Vacation Rentals with Private Pool in Holmes Beach Beaches, FL: Compare 10+ Sites & Save

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  5.  Holmes Beach Beaches

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1871 Best Vacation Rentals with Private Pool in Holmes Beach Beaches (Starting from $271)

Beach Front 2 Bedroom B
Beach Front 2 Bedroom B
House
Holmes Beach, FL, USA
0.9k from Holmes Beach Beaches center

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

2 Bedrooms6 Guests
New to Booking
$1034
Average price / night
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Coquina Sands - Pool Home with Beach Views - Powered by Island Real Estate
Coquina Sands - Pool Home with Beach Views - Powered by Island Real Estate
Condo
Holmes Beach, FL, 34217, United States
0.1k from Holmes Beach Beaches center

Balcony, Dryer, Elevator, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
9.0

Fabulous

4 reviews

$617
Average price / night
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Anna Maria's Finest
Anna Maria's Finest
House
Anna Maria, FL, USA
2.7k from Holmes Beach Beaches center

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

3 Bedrooms6 Guests
8.2

Very Good

23 reviews

$891
Average price / night
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Gorgeous Home July specials check it out, heated pool and spa, elevator
Gorgeous Home July specials check it out, heated pool and spa, elevator
House
Holmes Beach, FL, 34217, United States
0.3k from Holmes Beach Beaches center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Hot Tub, Internet

2 Bedrooms4 Guests
9.2

Superb

103 reviews

$477
Average price / night
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AM I Dreaming by AMI Locals
AM I Dreaming by AMI Locals
House
Holmes Beach Beaches, Holmes Beach, Florida, USA
3.5k from Holmes Beach Beaches center

Parking, Internet, Kitchen, Pet Friendly, Pool, Private Pool, Wheelchair Accessible

3 Bedrooms6 Guests
New to Booking
$425
Average price / night
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5400 - Condo 2 Bedroom/ 2 Bath, maximum occupancy of 6 people. 55+
5400 - Condo 2 Bedroom/ 2 Bath, maximum occupancy of 6 people. 55+
Condo
Holmes Beach, FL, 34217, United States
0.3k from Holmes Beach Beaches center

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

2 Bedrooms6 Guests
New to Booking
$271
Average price / night
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Bay Dreamin! Walk to the Beach, Pier, & Pine Ave! Heated Pool!
Bay Dreamin! Walk to the Beach, Pier, & Pine Ave! Heated Pool!
House
Anna Maria, FL, USA
3.7k from Holmes Beach Beaches center

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

5 Bedrooms8 Guests
New to Booking
$920
Average price / night
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2 Min Walk to Beach, Bikes, Paddleboards, Heated Pool, Hot Tub, Fireplace
2 Min Walk to Beach, Bikes, Paddleboards, Heated Pool, Hot Tub, Fireplace
House
Holmes Beach, FL, 34217, United States
0.4k from Holmes Beach Beaches center

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

4 Bedrooms8 Guests
New to Booking
$1937
Average price / night
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Anna Maria Island Retreat
Anna Maria Island Retreat
Apartment
Anna Maria, FL, USA
4.0k from Holmes Beach Beaches center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Family, Beach rentals

1 Bedroom6 Guests
6.7

Good

3 reviews

$532
Average price / night
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Surf View ~ Walk to Beach/Rooftop Deck/Pool
Surf View ~ Walk to Beach/Rooftop Deck/Pool
House
Holmes Beach, FL, 34217, United States
0.4k from Holmes Beach Beaches center

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

8 Bedrooms16 Guests
New to Booking
$2697
Average price / night
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Aqua Paradise by AMI Locals
Aqua Paradise by AMI Locals
House
Holmes Beach Beaches, Holmes Beach, Florida, USA
5.0k from Holmes Beach Beaches center

Parking, Pool, Private Pool, Internet, Child Friendly

7 Bedrooms18 Guests
9.0

Fabulous

2 reviews

$795
Average price / night
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Enclosed pool/spa - Stillpoint by SeaBreeze Vacation
Enclosed pool/spa - Stillpoint by SeaBreeze Vacation
House
Holmes Beach, FL, 34217, United States
0.4k from Holmes Beach Beaches center

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

4 Bedrooms6 Guests
New to Booking
$548
Average price / night
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102 6Th St S- Upstairs Home
102 6Th St S- Upstairs Home
House
Bradenton Beach, FL, USA
5.1k from Holmes Beach Beaches center

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

3 Bedrooms6 Guests
New to Booking
$324
Average price / night
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Peace 'n Paradise · Pool & Spa · 300 Yds Gulf
Peace 'n Paradise · Pool & Spa · 300 Yds Gulf
House
Holmes Beach, FL, 34217, United States
0.4k from Holmes Beach Beaches center

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

2 Bedrooms6 Guests
9.8

Exceptional

69 reviews

$503
Average price / night
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75 Palms! Sleeps 23! Luxury 1 acre lot Pool and Spa, Putting Green & Game Room!
75 Palms! Sleeps 23! Luxury 1 acre lot Pool and Spa, Putting Green & Game Room!
House
Bradenton, FL, USA
8.3k from Holmes Beach Beaches center

