Vacation Rentals with Private Pool in Congress Square, FL: Compare 10+ Sites & Save

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  2. Vacation Rentals with Private Pool
  3.  USA

  4.  Florida
  5.  Palm Beach - West Palm Beach
  6.  Congress Square

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285 Best Vacation Rentals with Private Pool in Congress Square (Starting from $322)

Luxurious 3-Bedroom House w Priv Pool Game Room
Luxurious 3-Bedroom House w Priv Pool Game Room
House
Delray Beach, FL, USA
2.2k from Congress Square center

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

1 Bedroom10 Guests
New to Booking
$322
Average price / night
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Newer Home - Heated Salt Pool - Fenced Yard - Parking - Full Kitchen - Laundry
Newer Home - Heated Salt Pool - Fenced Yard - Parking - Full Kitchen - Laundry
House
Delray Beach, FL, 33444, United States
0.8k from Congress Square center

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

3 Bedrooms6 Guests
10.0

Exceptional

8 reviews

$498
Average price / night
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Pool Paradise in East Delray Beach 5 minutes from Downtown and beaches
Pool Paradise in East Delray Beach 5 minutes from Downtown and beaches
House
Delray Beach, FL, 33444, United States
1.0k from Congress Square center

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

3 Bedrooms6 Guests
10.0

Exceptional

11 reviews

$375
Average price / night
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NEW! NearBeach&TheAve/Htd Pool,Grill & KeyWestVibe
NEW! NearBeach&TheAve/Htd Pool,Grill & KeyWestVibe
House
Delray Beach, FL, 33445, United States
1.0k from Congress Square center

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

3 Bedrooms8 Guests
New to Booking
$416
Average price / night
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🏝️⭐️HEATED SALT WATER POOL HOME~🌊Delray Beach-PET FRIENDLY
🏝️⭐️HEATED SALT WATER POOL HOME~🌊Delray Beach-PET FRIENDLY
House
Delray Beach, FL, 33444, United States
1.0k from Congress Square center

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

4 Bedrooms10 Guests
9.0

Fabulous

14 reviews

$479
Average price / night
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Santorini Blue Beach House - Brand new heated pool with backyard oasis!
Santorini Blue Beach House - Brand new heated pool with backyard oasis!
House
Delray Beach, FL, 33444, United States
1.1k from Congress Square center

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

2 Bedrooms5 Guests
9.6

Exceptional

4 reviews

$472
Average price / night
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Second Floor Private Pool with BBQ and summer kitchen. One block from the Avenue
Second Floor Private Pool with BBQ and summer kitchen. One block from the Avenue
House
Delray Beach, FL, 33444, United States
1.6k from Congress Square center

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

3 Bedrooms6 Guests
9.8

Exceptional

10 reviews

$379
Average price / night
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Modern Delray Home, Heated Saltwater Private Pool, 4 beds, 3 bedrooms
Modern Delray Home, Heated Saltwater Private Pool, 4 beds, 3 bedrooms
House
Delray Beach, FL, 33444, United States
1.7k from Congress Square center

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

3 Bedrooms6 Guests
10.0

Exceptional

20 reviews

$445
Average price / night
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Delray Bungalow/ 3BR 2BA East Delray Pool Home
Delray Bungalow/ 3BR 2BA East Delray Pool Home
Apartment
Delray Beach, FL, 33444, United States
1.7k from Congress Square center

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

3 Bedrooms7 Guests
10.0

Exceptional

1 reviews

$501
Average price / night
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Delray Beach Home w/ Pool ~ 4 Mi to Beach!
Delray Beach Home w/ Pool ~ 4 Mi to Beach!
House
Delray Beach, FL, 33445, United States
1.8k from Congress Square center

AC, Crib, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Outdoor Space

3 Bedrooms6 Guests
9.6

Exceptional

30 reviews

$368
Average price / night
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Luxury Home, Heated Salt Pool,  Basketball Hoop, Fire Pit
Luxury Home, Heated Salt Pool, Basketball Hoop, Fire Pit
House
Delray Beach, FL, 33444, United States
1.8k from Congress Square center

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

4 Bedrooms10 Guests
10.0

Exceptional

4 reviews

$834
Average price / night
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Casa Calma\n2 min to Famous Atlantic Ave, Backyard Oasis!
Casa Calma\n2 min to Famous Atlantic Ave, Backyard Oasis!
House
Delray Beach, FL, 33444, United States
1.9k from Congress Square center

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

4 Bedrooms7 Guests
10.0

Exceptional

2 reviews

$565
Average price / night
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Family Fun Oasis • 4BR w/ Private Pool
Family Fun Oasis • 4BR w/ Private Pool
House
Delray Beach, FL, 33444, United States
1.9k from Congress Square center

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

3 Bedrooms8 Guests
9.4

Superb

23 reviews

$673
Average price / night
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Spacious 8-bedroom house in Delray Beach Steps From Atlantic Av. Heated Pool.
Spacious 8-bedroom house in Delray Beach Steps From Atlantic Av. Heated Pool.
House
Delray Beach, FL, 33444, United States
1.9k from Congress Square center

