St. Augustine, Florida

Photo: Schwerdf · CC BY 4.0 · Wikimedia Commons

Vacation rentals · Florida

St. Augustine vacation rentals you can book direct

307 homes from independent hosts and managers · 306 bookable on the host's own site

CielStay lists 307 homes for rent in St. Augustine, run by independent hosts and property managers. 306 can be booked on the host's or manager's own website (23 booking sites in all). Some are also listed on Airbnb; each listing shows every place it can be booked.

They include 172 houses and 86 condos. The most common size is two bedrooms (107 homes). 67 homes sleep 10 or more.

St. Augustine rentals at a glance

Counted from what hosts list. Check the listing before you book.

By size
Studio or 1 bedroom45
2 bedrooms107
3 bedrooms69
4 bedrooms51
5 or more bedrooms31
Sleeps 10 or more67
Homes that list
Air conditioning239
Pets allowed97
Pool92
Hot tub43
Fireplace33
EV charger6

Planning a trip? Read our guide: St. Augustine

Homes in St. Augustine for 6 or more

8 of the 203. Search them with your dates →

1907 Francis Villa l Historic Lux l Walk to DNTN

1907 Francis Villa l Historic Lux l Walk to DNTN

1907 Francis Villa is a beautiful historic 4-bedroom vacation rental in St. Augustine, Florida, located in the Model Land Company Historic District, just a short walk from downtown attractions, St. George Street, restaurants, shops, and the waterfront.

📍 St. Augustine, FL
👥 7🛏️ 4🚿 2
$406 / night
Weeden Cottage l Walk to DNTN l Dog Friendly

Weeden Cottage l Walk to DNTN l Dog Friendly

A charming cottage in the historic Lincolnville neighborhood, with modern design! >Just a few minutes walk the St.

📍 St. Augustine, FL
👥 6🛏️ 2🚿 1.5
$238 / night
Sevilla Grand l Walk to DNTN l Outdoor Relaxation

Sevilla Grand l Walk to DNTN l Outdoor Relaxation

A 1900s home restored with beautiful craftsmanship and relaxing surroundings! Sevilla Grand is the perfect place to enjoy the Oldest City indulging in the cities history and architecture.

📍 St. Augustine, FL
👥 6🛏️ 3🚿 3
$345 / night
Sparking Pool, Steps to Beach, Game Room, TVs, BBQ

Sparking Pool, Steps to Beach, Game Room, TVs, BBQ

Save to your wish list, click the <3 in the top corner! >Sparkling blue pool (add-on pool heat Mar 1-Oct 31) >Walk to intracoastal waterway for sunset views >3 min to boat ramp - bring your boats and jet-skis >Game room (ping pong, pool, shufflebrd) >Downtown St.

📍 St. Augustine, FL
👥 8🛏️ 3🚿 2
$266 / night
Waterfront Home & Private Boardwalk to Beach

Waterfront Home & Private Boardwalk to Beach

Private boardwalk to the Atlantic, three full kitchens, and a game room with pool and ping pong tables make this 11-bedroom St. Augustine oceanfront home built for multi-family reunions.

📍 St. Augustine, FL
👥 24🛏️ 11🚿 7.5
$1,100 / night
The Gatsby Mansion/Heated Pool/Heart of Town

The Gatsby Mansion/Heated Pool/Heart of Town

Relax and experience 100 year-old “Classic meets Chic modern” architecture and design! Come enjoy lifetime memories with your family and friends in the heart of downtown Saint Augustine. >Short walking distance to the heart of it all. >Heated Pool!

📍 St. Augustine, FL
👥 12🛏️ 4🚿 3.5
$1,027 / night
Modern 4/3 Retreat | Pool & Intracoastal Views

Modern 4/3 Retreat | Pool & Intracoastal Views

Escape to Dolphin Tail, a modern 4-bedroom, 3-bathroom new construction home on Salt Run in St. Augustine. This newly built retreat features stunning Intracoastal views, a private pool, and a spacious backyard entertaining area.

📍 St. Augustine, FL
👥 9🛏️ 4🚿 3
~$375 / night
estimate
Your Summer Haven, Pool, Games, Near Beach!

