Sea Pirate 1

4 guests · 2 bedrooms · 1 bath

Air conditioning · TV · Coffee/tea maker

Business stays, family stays, couples stay, getaway vacation, and rental in Holmes Beach at Sea Pirate 5 for $516 for your next trip.

Sea Pirate 3

2 guests · 2 bedrooms · 1 bath

Free WiFi/internet · Balcony/Terrace · Beach access

Looking for a memorable stay in Holmes Beach? Our House might just be what you're looking for. Enjoy amenities including Free Parking, Golf course (within 2 mi) and Balcony/Terrace, and more during your stay.

9.6 / 10

Outstanding(40 Ratings)

Steps to Beach - Tropical Sunset 2 by SeaBreeze Vacation

6 guests · 2 bedrooms · 2 baths

Looking to create some memories in Holmes Beach? Look no further than our Apartment, Steps to Beach - Tropical Sunset 2 by SeaBreeze Vacation. Enjoy top-rated amenities including No pets allowed, Family friendly and Non-smoking, and more.

9.8 / 10

Outstanding(47 Ratings)

Steps to Beach - The Cozzi Cottage by SeaBreeze Vacation

4 guests · 1 bedroom · 1 bath

Business stays, family stays, couples stay, getaway vacation, and rental in Holmes Beach at Steps to Beach - The Cozzi Cottage by SeaBreeze Vacation for $386 for your next trip.

9.8 / 10

Outstanding(23 Ratings)

Cottage by the Sea: Gulf Front, On the Beach! by Anna Maria Life Vacation Rentals

6 guests · 3 bedrooms · 3 baths

This inviting House in Holmes Beach can fit your needs for many types of vacations, at $440 per night.

9.9 / 10

Outstanding(42 Ratings)

Lazy Palm Cottage, private heated pool, steps to the beach. Sleeps 6.

6 guests · 3 bedrooms · 2 baths

Experience the best of Holmes Beach with this House available for $519. This property is equipped with amenities including No pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(1 Rating)

Two Houses from The Beach - Amazing Tropical Sunsets

2 guests · 2 bedrooms · 2 baths

Air conditioning · Pool · Balcony/Terrace

Looking to create some memories in Holmes Beach? Look no further than our House, Two Houses from The Beach - Amazing Tropical Sunsets. Enjoy top-rated amenities including Balcony/Terrace, Non-smoking and Family friendly, and more.

10 / 10

Outstanding(31 Ratings)

Anna Maria Gulf Beach Place Just Steps TO The Edge OF The Water

6 guests · 2 bedrooms · 2 baths

Discover the beauty of Holmes Beach with a stay at Anna Maria Gulf Beach Place Just Steps TO The Edge OF The Water, a top rated Apartment with amenities such as No pets allowed and Non-smoking, and more.

9.9 / 10

Outstanding(47 Ratings)

Steps to Beach - The Cozzi Cottage by SeaBreeze Vacation

4 guests · 1 bedroom · 1 bath

This Apartment for $377 in Holmes Beach, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

9.2 / 10

Outstanding(54 Ratings)

Valhalla Down · Gulf Front · 8-Yr Guests · Renovated 2025

4 guests · 2 bedrooms · 1 bath

Experience the best of Holmes Beach with this House available for $421. This property is equipped with amenities including Pets allowed, Family friendly and Non-smoking, and more.

Fully Remodeled Steps to the Beach - Amazing Tropical Sunsets

2 guests · 2 bedrooms · 2 baths

Air conditioning · Pool · Balcony/Terrace

Experience the best of Holmes Beach with this House available for $380. This property is equipped with amenities including Balcony/Terrace, Non-smoking and Childcare services, and more.

New to VacationRenter

Balconies and Beach Days

5 guests · 2 bedrooms · 2 baths

Air conditioning · TV · Coffee/tea maker

Experience vacation in Holmes Beach with our House, Sunrays Anchor. Enjoy amenities such as Air conditioning, Balcony/Terrace and Bathtub, and more.

Beachfront

10 / 10

Outstanding(23 Ratings)

Sailfish Gulf Suites #2, Beachfront, Steps to the Sand

Cottage

4 guests · 2 bedrooms · 1 bath

When traveling to Holmes Beach, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $372 per night.

10 / 10

Outstanding(287 Ratings)

Best Little Beach House on Anna Maria Island! With a pool & steps to the beach!

