Vacation Rentals with Pool in St. Augustine

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Filtering by: Swimming pool

456 vacation rentals

(26) Very Good 

22

This Little Condo at the Beach has it All!

St. Augustine / Saint Augustine Beach

Saint Augustine Beach condo

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“Great stay!!” Very nice Condo, steps away from the beach. It was perfect for us. Owner's are extremely nice! I will definitely book again in the future!
…see more

Price per night from

$93

Responds fast!
avg. 3 hours 42 minutes

Price per night from

$93

34

New Listing ~ Direct Oceanfront Condo ~ Steps to the Beach & Restaurants!

St. Augustine / Vilano Beach

Vilano Beach condo

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$160

Responds fast!
avg. 1 hour 47 minutes

Price per night from

$160

24

Serene St. Augustine Condo - Steps to the Beach!

Florida / St. Augustine

St. Augustine apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$125

Responds fast!
avg. 2 hours 21 minutes

Price per night from

$125

(2) Excellent 

36

Natural Beauty ALL AROUND at St Augustine Beach - clean, quiet close to sand!

St. Augustine / Saint Augustine Beach

Saint Augustine Beach condo

2 7 min stay varies

  • 2 bedrooms
  • sleeps 7
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$140

Price per night from

$140

34

Direct ocean front condo in beautiful Crescent Beach - Ocean House #201

Florida / St. Augustine

St. Augustine apartment

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Swimming pool
  • Child Friendly

Price per night from

$143

Price per night from

$143

(2) Excellent 

48

NEW IN 2018! Elevator & heated pool. Ocean views! NO STREETS TO CROSS to beach.

St. Augustine / Saint Augustine Beach

Saint Augustine Beach house

4 9 min stay varies

  • 4 bedrooms
  • sleeps 9
  • min stay varies
  • Nearest beach 0 mi
  • Swimming pool
  • Child Friendly

Price per night from

$449

Price per night from

$449

(4) Excellent 

35

St. Augustine Beach Condo w/ Patio & Pool Access!

St. Augustine / Saint Augustine Beach

Saint Augustine Beach apartment

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$110

Responds fast!
avg. 1 hour 17 minutes

Price per night from

$110

28

NEW! St. Augustine Resort Condo Steps from Beach!

St. Augustine / Saint Augustine Beach

Saint Augustine Beach condo

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$85

Responds fast!
avg. 1 hour 17 minutes

Price per night from

$85

28

Ocean Village Club K35

Florida / St. Augustine

St. Augustine condo

2 5 3 nights min

  • 2 bedrooms
  • sleeps 5
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Pet Friendly

Price per night from

$115

Responds fast!
avg. 3 hours 34 minutes

Price per night from

$115

(4) Excellent 

23

Relaxing Ocean View Getaway: Sea Winds Beach Condo

St. Augustine / Saint Augustine Beach

Saint Augustine Beach condo

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$130

Responds fast!
avg. 3 hours 51 minutes

Price per night from

$130

29

Atlantic Ocean Front Condo directly on the Beach ~ CHECK OUT THE VIEWS!

St. Augustine / Saint Augustine Beach

Saint Augustine Beach condo

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$225

Responds fast!
avg. 1 hour 47 minutes

Price per night from

$225

20

Oceanfront condo 1 bedroom Remodle Condo Poolside

St. Augustine / Saint Augustine Beach

Saint Augustine Beach condo

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$130

Responds fast!
avg. 1 hour 49 minutes

Price per night from

$130

(1) Excellent 

16

HISTORIC NIGHT OF LIGHTS SUPER RATE SEASIDE AT ANASTASIA, 3 BED, 2 BATH CONDO

St. Augustine / Saint Augustine Beach

Saint Augustine Beach condo

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$110

Price per night from

$110

31

Seaside Sunrise

Florida / St. Augustine

St. Augustine house

4 14 3 nights min

  • 4 bedrooms
  • sleeps 14
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Pet Friendly

Price per night from

$500

Responds fast!
avg. 3 hours 34 minutes

Price per night from

$500

21

Great Beach Resort with lots of Amenities - Recently Updated - GREAT PRICE!!!

St. Augustine / Saint Augustine Beach

Saint Augustine Beach apartment

2 7 min stay varies

  • 2 bedrooms
  • sleeps 7
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$130

Responds fast!
avg. 1 hour 47 minutes

Price per night from

$130

13

Sunshine and Seashells

St. Augustine / Saint Augustine Beach

Saint Augustine Beach condo

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$110

Price per night from

$110

24

Chic St. Augustine Condo w/ Pool & Beach Access!