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

7 Bedrooms16 Guests
8.0

Good

2 reviews

$711
Average price / night
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Bluebird House | 3/2 + 2/2 Guest House | Pool
Bluebird House | 3/2 + 2/2 Guest House | Pool
House
Delray Beach, FL, 33444, United States
1.9k from Congress Square center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, Outdoor Space

5 Bedrooms12 Guests
New to Booking
$941
Average price / night
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Bluebird House | 3/2 Main House | Pool
Bluebird House | 3/2 Main House | Pool
House
Delray Beach, FL, 33444, United States
1.9k from Congress Square center

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

3 Bedrooms6 Guests
New to Booking
$719
Average price / night
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Coastal Splash / 4BR Pool/Golf Cart 5 mins to DT
Coastal Splash / 4BR Pool/Golf Cart 5 mins to DT
Apartment
Delray Beach, FL, 33444, United States
2.0k from Congress Square center

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

3 Bedrooms7 Guests
10.0

Exceptional

7 reviews

$504
Average price / night
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Bungalow with pickleball court/pool walk to beach!
Bungalow with pickleball court/pool walk to beach!
House
Delray Beach, FL, 33444, United States
2.1k from Congress Square center

AC, Barbecue, Crib, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

3 Bedrooms6 Guests
9.8

Exceptional

23 reviews

$481
Average price / night
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Coastal Modern Luxury, 5+ Bed, Pool, Everything. Five-Star Resort Style Living.
Coastal Modern Luxury, 5+ Bed, Pool, Everything. Five-Star Resort Style Living.
House
Delray Beach, FL, 33444, United States
2.1k from Congress Square center

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

5 Bedrooms12 Guests
10.0

Exceptional

6 reviews

$1128
Average price / night
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337 New Luxe Villa + Guest House | Walk to Ave & Beach
337 New Luxe Villa + Guest House | Walk to Ave & Beach
House
Delray Beach, FL, 33444, United States
2.1k from Congress Square center

AC, Barbecue, Crib, Dryer, Heater, Internet, Kitchen, Laundry, Living Area

5 Bedrooms14 Guests
10.0

Exceptional

2 reviews

$1646
Average price / night
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Three Palms House – 4 Suites, 3 Blocks to Ave & Pool
Three Palms House – 4 Suites, 3 Blocks to Ave & Pool
House
Delray Beach, FL, 33444, United States
2.1k from Congress Square center

AC, Barbecue, Crib, Dryer, Heater, Internet, Kitchen, Living Area, Microwave

4 Bedrooms8 Guests
New to Booking
$1275
Average price / night
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9K Sq Ft Estate -Sleeps 24 - Walk to the Avenue
9K Sq Ft Estate -Sleeps 24 - Walk to the Avenue
House
Delray Beach, FL, 33444, United States
2.1k from Congress Square center

AC, Arcade, Barbecue, Crib, Dryer, Heater, Internet, Kitchen, Living Area

10 Bedrooms26 Guests
New to Booking
$3169
Average price / night
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334 5BR Villa – Pool & Spa | Sleeps 12 Walk to Ave
334 5BR Villa – Pool & Spa | Sleeps 12 Walk to Ave
House
Delray Beach, FL, 33444, United States
2.1k from Congress Square center

AC, Barbecue, Crib, Dryer, Heater, Internet, Kitchen, Living Area, Microwave

5 Bedrooms12 Guests
New to Booking
$1580
Average price / night
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Spacious Private Pool Oasis
Spacious Private Pool Oasis
House
Delray beach, FL, 33444, United States
2.1k from Congress Square center

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

3 Bedrooms6 Guests
10.0

Exceptional

39 reviews

$464
Average price / night
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501 Managed By Brampton Park
501 Managed By Brampton Park
House
Delray Beach, FL, 33444, United States
2.1k from Congress Square center

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

3 Bedrooms8 Guests
9.6

Exceptional

4 reviews

$619
Average price / night
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Tropical Delray Beach Villa with Heated Pool
Tropical Delray Beach Villa with Heated Pool
House
Delray Beach, FL, 33445, United States
2.1k from Congress Square center

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

4 Bedrooms8 Guests
8.0

Good

5 reviews

$402
Average price / night
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Heated Pool! Private Home+Bikes & Fire Pit!
Heated Pool! Private Home+Bikes & Fire Pit!
House
Delray Beach, FL, 33445, United States
2.2k from Congress Square center

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

5 Bedrooms10 Guests
9.2

Superb

10 reviews

$723
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 Congress Square.

Where to stay in Congress Square? Best neighborhoods & areas

Congress Square Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 285 verified vacation rentals with a private pool in Congress Square. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Congress Square vary depending on the property size, location, and travel season. Rates typically start from around $322 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 Congress Square also welcome pets. Currently, 27 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 Congress Square often include additional features such as Private Pool, Pool, and Fireplace/Heating. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Congress Square 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.