Your Summer Haven, Pool, Games, Near Beach!

Save this home, click the <3 in the upper corner! >Sparkling pool w waterfall in private courtyard >Wrap around patio perfect for sunset views >Minutes to Publix, restaurants >Duo K-cup and drip coffee maker >5 days of supplies (TP, trash bags, pods, etc).

📍 St. Augustine, FL
👥 12🛏️ 5🚿 3.5
$412 / night

Homes in St. Augustine with a pool

8 of the 92. Search them with your dates →

Sparking Pool, Steps to Beach, Game Room, TVs, BBQ

Sparking Pool, Steps to Beach, Game Room, TVs, BBQ

Save to your wish list, click the <3 in the top corner! >Sparkling blue pool (add-on pool heat Mar 1-Oct 31) >Walk to intracoastal waterway for sunset views >3 min to boat ramp - bring your boats and jet-skis >Game room (ping pong, pool, shufflebrd) >Downtown St.

📍 St. Augustine, FL
👥 8🛏️ 3🚿 2
$266 / night
The Gatsby Mansion/Heated Pool/Heart of Town

The Gatsby Mansion/Heated Pool/Heart of Town

Relax and experience 100 year-old “Classic meets Chic modern” architecture and design! Come enjoy lifetime memories with your family and friends in the heart of downtown Saint Augustine. >Short walking distance to the heart of it all. >Heated Pool!

📍 St. Augustine, FL
👥 12🛏️ 4🚿 3.5
$1,027 / night
Your Summer Haven, Pool, Games, Near Beach!

Your Summer Haven, Pool, Games, Near Beach!

Save this home, click the <3 in the upper corner! >Sparkling pool w waterfall in private courtyard >Wrap around patio perfect for sunset views >Minutes to Publix, restaurants >Duo K-cup and drip coffee maker >5 days of supplies (TP, trash bags, pods, etc).

📍 St. Augustine, FL
👥 12🛏️ 5🚿 3.5
$412 / night
Sunset Suite l Pool l Waterfront Deck

Sunset Suite l Pool l Waterfront Deck

Sunset Suite is awaiting your arrival! This charming second floor guest suite is perfect for your last minute getaway to the Oldest City! >OUTDOOR OASIS- Beautiful waterfront deck complete with pool, firepit with seating, swing bed, wood burning oven and more! Completely PRIVATE for your stay!

📍 St. Augustine, FL
👥 2🛏️ 1🚿 1.5
$225 / night
Heated Pool & Hot Tub ~ Walk Downtown & 2 The Amp!

Heated Pool & Hot Tub ~ Walk Downtown & 2 The Amp!

🏝Private Heated & Cooled Saltwater Pool & Hot Tub~Your Ultimate island location! Walk to State Park, Lighthouse, Amphitheater & Alligator Farm🐊. Just 1.5 miles to historic St. Augustine. Enjoy your screened lanai with pool, spa, outdoor TV, & grill. Spot birds from the porch!

📍 St. Augustine, FL
👥 10🛏️ 4🚿 2
~$458 / night
estimate
Beach Cabana, Sparkling Pool, Steps to Beach Pier

Beach Cabana, Sparkling Pool, Steps to Beach Pier

Save to your wish list, click the <3 in the top corner! >Steps to the beach and Pier Park >Walkable to every St. A Beach attraction >Sparkling blue pool (add-on pool heat Mar 1-Oct 31) >Downtown St. Augustine is a 10 min drive >3 days of supplies (TP, trash bags, pods, etc.)

📍 St. Augustine, FL
👥 6🛏️ 2🚿 2
$308 / night
Luxury Beach Retreat, Pool Spa Sauna Yoga Studio

Luxury Beach Retreat, Pool Spa Sauna Yoga Studio

Save to your wishlist, click the <3 in upper right corner! >Infrared sauna, chromotherapy steam shower >Designer kitchen with thermador appliances >Downtown St. Augustine is a 10 min drive

📍 St. Augustine, FL
👥 10🛏️ 4🚿 4.5
$623 / night
Pier Point South Oceanfront Townhouse Condo A-3

Pier Point South Oceanfront Townhouse Condo A-3

2 bedroom, 2.5 bath deluxe direct oceanfront townhouse (occupies the 2nd and 3rd floor of the building) features oversized furniture great for lounging at the beach. Master bedroom has a king and the guest room features 2 twin beds. This unit sleeps 4 people.

