Vacation Rentals with Pool in Holiday Harbors, FL: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Florida
  5.  Jacksonville
  6.  Holiday Harbors

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268 Best Vacation Rentals with Pool in Holiday Harbors (Starting from $150)

Jacksonville Home, Near Beach and Mayo Clinic!
Jacksonville Home, Near Beach and Mayo Clinic!
House
Jacksonville, FL, USA
1.4k from Holiday Harbors center

Internet, Parking, Pet Friendly, Wheelchair Accessible, Pool, Child Friendly

3 Bedrooms6 Guests
New to Booking
$387
Average price / night
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Summer Breeze - Heated Pool - 4 min to Mayo
Summer Breeze - Heated Pool - 4 min to Mayo
House
Jacksonville, FL, 32224, United States
0.6k from Holiday Harbors center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen

4 Bedrooms10 Guests
9.6

Exceptional

4 reviews

$989
Average price / night
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5 Star Ultimate King Suite near Mayo
5 Star Ultimate King Suite near Mayo
Apartment
Jacksonville, FL, USA
2.2k from Holiday Harbors center

Parking, Wheelchair Accessible, Balcony/Terrace, Hot Tub, Internet, Air Conditioner, Pool

2 Bedrooms4 Guests
New to Booking
$187
Average price / night
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4BR Pool Near Jax Beach | Good Morning Rentals
4BR Pool Near Jax Beach | Good Morning Rentals
House
Jacksonville, FL, 32224, United States
0.8k from Holiday Harbors center

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

4 Bedrooms8 Guests
9.0

Fabulous

8 reviews

$449
Average price / night
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Pool & Hot Tub Home w Game Room! 1 Mile to Beach!
Pool & Hot Tub Home w Game Room! 1 Mile to Beach!
House
Jacksonville Beach, FL, USA
2.2k from Holiday Harbors center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

4 Bedrooms16 Guests
9.2

Superb

7 reviews

$346
Average price / night
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Spacious retreat just minutes from the beach with a stunning pool and game rooms
Spacious retreat just minutes from the beach with a stunning pool and game rooms
House
Jacksonville Beach, FL, 32250, United States
1.5k from Holiday Harbors center

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

3 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$497
Average price / night
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Palm Escape
Palm Escape
House
Jacksonville, FL, USA
2.6k from Holiday Harbors center

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

2 Bedrooms10 Guests
New to Booking
$811
Average price / night
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Outdoor Oasis off Beach and Atlantic
Outdoor Oasis off Beach and Atlantic
House
Jacksonville, FL, 32224, United States
1.5k from Holiday Harbors center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, No Smoking

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$550
Average price / night
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Beach House with Tiny House and Pool
Beach House with Tiny House and Pool
House
Jacksonville Beach, FL, USA
3.1k from Holiday Harbors center

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

5 Bedrooms9 Guests
New to Booking
$3310
Average price / night
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Mayo Clinc 1mile from Intercoastal waterfront home w/pool and Breathtaking Views
Mayo Clinc 1mile from Intercoastal waterfront home w/pool and Breathtaking Views
House
Jacksonville, FL, 32250, United States
1.7k from Holiday Harbors center

AC, Balcony, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Internet

3 Bedrooms8 Guests
9.8

Exceptional

109 reviews

$373
Average price / night
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Beautiful Beach house with heated pool
Beautiful Beach house with heated pool
House
Jacksonville, FL, USA
3.3k from Holiday Harbors center

Oceanfront, Air Conditioner, View, Guest Services, Pool, Security/Safety, Internet

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$246
Average price / night
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Serene Escape, Heated Pool, Spa, Outdoor Dining & Putting Green
Serene Escape, Heated Pool, Spa, Outdoor Dining & Putting Green
House
Jacksonville Beach, FL, 32250, United States
1.7k from Holiday Harbors center

AC, Arcade, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub

5 Bedrooms12 Guests
10.0

Exceptional

114 reviews

$1117
Average price / night
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Beach Retreat in Jacksonville PetandFamily-Friendly
Beach Retreat in Jacksonville PetandFamily-Friendly
House
Jacksonville Beach, FL, USA
3.4k from Holiday Harbors center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly, Lodgings, Vacation rentals

4 Bedrooms12 Guests
7.5

Good

4 reviews

$813
Average price / night
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Family Oasis | Pickleball + Heated Pool & Spa
Family Oasis | Pickleball + Heated Pool & Spa
House
Jacksonville Beach, FL, 32250, United States
1.9k from Holiday Harbors center

