Vacation Rentals with Private Pool in Grand Cay, FL: Compare 10+ Sites & Save

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  2. Vacation Rentals with Private Pool
  3.  USA

  4.  Florida
  5.  St. Augustine
  6.  Grand Cay

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356 Best Vacation Rentals with Private Pool in Grand Cay (Starting from $118)

Colony Reef 3102
Colony Reef 3102
Apartment
St. Augustine, FL, USA
5.7k from Grand Cay center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Beach, Hot tubs

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$347
Average price / night
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Zen Oasis! Heated Pool, Hot Tub, Beach 12-Min!
Zen Oasis! Heated Pool, Hot Tub, Beach 12-Min!
House
St. Augustine, FL, 32086, United States
0.7k from Grand Cay center

AC, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area

3 Bedrooms8 Guests
9.4

Superb

3 reviews

$340
Average price / night
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Stunning Ocean Views, Huge Patio, Heated Pool and Amenities!
Stunning Ocean Views, Huge Patio, Heated Pool and Amenities!
House
St. Augustine, FL, USA
5.8k from Grand Cay center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach

3 Bedrooms8 Guests
10.0

Exceptional

12 reviews

$474
Average price / night
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Heated Pool House Near the Beach • Pet Friendly Retreat for Up to 15 Guests!
Heated Pool House Near the Beach • Pet Friendly Retreat for Up to 15 Guests!
House
St. Augustine, FL, 32086, United States
0.9k from Grand Cay center

AC, Arcade, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

5 Bedrooms15 Guests
10.0

Exceptional

10 reviews

$456
Average price / night
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Salt & Light St Augustine
Salt & Light St Augustine
Apartment
St. Augustine, FL, USA
5.9k from Grand Cay center

Hot Tub, Private Pool, Pool, Internet, Breakfast, Parking, Private Beach

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$203
Average price / night
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St. Augustine Heated Pool Home • Near Beach • Pet Friendly • Sleeps 11
St. Augustine Heated Pool Home • Near Beach • Pet Friendly • Sleeps 11
House
St. Augustine, FL, 32086, United States
1.0k from Grand Cay center

AC, Arcade, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

3 Bedrooms11 Guests
9.6

Exceptional

40 reviews

$322
Average price / night
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Island Life
Island Life
Apartment
Saint Augustine Beach, FL, USA
5.9k from Grand Cay center

Apartments, Accommodations, Pools, Parking, Serviced apartments, Spa, Lodgings, Vacation rentals, Beach

1 Bedroom6 Guests
9.4

Superb

16 reviews

$316
Average price / night
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Relax by the salt water pool and enjoy the gorgeous Marsh views in great area.
Relax by the salt water pool and enjoy the gorgeous Marsh views in great area.
House
St. Augustine, FL, 32086, United States
2.8k from Grand Cay center

AC, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$453
Average price / night
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Beachside Landing
Beachside Landing
Apartment
St. Augustine, FL, USA
6.0k from Grand Cay center

Apartments, Accommodations, Pools, Pet-friendly, Lodgings, Beach, Hot tubs, Places to stay, Accessible hotels

2 Bedrooms6 Guests
7.0

Good

6 reviews

$201
Average price / night
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HEATED Saltwater POOL, Harry Potter, BBQ, Lake, Fishing, Gazebo, Games & Firepit
HEATED Saltwater POOL, Harry Potter, BBQ, Lake, Fishing, Gazebo, Games & Firepit
House
St. Augustine, FL, 32086, United States
3.5k from Grand Cay center

AC, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub

3 Bedrooms10 Guests
10.0

Exceptional

74 reviews

$440
Average price / night
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Caribe Beautiful Ocean Front
Caribe Beautiful Ocean Front
Apartment
St. Augustine, FL, USA
6.1k from Grand Cay center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Jacuzzis, Places to stay, Family

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$274
Average price / night
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Peaceful Oasis Pool, Gameroom and waterfall
Peaceful Oasis Pool, Gameroom and waterfall
House
St. Augustine, FL, 32086, United States
3.8k from Grand Cay center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
9.0

Fabulous

7 reviews

$387
Average price / night
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Coastal Oasis Refined Living Ocean Views
Coastal Oasis Refined Living Ocean Views
House
St. Augustine, FL, USA
6.2k from Grand Cay center

Oceanfront, Air Conditioner, Parking, View, Ocean View, Security/Safety, Fireplace/Heating

2 Bedrooms6 Guests
9.7

Exceptional

3 reviews

$231
Average price / night
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Aqua Dream - Home for 11
Aqua Dream - Home for 11
House
St. Augustine, FL, 32086, United States
4.7k from Grand Cay center

AC, Crib, Dryer, Internet, Kitchen, Microwave, No Smoking, Outdoor Space, Pool

4 Bedrooms11 Guests
10.0

Exceptional

2 reviews

$434
Average price / night
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The Beach Club at St. Augustine
The Beach Club at St. Augustine
Apartment
Saint Augustine Beach, FL, USA
6.6k from Grand Cay center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Beach, Hot tubs