📍 St. Augustine, FL
👥 6🛏️ 2🚿 2.5
$330 / night
excl. host's fees

Homes in St. Augustine

Homes with the host's own booking site first. Prices can change and may not be exact; the asterisk shows what each one includes.

Historic Cottage, Movie Loft & Fountain Yard

Historic Cottage, Movie Loft & Fountain Yard

This 1880s cottage in St. Augustine's Uptown district showcases Alice in Wonderland decor throughout, a private movie loft with electric reclining seats and projector, and a fountain courtyard with gas BBQ. Walk to Castillo de San Marcos (3 blocks), Ripley's (2 blocks), and Lightner Museum (0.5 mile).

📍 St. Augustine, FL
👥 4🛏️ 2🚿 1.5
$189 / night
1907 Francis Villa l Historic Lux l Walk to DNTN

1907 Francis Villa l Historic Lux l Walk to DNTN

1907 Francis Villa is a beautiful historic 4-bedroom vacation rental in St. Augustine, Florida, located in the Model Land Company Historic District, just a short walk from downtown attractions, St. George Street, restaurants, shops, and the waterfront.

📍 St. Augustine, FL
👥 7🛏️ 4🚿 2
$406 / night
Weeden Cottage l Walk to DNTN l Dog Friendly

Weeden Cottage l Walk to DNTN l Dog Friendly

A charming cottage in the historic Lincolnville neighborhood, with modern design! >Just a few minutes walk the St.

📍 St. Augustine, FL
👥 6🛏️ 2🚿 1.5
$238 / night
Downton Abbottry 2/2 - 5 Min Walk To City Gates - Apartment

Downton Abbottry 2/2 - 5 Min Walk To City Gates - Apartment

Enjoy this charming 1910 Sears & Roe Buck catalog home that has been meticulously maintained home just a 5 minute walk to the City Gates and downtown. You have a private back patio space to enjoy coffee in the morning or a glass of wine in the evening.

📍 St. Augustine, FL
👥 4🛏️ 1🚿 1
~$204 / night
estimate
Old City Hideout l Historic l Walk to St George

Old City Hideout l Historic l Walk to St George

An eclectic apartment, full of historic charm!

📍 St. Augustine, FL
👥 6🛏️ 2🚿 1
$157 / night
Apothecary - Upper Unit Downtown 2BR - Apartment

Apothecary - Upper Unit Downtown 2BR - Apartment

This completely renovated upper unit apartment was built in 1910. We worked to maintain that old charm with a modern feel. The entire apartment is full of windows so there is natural light everywhere.

📍 St. Augustine, FL
👥 4🛏️ 2🚿 1
~$197 / night
estimate
Boho Suite l Hot Tub l Walk to the Amp l Dogs OK

Boho Suite l Hot Tub l Walk to the Amp l Dogs OK

Boho Suite is a cozy spot to relax and have fun while visiting the Oldest City!

📍 St. Augustine, FL
👥 2🛏️ 1🚿 1
$120 / night
Sevilla Grand l Walk to DNTN l Outdoor Relaxation

Sevilla Grand l Walk to DNTN l Outdoor Relaxation

A 1900s home restored with beautiful craftsmanship and relaxing surroundings! Sevilla Grand is the perfect place to enjoy the Oldest City indulging in the cities history and architecture.

📍 St. Augustine, FL
👥 6🛏️ 3🚿 3
$345 / night
Haven Tiny House - Pool - Walk to Downtown!

Haven Tiny House - Pool - Walk to Downtown!

