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
Home in St. Augustine
4.96 out of 5 average rating, 104 reviewsDune Bungalow
17 – 24 July
Home in St. Augustine
4.98 out of 5 average rating, 103 reviews"Once Upon A Tide" Beach House *Heated Pool* King
21 – 28 Sept
Home in St. Augustine
4.93 out of 5 average rating, 106 reviewsBright and Airy Plantation Home
12 – 19 Aug
Home in Lincolnville
4.96 out of 5 average rating, 159 reviewsWalk downtown, heated pool, close to Flagler 4/3
4 – 11 Dec
Home in St. Augustine
4.93 out of 5 average rating, 103 reviewsVilano•BIG POOL• Pets FREE • Paradise at Club Med
6 – 13 Dec
Home in St. Augustine
5.0 out of 5 average rating, 37 reviewsThe Pink Palms - With Cabana & Heated POOL
11 – 18 July
Home in St. Augustine
5.0 out of 5 average rating, 40 reviewsDT St Aug Pool Home + Spa, by Beach, Add Golf Cart
6 – 13 Jan
Home in St. Augustine
4.98 out of 5 average rating, 57 reviewsSerene pool house near Amphitheater + Downtown
4 – 11 Sept
Condo rentals with a pool
Condo in St. Augustine
4.91 out of 5 average rating, 174 reviewsOld Florida Charm ~
4 – 11 Dec
Condo in St. Augustine Beach
4.84 out of 5 average rating, 214 reviewsOcean Side Complex w/ Heated Pool B-15
10 – 17 Nov
Condo in St. Augustine
4.92 out of 5 average rating, 126 reviewsAnastasia Island 1 ~ Beach, Relax & Explore
29 Nov – 6 Dec
Condo in St. Augustine
4.95 out of 5 average rating, 129 reviews"Captain Jacks" First Floor 2BR/2Bath Condo
25 Aug – 1 Sept
Condo in St. Augustine
4.97 out of 5 average rating, 148 reviewsOcean Front Condo only Steps to the Beach.
30 Nov – 7 Dec
Condo in St. Augustine
4.85 out of 5 average rating, 179 reviewsBeach condo + pool 5min walk from the beach & pier
13 – 20 May
Condo in St. Augustine
4.92 out of 5 average rating, 252 reviewsOceanside complex M33 1 Bed 1 Bath w/Heated Pool
12 – 19 Jan
Condo in St. Augustine
4.89 out of 5 average rating, 122 reviewsSt Augustine Beach, comfy condo
18 – 25 Aug
Quick stats about holiday rentals with a pool in Historic District, St. Augustine
Total rentals
30 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
2K reviews
Nightly prices starting at
$106 AUD before taxes and fees
Destinations to explore
- Rentals with pools United States
- Rentals with pools Orlando
- Rentals with pools Florida
- Rentals with pools Jacksonville
- Rentals with pools Daytona Beach
- Rentals with pools St. Augustine
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- Rentals with pools St. Johns County
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