
Holiday rentals with a pool in St. Augustine
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in St. Augustine
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for St. Augustine rentals with a pool
House rentals with a pool

Plunge Pool, Pack N Play, BBQ, Walk Downtown

Lakeside Retreat |Private Pool| 8min walk Downtown

Brand New Listing Luxe Palma Beach House

Fun & airy Florida vacation home with private pool

Brand new home, 2 primary suites

Historic St. Augustine 2/2 Duplex & Pool

Peaceful Oasis Pet Friendly heated Pool & Gameroom

"Once Upon A Tide" Beach House *Heated Pool* King
Apartment rentals with a pool

Oceanfront Retreat!

Spanish Colonial Design One Bedroom Condominium

Ocean Front Gem: Top Floor Corner Unit

Newly Remodeled Ocean View Condo-Upgrades Galore!!

Sunrise Special | Steps to Beach | Ocean Front

Beachfront! Creston by the Sea, 11D!

Steps to Beach, Bikes & Beach Equipment Included!

361 Fun in the Sun | Direct Oceanfront Ground Floor
Quick stats about holiday rentals with a pool in St. Augustine
Total rentals
490 properties
Nightly prices starting at
£52 before taxes and fees
Total number of reviews
26K reviews
Family-friendly rentals
430 properties are a good fit for families
Pet-friendly rentals
190 properties allow pets
Rentals with dedicated workspaces
280 properties have a dedicated workspace
Destinations to explore
- Saint Johns River Holiday rentals
- Orlando Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Central Florida Holiday rentals
- Tampa Holiday rentals
- Tampa Bay Holiday rentals
- St Petersburg Holiday rentals
- Seminole Holiday rentals
- Charleston Holiday rentals
- Fort Lauderdale Holiday rentals
- Panama City Beach Holiday rentals
- Rentals with lake access St. Augustine
- Fitness-friendly rentals St. Augustine
- Rentals with a washing machine and dryer St. Augustine
- Rentals with an EV charger St. Augustine
- Family-friendly rentals St. Augustine
- Pet-friendly rentals St. Augustine
- Rentals with a hot tub St. Augustine
- Villa rentals St. Augustine
- Rentals with a sauna St. Augustine
- Beach apartment rentals St. Augustine
- Rentals with beach access St. Augustine
- Bed and breakfasts St. Augustine
- Rentals with a fireplace St. Augustine
- Rentals with a kayak St. Augustine
- Beachfront rentals St. Augustine
- Rentals with a firepit St. Augustine
- House rentals St. Augustine
- Rentals with breakfast St. Augustine
- Family-friendly rentals St. Augustine
- Cottage rentals St. Augustine
- Beach house rentals St. Augustine
- Flat rentals St. Augustine
- Rentals with outdoor seating St. Augustine
- Private suite rentals St. Augustine
- Apartment rentals St. Augustine
- Townhouse rentals St. Augustine
- Waterfront rentals St. Augustine
- Guest house rentals St. Augustine
- Rentals with a patio St. Augustine
- Rentals with pools St. Johns County
- Rentals with pools Florida
- Rentals with pools United States
- Cabins United States
- Treehouses United States
- Tiny Houses United States
- Beach Houses United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Ponte Vedra Beach
- Summer Haven st. Augustine FL
- Old A1A Beach
- Daytona Lagoon
- TIAA Bank Field
- Boneyard Beach
- Daytona Beach Boardwalk and Pier
- Kathryn Abbey Hanna Park
- Butler Beach
- Crescent Beach
- Guana Reserve Middle Beach
- Fountain of Youth Archaeological Park
- Amelia Island State Park
- Vilano Beach
- Lightner Museum
- North Beach Guana River Preserve
- Palm Harbor Golf Club
- St. Augustine Alligator Farm Zoological Park
- Matanzas Beach
- Driftwood Beach
- Bent Creek Golf Course
- MalaCompra Park
- Pablo Creek Club
- Amelia Island Lugar Lindo
- Things to do St. Augustine
- Things to do St. Johns County
- Things to do Florida
- Tours Florida
- Wellness Florida
- Food and drink Florida
- Sightseeing Florida
- Nature and outdoors Florida
- Entertainment Florida
- Sports activities Florida
- Art and culture Florida
- Things to do United States
- Entertainment United States
- Sports activities United States
- Art and culture United States
- Wellness United States
- Food and drink United States
- Nature and outdoors United States
- Tours United States
- Sightseeing United States