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St. Augustine, FL villas
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1137 Villa rentals in St. Augustine, FL

Search Vacation Homes with a Pool in St. Augustine, FL

Having a pool at your St. Augustine, FL vacation home lets you enjoy a dip to complement a day by the water without extra planning.

Vilano Beach I Ocean - Private Pool - Fire Pit Home - St. Augustine, FL
St. Augustine, FL
12/30 – 01/01
$843/nighttotal: $1686 (2 )

Vilano Beach I Ocean - Private Pool - Fire Pit Home

3 2
house , Villano Beach
This Vilano Beach house is located a 5-minute walk from the sand, 52 miles from Jacksonville International Airport.
This vacation home offers 3 bedrooms, 2 bathrooms, and accommodates up to 17 guests with a private swimming pool, complimentary Wi-Fi, and private parking.
Relaxing Oasis Saint Augustine City Center - St. Augustine, FL
9.8 47 reviews
St. Augustine, FL
11/20 – 11/22
$205/nighttotal: $410 (2 )

Relaxing Oasis Saint Augustine City Center

1 2
house , St. Augustine
This St. Augustine guest apartment, conveniently located within walking distance of the city center, offers a private, quiet retreat despite its proximity to historic attractions.
The one-bedroom, one-bathroom unit features a kitchenette, private saltwater pool access, and a balcony, accommodating up to six guests and providing dedicated off-street parking.
Haven Tiny House - Pool, Walk To Downtown - St. Augustine, FL
9.0 1 review
St. Augustine, FL
11/15 – 11/20
$632/nighttotal: $3160 (5 )

Haven Tiny House - Pool, Walk To Downtown

2 2
house , St. Augustine
This vacation home is located in St. Augustine, a 7-minute walk from Old St. Augustine Village and a 17-minute walk from Castillo de San Marcos National Monument, with easy access to Flagler College.
This 800-square-foot, 2-bedroom house accommodates up to 4 guests and features a private outdoor swimming pool, a fully equipped kitchen with an oven and microwave, and free WiFi.
Sunset Cove - Heated Pool - Sea Views - Walkable - St. Augustine, FL
8.5 8 reviews
St. Augustine, FL
12/30 – 01/01
$2114/nighttotal: $4228 (2 )

Sunset Cove - Heated Pool - Sea Views - Walkable

2 2
house , St. Augustine
This vacation rental is located in St. Augustine, just a short walk from the St. Augustine Lighthouse and Museum, and within a mile and a half of several other key attractions like Fort Matanzas, Flagler College, and The Ximenez Fatio House. The house offers 1190 square feet of living space with two bedrooms and three bathrooms, comfortably accommodating up to six guests.
The rental features a private heated pool, a fully equipped kitchen with a dishwasher and oven, complimentary Wi-Fi, and a private entrance. Guests can enjoy breathtaking views of the ocean from the patio and throughout the house.

Best St. Augustine, FL houses with a kitchen

Walk To Downtown - Luxe Backyard - Private + Peaceful Stay - St. Augustine, FL
St. Augustine, FL
06/19 – 06/21
$347/nighttotal: $694 (2 )

Walk To Downtown - Luxe Backyard - Private + Peaceful Stay

1 2
cottage , St. Augustine
This St. Augustine cottage rental in the Davis Shores district is a 6-minute walk from the Bridge of Lions and a short walk from the Matanzas River.
The one-bedroom, one-bathroom house sleeps two and includes a fully equipped kitchen with a dishwasher and microwave, in-unit laundry, air conditioning, Wi-Fi, and a fireplace; nearby attractions include the World Golf Village and St. Augustine Pirate & Treasure Museum.
Downtown Cottage In Perfect Spot - St. Augustine, FL
9.9 110 reviews
St. Augustine, FL
06/19 – 06/21
$254/nighttotal: $508 (2 )

