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

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  4.  Florida
  5.  Holmes Beach Beaches

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3839 Best Vacation Rentals with Pool in Holmes Beach Beaches (Starting from $212)

5400 Gulf Dr! 55 or older condo with amazing pool just steps away from the beach!
5400 Gulf Dr! 55 or older condo with amazing pool just steps away from the beach!
House
Bradenton Beach, FL, USA
0.3k from Holmes Beach Beaches center

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

1 Bedroom4 Guests
New to Booking
$269
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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Martinique 401S
Martinique 401S
Apartment
Holmes Beach Beaches, Holmes Beach, Florida, USA
0.3k from Holmes Beach Beaches center

Security/Safety, Oceanfront, Pool, View, Laundry, Guest Services, Ocean View

2 Bedrooms4 Guests
New to Booking
$281
Average price / night
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Beachfront Escape at Martinique South: 2BR/2BA Condo
Beachfront Escape at Martinique South: 2BR/2BA Condo
Condo
Holmes Beach, FL, 34217, United States
0.2k from Holmes Beach Beaches center

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

2 Bedrooms4 Guests
New to Booking
$301
Average price / night
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Resting Beach Place managed by Beach Retreats
Resting Beach Place managed by Beach Retreats
Apartment
Holmes Beach, FL, USA
0.4k from Holmes Beach Beaches center

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

2 Bedrooms4 Guests
New to Booking
$509
Average price / night
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Direct Beachfront 2 BD Condo On Florida’s Beautiful Gulf Coast!
Direct Beachfront 2 BD Condo On Florida’s Beautiful Gulf Coast!
Condo
Holmes Beach, FL, 34217, United States
0.2k from Holmes Beach Beaches center

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

2 Bedrooms4 Guests
10.0

Exceptional

124 reviews

$523
Average price / night
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Peace 'n Paradise
Peace 'n Paradise
House
Holmes Beach, FL, USA
0.4k from Holmes Beach Beaches center

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

2 Bedrooms6 Guests
New to Booking
$348
Average price / night
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Beachfront condo directly on Holmes beach
Beachfront condo directly on Holmes beach
Condo
Holmes Beach, FL, 34217, United States
0.3k from Holmes Beach Beaches center

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

2 Bedrooms6 Guests
10.0

Exceptional

22 reviews

$484
Average price / night
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Surf View (AMIL)
Surf View (AMIL)
House
Holmes Beach, FL, USA
0.4k from Holmes Beach Beaches center

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

8 Bedrooms16 Guests
New to Booking
$1416
Average price / night
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Oceanfront Penthouse Paradise Condo on Anna Maria Island!
Oceanfront Penthouse Paradise Condo on Anna Maria Island!
Condo
Holmes Beach, FL, 34217, United States
0.3k from Holmes Beach Beaches center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$418
Average price / night
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The Tiki
The Tiki
House
Holmes Beach, FL, USA
0.4k from Holmes Beach Beaches center

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

7 Bedrooms14 Guests
New to Booking
$1774
Average price / night
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Snowbird Paradise | Monthly Beachfront Condo with Lanai, Pool & Tennis
Snowbird Paradise | Monthly Beachfront Condo with Lanai, Pool & Tennis
Condo
Holmes Beach, FL, 34217, United States
0.3k from Holmes Beach Beaches center

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

2 Bedrooms4 Guests
New to Booking
$212
Average price / night
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Serendipity
Serendipity
House
Holmes Beach, FL, USA
0.4k from Holmes Beach Beaches center

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

3 Bedrooms6 Guests
New to Booking
$521
Average price / night
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Ocean-front condo with WiFi, pool & Gulf views - steps to the beach
Ocean-front condo with WiFi, pool & Gulf views - steps to the beach
Condo
Holmes Beach, FL, 34217, United States
0.3k from Holmes Beach Beaches center

AC, Dryer, Free Parking, Kitchen, Laundry, Microwave, No Smoking, Outdoor Grill, Pool

2 Bedrooms4 Guests
New to Booking
$328
Average price / night
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Hidden Cove 4
Hidden Cove 4
House
Holmes Beach, FL, USA
0.4k from Holmes Beach Beaches center

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

2 Bedrooms4 Guests
New to Booking
$668
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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Sun Plaza West Unit 110
Sun Plaza West Unit 110
House
Holmes Beach, FL, USA
0.4k from Holmes Beach Beaches center

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

1 Bedroom6 Guests
8.0

Good

1 reviews

$319
Average price / night
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⚓5400 Gulf Dr! 55+ condo with amazing pool just steps away from the beach!⚓🏖
⚓5400 Gulf Dr! 55+ condo with amazing pool just steps away from the beach!⚓🏖
Condo
Holmes Beach, FL, 34217, United States
0.3k from Holmes Beach Beaches center

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

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$220
Average price / night
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Hidden Cove Gulf Front Property on Holmes Beach
Hidden Cove Gulf Front Property on Holmes Beach
House
Holmes Beach, FL, USA
0.4k from Holmes Beach Beaches center

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

2 Bedrooms4 Guests
New to Booking
$1414
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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Hidden Cove Unit 5, Gulf Front Property on Holmes Beach
Hidden Cove Unit 5, Gulf Front Property on Holmes Beach
House
Holmes Beach, FL, USA
0.4k from Holmes Beach Beaches center

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

2 Bedrooms4 Guests
New to Booking
$1272
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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Updated Cottage Steps to the Beach, Pool and Beach Gear
Updated Cottage Steps to the Beach, Pool and Beach Gear
Condo
Holmes Beach, FL, 34217, United States
0.4k from Holmes Beach Beaches center

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

2 Bedrooms4 Guests
10.0

Exceptional

4 reviews

$436
Average price / night
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Steps to the beach. Pool, Observation deck with views and beach gear
Steps to the beach. Pool, Observation deck with views and beach gear
Condo
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
10.0

Exceptional

1 reviews

$472
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
Check Availability
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
Check Availability
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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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 Holmes Beach Beaches.

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

Holmes Beach Beaches Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 3839 verified vacation rentals with a pool in Holmes Beach Beaches. 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 Holmes Beach Beaches vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $212 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Holmes Beach Beaches 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 Holmes Beach Beaches welcome pets. Currently, 30 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 Holmes Beach Beaches often include additional outdoor features such as Pool, Fireplace/Heating, and View. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Holmes Beach Beaches 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.