4 guests · 1 bedroom · 1 bath

Business stays, family stays, couples stay, getaway vacation, and rental in Holmes Beach at Best Little Beach House on Anna Maria Island! With a pool & steps to the beach! for $359 for your next trip.

The Palms #4

2 guests · 2 bedrooms · 2 baths

Free WiFi/internet · Pool · Balcony/Terrace

Business stays, family stays, couples stay, getaway vacation, and rental in Holmes Beach at The Palms #4 for $370 for your next trip.

You can save with One Key

9.8 / 10

Outstanding(23 Ratings)

Cottage by the Sea: Gulf Front, On the Beach! by Anna Maria Life Vacation Rentals

6 guests · 3 bedrooms · 3 baths

When traveling to Holmes Beach, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $440 per night.

10 / 10

Outstanding(1 Rating)

Best Location! Heated Pool~Steps to Beach/Shops!

4 guests · 1 bedroom · 1 bath

This attractive House in Holmes Beach, $455 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(1 Rating)

New! Heated Pool~Steps to the Beach/Shops~Starfish

4 guests · 1 bedroom · 1 bath

Enjoy the best of Holmes Beach in our House, New! Heated Pool~Steps to the Beach/Shops~Starfish. A stunning property with amenities including Pets allowed, Family friendly and Non-smoking, and more.

9.8 / 10

Outstanding(21 Ratings)

Beach Escape By Coastal Chic Vacations

6 guests · 2 bedrooms · 2 baths

This House for $365 in Holmes Beach, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

8 / 10

Excellent(2 Ratings)

The Palms 2

2 guests · 2 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Pool

This Apartment in Holmes Beach, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

9 / 10

Outstanding(2 Ratings)

Heated Pool! New! Steps to the Beach! Sand Dollar

4 guests · 1 bedroom · 1 bath

Experience the best of Holmes Beach with this House available for $523. This property is equipped with amenities including Pets allowed, Family friendly and Non-smoking, and more.

8 / 10

Excellent(1 Rating)

Beachside Seashell Cottage perfect for 6 in Holmes Beach

Cottage

6 guests · 3 bedrooms · 2 baths

WiFi/Internet · Coffee/tea maker · Refrigerator

Business stays, family stays, couples stay, getaway vacation, and rental in Holmes Beach at 109 36TH for $459 for your next trip.

10 / 10

Outstanding(287 Ratings)

Best Little Beach House on Anna Maria Island! With a pool & steps to the beach!

4 guests · 1 bedroom · 1 bath

House in Holmes Beach, for $359 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

Cozzi Cottage located only steps to the white sandy beaches complete with rooftop terrace

2 guests · 1 bedroom · 1 bath

Air conditioning · Pool · Balcony/Terrace

The best choice in Holmes Beach for House, for $452 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

8 / 10

Excellent(3 Ratings)

New! Heated Pool! Sreps to the Beach! Islands West

4 guests · 1 bedroom · 1 bath

This House in Holmes Beach, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

9 / 10

Outstanding(2 Ratings)

Heated Pool! New! Steps to the Beach! Sand Dollar

4 guests · 1 bedroom · 1 bath

House in Holmes Beach, for $523 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(20 Ratings)

Island Beach Club 22 - Anna Maria Island - Condo 2 Bedroom / 1 Bath gulf front , maximum occupancy of 4 people.

4 guests · 1 bedroom · 1 bath

This attractive Apartment in Holmes Beach, $430 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

10 / 10

Outstanding(1 Rating)

Half Block to Beach, Remodeled 2BR, Patio & Grill

Country House

2 guests · 2 bedrooms · 2 baths

Free WiFi/internet · Air conditioning · Beach access

Business stays, family stays, couples stay, getaway vacation, and rental in Holmes Beach at Half Block to Beach, Remodeled 2BR, Patio & Grill for $352 for your next trip.

Perfect Location! Steps to Beach~Heated Pool!

2 guests · 1 bath

Experience vacation in Holmes Beach with our House, Perfect Location! Steps to Beach~Heated Pool!. Enjoy amenities such as Pets allowed, Family friendly and Non-smoking, and more.

10 / 10

Outstanding(124 Ratings)

Elevator - Costa Lotta by SeaBreeze Vacation

6 guests · 3 bedrooms · 3 baths

Experience the best of Holmes Beach with this House available for $456. This property is equipped with amenities including No pets allowed, Family friendly and Non-smoking, and more.