Luxury, Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly

10 Bedrooms23 Guests
New to Booking
$2086
Average price / night
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Lovely 3 bedroom duplex on Anna Maria Island, Private pool, pet friendly!
Lovely 3 bedroom duplex on Anna Maria Island, Private pool, pet friendly!
House
Holmes Beach, FL, 34217, United States
0.4k from Holmes Beach Beaches center

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

3 Bedrooms6 Guests
9.8

Exceptional

66 reviews

$604
Average price / night
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She's Always Right - Pet Home w/ Pool, Spa, Steps to Beach & Prime AMI Location
She's Always Right - Pet Home w/ Pool, Spa, Steps to Beach & Prime AMI Location
House
Holmes Beach, FL, 34217, United States
0.4k from Holmes Beach Beaches center

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

4 Bedrooms8 Guests
10.0

Exceptional

60 reviews

$1078
Average price / night
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Paradise Palms: Paradise Awaits, Heated Pool, Perfect Location!
Paradise Palms: Paradise Awaits, Heated Pool, Perfect Location!
House
Holmes Beach, FL, 34217, United States
0.4k from Holmes Beach Beaches center

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

3 Bedrooms10 Guests
9.6

Exceptional

12 reviews

$512
Average price / night
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Sugaree -  2bedroom Private Pool Property in Holmes Beach
Sugaree - 2bedroom Private Pool Property in Holmes Beach
Condo
Holmes Beach, FL, 34217, United States
0.4k from Holmes Beach Beaches center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Kitchen, Laundry, Living Area, No Smoking

2 Bedrooms6 Guests
8.8

Fabulous

5 reviews

$398
Average price / night
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Sea La Vie: 1.5 Blocks to Beach, Pool, Tropical Backyard & Pool by Anna Maria Life Vacation Rentals
Sea La Vie: 1.5 Blocks to Beach, Pool, Tropical Backyard & Pool by Anna Maria Life Vacation Rentals
House
Holmes Beach, FL, 34217, United States
0.4k from Holmes Beach Beaches center

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

3 Bedrooms6 Guests
9.8

Exceptional

30 reviews

$582
Average price / night
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Summer House-8 bedroom, Rooftop, short walk to the beach, private pool/spa and w
Summer House-8 bedroom, Rooftop, short walk to the beach, private pool/spa and w
House
Holmes Beach, FL, 34217, United States
0.4k from Holmes Beach Beaches center

AC, Arcade, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet

8 Bedrooms20 Guests
9.4

Superb

26 reviews

$2238
Average price / night
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Blue Water View- 6 bedrooms with amazing rooftop deck and private heated pool
Blue Water View- 6 bedrooms with amazing rooftop deck and private heated pool
House
Holmes Beach, FL, 34216, United States
0.4k from Holmes Beach Beaches center

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

6 Bedrooms12 Guests
9.0

Fabulous

16 reviews

$965
Average price / night
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No R-Egrets:1 Block to Beach! Pool Game Room by Anna Maria Life Vacation Rentals
No R-Egrets:1 Block to Beach! Pool Game Room by Anna Maria Life Vacation Rentals
House
Holmes Beach, FL, 34217, United States
0.5k from Holmes Beach Beaches center

AC, Arcade, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Hot Tub

4 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$1358
Average price / night
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Villa La Esperanza-203 Holmes Beach
Villa La Esperanza-203 Holmes Beach
House
Holmes Beach, FL, 34217, United States
0.5k from Holmes Beach Beaches center

AC, Balcony, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
9.6

Exceptional

5 reviews

$612
Average price / night
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Enjoyable 6 Minute Walk to Beach and Heated Saltwater Pool for ONLY Your Family.
Enjoyable 6 Minute Walk to Beach and Heated Saltwater Pool for ONLY Your Family.
Condo
Holmes Beach, FL, 34217, United States
0.5k from Holmes Beach Beaches center

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

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$508
Average price / night
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Dolphin Resort | Private Pool, Spa, Tiki Bar, Game Room & 3 Min Walk to Beach
Dolphin Resort | Private Pool, Spa, Tiki Bar, Game Room & 3 Min Walk to Beach
House
Holmes Beach, FL, 34217, United States
0.5k from Holmes Beach Beaches center

AC, Arcade, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$573
Average price / night
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Beach Haven~Waterslide! Pool/Spa
Beach Haven~Waterslide! Pool/Spa
House
Holmes Beach, FL, 34217, United States
0.5k from Holmes Beach Beaches center

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

New to Booking
$2655
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 Holmes Beach Beaches.

Where to stay in Holmes Beach Beaches? Best neighborhoods & areas

Holmes Beach Beaches Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 1871 verified vacation rentals with a private pool in Holmes Beach Beaches. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Holmes Beach Beaches vary depending on the property size, location, and travel season. Rates typically start from around $271 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 Holmes Beach Beaches also welcome pets. Currently, 25 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 Holmes Beach Beaches often include additional features such as Private Pool, Pool, and Wellness Facilities. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Holmes Beach Beaches 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.