0 941.500.4555 Request a Call

Anna Maria Island & Holmes Beach Vacation Rentals

Showing 217–240 of 561 matching vacation rentals, page 10 of 24. Closest capacity matches first.

About Anna Maria Island & Holmes Beach
Filters Pet friendly — remove this filter Clear all
Gold Bradenton Beach Vacation Condo Sleeps Six Guests
Anna Maria Island & Holmes Beach

Bradenton Beach Vacation Condo Sleeps Six Guests

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $233 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Bradenton Beach Luxury Vacation Rental Home Two Bedrooms
Anna Maria Island & Holmes Beach

Bradenton Beach Luxury Vacation Rental Home Two Bedrooms

2 Bedrooms · 2 Bathrooms · Sleeps 4
From $795 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Anna Maria Island Vacation Home
Anna Maria Island & Holmes Beach

Anna Maria Island Vacation Home

6 Bedrooms · 4 Bathrooms · Sleeps 18
From $1,992 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Two Bedroom Holmes Beach Vacation Duplex Sleeps 4 Guests
Anna Maria Island & Holmes Beach

Two Bedroom Holmes Beach Vacation Duplex Sleeps 4 Guests

2 Bedrooms · 4 Bathrooms · Sleeps 4
From $349 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Anna Maria Walk to Beach Five Bedroom Vacation Home
Anna Maria Island & Holmes Beach

Anna Maria Walk to Beach Five Bedroom Vacation Home

5 Bedrooms · 6 Bathrooms · Sleeps 14
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Luxury Bradenton Beach Home: Pool, Spa, & Bay Views
Anna Maria Island & Holmes Beach

Luxury Bradenton Beach Home: Pool, Spa, & Bay Views

8 Bedrooms · 8 Bathrooms · Sleeps 18
From $1,900 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Lakewood Ranch Luxury Vacation Rental Sleeps Six Guests
Anna Maria Island & Holmes Beach

Lakewood Ranch Luxury Vacation Rental Sleeps Six Guests

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $7,000 / month
Call to confirm availability941.500.4555 Request a callback & quote
Gold Anna Maria Island Luxury Vacation Rental Home Four Bedrooms
Anna Maria Island & Holmes Beach

Anna Maria Island Luxury Vacation Rental Home Four Bedrooms

4 Bedrooms · 3 Bathrooms · Sleeps 12
From $770 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Lovely Condo in the Heart of Anna Maria Island!
Anna Maria Island & Holmes Beach

Lovely Condo in the Heart of Anna Maria Island!

1 Bedroom · 1 Bathroom · Sleeps 4
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Holmes Beach Two Bedroom Vacation Condo
Anna Maria Island & Holmes Beach

Holmes Beach Two Bedroom Vacation Condo

2 Bedrooms · 2 Bathrooms · Sleeps 6
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Short Walk to Beach - Holmes Beach Vacation Condo Studio
Anna Maria Island & Holmes Beach

Short Walk to Beach - Holmes Beach Vacation Condo Studio

Studio Bedrooms · 1 Bathroom · Sleeps 6
From $523 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold 3 Bedroom Holmes Beach Vacation Home with Private Pool
Anna Maria Island & Holmes Beach

3 Bedroom Holmes Beach Vacation Home with Private Pool

3 Bedrooms · 3 Bathrooms · Sleeps 6
From $1,230 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Holmes Beach Luxury 4 Bedroom Vacation Home with Pool
Anna Maria Island & Holmes Beach

Holmes Beach Luxury 4 Bedroom Vacation Home with Pool

4 Bedrooms · 4 Bathrooms · Sleeps 8
From $2,104 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Anna Maria Luxury Vacation Home Sleeps 8 Private Pool
Anna Maria Island & Holmes Beach

Anna Maria Luxury Vacation Home Sleeps 8 Private Pool

3 Bedrooms · 3 Bathrooms · Sleeps 8
From $1,401 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Anna Maria Vacation Rental Pool Home Sleeps Six Guests
Anna Maria Island & Holmes Beach

Anna Maria Vacation Rental Pool Home Sleeps Six Guests

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $1,636 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Holmes Beach Vacation Rental Pool Home Five Bedrooms
Anna Maria Island & Holmes Beach

Holmes Beach Vacation Rental Pool Home Five Bedrooms

5 Bedrooms · 4 Bathrooms · Sleeps 10
From $1,539 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Anna Maria Vacation Home Sleeps Six Guests
Anna Maria Island & Holmes Beach

Anna Maria Vacation Home Sleeps Six Guests

3 Bedrooms · 2 Bathrooms · Sleeps 6
From $1,195 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Bradenton Beach One Bedroom Rental Condo Short Walk to Beach
Anna Maria Island & Holmes Beach

Bradenton Beach One Bedroom Rental Condo Short Walk to Beach

1 Bedroom · 2 Bathrooms · Sleeps 6
From $428 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Bradenton Beach 3 Bedroom Bayfront Condo Sleeps 8 Guests
Anna Maria Island & Holmes Beach

Bradenton Beach 3 Bedroom Bayfront Condo Sleeps 8 Guests

3 Bedrooms · 2 Bathrooms · Sleeps 8
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Holmes Beach Vacation Villa One Bedroom Sleeps Four Guests
Anna Maria Island & Holmes Beach

Holmes Beach Vacation Villa One Bedroom Sleeps Four Guests

1 Bedroom · 1 Bathroom · Sleeps 4
From $645 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Lovely 2 Bedroom Pool Unit Sleeps 6 Guests
Anna Maria Island & Holmes Beach

Lovely 2 Bedroom Pool Unit Sleeps 6 Guests

2 Bedrooms · 2 Bathrooms · Sleeps 6
From $1,141 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Holmes Beach Vacation Villa Sleeps Four Guests
Anna Maria Island & Holmes Beach

Holmes Beach Vacation Villa Sleeps Four Guests

1 Bedroom · 1 Bathroom · Sleeps 4
From $375 / night
Call to confirm availability941.500.4555 Request a callback & quote
Gold Holmes Beach One Bedroom Rental Short Walk to the Beach
Anna Maria Island & Holmes Beach

Holmes Beach One Bedroom Rental Short Walk to the Beach

1 Bedroom · 1 Bathroom · Sleeps 4
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote
Gold Charming Anna Maria Island Home - Steps from the Beach
Anna Maria Island & Holmes Beach

Charming Anna Maria Island Home - Steps from the Beach

1 Bedroom · 1 Bathroom · Sleeps 4
Call for rates
Call to confirm availability941.500.4555 Request a callback & quote

Privacy controls

Choose which cookies we use

Optional cookies are off unless you choose otherwise. You can return to these settings from the footer at any time.

Essential & requested features Required for security and for features you ask us to provide, including saved rentals and remembered search choices. Always active

Cookie PolicyPrivacy Policy

Talk with a Villa Specialist

When should we call you?

Share a few details and an Emerald Kite specialist will call you now or in five minutes.

If you provide a mobile number, you consent to receive messages about your vacation planning. Carrier rates may apply; you can opt out at any time.

Security check loads when this window opens.

Requests after 10 p.m. Eastern Time will be returned the next day.

Having trouble? Use the full Contact page.