
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

Luxury heated pool home steps from the beach!

Tide Pool - Heated Pool/Hot Tub/Golf Cart

Lakeside Retreat |Private Pool| 8min walk Downtown

Walk 2 beach! Relaxing 3/2 Huge heated pool dog ok

"Once Upon A Tide" Beach House *Heated Pool* King

Spacious St. Augustine Home "The Gold Knocker"

Charming Downtown Cottage with Private Pool!

The Gatsby Mansion/Heated Pool/Heart of Town
Apartment rentals with a pool

BEAUTIFUL OCEAN VIEW 2 BEDROOM CONDO WITH POOL

Sand&Surf-Direct Oceanfront-Book FALL Deals Now!

Direct Oceanfront ~ Fantastic Views!

Oceanside complex M33 1 Bed 1 Bath w/Heated Pool

F1, Downtown, POOL, beaches, porch, parking!

Newly renovated! Steps to BEACH & POOL!

4Ocean Front Condo With Pool unit 4

Bring the boat! 2 Bedroom Steps from the Beach
Other holiday rentals with a pool

1 Bedroom Luxury Condo St Augustine

Palma Beach House

The May House - Heated Pool - Historic Downtown

Luxury Resort Style 1 BR/1BA Pool & Gym near Beach

Modern Coastal Retreat

Mid-mod, boho home w/ a pool!

Paradise w/ HeatedPool, PacMan, Golf & FirePit

> • < Resort Style Retreat > • <
Quick stats about holiday rentals with a pool in St. Augustine
Total rentals
490 properties
Nightly prices starting at
$89 SGD 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
- Seminole Holiday rentals
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- 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
- San Sebastian Winery
- Old A1A Beach
- Daytona Lagoon
- Daytona Beach Boardwalk and Pier
- Vilano Beach
- Boneyard Beach
- Crescent Beach
- Kathryn Abbey Hanna Park
- Butler Beach
- Lightner Museum
- Fountain of Youth Archaeological Park
- Adventure Landing Jacksonville Beach
- Eagle Landing Golf Club
- Amelia Island State Park
- Matanzas Beach
- MalaCompra Park
- Worlds Most Famous Beach Daytona Beach
- Jungle Hut Park
- St. Augustine Alligator Farm Zoological Park
- Ravine Gardens State Park
- Bent Creek Golf Course
- Things to do St. Augustine
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- Things to do United States
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- Art and culture United States
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