
Holiday rentals with a pool in Historic District, St. Augustine
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Historic District, St. Augustine
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Historic District, St. Augustine rentals with a pool
House rentals with a pool

Plunge Pool, Pack N Play, BBQ, Walk Downtown

Beach paradise w/pool, firepit, hot tub, mini golf

Saragossa Poolside Paradise

Luxury heated pool home steps from the beach!

Downtown, Pool, Hot Tub, $300 in Free Tickets!

Peaceful Oasis Pet Friendly heated Pool & Gameroom

Walk 2 Beach | Game Room | Firepit |Heat/Salt Pool

Chill Retreat w/ Pool & FirePit-1 Mile to Historic
Apartment rentals with a pool

Riverfront direct views-Get it ALL in St Augustine

Ocean Side Complex w/ Heated Pool B-15

Oceanside complex B17 1 Bed 1 Bath w/Heated Pool

Ocean Front Gem: Top Floor Corner Unit

Newly renovated! Steps to BEACH & POOL!

34|Ocean at St Augustine Beach

~Hot Tub~Just Steps to the Beach~King Bed~2 Pools

Family Beach Condo - Steps To The Sand Or Pool
Other holiday rentals with a pool

Resort Style APT 1B/1B, 10 min Beach/Downtown

Beehive Bungalow -Historic Downtown-Heated Pool

Canopy Oaks

Coastal Retreat in St. Augustine

St Augustine Luxury Resort Living on the Island!

Luxury Costal Oasis Close to Beach & Amphitheater

Modern Coastal Retreat

Waterfront Home w/ Pool & Dock - Prime Location!
Quick stats about holiday rentals with a pool in Historic District, St. Augustine
Total rentals
40 properties
Nightly prices starting at
$129 SGD before taxes and fees
Total number of reviews
3.2K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
- Family-friendly rentals Historic District
- Rentals with outdoor seating Historic District
- Rentals with a fireplace Historic District
- Rentals with a washing machine and dryer Historic District
- Rentals with beach access Historic District
- Flat rentals Historic District
- Pet-friendly rentals Historic District
- House rentals Historic District
- Rentals with a patio Historic District
- Rentals with a firepit Historic District
- Rentals with pools St. Augustine
- Rentals with pools St. Johns County
- Rentals with pools Florida
- Rentals with pools United States
- Ponte Vedra Beach
- TIAA Bank Field
- Summer Haven st. Augustine FL
- Old A1A Beach
- San Sebastian Winery
- Daytona Beach Boardwalk and Pier
- Daytona Lagoon
- Vilano Beach
- Boneyard Beach
- Crescent Beach
- Kathryn Abbey Hanna Park
- Lightner Museum
- Butler Beach
- Fountain of Youth Archaeological Park
- Adventure Landing Jacksonville Beach
- Eagle Landing Golf Club
- Pablo Creek Club
- MalaCompra Park
- Matanzas Beach
- St. Augustine Alligator Farm Zoological Park
- Amelia Island State Park
- Ravine Gardens State Park
- Jungle Hut Park
- Bent Creek Golf Course