Downtown Cottage In Perfect Spot

1 2
house , St. Augustine
This St. Augustine guest house, located in a quiet neighborhood a short walk from the historic downtown and a 6-minute drive from St. Augustine Beach, offers easy access to the Castillo de San Marcos and local trolleys.
The two-bedroom, one-bathroom cottage sleeps five, features a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, plus air conditioning, a private courtyard, and parking.
Loft In The Trees - St. Augustine, FL
10 367 reviews
St. Augustine, FL
07/10 – 07/12
$137/nighttotal: $274 (2 )

Loft In The Trees

1 2
house , St. Augustine
This guest suite is located in a historic neighborhood in St. Augustine, just a short distance from Vilano Beach and downtown, offering easy access to the city's attractions. It consistently receives excellent ratings for cleanliness, location, and overall experience.
The suite is completely private and can accommodate two guests. It comes equipped with a kitchen, air conditioning, a garden, and parking, along with complimentary bikes for exploring the area. You'll also find beach essentials, a patio with a porch swing, and a Smart TV with streaming services.
House ∙ 1 Bedroom ∙ 2 Guests - St. Augustine, FL
St. Augustine, FL
07/08 – 08/31
$244/nighttotal: $13176 (54 )

House ∙ 1 Bedroom ∙ 2 Guests

1 2
house , St. Augustine
This private, light-filled penthouse is located on the second floor, offering a stylish remodel with two private balconies just a short walk from St. Augustine's restaurant scene.
This one-bedroom, one-bathroom apartment accommodates two guests and features a fully-stocked kitchen, air conditioning, and one on-site parking space, with morning coffee on the bedroom porch and sunset cocktails on the west-facing patio available.

Frequently Asked Questions about villa rentals in St. Augustine, FL

Destinations nearby

Best St. Augustine, FL houses with air conditioning

Eclectic Beauty, Heart Of Downtown St Aug - St. Augustine, FL
9.7 125 reviews
St. Augustine, FL
07/06 – 07/10
$262/nighttotal: $1048 (4 )

Eclectic Beauty, Heart Of Downtown St Aug

3 5
house , St. Augustine
This vacation home offers a prime downtown St. Augustine location, a 5-minute walk from Old St. Augustine Village and 1,800 feet from Flagler College, placing you near historical landmarks like The Ximenez Fatio House, Spanish Quarter Museum, and Castillo de San Marcos National Monument.
This well-equipped 1050 square foot rental features 3 bedrooms, 2 bathrooms, a full kitchen with a fridge, microwave, and dishwasher, air conditioning, free WiFi, on-site parking, and an outdoor seating area, with nearby opportunities for cycling and access to an on-site water park.
The Boathouse Studio On Anastasia Island - St. Augustine, FL
9.9 148 reviews
St. Augustine, FL
09/04 – 09/07
$161/nighttotal: $483 (3 )

The Boathouse Studio On Anastasia Island

1 2
house , St. Augustine
The Boathouse studio is a newly renovated pet-friendly guesthouse on Anastasia Island, one block from A1A Boulevard's restaurants and shops, equidistant from the St. Augustine Amphitheatre and historic downtown St. Augustine, and within walking distance of the St. Augustine Lighthouse and a boat ramp.
This one-bedroom, one-bathroom unit sleeps two guests and features a private fenced garden, lanai, private parking, and a kitchen with a refrigerator, freezer, and microwave; internet access and air conditioning are also provided.
Dog-friendly St. Augustine Retreat Near Downtown & Beach With Ev Charging - St. Augustine, FL
8.7 3 reviews
St. Augustine, FL
11/07 – 12/05
$179/nighttotal: $5012 (28 )