280 Bedrooms208 Guests
8.8

Fabulous

54 reviews

$408
Average price / night
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Pet-Friendly 3BR Private Home with Pool Near Beach
Pet-Friendly 3BR Private Home with Pool Near Beach
House
St. Augustine, FL, 32080, United States
4.9k from Grand Cay center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
10.0

Exceptional

19 reviews

$550
Average price / night
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Unit 4108 - Ocean & Racquet Resort
Unit 4108 - Ocean & Racquet Resort
Apartment
Grand Cay, St. Augustine, Florida, USA
7.4k from Grand Cay center

Parking, Hot Tub, Private Pool, Internet, Pool, Wheelchair Accessible, Child Friendly

1 Bedroom6 Guests
7.7

Good

3 reviews

$118
Average price / night
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Paradise by the River - Relax in Style Near the Beach! Pool and Heated Spa
Paradise by the River - Relax in Style Near the Beach! Pool and Heated Spa
House
St. Augustine, FL, 32080, United States
5.0k from Grand Cay center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
10.0

Exceptional

33 reviews

$435
Average price / night
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Heated Pool Oasis | Private Acre | Pickleball
Heated Pool Oasis | Private Acre | Pickleball
House
Saint Augustine, FL, 32086, United States
5.0k from Grand Cay center

AC, Arcade, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

4 Bedrooms10 Guests
10.0

Exceptional

11 reviews

$901
Average price / night
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Palma Beach House
Palma Beach House
House
St. Augustine, FL, 32080, United States
5.1k from Grand Cay center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

4 Bedrooms10 Guests
10.0

Exceptional

14 reviews

$897
Average price / night
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Tiki Time - Pool & Heated Spa, Wonderful Backyard Space, Near the Beach!
Tiki Time - Pool & Heated Spa, Wonderful Backyard Space, Near the Beach!
House
St. Augustine, FL, 32080, United States
5.1k from Grand Cay center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms10 Guests
10.0

Exceptional

133 reviews

$509
Average price / night
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Tropical Winds - Heated Pool & Firepit! Walk to the Beach!
Tropical Winds - Heated Pool & Firepit! Walk to the Beach!
House
St. Augustine, FL, 32080, United States
5.1k from Grand Cay center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms10 Guests
10.0

Exceptional

67 reviews

$465
Average price / night
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Tidal Paradise - Heated Pool & Firepit! Walk to the Beach!
Tidal Paradise - Heated Pool & Firepit! Walk to the Beach!
House
St. Augustine, FL, 32080, United States
5.1k from Grand Cay center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms10 Guests
9.8

Exceptional

67 reviews

$453
Average price / night
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Rivers Edge Retreat | Pet-Friendly, Pool w/Bar + Close to Beaches!
Rivers Edge Retreat | Pet-Friendly, Pool w/Bar + Close to Beaches!
House
St. Augustine, FL, 32086, United States
5.2k from Grand Cay center

AC, Barbecue, Dryer, Free Parking, Heater, Kitchen, Living Area, Microwave, No Smoking

3 Bedrooms8 Guests
New to Booking
$426
Average price / night
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Heated Pool, Quick 10 minute Walk to Beach, Covered Deck, 1 mile to Boat Ramp, $300 in Free Tickets!
Heated Pool, Quick 10 minute Walk to Beach, Covered Deck, 1 mile to Boat Ramp, $300 in Free Tickets!
House
St. Augustine, FL, 32080, United States
5.2k from Grand Cay center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms14 Guests
9.2

Superb

70 reviews

$472
Average price / night
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Spacious Beachy Retreat•Heated Pool•Short walk to beach•Pets Welcome•Bikes
Spacious Beachy Retreat•Heated Pool•Short walk to beach•Pets Welcome•Bikes
House
St. Augustine, FL, 32080, United States
5.2k from Grand Cay center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
10.0

Exceptional

15 reviews

$692
Average price / night
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SwimSpa, 4 mins to Beach, Arcade, , & Blackstone
SwimSpa, 4 mins to Beach, Arcade, , & Blackstone
House
St. Augustine, FL, 32080, United States
5.3k from Grand Cay center

AC, Dryer, Free Parking, Heater, Hot Tub, Internet, Laundry, No Smoking, Outdoor Space

4 Bedrooms8 Guests
New to Booking
$403
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Private Pool in Grand Cay.

Stay Near Grand Cay's Top Attractions

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Grand Cay Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 356 verified vacation rentals with a private pool in Grand Cay. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Grand Cay vary depending on the property size, location, and travel season. Rates typically start from around $118 per night, with higher prices for larger homes, prime locations, or peak travel periods.

Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.

Yes, some vacation rentals with private pools in Grand Cay also welcome pets. Currently, 40 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.

Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.

Vacation rentals with private pools in Grand Cay often include additional features such as Pool, Private Pool, and Ocean View. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Grand Cay include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.