St. Augustine Pool Rentals

Heated pools: Some of our private-pool homes can be heated for an additional fee. We can’t guarantee heating on community pools.

Looking for St. Augustine vacation rentals with pools gives you the best of both parts of a coastal trip: easy beach access when the ocean looks inviting, and a pool waiting when you want calmer water, a quick swim, or a relaxed afternoon close to your rental. At First Choice Florida, our pool-friendly vacation rentals include beach condos, oceanfront communities, and resort-style buildings across St. Augustine Beach, Crescent Beach, Vilano Beach, and nearby coastal areas.

A pool can make a big difference for families, winter guests, spring break travelers, and anyone who wants more than one way to enjoy the Florida sunshine. Some guests plan every day around the beach. Others like to split their time between the sand, sightseeing, and poolside downtime. The right rental lets you do both without overcomplicating the trip.

Featured Private-Pool Homes

Newest Private-Pool Rentals

Choose by Location

All Pool Rentals

Oceanfront exterior of a blue two-story house with coral double doors, balcony seating, and sandy beach access.

A Peace of Paradise

Butler Beach
5 BR 5.5 BA Sleeps 13
From $400/night
Swimming Pool

Anastasia Condos #104

St. Augustine Beach
2 BR 2 BA Sleeps 4
From $110/night
Aerial view of the seven-story oceanfront condo complex with central pool, palm trees, and adjacent beach access.

Anastasia Condos #214

St. Augustine Beach
2 BR 2 BA Sleeps 6
From $125/night
Aerial view of the oceanfront condo complex with parking lots, palm trees, and sandy beach beyond the buildings.

Anastasia Condos #407

St. Augustine Beach
3 BR 2 BA Sleeps 8
From $175/night
Anastasia Condos 702 Living Room with Great Ocean Views

Anastasia Condos #702

St. Augustine Beach
2 BR 2 BA Sleeps 7
From $150/night
Atlantic Bliss - Large Pool

Atlantic Bliss

Butler Beach
5 BR 3.5 BA Sleeps 16
From $350/night
Beach Haven Pool Home

Beach Haven

Butler Beach
3 BR 2.5 BA Sleeps 10
From $200/night
Balcony over Pool and Ocean

Beacher’s Lodge 202

Crescent Beach
1 BR 1 BA Sleeps 4
From $125/night
Beachers 232 - Oceanfront Balcony

Beacher’s Lodge 232

Crescent Beach
1 BR 1 BA Sleeps 4
From $125/night
Bright, open living and dining area with modern kitchen!

Beachfront Bliss – #126

Crescent Beach
1 BR 1 BA Sleeps 4
From $125/night
Spacious living room with panoramic windows, cozy fireplace and 65 inch Smart TV

Captains Quarters 112

St. Augustine Beach
3 BR 2 BA Sleeps 8
From $235/night
Spacious family room with reclining leather sectional seating and foosball table!

Carpe Diem

Vilano Beach
4 BR 4.5 BA Sleeps 14
From $277/night
Coastal Bliss photo 1002032

Coastal Bliss

Vilano Beach
4 BR 3.5 BA Sleeps 12
From $265/night
Coco's Beach Cottage

CoCo’s Beach Cottage

Vilano Beach
3 BR 2.5 BA Sleeps 8
From $207/night
Colony Reef 3101 Kitchen Overview

Colony Reef 3101

Crescent Beach
3 BR 2 BA Sleeps 6
From $150/night
Creston House 11E photo 2304819

Creston House 11E

Crescent Beach
3 BR 2 BA Sleeps 6
From $135/night
Spacious front porch with cozy seating for relaxing mornings

Endless Summer

St. Augustine Beach
4 BR 4.5 BA Sleeps 8
From $275/night
Fanta Sea Pool

Fanta Sea

Butler Beach
3 BR 2.5 BA Sleeps 8
From $200/night
Hibiscus I201

Hibiscus I-201

Butler Beach
2 BR 2 BA Sleeps 6
From $115/night
Island South Condominium 18

Island South Condominium #18

St. Augustine Beach
2 BR 2 BA Sleeps 4
From $140/night
Private backyard pool with cozy seating for relaxation!

Margaritaville

Butler Beach
4 BR 3 BA Sleeps 12
From $200/night
Ocean and Racquet 8304 photo 793632

Ocean and Racquet 8304

St. Augustine Beach
2 BR 2 BA Sleeps 6
From $135/night
Gourmet Kitchen

Ocean Village Club M-15

St. Augustine Beach
1 BR 1 BA Sleeps 4
From $100/night
Living room with gray sofa, floral armchairs, wood coffee table, mirrored wall, and oceanfront balcony view.

Pier Point South #9

St. Augustine Beach
2 BR 2.5 BA Sleeps 6
From $175/night
Teal-tiled pool with curved steps, adjacent to a pergola featuring a cushioned daybed and orange planters.

