
Holiday rentals with a pool in Historic District, St. Augustine
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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

Tropic Bliss l Backyard Oasis l Mins to DNTN

Heated pool retreat! Walk to historic downtown

Spoonbill - Heated Swim Spa & Golf Cart

Peaceful Oasis Pet Friendly heated Pool & Gameroom

Walk downtown, pool beach min to everything pet ok

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

Mid-mod, boho home w/ a pool!

FamilyFunSpot!Pool,PacMan,FirePit,1Mi->Historic DT
Condo rentals with a pool

3 Bedroom Beach Condo with Pool

Lovely 2BR/2BA Oceanview Condo, St Augustine Beach

Oceanfront Retreat!

Ocean Front Gem: Top Floor Corner Unit

361 Fun in the Sun | Direct Oceanfront Ground Floor

Newly renovated! Steps to BEACH & POOL!

Boutique Beachside condo with easy access to beach

The Flirty Flamingo St Augustine Beach 3 BR Condo
Other holiday rentals with a pool

Saragossa Poolside Paradise

Pool/Hot Tub Home 1 mile to downtown/beach

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

Beehive Bungalow -Historic Downtown-Heated Pool

Canopy Oaks

Fun & airy Florida vacation home with private pool

Modern Coastal Retreat

> • Resort Style Retreat • <
Quick stats about holiday rentals with a pool in Historic District, St. Augustine
Total rentals
40 properties
Nightly prices starting at
$154 AUD 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
- House rentals Historic District
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- Family-friendly rentals Historic District
- Rentals with a fireplace Historic District
- Rentals with a washing machine and dryer Historic District
- Pet-friendly rentals Historic District
- Apartment rentals Historic District
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- Ponte Vedra Beach
- Old A1A Beach
- TIAA Bank Field
- Daytona Lagoon
- Daytona Beach Boardwalk and Pier
- Kathryn Abbey Hanna Park
- Boneyard Beach
- Crescent Beach
- Butler Beach
- Vilano Beach
- Fountain of Youth Archaeological Park
- Eagle Landing Golf Club
- Lightner Museum
- Adventure Landing Jacksonville Beach
- Amelia Island State Park
- Amelia Island Lugar Lindo
- St. Augustine Alligator Farm Zoological Park
- Matanzas Beach
- Ravine Gardens State Park
- Jungle Hut Park
- MalaCompra Park
- Bent Creek Golf Course
- Old Salt Park
- Neptune Approach