Dog-friendly St. Augustine Retreat Near Downtown & Beach With Ev Charging

2 2
house , St. Augustine
Old City Oasis, a two-bedroom, two-bathroom house rental in St. Augustine's historic Old City, is located within walking distance of the St. Augustine Lighthouse & Maritime Museum and less than 1.5 miles from the Ximenez-Fatio House, Old St. Augustine Village, and Castillo de San Marcos National Monument.
This 1410-square-foot vacation home sleeps up to 15 guests and features a fully equipped kitchen, on-site spa, free Wi-Fi, and is near golfing and fishing opportunities.
Uptown Classic Bungalow Comfy Walk Everywhere - St. Augustine, FL
9.8 396 reviews
St. Augustine, FL
06/25 – 06/28
$179/nighttotal: $537 (3 )

Uptown Classic Bungalow Comfy Walk Everywhere

1 2
bungalow , St. Augustine
The Uptown Bungalow is located on a quiet street in St. Augustine's historic district, just a block from St. George Street and a short walk to Ripley's Believe It or Not and Castillo de San Marcos. Guests consistently rate the bungalow excellent for location, cleanliness, and overall experience.
The bungalow has one bedroom and one bathroom and can accommodate up to four guests. Enjoy amenities like a fully equipped kitchen, a screened-in porch, a shared BBQ, and free parking.

Neighborhoods and points of interest in St. Augustine, FL

Best St. Augustine, FL villas and beach houses with jacuzzi

166 M² House ∙ 8 Bedrooms ∙ 18 Guests - St. Augustine, FL
10 2 reviews
St. Augustine, FL
08/01 – 08/08
$690/nighttotal: $4830 (7 )

166 M² House ∙ 8 Bedrooms ∙ 18 Guests

8 9
house , Villano Beach
This spacious Villano Beach vacation home, part of the AvantStay offering, is located two blocks from Vilano Beach and six miles from historic Downtown St. Augustine, offering easy access to both.
The 1,790-square-foot property features two side-by-side bungalows with eight bedrooms, five bathrooms, and a capacity for 18 guests, plus amenities including a private pool, jacuzzi, and game room with a putting green and arcade games.
Unit 3228 - Ocean Racquet Resort - St. Augustine, FL
8.8 3 reviews
St. Augustine, FL
06/26 – 07/01
$486/nighttotal: $2430 (5 )

Unit 3228 - Ocean Racquet Resort

2 5
house , St. Augustine Beach
Ocean Racquet Resort, Unit 3228, offers a beachfront St. Augustine Beach vacation rental, located steps from the sand and a short drive (4.5 miles) from the St. Augustine Lighthouse & Museum and (6.6 miles) from the Castillo de San Marcos.
This 950-square-foot house features a private balcony, swimming pool, Jacuzzi, fitness center, tennis court, and free Wi-Fi, perfect for families enjoying St. Augustine Beach's attractions and amenities.
Golden Hour Blue Hour Buyout By Avantstay - St. Augustine, FL
St. Augustine, FL
07/21 – 07/26
$953/nighttotal: $4765 (5 )

Golden Hour Blue Hour Buyout By Avantstay

8 2
house , Villano Beach
This Villano Beach vacation home, located in St. Augustine, is approximately 4-6 miles from attractions like the Castillo de San Marcos and the Freedom Trail.
This 1800-square-foot house boasts eight bedrooms, four bathrooms, and can comfortably accommodate 24 guests, featuring amenities such as a Jacuzzi, private parking, and Wi-Fi.
Florida Breeze L Hot Tub L Walkable - St. Augustine, FL
St. Augustine, FL
06/21 – 06/24
$339/nighttotal: $1017 (3 )

Florida Breeze L Hot Tub L Walkable

1 2
house , St. Augustine
This Davis Shores vacation home offers a prime location in St. Augustine, situated just a short drive from Castillo de San Marcos National Monument and Old St. Augustine Village, and within walking distance of the St. Augustine Lighthouse and Museum, Flagler College, and The Ximenez Fatio House.
This 1740 square foot house accommodates up to 10 guests with 2 bedrooms and 2 bathrooms, featuring a fully equipped kitchen with a dishwasher, air conditioning, a hot tub, a garden, outdoor seating, free WiFi, and on-site parking.
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