unit, recently renovated, is just steps from the beach and closest building to the pool! 2 outdoor pools (1 heated in winter), 5 hot tubs & tennis courts. Perfect location to enjoy our beautiful beaches & all that Anastasia Island has to offer! Historic St. Augustine is less than 7 miles away. Unit is equipped with everything you need for a perfect beach vacation!

Family Beach Condo - Steps To The Sand Or Pool
Our beach condo on Crescent Beach has been our family’s haven for years, and we’re excited to share it with you! The breathtaking ocean views from our living room and balcony are just the start—enjoy a renovated kitchen, comfy bedrooms, and family-friendly touches that make this place truly special. Whether you’re here to relax, explore historic St. Augustine, or enjoy the natural beauty of Anastasia State Park, we hope you’ll create lasting memories like we have!

Ocean Front Gem: Top Floor Corner Unit
Top floor, direct oceanfront, 2 bedroom, 2 bathroom corner end unit condo with elevator and unobstructed beach views from both bedrooms, living room, dining room, kitchen and private balcony in beautiful St Augustine Ocean and Racquet Resort. We also offer for rent the condo immediately next door, Ocean Front Escape: https://www.airbnb.com/h/saint-augustine-oceanfrontescape. Our checkin process is contact free. We use a smart lock on the front door.

Ground floor--just 365 steps to beach!
Beautiful ground floor of a two-story house only 365 steps from one of the most beautiful beaches in the United States. Close to the Ancient City, with all its amenities and attractions. Within walking distance of great restaurants and bars. Private entrance, pool, fully furnished kitchenette with Keurig type coffeemaker, Internet, Cable TV. Two bedrooms, one with a queen bed, and the other a double Murphy bed. On-site parking for one car provided.
Popular amenities for St. Augustine Beach rentals with a pool
House rentals with a pool

Music on Marilyn- Steps from the Amp! •Jacuzzi•

HtdPool w/Arcade, Fire, GolfCart Access, 1.2 mi DT

Beach & Serenity; The Perfect Location in St. Aug

Walk to Beach! Heated Pool•Boat Parking•EV Charger

The Salty Seashell, Coastal Pool Home, Sleeps 8

Don’t You Wanna? Heated Pool & SPA 4Bed & 3Bath

Beach Getaway | Pool | Sleeps 16

Beautiful Beach Home - Sleeps 12
Condo rentals with a pool

2br condo in st Augustine across from Beach

Beautiful ocean, St Augustine beach

The Flirty Flamingo St Augustine Beach 3 BR Condo

Heated Pool, Ocean Views, Beach, Playground, BBQ

Ocean Gallery 1/1, 2 pools

361 Fun in the Sun | Direct Oceanfront Ground Floor

Seaglass Villa, a Sunny Beachside Retreat

Hideaway at Crescent Breach - St. Augustine
Other vacation rentals with a pool

*Newly Remodeled 3/2 Oceanfront ~ 3 King Beds!*

Beach Front Condo in Saint Augustine Beach

Oceanview Oasis - Ocean Views, Pools, Beach access

Sandcastle on 2nd | New build '24 | FREE GOLF CART

Vilano Villa| Walk 2 Beach | Water View | Wellness

Luxury Oceanfront Dream-Ocean Villas 3br

Beach Condo Private Beach Access 2 Pools Tennis

Beach Cabana, Sparkling Pool, Steps to Beach Pier
When is the best time to visit St. Augustine Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $229 CAD | $287 CAD | $314 CAD | $274 CAD | $269 CAD | $276 CAD | $237 CAD | $211 CAD | $205 CAD | $205 CAD | $222 CAD | $231 CAD |
| Avg. temp | 13 °C | 15 °C | 17 °C | 20 °C | 24 °C | 27 °C | 28 °C | 28 °C | 26 °C | 22 °C | 17 °C | 14 °C |
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- Daytona International Speedway
- EverBank Stadium
- St Augustine Amphitheatre
- Ocean Center
- University of North Florida
- VyStar Veterans Memorial Arena
- Daytona Boardwalk Amusements
- St Johns Town Center
- Kathryn Abbey Hanna Park
- Lightner Museum
- TPC Sawgrass
- Daytona Lagoon
- Vilano Beach Fishing Pier
- Fountain of Youth Archaeological Park
- Summer Haven st. Augustine FL
- De Leon Springs State Park
- Huguenot Memorial Park
- Adventure Landing Jacksonville Beach
- Daytona Beach International Airport
- Flagler College
- Memorial Park
- Crescent Beach
- Silver Glen Springs Recreation Area
- Little Talbot





