Vacation Rentals with Pool in San Juan, FL: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Florida
  5.  Fort Walton Beach - Destin
  6.  San Juan

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3930 Best Vacation Rentals with Pool in San Juan (Starting from $409)

Special Purpose by Oversee 30A
Special Purpose by Oversee 30A
House
Santa Rosa Beach, FL, USA
0.0k from San Juan center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms5 Guests
New to Booking
$572
Average price / night
Check Availability
Seagrove’s 30A Window to Heaven: Pool and Beach
Seagrove’s 30A Window to Heaven: Pool and Beach
House
Santa Rosa Beach, FL, 32459, United States
0.0k from San Juan center

AC, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

3 Bedrooms6 Guests
New to Booking
$893
Average price / night
Check Availability
NEW Listing! 4 BR/3.5 BA, SLEEPS 10, HEATED SALT WATER POOL
NEW Listing! 4 BR/3.5 BA, SLEEPS 10, HEATED SALT WATER POOL
House
Seagrove Beach, FL, USA
0.1k from San Juan center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Places to stay

4 Bedrooms10 Guests
New to Booking
$763
Average price / night
Check Availability
Private 5-bedroom house with private screened in pool and beach access
Private 5-bedroom house with private screened in pool and beach access
House
Santa Rosa Beach, FL, 32459, United States
0.0k from San Juan center

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

5 Bedrooms14 Guests
10.0

Exceptional

12 reviews

$1286
Average price / night
Check Availability
Casa Playa by Oversee 30A
Casa Playa by Oversee 30A
House
Santa Rosa Beach, FL, USA
0.1k from San Juan center

Sports/Activities, Security/Safety, Internet, Parking, Pool, Laundry, Air Conditioner

1 Bedroom6 Guests
New to Booking
$409
Average price / night
Check Availability
Luxury Pool, Hot Tub, Game Room, Golf Cart + Putting Green + Walk to Beach
Luxury Pool, Hot Tub, Game Room, Golf Cart + Putting Green + Walk to Beach
House
Santa Rosa Beach, FL, 32459, United States
0.0k from San Juan center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater

7 Bedrooms22 Guests
10.0

Exceptional

8 reviews

$1782
Average price / night
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Coconut Cove by Oversee 30A
Coconut Cove by Oversee 30A
House
Santa Rosa Beach, FL, USA
0.1k from San Juan center

Security/Safety, Internet, Pool, Laundry, Parking, Air Conditioner, Child Friendly

5 Bedrooms12 Guests
New to Booking
$1385
Average price / night
Check Availability
Special Purpose - 2 Bedrooms, 2 Bathrooms, Private Pool with 2 beach cruisers
Special Purpose - 2 Bedrooms, 2 Bathrooms, Private Pool with 2 beach cruisers
House
Santa Rosa Beach, FL, 32459, United States
0.0k from San Juan center

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

2 Bedrooms5 Guests
9.6

Exceptional

15 reviews

$724
Average price / night
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Slim Shady by Oversee 30A
Slim Shady by Oversee 30A
House
Santa Rosa Beach, FL, USA
0.1k from San Juan center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom14 Guests
New to Booking
$1252
Average price / night
Check Availability
Seagrove- 4 BR, Private Heated Salt Water Pool, Beach Access, Golf Cart and Bikes
Seagrove- 4 BR, Private Heated Salt Water Pool, Beach Access, Golf Cart and Bikes
House
Santa Rosa Beach, FL, 32459, United States
0.1k from San Juan center

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

4 Bedrooms10 Guests
10.0

Exceptional

26 reviews

$1215
Average price / night
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Winters End by Oversee 30A
Winters End by Oversee 30A
House
Santa Rosa Beach, FL, USA
0.1k from San Juan center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

4 Bedrooms12 Guests
New to Booking
$932
Average price / night
Check Availability
Luxury Seagrove Gem – Pool, Golf Cart, Walk to Beach
Luxury Seagrove Gem – Pool, Golf Cart, Walk to Beach
House
Santa Rosa Beach, FL, 32459, United States
0.1k from San Juan center

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

5 Bedrooms14 Guests
New to Booking
$995
Average price / night
Check Availability
Seagrove - Texas Tide
Seagrove - Texas Tide
House
Santa Rosa Beach, FL, USA
0.1k from San Juan center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms11 Guests
New to Booking
$579
Average price / night
Check Availability
30A - Walk to Beach - Pool - Golf Cart - Bikes
30A - Walk to Beach - Pool - Golf Cart - Bikes
House
Santa Rosa Beach, FL, 32459, United States
0.1k from San Juan center

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

3 Bedrooms12 Guests
10.0

Exceptional

5 reviews

$1610
Average price / night
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Seagrove Beach - Hammock
Seagrove Beach - Hammock
House
Santa Rosa Beach, FL, USA
0.1k from San Juan center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