St. Augustine / Saint Augustine Beach

Saint Augustine Beach apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$95

Responds fast!
avg. 2 hours 21 minutes

Price per night from

$95

23

Windjammer Direct Ocean at Crescent Beach with Matanzas River across Street

St. Augustine / Saint Augustine Beach

Saint Augustine Beach condo

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

Price per night from

$129

Responds fast!
avg. 2 hours 51 minutes

Price per night from

$129

(4) Excellent 

12

Shabby Chic Meets the 60's Beach Condo

Florida / St. Augustine

St. Augustine apartment

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Great value for the Money” Well equiped, loaded with cool furniture and very clean beach condo. we are adding this review at the request of the owner as this is a new site for them.We really enjoyed our stay as the beach was wonderful, bikes fun, Club
…see more

Price per night from

$99

Responds fast!
avg. 40 minutes

Price per night from

$99

(1) Very Good 

26

Ocean House Condo # 322 - Direct Ocean Front

Florida / St. Augustine

St. Augustine apartment

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Swimming pool
  • Child Friendly

Price per night from

$143

Price per night from

$143

(4) Excellent 

49

CLOSEST TO BEACH!! Oceanfront, Ground Floor, King Bed, Kids Backyard, 2 Pools

St. Augustine / Saint Augustine Beach

Saint Augustine Beach condo

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$135

Price per night from

$135

38

Newly Updated Penthouse~Great Ocean Views~Beach Access~Professionally Decorated

Florida / St. Augustine

St. Augustine apartment

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$240

Responds fast!
avg. 1 hour 47 minutes

Price per night from

$240

(4) Excellent 

24

Affordable and Ocean View! Ground Floor 1 bedroom Condo overlooking the Pool

St. Augustine / Saint Augustine Beach

Saint Augustine Beach apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$65

Responds fast!
avg. 1 hour 2 minutes

Price per night from

$65

(2) Excellent 

12

At Lola’s Loft: What happens at the beach stays at the beach.

St. Augustine / Saint Augustine Beach

Saint Augustine Beach condo

2 5 5 nights min

  • 2 bedrooms
  • sleeps 5
  • 5 nights min
  • Nearest beach 0.05 mi
  • Swimming pool
  • Child Friendly

Price per night from

$126

Responds fast!
avg. 16 minutes

Price per night from

$126

43

Ocean House Condo # 301

Florida / St. Augustine

St. Augustine apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly

Price per night from

$80

Price per night from

$80

(1) Excellent 

17

** Ocean View, 3rd Fl, Elevator Bldg R , Ocean Village Club - Ocean View **

St. Augustine / Saint Augustine Beach

Saint Augustine Beach condo

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child Friendly

Price per night from

$160

Responds fast!
avg. 2 hours 8 minutes

Price per night from

$160

60

Island Breeze

Florida / St. Augustine

St. Augustine house

2 8 3 nights min

  • 2 bedrooms
  • sleeps 8
  • 3 nights min
  • Swimming pool
  • Ask about children

Price per night from

$200

Responds fast!
avg. 3 hours 34 minutes

Price per night from

$200

12

Ocean Front Condo with 3 bedrooms 2 bathrooms at Colony Reef Club 2401

Florida / St. Augustine

St. Augustine apartment

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$137

Price per night from

$137

(3) Average 

19

St. Augustine Ocean Front Condo-Steps to the Beach

Florida / St. Augustine

St. Augustine apartment

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$190

Responds fast!
avg. 3 hours 52 minutes

Price per night from

$190

24

Pelican Way

Florida / St. Augustine

St. Augustine house

4 12 3 nights min

  • 4 bedrooms
  • sleeps 12
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Pet Friendly

Price per night from

$200

Responds fast!
avg. 3 hours 34 minutes

Price per night from

$200

48

NEW IN 2018! Ocean View Home w/ Heated Pool, Elevator, Rooftop Deck, Sleeps 10

St. Augustine / Saint Augustine Beach

Saint Augustine Beach house

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$479

Price per night from

$479

31

Beautiful Coastal Condo in Crescent Beach close pool & ocean - Ocean House 116

Florida / St. Augustine

St. Augustine apartment

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child Friendly

Price per night from

$129

Price per night from

$129

24

St Augustine Condo w/ Resort Pool - Walk to Beach!

Florida / St. Augustine

St. Augustine apartment

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$135

Responds fast!
avg. 2 hours 21 minutes

Price per night from

$135

13

Ocean View With 3 Bedrooms 2 Bathrooms 2206

Florida / St. Augustine

St. Augustine apartment

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$197

Price per night from

$197

(6) Very Good 

Certificate of Excellence

21

A Simple Anastasia Island Getaway

St. Augustine / Saint Augustine Beach

Saint Augustine Beach condo

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Certificate of Excellence

Price per night from

$132

Price per night from

$132

15

Seaside Serenity

St. Augustine / Saint Augustine Beach

Saint Augustine Beach condo

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

Price per night from

$130

Price per night from

$130

15

Best B&B on the Beach!

St. Augustine / Saint Augustine Beach

Saint Augustine Beach condo

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Swimming pool
  • Air conditioning
  • Private garden

Price per night from

$150

Price per night from

$150

(8) Excellent 

Certificate of Excellence

51

Peaceful and Cozy Lakefront Home

Florida / St. Augustine

St. Augustine house

2 7 1 night min

  • 2 bedrooms
  • sleeps 7
  • 1 night min
  • Nearest beach 7 mi
  • Swimming pool
  • Child Friendly
“Comfortable, relaxing home on creek and very dog friendly” St Augustine home on lake that has active bird life. Easy access to downtown, nearby beaches, stores and malls. Susan couldn't have been a more welcoming owner. Home is comfortable with a sm
…see more

Certificate of Excellence

Price per night from

$159

Responds fast!
avg. 1 hour 14 minutes

Price per night from

$159