Purple Pelican

Butler Beach
4 BR 3.5 BA Sleeps 10
From $200/night
Small tiled patio features white wicker chair and table set beneath a "Pelican Perch" sign.

Quail Hollow – B5-1TH

St. Augustine Beach
3 BR 2.5 BA Sleeps 8
From $125/night
Aerial view of beachfront condos with staircases leading down to the sandy shore and nearby communal pool area.

Sea Matanzas #4

Summer Haven
2 BR 2 BA Sleeps 4
From $200/night
Aerial view of beachfront condos with wooden staircases leading to sandy shore and a communal pool surrounded by palm trees.

Sea Matanzas #5

Summer Haven
2 BR 2 BA Sleeps 6
From $200/night
Sea Matanzas 6 Aerial

Sea Matanzas #6

Summer Haven
2 BR 2 BA Sleeps 4
From $225/night
Covered deck with striped cushioned seating and dining area overlooking the sandy beach and ocean waves.

Sea Matanzas #9

Summer Haven
2 BR 2 BA Sleeps 9
From $225/night
Aerial view of the condo complex with a kidney-shaped pool, green lawn, palm trees, and direct beach access.

Sea Place #14245

Butler Beach
2 BR 2.5 BA Sleeps 6
From $125/night
Three-story condo building with light stucco walls, red tile roof accents, and palm trees by a sandy beach.

Sea Ray Shores #302

St. Augustine Beach
3 BR 2 BA Sleeps 6
From $240/night
Bright living room with cozy seating and garden views

Sea Winds #6

St. Augustine Beach
2 BR 2.5 BA Sleeps 6
From $135/night
Living room with gray leather sectional, white wood coffee table, patterned armchair, and tiled fireplace wall.

Sea Winds #74

St. Augustine Beach
2 BR 2 BA Sleeps 6
From $135/night
Living room features a dark leather sectional, glass coffee table, and a wall-mounted TV above a white tiled fireplace.

Sea Winds #75

St. Augustine Beach
2 BR 2 BA Sleeps 6
From $135/night
Natural light filters through white blinds onto black leather seating and honey-toned wood furniture in the living room.

Seaside at Anastasia C301

St. Augustine Beach
3 BR 2 BA Sleeps 6
From $135/night
Living room with gray wingback chairs, leather sofa, glass-top coffee table on patterned rug, and dining area beyond.

Seaside at Anastasia G306

St. Augustine Beach
3 BR 2 BA Sleeps 8
From $140/night
Covered balcony dining area with dark wood table, cushioned chairs, ceiling fan, and ocean views beyond railing.

Seawatch 2B

Vilano Beach
2 BR 2 BA Sleeps 6
From $200/night
Screened pool area features a kidney-shaped pool, tiled deck, Adirondack chairs, and a hot tub in the back corner.

Serenity by the Sea

St. Augustine Beach
2 BR 2.5 BA Sleeps 8
From $225/night
Balcony with high-top table and chairs overlooks pool area, palm trees, and ocean horizon beyond.

Spanish Trace #241

Crescent Beach
2 BR 2 BA Sleeps 4
From $135/night
Glass-top dining table surrounded by beige chairs sits beside a window revealing ocean views.

Spanish Trace #350

Crescent Beach
2 BR 2 BA Sleeps 4
From $200/night
Bright living room with ocean views and cozy seating!

Summerhouse 307

Summer Haven
2 BR 2 BA Sleeps 6
From $175/night
Weathered wooden stairs lead down to a wide sandy beach with gentle waves under a partly cloudy sky.

Tarpon Run – 35

Crescent Beach
3 BR 2.5 BA Sleeps 6
From $110/night
Curved swimming pool with light blue tile border, surrounded by tan deck and black lounge chairs.

Villas of Ocean Gate #341

St. Augustine Beach
4 BR 3 BA Sleeps 10
From $185/night

Why a pool matters for a St. Augustine vacation

The Atlantic is a major reason people come to St. Augustine, but the ocean does not feel the same in every season. During winter and early spring, the water can be cool, especially for guests visiting from warmer climates or families with younger children. That is where a pool becomes more than a bonus. It gives everyone another way to enjoy the day without depending entirely on surf conditions, tides, wind, or water temperature.

Pool access is also helpful after a morning at the beach, a walk through historic downtown, or a day exploring Anastasia Island. Kids can burn off energy, adults can relax nearby, and everyone gets an easy transition from activity to downtime. Some buildings also have hot tubs, which are especially appreciated during cooler months and after long travel days.

When you are comparing St. Augustine rentals, pool access is one of the easiest amenities to underestimate until you get here.

Heated pools vs. seasonal pools at St. Augustine condos

Not every pool in St. Augustine functions the same way year-round. Some condo communities have heated pools, while others have seasonal or unheated pools that are most comfortable during warmer months.