AC, Arcade, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater, Hot Tub

4 Bedrooms10 Guests
10.0

Exceptional

52 reviews

$805
Average price / night
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Beach Retreat Complex w Pool - Sleeps 25
Beach Retreat Complex w Pool - Sleeps 25
House
Jacksonville Beach, FL, USA
3.6k from Holiday Harbors center

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

8 Bedrooms25 Guests
New to Booking
$1201
Average price / night
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Mayo Clinic townhouse in San Pablo with Primary suite located on the 1st floor
Mayo Clinic townhouse in San Pablo with Primary suite located on the 1st floor
House
Jacksonville, FL, 32224, United States
2.1k from Holiday Harbors center

AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
9.8

Exceptional

6 reviews

$318
Average price / night
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Family Beach House with Pool - Blocks From Beach
Family Beach House with Pool - Blocks From Beach
House
Jacksonville Beach, FL, USA
3.6k from Holiday Harbors center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

5 Bedrooms15 Guests
8.0

Good

1 reviews

$366
Average price / night
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Luxe retreat w/heated pool+firepit+indoor pickleball wall+gym 5 min to beach
Luxe retreat w/heated pool+firepit+indoor pickleball wall+gym 5 min to beach
House
Jacksonville Beach, FL, 32250, United States
2.2k from Holiday Harbors center

AC, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
10.0

Exceptional

15 reviews

$530
Average price / night
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Slow Pace Beach Living - Pool - Steps from Beach
Slow Pace Beach Living - Pool - Steps from Beach
House
Jacksonville Beach, FL, USA
3.6k from Holiday Harbors center

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

2 Bedrooms5 Guests
8.2

Very Good

9 reviews

$150
Average price / night
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Spacious 5BR Retreat w/ Pool, Game Room + Fire Pit
Spacious 5BR Retreat w/ Pool, Game Room + Fire Pit
House
Jacksonville Beach, FL, 32250, United States
2.3k from Holiday Harbors center

AC, Arcade, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater, Internet

5 Bedrooms12 Guests
9.8

Exceptional

32 reviews

$887
Average price / night
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Private Pool + Fire Pit ~ Sleeps 8 ~ Bike to Beach & Dining
Private Pool + Fire Pit ~ Sleeps 8 ~ Bike to Beach & Dining
House
Jacksonville Beach, FL, 32250, United States
2.4k from Holiday Harbors center

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

4 Bedrooms8 Guests
New to Booking
$537
Average price / night
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Comfy Mayo Retreat; Heated Pool,  Close to Beach
Comfy Mayo Retreat; Heated Pool, Close to Beach
House
Jacksonville Beach, FL, 32250, United States
2.4k from Holiday Harbors center

AC, Arcade, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater, Internet

3 Bedrooms8 Guests
9.6

Exceptional

53 reviews

$449
Average price / night
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Cottage Home with Heated Pool and Screened in Porch.
Cottage Home with Heated Pool and Screened in Porch.
House
Jacksonville Beach, FL, 32250, United States
2.5k from Holiday Harbors center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater

3 Bedrooms8 Guests
9.8

Exceptional

75 reviews

$543
Average price / night
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Family-Friendly Jax Beach Retreat with Heated Pool
Family-Friendly Jax Beach Retreat with Heated Pool
House
Jacksonville Beach, FL, 32250, United States
2.5k from Holiday Harbors center

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

4 Bedrooms8 Guests
10.0

Exceptional

36 reviews

$495
Average price / night
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SMV Palm Escape Retreat nr Mayo
SMV Palm Escape Retreat nr Mayo
House
Jacksonville, FL, 32250, United States
2.6k from Holiday Harbors center

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

4 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$648
Average price / night
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Beautiful Jax Beach home with private pool
Beautiful Jax Beach home with private pool
House
Jacksonville Beach, FL, 32250, United States
2.6k from Holiday Harbors center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
New to Booking
$389
Average price / night
Check Availability
3 BD & 2 BT/Pool/Pet-Friendly
3 BD & 2 BT/Pool/Pet-Friendly
House
Jacksonville Beach, FL, 32250, United States
2.6k from Holiday Harbors center

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

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$489
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 Holiday Harbors.

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Holiday Harbors Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 268 verified vacation rentals with a pool in Holiday Harbors. 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 Holiday Harbors vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $150 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Holiday Harbors 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 Holiday Harbors welcome pets. Currently, 62 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 Holiday Harbors often include additional outdoor features such as Pool, View, and Pet Friendly. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Holiday Harbors 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.