>Pool Heat Available for $30 per day - Contact us after booking for details Newly renovated historic cottage in the heart of Lincolnville only a short walk to everything in the Historic District.  2 king bedrooms, both with doors leading to a private soaking pool and lounge area.  Unique shared bathroom split between…

📍 St. Augustine, FL
👥 4🛏️ 2🚿 1.5
$206 / night
Casita Azul l Walk to DT l Mins to Beach

Casita Azul l Walk to DT l Mins to Beach

Tucked amongst the treetops is a charming, private apartment. Perfect for couples and solo travelers!

📍 St. Augustine, FL
👥 2🛏️ 1🚿 1
$115 / night
Sparking Pool, Steps to Beach, Game Room, TVs, BBQ

Sparking Pool, Steps to Beach, Game Room, TVs, BBQ

Save to your wish list, click the <3 in the top corner! >Sparkling blue pool (add-on pool heat Mar 1-Oct 31) >Walk to intracoastal waterway for sunset views >3 min to boat ramp - bring your boats and jet-skis >Game room (ping pong, pool, shufflebrd) >Downtown St.

📍 St. Augustine, FL
👥 8🛏️ 3🚿 2
$266 / night
Waterfront Home & Private Boardwalk to Beach

Waterfront Home & Private Boardwalk to Beach

Private boardwalk to the Atlantic, three full kitchens, and a game room with pool and ping pong tables make this 11-bedroom St. Augustine oceanfront home built for multi-family reunions.

📍 St. Augustine, FL
👥 24🛏️ 11🚿 7.5
$1,100 / night
Back in Time Motel- Charming 50's in St Augustine

Back in Time Motel- Charming 50's in St Augustine

Step into the past at our charming 1950s renovated motel, nestled in the iconic St. Augustine. Unit 8 at the Florida Motel promises a delightful stay straight from the golden era. The mermaid sign and retro aesthetics adds to the nostalgic allure, immersing you in the enchanting vintage ambiance.

📍 St. Augustine, FL
👥 2🛏️ 1🚿 1
$130 / night
excl. host's fees
The Gatsby Mansion/Heated Pool/Heart of Town

The Gatsby Mansion/Heated Pool/Heart of Town

Relax and experience 100 year-old “Classic meets Chic modern” architecture and design! Come enjoy lifetime memories with your family and friends in the heart of downtown Saint Augustine. >Short walking distance to the heart of it all. >Heated Pool!

📍 St. Augustine, FL
👥 12🛏️ 4🚿 3.5
$1,027 / night
Casa Amarillo l Steps to Historic District

Casa Amarillo l Steps to Historic District

An 1890's home full of charm and history! The perfect location to walk to everything the historic district has to offer and less than a 10 minute drive to Vilano Beach.

📍 St. Augustine, FL
👥 5🛏️ 1🚿 1.5
$198 / night
Modern 4/3 Retreat | Pool & Intracoastal Views

Modern 4/3 Retreat | Pool & Intracoastal Views

Escape to Dolphin Tail, a modern 4-bedroom, 3-bathroom new construction home on Salt Run in St. Augustine. This newly built retreat features stunning Intracoastal views, a private pool, and a spacious backyard entertaining area.

📍 St. Augustine, FL
👥 9🛏️ 4🚿 3
~$375 / night
estimate
Your Summer Haven, Pool, Games, Near Beach!

Your Summer Haven, Pool, Games, Near Beach!

Save this home, click the <3 in the upper corner! >Sparkling pool w waterfall in private courtyard >Wrap around patio perfect for sunset views >Minutes to Publix, restaurants >Duo K-cup and drip coffee maker >5 days of supplies (TP, trash bags, pods, etc).

📍 St. Augustine, FL
👥 12🛏️ 5🚿 3.5
$412 / night
Historic Downtown, Gazebo, Steps to Ice Plant

Historic Downtown, Gazebo, Steps to Ice Plant

Save my home, click the <3 in the upper corner! >Historic home, Henry Flagler memorabilia >Beautiful neighborhood in downtown St. Augustine >Lovely outdoor space with Event Gazebo! >Event Friendly - please inquire!

📍 St. Augustine, FL
👥 8🛏️ 4🚿 4
$357 / night
Periwinkle Perch Historic Cottage Near Downtown

Periwinkle Perch Historic Cottage Near Downtown

Experience Old Florida charm with a stay at this beautifully renovated historic home, built in 1900 and nestled in the heart of St. Augustine’s Lincolnville neighborhood.