First Choice Florida guests looking for heated pool vacation rentals in St. Augustine should pay close attention to buildings such as Colony Reef Club, Beacher’s Lodge, Sea Haven, Four Winds, and Villages of Vilano. These are the kinds of communities guests often compare when pool comfort matters during cooler weather.

Heated pools matter most from November through March, when ocean temperatures and unheated pool water can feel chilly. In late spring, summer, and early fall, many unheated pools are comfortable because the Florida sun does most of the work. If pool time is a major part of your trip, especially in winter, it is worth choosing the building carefully.

Buildings with pool + hot tub + extras

Some St. Augustine condo communities offer a simple pool setup. Others give guests a deeper amenity package with hot tubs, indoor options, fitness areas, or multiple ways to spend time outside.

Colony Reef Club is one of the stronger pool-and-amenity choices because it includes an oceanfront pool, heated indoor lap pool, hot tub, and kiddie pool. That range gives guests several options in one community, which is helpful for families, winter stays, and groups with different comfort levels around swimming.

Villages of Vilano offers a resort-style pool deck, gym, and marina setting, giving it a different feel from the beach-only condo buildings farther south. It can be a good fit for guests who like the Vilano location and want more than just a standard pool.

Sea Place is another useful option for guests comparing St. Augustine condo rentals with pool access, with multiple pools and racquetball among its amenities. Spanish Trace, Anastasia Condominium, and other beach-area buildings also offer pool-friendly stays, depending on the exact property, building rules, and current availability.

The best choice depends on your group. Some guests want the most pool variety. Others want the shortest walk to the beach, a hot tub, a quieter building, or the most convenient location for driving into downtown St. Augustine.

Best times of year for pool stays

Pool priorities change with the season in St. Augustine. From November through March, heated pools matter most. The beach is still beautiful, and many days are comfortable for walking, shelling, or sitting in the sun, but swimming conditions can vary. A heated pool gives guests a more dependable water option during cooler months.

April and October are classic shoulder-season months. Weather can be very pleasant, crowds are often lighter than peak summer, and guests may be able to enjoy both beach and pool time depending on the day.

June through August is different. At that point, even many unheated pools are generally warm, and pool access becomes more about convenience, shade breaks, and keeping kids happy between beach sessions.

Spring break is another peak demand period for pool-friendly rentals. If your family cares about pool access during that window, it is smart to compare options early.

Pool rules and safety

Pool rules vary by building, so guests should always check the posted rules at the property. Hours are building-specific and may change by season, maintenance needs, or association policy. Most communities also have standard no-glass policies around the pool deck, which helps keep the area safe for everyone.

Children must be supervised, even in shallow areas or kiddie pools. Most condo and vacation rental communities do not have lifeguards, so pool use is generally swim-at-your-own-risk. Guests should also be mindful of shared-space etiquette: keep noise reasonable, avoid saving chairs for long periods when you are not using them, and return or manage towels according to the property instructions.

These rules are not meant to complicate the trip. They help keep pool areas clean, safe, and enjoyable for every guest staying in the building.

Frequently Asked Questions

Which St. Augustine vacation rentals have heated pools?

Heated pool options include rentals in communities such as Colony Reef Club, Beacher’s Lodge, Sea Haven, Four Winds, and Villages of Vilano. Availability changes by property and date, so it is best to compare individual listings before booking.

Are the pools open year-round?

Many pools are open year-round, but hours, heating, maintenance schedules, and access rules are building-specific. Always check the listing details and guest information for the property you are considering.

Do any condos have private pools?

Most St. Augustine condo rentals with pool access use shared community pools rather than private pools. Some private homes may offer private pool options, but those should be confirmed on the individual property listing.

What’s the warmest pool option in winter?

For winter stays, look first at buildings with heated pools. Colony Reef Club is especially useful to compare because it offers both outdoor pool access and a heated indoor lap pool, along with other amenities. Exact temperatures are not guaranteed and should not be assumed.

Are there pool rules I should know?

Yes. Expect building-specific pool hours, no-glass rules, child supervision requirements, and no lifeguards at most communities. Guests should also respect shared amenities and follow posted signs.

Is the beach close enough to do both pool and beach in one day?

In many First Choice Florida beach condo communities, yes. A typical St. Augustine beach day often includes both: time on the sand, a break back at the condo, and a pool swim later in the afternoon or evening. The exact setup depends on the building and rental location.

Find the right pool-friendly St. Augustine rental

Whether you want a heated pool for a winter stay, a family-friendly condo with extra amenities, or a beach rental where the kids can move easily between sand and pool, First Choice Florida can help you compare the options. Browse our St. Augustine vacation rentals with pools and look closely at each building’s pool, beach access, hot tub, and amenity details before you book.