4 Bedrooms14 Guests
New to Booking
$512
Average price / night
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2 Bikes~ Newly renovated Pool~Bike to Seaside
2 Bikes~ Newly renovated Pool~Bike to Seaside
House
Santa Rosa Beach, FL, 32459, United States
0.1k from San Juan center

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

3 Bedrooms8 Guests
9.4

Superb

3 reviews

$556
Average price / night
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Seas the Day 30A
Seas the Day 30A
House
Seagrove Beach, FL, USA
0.1k from San Juan center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

6 Bedrooms14 Guests
New to Booking
$861
Average price / night
Check Availability
Sand Wand | 5 Beds | 5.5 Bath | Private Pool | Walk to Beach | Seagrove Beach 30A
Sand Wand | 5 Beds | 5.5 Bath | Private Pool | Walk to Beach | Seagrove Beach 30A
House
Santa Rosa Beach, FL, 32459, United States
0.1k from San Juan center

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

5 Bedrooms12 Guests
New to Booking
$707
Average price / night
Check Availability
30A Shady Palms by AvantStay Boat-Friendly w Heated Pool
30A Shady Palms by AvantStay Boat-Friendly w Heated Pool
House
Santa Rosa Beach, FL, USA
0.1k from San Juan center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

6 Bedrooms16 Guests
New to Booking
$845
Average price / night
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Stunning New Main & Carriage House with Private Pool- 59 Barcelona Avenue
Stunning New Main & Carriage House with Private Pool- 59 Barcelona Avenue
House
Santa Rosa Beach, FL, 32459, United States
0.1k from San Juan center

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

6 Bedrooms14 Guests
New to Booking
$1111
Average price / night
Check Availability
🌴 3 Minute Walk to Beach | Private Heated Pool | Golf Cart | Amazing Location
🌴 3 Minute Walk to Beach | Private Heated Pool | Golf Cart | Amazing Location
House
Santa Rosa Beach, FL, 32459, United States
0.1k from San Juan center

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

4 Bedrooms10 Guests
New to Booking
$886
Average price / night
Check Availability
Modern Pet-Friendly Retreat for Families w/2 Bunk Rooms | Brand New Pool!
Modern Pet-Friendly Retreat for Families w/2 Bunk Rooms | Brand New Pool!
House
Seagrove Beach, FL, 32459, United States
0.1k from San Juan center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking

5 Bedrooms12 Guests
New to Booking
$959
Average price / night
Check Availability
Coastal haven near the beach off scenic 30A with two pools & porch- dog-friendly
Coastal haven near the beach off scenic 30A with two pools & porch- dog-friendly
House
Santa Rosa Beach, FL, 32459, United States
0.1k from San Juan center

AC, Balcony, Barbecue, Dryer, Internet, Kitchen, Microwave, No Smoking, Pool

3 Bedrooms6 Guests
9.0

Fabulous

47 reviews

$453
Average price / night
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Colorful house near the beach with shared swimming pool
Colorful house near the beach with shared swimming pool
House
Santa Rosa Beach, FL, 32459, United States
0.1k from San Juan center

AC, Balcony, Barbecue, Dryer, Internet, Kitchen, Microwave, No Smoking, Pool

3 Bedrooms8 Guests
10.0

Exceptional

17 reviews

$476
Average price / night
Check Availability
Private Heated Pool ,4 Bikes, Steps to the Beach!
Private Heated Pool ,4 Bikes, Steps to the Beach!
House
Santa Rosa Beach, FL, 32459, United States
0.1k from San Juan center

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

4 Bedrooms14 Guests
9.6

Exceptional

52 reviews

$451
Average price / night
Check Availability
Private Heated Pool - Golf Cart - Deeded Beach Access
Private Heated Pool - Golf Cart - Deeded Beach Access
House
Santa Rosa Beach, FL, 32459, United States
0.1k from San Juan center

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

4 Bedrooms12 Guests
9.8

Exceptional

36 reviews

$1348
Average price / night
Check Availability
Location, comfort, and 5 beach accesses to more than one mile of deeded beach!
Location, comfort, and 5 beach accesses to more than one mile of deeded beach!
House
Seagrove Beach, FL, 32459, United States
0.1k from San Juan center

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

4 Bedrooms10 Guests
10.0

Exceptional

80 reviews

$831
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 Pool in San Juan.

Stay Near San Juan's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

San Juan Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 3930 verified vacation rentals with a pool in San Juan. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in San Juan vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $409 per night, with private pool homes and peak travel periods often costing more.

Many rentals in San Juan offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in San Juan welcome pets. Currently, 26 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in San Juan often include additional outdoor features such as Pool, Laundry, and Fireplace/Heating. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in San Juan offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.