📍 St. Augustine, FL
👥 4🛏️ 2🚿 1
$253 / night
Sunset Suite l Pool l Waterfront Deck

Sunset Suite l Pool l Waterfront Deck

Sunset Suite is awaiting your arrival! This charming second floor guest suite is perfect for your last minute getaway to the Oldest City! >OUTDOOR OASIS- Beautiful waterfront deck complete with pool, firepit with seating, swing bed, wood burning oven and more! Completely PRIVATE for your stay!

📍 St. Augustine, FL
👥 2🛏️ 1🚿 1.5
$225 / night
Urban Oasis - Walk to Downtown | 5 min to Beach

Urban Oasis - Walk to Downtown | 5 min to Beach

Urban Oasis is a beautifully restored early 1900's private home with a tasteful blend of historic and modern touches. Two queen bedrooms, two full bathrooms, huge back patio / lounge area and 2 coveted off-street parking spots.

📍 St. Augustine, FL
👥 8🛏️ 3🚿 2.5
$286 / night
Little Sister Carriage House l Walk to DNTN

Little Sister Carriage House l Walk to DNTN

Experience the perfect blend of history and modern comfort at The Little Sister Carriage House, a charming apartment nestled in the heart of St. Augustine's vibrant Uptown neighborhood. Perfect for couples and solo travelers!

📍 St. Augustine, FL
👥 2🛏️ 1🚿 1
$155 / night
Heated Pool & Hot Tub ~ Walk Downtown & 2 The Amp!

Heated Pool & Hot Tub ~ Walk Downtown & 2 The Amp!

🏝Private Heated & Cooled Saltwater Pool & Hot Tub~Your Ultimate island location! Walk to State Park, Lighthouse, Amphitheater & Alligator Farm🐊. Just 1.5 miles to historic St. Augustine. Enjoy your screened lanai with pool, spa, outdoor TV, & grill. Spot birds from the porch!

📍 St. Augustine, FL
👥 10🛏️ 4🚿 2
~$458 / night
estimate
Downtown St. Augustine Apt, Smart TV, Pack N Play

Downtown St. Augustine Apt, Smart TV, Pack N Play

Save my home, click the <3 in the upper corner! >Located 75 steps from the bay waterway >Glimmering sunrises over the bay >Next door to St.

📍 St. Augustine, FL
👥 2🛏️ 1🚿 1
$148 / night

All 307 homes in St. Augustine

Questions about renting in St. Augustine

How many vacation rentals are there in St. Augustine?

CielStay lists 307 homes in St. Augustine, counted from the homes live today. By type: 172 houses and 86 condos.

Can I book a vacation rental in St. Augustine directly with the host?

Yes. 306 of the 307 homes here can be booked on the host's or manager's own website. Each listing links to it, along with any other place the home is listed.

How do I book a St. Augustine vacation rental directly with the owner?

Open a home and choose Book direct: it takes you to the host's or manager's own booking site, where you see their price and terms. You can also message the host first. CielStay doesn't take the booking or the payment. Booking direct often costs less, because no platform fee or commission is added; compare the final totals before you pay.

Where can I rent a house in St. Augustine for 6 people?

203 homes here sleep 6 or more; 144 are houses, the rest condos or resort suites. Add your dates and group size in the search to see which are free.

Are there vacation rentals in St. Augustine with a pool?

92 homes list a pool, and 43 homes a hot tub. Some pools are shared, in a resort or community, so check the listing if you want a private one.

Are there pet-friendly rentals in St. Augustine?

97 homes list pets as allowed. Pet fees and limits vary by host, so check the house rules on the listing.

Are there rentals in St. Augustine for large groups?

67 homes sleep 10 or more, and 31 homes have five or more bedrooms.

How are prices shown?

Each home shows one price with a note on what it includes; the asterisk explains how we work it out. Prices can change and may not be exact. If a host hasn't shared a fee with us, we can't include it. The host's site or booking channel has the final total; taxes are extra.